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477 tours
Key West Afternoon Sightseeing Cruise Aboard Schooner America 2.0
From $56 / personBook
Key West Stargazing Cruise Aboard Schooner America 2.0
From $64Book
Haunted Seas: Nautical Superstitions and Ghost Stories on Schooner America 2.0
From $68 / personBook
Astronomer Guided Stargazing Cruise Aboard Schooner America 2.0
From $82Book
Historic Schooner Sunset Sail from Downtown Key West
From $109 / personBook
Which Key West trip should you book?
- One evening: a sunset cruise. Most last about two hours and leave from the Old Town harbor.
- A morning or afternoon: a reef snorkel trip, a jet ski tour around the island or a parasail ride.
- A whole day: a sandbar trip, a private charter or a boat rental to explore on your own.
- Something calm: a kayak or paddleboard tour through the mangroves in the Lower Keys.
Where boats leave from
- Old Town and the Historic Seaport: the harbor at the end of Duval Street. Most sunset cruises, schooners and big snorkel catamarans leave from here.
- Garrison Bight: the marina on the north side of the island, home to many charters and snorkel boats.
- Stock Island: the next island east, a short drive from Old Town, with rentals, jet skis and private charters.
- The Lower Keys: Sugarloaf, Cudjoe, Summerland, Ramrod and Big Pine Key, about 20 to 30 miles up the Overseas Highway. Closest to Looe Key reef.
Before you book
- Winter and spring break weeks book up first. Sunset cruises on weekends can sell out days ahead.
- Prices change by date and season. The Book button shows the real price for your date.
- Check where your trip leaves from. Old Town docks are walkable from Duval Street; Stock Island and the Lower Keys are a drive.
- Wind decides a lot on the water here. Operators reschedule or refund when it's unsafe, and each sets its own policy.