Key West Day Cruises
Key West Classic Day Sail Aboard America 2.0
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0!
... Read More1 hour 30 minutesBest RateDetails
$68.80Best RateDetails
$68.80Key West Full-Day Island T’ing Eco-Tour: Sail, Snorkel and Kayak Adventure
Beautiful Key West is surrounded by sparkling blue waters of the Gulf of Mexico, making kayaking and snorkeling the perfect way to spend a fun day in the sun.
... Read More6 hoursBest RateDetails
$114.95Best RateDetails
$114.95Mimosa Day Sail aboard Schooner America 2
Take to the water on the fastest, most elegant sailboat in Key West, Schooner America 2.0.
... Read More1 hour 30 minutesBest RateDetails
$68.80Best RateDetails
$68.80Key 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.
... Read More2 hoursBest RateDetails
$58Best RateDetails
$58Key West Sunset Champagne Cruise
Watch the famous Key West sunset on a 2-hour catamaran cruise.
... Read More2 hoursBest RateDetails
$42.95Best RateDetails
$42.95Small-Group Sunset Sail with Wine
Cruise into the sunset with wines from all around the world, imported and domestic beers as well as hors d'oeuvres.
... Read More2 hoursBest RateDetails
$91.38Best RateDetails
$91.38Famous Key West Sunset Sail
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise.
... Read More1 hour 30 minutesBest RateDetails
$59Best RateDetails
$59Historic Harbor Tour
Forts, shipwrecks, lighthouses and legends—Key West Harbor has it all, and you can learn about it on this fully narrated sightseeing cruise.
... Read More1 hour 30 minutesBest RateDetails
$45Best RateDetails
$45Key West Afternoon Boat Charter ($496 TOTAL includes up to 6 guests)
We'll begin our adventure by cruising away from the Island of Key West and into the blue waters of The Florida Keys.
... Read More3 hoursBest RateDetails
$496Best RateDetails
$496Schooner 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.
... Read More2 hoursBest RateDetails
$38.95Best RateDetails
$38.95Small Group Dolphin and Snorkeling Tour
Enjoy dolphin watching, snorkeling, and sightseeing on a four hour open charter in Historic Key West!
... Read More4 hoursBest RateDetails
$107.82Best RateDetails
$107.82Key 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.
... Read More3 hours 30 minutesBest RateDetails
$135.40Best RateDetails
$135.40Key West Sunset Sail with Champagne, Hors D’oeuvres and Full Bar
Admire an exquisitely painted sky during this premium sunset cruise in Key West.
... Read More2 hoursBest RateDetails
$59.85Best RateDetails
$59.85