Key West Cruise Port Schedule
| Day | Ship | Cruise | Arrival | Departure | Passengers |
|---|---|---|---|---|---|
| Saturday November 7, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday November 9, 2026 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Tuesday November 10, 2026 |
4 Night Key West & Coco Cay Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday November 14, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday November 16, 2026 |
8 Night Key West, Celebration Key Bahamas, Princess Cays & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Tuesday November 17, 2026 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday November 18, 2026 |
7 Night Key West, Bimini Islands & Nassau Cruise | 8:00 AM | 5:00 PM | 2,158 | |
| Friday November 20, 2026 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday November 20, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday November 21, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday November 22, 2026 |
7 Night Key West, Ocho Rios, Grand Cayman Island & Cozumel Cruise | 8:00 AM | 2:00 PM | 1,970 | |
| Monday November 23, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday November 24, 2026 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday November 25, 2026 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Thursday November 26, 2026 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Friday November 27, 2026 |
7 Night Half Moon Cay, Puerto Plata-Amber Cove, Grand Turk Island & Key West Cruise | 8:00 AM | 5:00 PM | 2,104 | |
| Friday November 27, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday November 28, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday November 29, 2026 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday November 30, 2026 |
8 Night Key West, Celebration Key Bahamas, Princess Cays & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Monday November 30, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday December 1, 2026 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday December 1, 2026 |
15 Night St Augustine FL, Port Canaveral, West Palm Beach, Key Biscayne FL, Key West, Marco Island Florida & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday December 1, 2026 |
15 Night Green Cove Springs FL, St Augustine FL, Port Canaveral, West Palm Beach, Key Biscayne FL, Key West, Marco Island Florida & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 2, 2026 |
7 Night Key West, Bimini Islands & Nassau Cruise | 8:00 AM | 5:00 PM | 2,158 | |
| Thursday December 3, 2026 |
5 Night Freeport, Great Stirrup Cay & Key West Cruise | 9:00 AM | 5:00 PM | 2,340 | |
| Friday December 4, 2026 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday December 4, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday December 5, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday December 6, 2026 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday December 7, 2026 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday December 7, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday December 8, 2026 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 9, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 10, 2026 |
12 Night Philipsburg St Maarten, Fort-de-France, Bridgetown, Scarborough, Castries, Basseterre St Kitts & Key West Cruise | 8:00 AM | 5:00 PM | 2,106 | |
| Friday December 11, 2026 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday December 11, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday December 12, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday December 13, 2026 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday December 14, 2026 |
8 Night Key West, Celebration Key Bahamas, Princess Cays & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Monday December 14, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday December 15, 2026 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 16, 2026 |
5 Night Key West & Great Stirrup Cay Cruise | 7:00 AM | 3:00 PM | 2,340 | |
| Wednesday December 16, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 17, 2026 |
7 Night Bimini Islands, Key West & Freeport Cruise | 7:00 AM | 5:00 PM | 2,158 | |
| Friday December 18, 2026 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday December 18, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday December 19, 2026 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday December 20, 2026 |
14 Night Key West, Willemstad Curacao, Oranjestad Aruba, Santa Marta Colombia, Cartagena Colombia, Panama Canal, Manta & Guayaquil Cruise | 7:00 AM | 1:00 PM | 698 | |
| Monday December 21, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday December 22, 2026 |
7 Night Key West, Cozumel & Grand Cayman Island Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 23, 2026 |
14 Night Key West, Oranjestad Aruba, Charlotteville, St Georges Grenada, Bridgetown, Castries, San Juan & Half Moon Cay Cruise | 8:00 AM | 4:00 PM | 1,432 | |
| Wednesday December 23, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 24, 2026 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Friday December 25, 2026 |
7 Night Puerto Plata-Amber Cove, Grand Turk Island, Half Moon Cay & Key West Cruise | 8:00 AM | 6:00 PM | 1,970 | |
| Friday December 25, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday December 26, 2026 |
7 Night Half Moon Cay, Grand Turk Island, Puerto Plata-Amber Cove & Key West Cruise | 8:00 AM | 5:00 PM | 2,106 | |
| Sunday December 27, 2026 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday December 28, 2026 |
8 Night Key West, Celebration Key Bahamas, Princess Cays & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Monday December 28, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday December 29, 2026 |
7 Night Key West, Bimini Islands & Nassau Cruise | 7:00 AM | 5:00 PM | 2,158 | |
| Wednesday December 30, 2026 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday January 1, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Sunday January 3, 2027 |
7 Night Key West, Puerto Plata-Amber Cove, Grand Turk Island & Half Moon Cay Cruise | 8:00 AM | 4:00 PM | 2,104 | |
| Monday January 4, 2027 |
5 Night Key West & Cozumel Cruise | 8:00 AM | 5:00 PM | 2,850 | |
| Monday January 4, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday January 5, 2027 |
8 Night Key West, Celebration Key Bahamas, Half Moon Cay & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Wednesday January 6, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday January 6, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday January 8, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday January 8, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday January 9, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 10, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday January 11, 2027 |
10 Night Half Moon Cay, Falmouth Jamaica, Grand Cayman Island, Belize City, Cozumel & Key West Cruise | 8:00 AM | 5:00 PM | 2,680 | |
| Monday January 11, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday January 12, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday January 13, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Wednesday January 13, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday January 15, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday January 15, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday January 16, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 17, 2027 |
3 Night Freeport & Key West Cruise | 8:00 AM | 5:00 PM | 2,150 | |
| Monday January 18, 2027 |
14 Night Key West, Grand Turk Island, San Juan, St Thomas Island USVI, Basseterre St Kitts, Philipsburg St Maarten, St Croix Island USVI & Ocho Rios Cruise | 12:00 PM | 6:00 PM | 3,646 | |
| Monday January 18, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday January 19, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday January 20, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday January 20, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday January 21, 2027 |
5 Night Key West & Great Stirrup Cay Cruise | 7:00 AM | 3:00 PM | 2,340 | |
| Friday January 22, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday January 22, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday January 23, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 24, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday January 25, 2027 |
6 Night Key West, Grand Turk Island & Puerto Plata-Amber Cove Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Monday January 25, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday January 27, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,150 | |
| Wednesday January 27, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday January 28, 2027 |
9 Night Ocho Rios, Santo Tomas de Castilla, Roatan Island, Belize City & Key West Cruise | 10:00 AM | 9:00 PM | 922 | |
| Friday January 29, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday January 29, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Sunday January 31, 2027 |
6 Night Key West, Montego Bay & Grand Cayman Island Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Monday February 1, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday February 1, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday February 2, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday February 3, 2027 |
5 Night Key West & Cozumel Cruise | 8:00 AM | 4:30 PM | 2,376 | |
| Wednesday February 3, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday February 4, 2027 |
7 Night Tortola Island BVI, St John's Antigua, Providenciales Island & Key West Cruise | 8:30 AM | 5:30 PM | 926 | |
| Friday February 5, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Sunday February 7, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday February 8, 2027 |
8 Night Key West, Celebration Key Bahamas, Princess Cays & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Monday February 8, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday February 10, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday February 11, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 4:00 PM | 2,708 | |
| Friday February 12, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday February 12, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday February 13, 2027 |
9 Night Key West, Great Stirrup Cay, Cabo Rojo-Pedernales, Falmouth Jamaica & Grand Cayman Island Cruise | 11:00 AM | 5:00 PM | 2,394 | |
| Sunday February 14, 2027 |
10 Night Key West, Grand Cayman Island, Ocho Rios, Roatan Island, Belize City & Cozumel Cruise | 7:30 AM | 5:00 PM | 2,680 | |
| Monday February 15, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday February 15, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday February 16, 2027 |
5 Night Key West & Freeport Cruise | 12:00 PM | 6:00 PM | 2,210 | |
| Wednesday February 17, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday February 19, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday February 19, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Sunday February 21, 2027 |
7 Night Key West, Bimini Islands, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday February 22, 2027 |
8 Night Key West, Celebration Key Bahamas, Princess Cays & Nassau Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Monday February 22, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday February 24, 2027 |
4 Night Coco Cay & Key West Cruise | 9:00 AM | 6:00 PM | 2,150 | |
| Thursday February 25, 2027 |
7 Night Cozumel, Progreso & Key West Cruise | 8:00 AM | 6:00 PM | 2,210 | |
| Friday February 26, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday February 26, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Sunday February 28, 2027 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday March 1, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday March 1, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday March 3, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Thursday March 4, 2027 |
5 Night Key West & Great Stirrup Cay Cruise | 7:00 AM | 3:00 PM | 2,340 | |
| Friday March 5, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday March 5, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday March 6, 2027 |
5 Night Key West & Ocho Rios Cruise | 7:00 AM | 1:30 PM | 2,376 | |
| Sunday March 7, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday March 8, 2027 |
8 Night Key West, Celebration Key Bahamas, Nassau & Half Moon Cay Cruise | 8:00 AM | 4:00 PM | 2,124 | |
| Monday March 8, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday March 10, 2027 |
7 Night Bimini Islands, Key West & Cozumel Cruise | 7:00 AM | 6:00 PM | 2,158 | |
| Friday March 12, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday March 12, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Monday March 15, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday March 15, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday March 16, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday March 17, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Friday March 19, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday March 19, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday March 20, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday March 21, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday March 22, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday March 23, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday March 24, 2027 |
4 Night Coco Cay & Key West Cruise | 9:00 AM | 6:00 PM | 2,150 | |
| Thursday March 25, 2027 |
4 Night Key West & Half Moon Cay Cruise | 7:00 AM | 6:00 PM | 1,970 | |
| Friday March 26, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday March 26, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday March 27, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday March 28, 2027 |
7 Night Key West, Grand Cayman Island, Montego Bay & Nassau Cruise | 8:00 AM | 4:00 PM | 2,708 | |
| Monday March 29, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday March 29, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday March 30, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday March 31, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Thursday April 1, 2027 |
5 Night Key West & Great Stirrup Cay Cruise | 7:00 AM | 3:00 PM | 2,340 | |
| Friday April 2, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday April 3, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday April 4, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday April 5, 2027 |
7 Night Key West, Ocho Rios, Grand Cayman Island & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Monday April 5, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday April 6, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday April 7, 2027 |
5 Night Key West & Freeport Cruise | 7:00 AM | 3:00 PM | 2,210 | |
| Friday April 9, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday April 9, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday April 10, 2027 |
7 Night Grand Turk Island, Puerto Plata-Amber Cove, Bimini Islands & Key West Cruise | 9:00 AM | 5:00 PM | 448 | |
| Sunday April 11, 2027 |
7 Night Gustavia St Barths, Montserrat Island UK, Basseterre St Kitts & Key West Cruise | 9:00 AM | 6:30 PM | 926 | |
| Monday April 12, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday April 12, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday April 13, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday April 14, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 4:00 PM | 1,316 | |
| Thursday April 15, 2027 |
7 Night Grand Turk Island, Nassau & Key West Cruise | 7:00 AM | 5:00 PM | 3,046 | |
| Friday April 16, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday April 17, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday April 18, 2027 |
7 Night Key West, Ocho Rios, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday April 19, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday April 20, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday April 21, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday April 23, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday April 24, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday April 25, 2027 |
15 Night St Petersburg FL, Punta Gorda Florida, Marco Island Florida, Key West, Key Biscayne FL, West Palm Beach, Port Canaveral, Green Cove Springs FL & St Augustine FL Cruise | Overnight | 112 | ||
| Monday April 26, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Monday April 26, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday April 29, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday May 1, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday May 3, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Tuesday May 4, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Friday May 7, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday May 8, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday May 9, 2027 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday May 10, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,646 | |
| Tuesday May 11, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday May 12, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Wednesday May 12, 2027 |
15 Night St Petersburg FL, Punta Gorda Florida, Marco Island Florida, Key West, Key Biscayne FL, West Palm Beach, Port Canaveral, Green Cove Springs FL & St Augustine FL Cruise | Overnight | 112 | ||
| Saturday May 15, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday May 16, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Tuesday May 18, 2027 |
4 Night Key West & Coco Cay Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday May 19, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday May 21, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday May 22, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday May 23, 2027 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday May 24, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,690 | |
| Tuesday May 25, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday May 26, 2027 |
4 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday May 29, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday May 30, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Tuesday June 1, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday June 2, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday June 4, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday June 5, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday June 6, 2027 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday June 8, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday June 12, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday June 13, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Tuesday June 15, 2027 |
4 Night Key West & Coco Cay Cruise | 7:00 AM | 3:30 PM | 3,046 | |
| Wednesday June 16, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday June 18, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday June 19, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday June 20, 2027 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday June 21, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,690 | |
| Tuesday June 22, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday June 23, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday June 26, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday June 28, 2027 |
7 Night Key West, Grand Cayman Island & Ocho Rios Cruise | 7:00 AM | 5:00 PM | 2,708 | |
| Wednesday June 30, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 4:00 PM | 1,316 | |
| Thursday July 1, 2027 |
4 Night Coco Cay & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Friday July 2, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday July 3, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday July 4, 2027 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday July 6, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday July 10, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday July 11, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Tuesday July 13, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday July 14, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday July 16, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday July 17, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday July 18, 2027 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday July 19, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,690 | |
| Tuesday July 20, 2027 |
4 Night Key West & Nassau Cruise | 7:00 AM | 3:00 PM | 3,046 | |
| Sunday July 25, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Wednesday July 28, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday July 30, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday July 31, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday August 3, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday August 4, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday August 7, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday August 8, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Thursday August 12, 2027 |
4 Night Coco Cay & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Friday August 13, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday August 14, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday August 16, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,690 | |
| Tuesday August 17, 2027 |
4 Night Key West & Coco Cay Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday August 18, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Tuesday August 24, 2027 |
4 Night Key West & Coco Cay Cruise | 7:00 AM | 3:00 PM | 2,144 | |
| Friday August 27, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Monday August 30, 2027 |
6 Night Key West, Grand Cayman Island & Cozumel Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday August 31, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Friday September 3, 2027 |
4 Night Key West & Freeport Cruise | 10:00 AM | 6:00 PM | 1,316 | |
| Sunday September 5, 2027 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday September 6, 2027 |
5 Night Key West, Bimini Islands & Freeport Cruise | 8:00 AM | 4:00 PM | 2,708 | |
| Thursday September 9, 2027 |
4 Night Coco Cay & Key West Cruise | 8:00 AM | 5:00 PM | 2,144 | |
| Friday September 10, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Monday September 13, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,690 | |
| Tuesday September 14, 2027 |
5 Night Key West & Grand Cayman Island Cruise | 8:00 AM | 4:00 PM | 2,708 | |
| Wednesday September 15, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday September 17, 2027 |
6 Night Grand Turk Island, Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday September 19, 2027 |
7 Night Key West, Grand Cayman Island, Ocho Rios & Nassau Cruise | 7:00 AM | 3:00 PM | 2,708 | |
| Thursday September 23, 2027 |
4 Night Coco Cay & Key West Cruise | 9:00 AM | 6:00 PM | 2,144 | |
| Friday September 24, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Monday September 27, 2027 |
6 Night Key West, Grand Cayman Island & Cozumel Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday October 3, 2027 |
7 Night Key West, Roatan Island, Belize City & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday October 5, 2027 |
4 Night Key West & Coco Cay Cruise | 7:00 AM | 3:00 PM | 2,144 | |
| Wednesday October 6, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Friday October 8, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Monday October 11, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 10:00 AM | 6:00 PM | 3,690 | |
| Tuesday October 12, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday October 13, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Saturday October 16, 2027 |
3 Night Key West & Coco Cay Cruise | 7:00 AM | 3:00 PM | 2,144 | |
| Monday October 18, 2027 |
14 Night Key West, Celebration Key Bahamas, San Juan, St Thomas Island USVI, Basseterre St Kitts, Philipsburg St Maarten, St Croix Island USVI & Ocho Rios Cruise | 11:30 AM | 5:00 PM | 3,690 | |
| Thursday October 21, 2027 |
4 Night Coco Cay & Key West Cruise | 9:00 AM | 6:00 PM | 2,144 | |
| Friday October 22, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Sunday October 24, 2027 |
7 Night Key West, Grand Cayman Island & Montego Bay Cruise | 11:00 AM | 7:00 PM | 2,210 | |
| Monday October 25, 2027 |
6 Night Key West, Grand Cayman Island & Cozumel Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday October 27, 2027 |
4 Night Key West & Coco Cay Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Friday October 29, 2027 |
7 Night Half Moon Cay, Grand Turk Island, Puerto Plata-Amber Cove & Key West Cruise | 8:00 AM | 5:00 PM | 2,104 | |
| Sunday October 31, 2027 |
5 Night Key West & Cozumel Cruise | 10:00 AM | 6:00 PM | 1,316 | |
| Wednesday November 3, 2027 |
6 Night Nassau, Coco Cay & Key West Cruise | 9:30 AM | 5:00 PM | 2,284 | |
| Friday November 5, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday November 6, 2027 |
4 Night Key West & Freeport Cruise | 7:00 AM | 4:00 PM | 1,316 | |
| Sunday November 7, 2027 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday November 8, 2027 |
6 Night Key West, Cozumel & Grand Cayman Island Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Tuesday November 9, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Thursday November 11, 2027 |
4 Night Coco Cay & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Thursday November 11, 2027 |
15 Night St Augustine FL, Port Canaveral, West Palm Beach, Key Biscayne FL, Key West, Marco Island Florida & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Saturday November 13, 2027 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday November 15, 2027 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,984 | |
| Tuesday November 16, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday November 16, 2027 |
15 Night Green Cove Springs FL, St Augustine FL, Port Canaveral, West Palm Beach, Key Biscayne FL, Key West, Marco Island Florida & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday November 17, 2027 |
7 Night Bimini Islands, Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Thursday November 18, 2027 |
7 Night St Thomas Island USVI, Catalina Island, Puerto Plata-Amber Cove, Key West & MSC Ocean Cay Cruise | 9:00 AM | 5:00 PM | 926 | |
| Saturday November 20, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday November 21, 2027 |
7 Night Key West, Grand Cayman Island & Freeport Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Tuesday November 23, 2027 |
4 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday November 24, 2027 |
7 Night Freeport, Key West & Grand Cayman Island Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Wednesday November 24, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday November 25, 2027 |
5 Night Key West & Freeport Cruise | 7:00 AM | 3:00 PM | 2,210 | |
| Friday November 26, 2027 |
6 Night Nassau, Grand Cayman Island & Key West Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Saturday November 27, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday November 28, 2027 |
5 Night Nassau, Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 448 | |
| Tuesday November 30, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 1, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 2, 2027 |
7 Night Exuma Islands, Grand Turk Island, Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 388 | |
| Friday December 3, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday December 4, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday December 5, 2027 |
7 Night Key West, Cozumel & Grand Cayman Island Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday December 6, 2027 |
6 Night Key West, Grand Cayman Island & Nassau Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Tuesday December 7, 2027 |
7 Night Key West, Belize City & Costa Maya Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Wednesday December 8, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 8, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 9, 2027 |
7 Night Exuma Islands, Grand Turk Island, Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 388 | |
| Saturday December 11, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday December 12, 2027 |
7 Night Key West, Roatan Island, Cozumel & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday December 14, 2027 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 15, 2027 |
7 Night Grand Turk Island, Exuma Islands, Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 388 | |
| Wednesday December 15, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 16, 2027 |
4 Night Nassau & Key West Cruise | 7:00 AM | 5:00 PM | 2,144 | |
| Friday December 17, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday December 18, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday December 19, 2027 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Wednesday December 22, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 22, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 23, 2027 |
14 Night Key West, Cozumel, Santo Tomas de Castilla, Harvest Caye Belize, Roatan Island, Puerto Limon, Panama Canal, Colon, Falmouth Jamaica & Grand Cayman Island Cruise | 8:00 AM | 4:00 PM | 750 | |
| Friday December 24, 2027 |
5 Night Key West & Grand Cayman Island Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Saturday December 25, 2027 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday December 28, 2027 |
3 Night Key West & Nassau Cruise | 7:00 AM | 3:00 PM | 2,144 | |
| Wednesday December 29, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday December 29, 2027 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday December 30, 2027 |
11 Night Key West, St Thomas Island USVI, Tortola Island BVI, Gustavia St Barths, St John's Antigua & St John Island USVI Cruise | 8:00 AM | 3:00 PM | 726 | |
| Friday December 31, 2027 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday January 1, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Monday January 3, 2028 |
7 Night Key West, Belize City & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday January 4, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday January 5, 2028 |
4 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday January 5, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday January 6, 2028 |
7 Night Bimini Islands, Freeport & Key West Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Saturday January 8, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 9, 2028 |
5 Night Nassau, Freeport & Key West Cruise | 8:00 AM | 5:00 PM | 2,158 | |
| Monday January 10, 2028 |
7 Night Key West, Ocho Rios, Grand Cayman Island & Bimini Islands Cruise | 8:00 AM | 4:00 PM | 2,816 | |
| Tuesday January 11, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday January 12, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday January 13, 2028 |
9 Night Cozumel, Costa Maya, Santo Tomas de Castilla, Belize City, Key West & MSC Ocean Cay Cruise | 9:00 AM | 5:00 PM | 926 | |
| Saturday January 15, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 16, 2028 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday January 17, 2028 |
6 Night Key West, Grand Cayman Island & Nassau Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Tuesday January 18, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday January 19, 2028 |
4 Night Freeport & Key West Cruise | 7:00 AM | 5:00 PM | 2,144 | |
| Wednesday January 19, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday January 20, 2028 |
4 Night Freeport & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Friday January 21, 2028 |
7 Night Nassau, Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Saturday January 22, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 23, 2028 |
7 Night Key West, Belize City & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday January 24, 2028 |
6 Night Key West, Grand Cayman Island & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Tuesday January 25, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday January 26, 2028 |
7 Night Bimini Islands, Key West & Grand Cayman Island Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Wednesday January 26, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday January 28, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday January 29, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday January 30, 2028 |
7 Night Key West, Falmouth Jamaica & Grand Cayman Island Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Tuesday February 1, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday February 2, 2028 |
4 Night Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday February 2, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday February 3, 2028 |
7 Night Grand Cayman Island, Key West & Freeport Cruise | 7:00 AM | 5:00 PM | 2,130 | |
| Saturday February 5, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday February 6, 2028 |
11 Night Key West, Cozumel, Santo Tomas de Castilla, Harvest Caye Belize, Roatan Island, Falmouth Jamaica & Grand Cayman Island Cruise | 7:00 AM | 5:00 PM | 822 | |
| Monday February 7, 2028 |
7 Night Key West, Belize City & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday February 8, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday February 9, 2028 |
7 Night Bimini Islands, Key West & Grand Cayman Island Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Wednesday February 9, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday February 10, 2028 |
14 Night Key West, Costa Maya, Cozumel, Progreso, Galveston, New Orleans & Tampa Cruise | 8:00 AM | 6:00 PM | 502 | |
| Friday February 11, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday February 12, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday February 15, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday February 16, 2028 |
4 Night Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday February 16, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday February 17, 2028 |
7 Night Grand Cayman Island, Cozumel & Key West Cruise | 8:00 AM | 5:00 PM | 2,934 | |
| Friday February 18, 2028 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Saturday February 19, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday February 22, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday February 22, 2028 |
4 Night Key West & Great Stirrup Cay Cruise | 8:00 AM | 5:00 PM | 3,292 | |
| Wednesday February 23, 2028 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Wednesday February 23, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday February 24, 2028 |
13 Night Key West, Jost Van Dyke Island BVI, Gustavia St Barths, St John's Antigua, Fort-de-France, Castries, Bridgetown, Mayreau Island & Kralendijk Bonaire Cruise | 9:00 AM | 5:00 PM | 502 | |
| Saturday February 26, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday February 29, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday March 1, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 2,158 | |
| Wednesday March 1, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday March 2, 2028 |
4 Night Freeport & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Friday March 3, 2028 |
12 Night Key West, Grand Cayman Island, Falmouth Jamaica, Cabo Rojo-Pedernales, Cartagena Colombia, Puerto Limon & Panama Canal Cruise | 8:00 AM | 4:00 PM | 822 | |
| Saturday March 4, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday March 5, 2028 |
25 Night New Orleans, Tampa, Key West, Miami, Hamilton, Horta, Ponta Delgada & Vigo Cruise | 8:00 AM | 7:00 PM | 838 | |
| Tuesday March 7, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday March 7, 2028 |
4 Night Key West & Great Stirrup Cay Cruise | 8:00 AM | 5:00 PM | 3,292 | |
| Wednesday March 8, 2028 |
5 Night Costa Maya & Key West Cruise | 8:00 AM | 5:00 PM | 2,158 | |
| Wednesday March 8, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday March 9, 2028 |
7 Night St Thomas Island USVI, Samana, Puerto Plata-Amber Cove, Key West & MSC Ocean Cay Cruise | 9:00 AM | 6:00 PM | 926 | |
| Friday March 10, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday March 11, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday March 12, 2028 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Monday March 13, 2028 |
6 Night Key West, Grand Cayman Island & Nassau Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Tuesday March 14, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday March 15, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday March 15, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday March 16, 2028 |
7 Night Grand Cayman Island, Cozumel & Key West Cruise | 8:00 AM | 5:00 PM | 2,934 | |
| Friday March 17, 2028 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Saturday March 18, 2028 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday March 19, 2028 |
4 Night Bimini Islands & Key West Cruise | 8:00 AM | 5:00 PM | 448 | |
| Tuesday March 21, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday March 22, 2028 |
7 Night Bimini Islands, Key West & Grand Cayman Island Cruise | 8:00 AM | 5:00 PM | 2,130 | |
| Wednesday March 22, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday March 23, 2028 |
11 Night Key West, Tampa, Mobile, New Orleans & Cozumel Cruise | 8:00 AM | 5:00 PM | 722 | |
| Friday March 24, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday March 25, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday March 26, 2028 |
7 Night Key West, Grand Cayman Island & Ocho Rios Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday March 28, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday March 29, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday March 29, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday March 30, 2028 |
7 Night Grand Cayman Island, Cozumel & Key West Cruise | 8:00 AM | 5:00 PM | 2,934 | |
| Saturday April 1, 2028 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday April 2, 2028 |
5 Night Key West & Progreso Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday April 4, 2028 |
4 Night Key West & Nassau Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday April 5, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,158 | |
| Wednesday April 5, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday April 6, 2028 |
7 Night St Thomas Island USVI, Samana, Puerto Plata-Amber Cove, Key West & MSC Ocean Cay Cruise | 9:00 AM | 6:00 PM | 926 | |
| Saturday April 8, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday April 9, 2028 |
7 Night Key West, Grand Cayman Island & Cozumel Cruise | 10:30 AM | 5:00 PM | 2,934 | |
| Monday April 10, 2028 |
6 Night Key West, Grand Cayman Island & Nassau Cruise | 8:00 AM | 5:00 PM | 2,898 | |
| Tuesday April 11, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday April 12, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday April 13, 2028 |
4 Night Nassau & Key West Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Saturday April 15, 2028 |
3 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Sunday April 16, 2028 |
5 Night Key West & Cozumel Cruise | 1:00 PM | 7:00 PM | 2,210 | |
| Tuesday April 18, 2028 |
4 Night Key West & Coco Cay Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Wednesday April 19, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday April 20, 2028 |
4 Night Nassau & Key West Cruise | 7:00 AM | 5:00 PM | 2,144 | |
| Friday April 21, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Saturday April 22, 2028 |
3 Night Key West & Freeport Cruise | 8:00 AM | 5:00 PM | 3,046 | |
| Tuesday April 25, 2028 |
7 Night Key West, Celebration Key Bahamas & Nassau Cruise | 8:00 AM | 4:00 PM | 2,978 | |
| Wednesday April 26, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday May 5, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday May 5, 2028 |
15 Night St Petersburg FL, Punta Gorda Florida, Marco Island Florida, Key West, Key Biscayne FL, West Palm Beach, Port Canaveral, Green Cove Springs FL & St Augustine FL Cruise | Overnight | 112 | ||
| Friday May 19, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday June 2, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday June 16, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday June 30, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday July 14, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday July 28, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday August 11, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday August 25, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday September 8, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday September 22, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday October 6, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Friday October 20, 2028 |
4 Night Key West & Bimini Islands Cruise | 8:00 AM | 5:00 PM | 2,816 | |
| Sunday November 19, 2028 |
7 Night Key West, Harvest Caye Belize, Roatan Island & Cozumel Cruise | 7:00 AM | 5:00 PM | 822 | |
| Sunday November 26, 2028 |
10 Night Key West, Grand Cayman Island, Santo Tomas de Castilla, Harvest Caye Belize & Cozumel Cruise | 8:00 AM | 4:00 PM | 1,226 | |
| Wednesday November 29, 2028 |
15 Night Green Cove Springs FL, St Augustine FL, Port Canaveral, West Palm Beach, Key Biscayne FL, Key West, Marco Island Florida & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 6, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 13, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 20, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 27, 2028 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday December 29, 2028 |
10 Night Key West, Grand Cayman Island, Santo Tomas de Castilla, Harvest Caye Belize & Cozumel Cruise | 8:00 AM | 4:00 PM | 1,226 | |
| Wednesday January 3, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday January 10, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday January 17, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday January 24, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday January 31, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Friday April 13, 2029 |
15 Night St Petersburg FL, Punta Gorda Florida, Marco Island Florida, Key West, Key Biscayne FL, West Palm Beach, Port Canaveral, Green Cove Springs FL & St Augustine FL Cruise | Overnight | 112 | ||
| Wednesday November 14, 2029 |
15 Night Green Cove Springs FL, St Augustine FL, Port Canaveral, West Palm Beach, Key Biscayne FL, Key West, Marco Island Florida & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday November 21, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday November 28, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 5, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 12, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 19, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Wednesday December 26, 2029 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 | ||
| Thursday January 3, 2030 |
8 Night Marco Island Florida, Key West & Punta Gorda Florida Cruise | Overnight | 112 |
Next ships in Key West
Celebrity Reflection
Sat, Nov 7 • 8:00 AM
Carnival Dream
Mon, Nov 9 • 10:00 AMCelebrity Reflection
Tue, Nov 10 • 8:00 AMCelebrity Reflection
Sat, Nov 14 • 8:00 AM
Carnival Spirit
Mon, Nov 16 • 8:00 AMCelebrity Reflection
Tue, Nov 17 • 8:00 AM
Celebrity Summit
Wed, Nov 18 • 8:00 AM
Scarlet Lady
Fri, Nov 20 • 8:00 AM
ACL American Maverick
Fri, Nov 20 • Overnight
Cruise lines and ships
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4.9 (1,436)
Key West 4 Seater EZGO Golf Cart Rental
Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...
3 hours and up Free Cancellation
4.9 (1,436)
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4.9 (1,436)
Key West 6 Seater EZGO Golf Cart Rental
Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...
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4.9 (1,436)
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$180
$180
4.9 (1,436)
Key West 8 Seater EZGO Golf Cart Rental
In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the...
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4.9 (75)
Key West 1 Seater Scooter Rental
Zoom along solo and park with ease at every stop on a Yamaha Vino 1-seater scooter. This classic Key West scooter rental sports a quiet,...
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Key West 2 Seater Scooter Rental
For a Key West scooter rental that offers the fun of two-passenger touring, the Yamaha Zuma 2-seater is a great way to explore the island....
3 hours and up Free Cancellation
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$55
$55
4.9 (1,168)
Key West 4 Seater Electric Car Rental
Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...
3 hours and up Free Cancellation
4.9 (1,168)
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Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
4.9 (1,168)
Key West 6 Seater Electric Car Rental
Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...
3 hours and up Free Cancellation
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$180
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
4.9 (3,100)
Key West Original Island Jet Ski Tour
Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...
1.5 Hours Free Cancellation
4.9 (3,100)
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Key West Parasailing Adventure
Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This...
1 Hour Free Cancellation
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Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
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Key West Sail, Snorkel, Kayak with Sunset Option
Enjoy an unforgettable morning or afternoon of sailing, kayaking and snorkeling in the pristine marine wilderness of the Key West National Wildlife Refuge....
4.5 or 6.5 hours (approx.) Free Cancellation
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$105
$105
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
4.9 (2,737)
Key West Backcountry Safari
Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
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The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...
3 Hours Free Cancellation
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4.7 (577)
Key West Morning Snorkel Trip
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3 Hours Free Cancellation
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4.8 (1,095)
Key West Dolphin Watch & Snorkel Combo
Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand...
3 Hours Free Cancellation
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$80
$80
Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two...
3 Hours Free Cancellation
5.0 (955)
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$80
$80
The Key West Glass Bottom Boat Tour combines an entertaining, educational exploration of the reefs & marine life around Key West with a classic sunset...
2 hours (approx.) Free Cancellation
4.6 (538)
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$70
$70
Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy...
3 Hours Free Cancellation
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Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar...
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$120
Special Offer
The beach pass is an all-day, all-inclusive package. Buy a combo package that includes parasailing or one that includes an umbrella, chairs, and all the...
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4.6 (1,759)
Key West Hop-On Hop-Off Old Town Tour Trolley
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...
1 hour 30 minutes Free Cancellation
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$56
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4.4 (1,402)
Key West Ghosts & Gravestones Tour
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the...
1 hour Free Cancellation
4.4 (1,402)
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$41
$41
4.5 (879)
Key West Conch Tour Train
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...
1 hour Free Cancellation
4.5 (879)
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$45
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4.7 (498)
Key West Truman Little White House
Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a...
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4.0 (116)
Key West Shipwreck Treasure Museum
Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of...
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$19
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
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Key West Wind & Wine Sunset Sail
Wind & Wine has been the #1 rated sunset sail on Cool Key West for over a decade. In our opinion, this is the best...
2 hours (approx.) Free Cancellation
5.0 (1,713)
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Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
4.8 (505)
Key West Split Fishing Charter
Cool Key West presents the Key West Split Fishing Charter: the most cost-effective and convenient way to get offshore and enjoy some Key West sportfishing....
4 or 6 hours (approx.) Free Cancellation
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4.7 (148)
Key West Party Boat Fishing Charter
Our Key West Party Boat Fishing Charter is great for an affordable day on the water with friends and family enjoying the best Key West...
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$70
$70
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....
9 hours (approx.) Free Cancellation
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Afternoon two-tank Key West Scuba dive trips offer divers the chance to explore two different dive sites on the pristine coral reef system of the...
4 hours 30 minutes (approx.) Free Cancellation
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$99
$99
4.4 (1,933)
Key West Sunset Dinner Cruise
Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar....
2 hours Free Cancellation
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$93
$93
The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....
4 hours 30 minutes (approx.) Free Cancellation
4.9 (97)
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$99
$99
Before Looking for a Great Adventure in Key West? Enter the amazing world of scuba diving the fun and easy way with PADI® Open Water...
2 days (approx.) Free Cancellation
5.0 (15)
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$499
$499
Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...
2 hours (approx.) Free Cancellation
4.8 (3,829)
from
$80
$80
Cool Key West brings you the ultimate Private Deep Sea Fishing Charter experience with a classic 63-foot sportfishing boat that can show 41 day-trip guests...
4-12 hours (approx.) Free Cancellation
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from
$1,700
$1,700
Special Offer
The Cool Key West Scuba Refresher course is a safe, fun skills review perfect for Open Water divers who have been out of the water...
8 hours (approx.) Free Cancellation
5.0 (22)
$225
Cool Key West brings you a great value in thrilling Key West light tackle fishing with this Family-Friendly Fishing Tour on the calm inshore waters...
4 hours (approx.) Free Cancellation
4.9 (23)
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Special Offer
4.9 (128)
Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location
Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise...
2 hours (approx.) Hotel pickup offered Free Cancellation
4.9 (128)
$89
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Special Offer
4.9 (739)
Key West Ultimate Adventure
This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the...
6 hours (approx.) Free Cancellation
4.9 (739)
$169
4.9 (268)
Key West Deep Sea Fishing Charter
Cool Key West takes you on a Key West Deep Sea Fishing Charter for high adventure and big fish on the deep blue waters that...
4, 6 or 8 hours (approx.) Free Cancellation
4.9 (268)
$900
4.8 (1,445)
Key West Snorkeling Adventure
Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling...
3 hours (approx.) Free Cancellation
4.8 (1,445)
from
$50
$50
Meet for this Key West Sunset Sail at the Key West Historic Harbor. Board a beautiful bugeye schooner, and get acquainted with your captain and...
2 hours (approx.) Free Cancellation
4.9 (1,702)
from
$100
$100
4.9 (61)
Key West Flats Fishing Charter
Take your own private boat and personal guide to hunt Bonefish, Permit, Sharks and other game fish in the crystal-clear waters of the Key West...
4, 6 or 8 hours (approx.) Free Cancellation
4.9 (61)
from
$580
$580
Set sail from Key West's Historic Seaport for a thrilling dolphin watch and famous Key West sunset sail aboard a luxury catamaran with premium wines...
2 hours 30 minutes (approx.) Free Cancellation
4.8 (749)
from
$90
$90
4.6 (431)
Sunset Sip & Sail
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...
2 hours Free Cancellation
4.6 (431)
from
$77
$77
Enjoy the excitement of saltwater light tackle fishing as you hunt the reefs and wrecks for a world record catch with your own private boat...
4, 6 or 8 hours (approx.) Free Cancellation
4.9 (35)
from
$950
$950
4.7 (694)
Key West Snorkeling
Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light...
3 hours Free Cancellation
4.7 (694)
from
$54
$54
Top10Top 10 Tour Ranked using exclusive Cool Key West data that may include activity quality, traveler reviews, overall popularity, and availability.
Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
3 hours 30 minutes (approx.) Hotel pickup offered Free Cancellation
4.9 (25)
from
$99
$99
Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...
5 hours (approx.) Free Cancellation
4.9 (216)
from
$110
$110
Frequently Asked Questions
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