New Year’s Eve in Key West
What better way to bring in the New Year than with an awesome water adventure with Cool Key West? Choose from one of our all-inclusive water sports packages, backcountry eco tours, or set sail into the night on a sunset cruise with complimentary drinks and snacks. At Cool Key West, we’ve gone the extra mile to help you bring in the new year in style. May you have a wonderful new year in Key West!
Key West Dolphin Watch Sunset Snorkel Cruise
The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous Key West Sunset all in one trip.
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$68.80Key West Sunset Cruise
A sunset cruise in Key West is like nothing else, and this 2 hour experience offers complimentary draft beer, wine & soft drinks.
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$43Key West Sunset Snorkel Sail
3 Hour Sunset Snorkel Sail See the Living Coral Reef watch the World Famous Key West Sunset Have a cool beverage.
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$52.68Schooner Appledore Key West Day and Sunset Cruises with Full Bar
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner.
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$38.95Sunset Sip & Sail
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat.
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$52.68Key West Glass-Bottom Boat Tour with Sunset Option
See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West!
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$46.39Key West Sunset Champagne Cruise
Watch the famous Key West sunset on a 2-hour catamaran cruise.
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$42.95Key West Sunset Dinner Cruise
A dinner sunset cruise in Key West is like nothing else, and this 2 hour experience offers a full tropical buffet to go along with the best sunset in the world!
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$63.43Key West Sunset Party Cruise
Come sail along on an ocean breeze and enjoy some of Key West’s best musicians performing live to the backdrop of the setting sun.
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$58Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar
Admire an exquisitely painted sky during this premium sunset cruise in Key West.
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$59.85Schooner Appledore Key West Premium Sunset Sail with Hors D’oeuvres and Full Bar
Picture the perfect Key West sunset, as you sail and sit on the deck of a romantic two-masted schooner.
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$75.95Snorkel and Sunset Sail: Rum n’ Reggae
This Caribbean-themed trip offers two bucket list items that Key West is famous for - a tropical coral reef and amazing sunsets.
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$48.32- Best RateDetails
$75 - Top10
Key West Wind & Wine Sunset Sail
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.
... Read More2 Hours (approx.)Best RateDetails
$85Best RateDetails
$85 Key West Wind & Wine Private Charter
The Wind & Wine Key West Sunset Sail has been honored with a #1 rating on Trip Advisor three years running.
... Read More2.5 Hours (approx.)Best RateDetails
$2,500Best RateDetails
$2,500Key West Shore Excursion: Ultimate Express Water Adventure
If you’re a cruise passenger only in Key West for a day, don't miss out on the express power catamaran, immerse yourself in nature as you swim in the warm, clear waters among schools of tropical fish, soar above the water on a parasail, ride jet skis and more.
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$135.40Key West Shore Excursion: Watersports Partyboat
Maximize your Key West shore excursion time on a watersport party boat!
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$138.68Key West Full-Day Power Adventure: Sailing & Watersports Package
This Key West experience lets you enjoy all that the island has to offer.
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$148.95- Top10
Ultimate Adventure
Get ready for the water adventure of a lifetime with the Ultimate Adventure!
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$155.22 - Top10
Key West Original Island Jet Ski Tour
On our Key West Island Jet Ski Tours you jump on one of our Yamaha Waverunners and cruise around the island on a 28 mile, 90 mins guided jet ski tour.
... Read More90 MinutesDetails$150
$129Details$150
$129 Key West Conch Tour Train
Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958.
... Read More90 minutesBest RateDetails
$31.45Best RateDetails
$31.45Key West Old Town Trolley
The has been a classic Key West attraction for decades, mixing entertaining and educational touring with fun and convenient city transportation.
... Read More1.5 hour tour. Hop on, hop off all day.Best RateDetails
$38.80Best RateDetails
$38.80Key West Party Boat Fishing Charter
Our Key West Party Boat Fishing Charter is the best option for an affordable day on the water with friends, family.
... Read More4 Hours (approx.)Best RateDetails
$65Best RateDetails
$65- Top10
Key West Split Fishing Charter
With Key West Split Fishing Charters the overall cost of the charter is split between several people in order to reduce the cost for all.
... Read More4, 6 or 8 HoursDetails$350
$175Details$350
$175 - Top10
Key West Deep Sea Fishing Charter
Experience the thrill of Key West deep sea fishing to the fullest on a hunt for trophy game fish in the open sea with your own private boat, captain, and crew
... Read More4, 6 or 8 HoursDetails$900
$800Details$900
$800