Holland America
Key West Cruise Port Schedule for Holland America
| Day | Ship | Cruise | Arrival | Departure | Passengers |
|---|---|---|---|---|---|
| Sunday November 22, 2026 |
7 Night Key West, Ocho Rios, Grand Cayman Island & Cozumel Cruise | 8:00 AM | 2:00 PM | 1,970 | |
| 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 | |
| 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 | |
| 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 | |
| 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 | |
| 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 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 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 | |
| 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 | |
| Thursday March 25, 2027 |
4 Night Key West & Half Moon Cay Cruise | 7:00 AM | 6:00 PM | 1,970 | |
| 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 |
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...
$99
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...
$180
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...
$210
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,...
$45
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....
$55
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...
$99
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...
$180
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...
$120
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...
$64
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....
$105
Key West Backcountry Safari
Spend an unforgettable day sailing emerald waters, kayaking mangrove-shaded channels and snorkeling coral gardens in an unspoiled marine wilderness....
$105
The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...
$60
Key West Morning Snorkel Trip
Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of...
$55
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...
$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...
$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...
$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...
$60
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...
$120
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...
$100
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...
$56
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...
$41
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...
$45
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...
$26
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...
$19
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...
$99
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....
$200
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...
$70
The is the absolute best way for a person to experience diving. Great for those who want to try scuba diving in Key West....
$229
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...
$99
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....
$93
The morning two tank Key West Dive Trips are great because this includes a double dive in a Vandenberg wreck dive....
$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...
$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...
$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...
$1,700
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...
$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...
$1,200
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...
$89
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...
$169
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...
$900
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...
$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...
$100
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...
$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...
$90
Sunset Sip & Sail
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music •...
$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...
$950
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...
$54
Board the Dolphin Watch & Snorkel Cruise Key West for a journey to observe the beauty of Key West dolphins....
$99
Set sail from Historic Seaport on the Key West Schooner Backcountry Eco-Tour adventure!...
$110
