Sailing in Key West
Compare 134 sailing in Key West, with prices from €37. Top rated: Private Sunset Cruise around Key West (5.0★). Free cancellation on most bookings.
Loading experiences…
Sort by
- Featured
- Traveller rating
- Price: low to high
- Price: high to low
- Duration: shortest first
No experiences match these filters.
Try another date, a wider price range or fewer filters.
What travellers say
Recent reviews of tours and tickets on this page.
Jennifer_H·2024-08-29·
★ 5.0
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
Do you like to have a really nice time? Yes? Then definitely do this.
Loved this experience! We booked during the down season so there were only 3 total couples (including us) which made it really roomy and relaxed. The staff was super friendly, informative, and attentive. We were able to move around the boat to enjoy different views and seating options, (including the trampoline area which is cool), and for much of the ride the engine was turned off and we were just sailing. There was more than enough food and drink. We would definitely do this again!
Kerri_C·2024-08-29·
★ 5.0
Key West Island Adventure Jet Ski Tour: Bring a Partner for Free
Great way to see Key West!
Staff were wonderful- helpful and friendly. Ben was an amazing guide and Marshall made sure everyone stayed together😁
723Elisa723·2024-08-28·
★ 5.0
Key Largo Coral Reef Glass Bottom Boat Adventure
Had a great time
Worthwhile way to spend an afternoon. The cruise was fun, good drinks, the view through the boat bottom was clear, and staff are excellent. Enjoy!
Frequently asked questions
What are the cheapest sailing in Key West?
The Key West Champagne Sunset Catamaran Cruise is the lowest price here, at €37 per adult. Typical prices are €69 to €362. Private and full-day options cost more.
What happens if I need to cancel?
For 123 of the 134 experiences here you get a full refund if you cancel in time, usually up to 24 hours before. The deadline is shown on each booking page.
How much time should I set aside?
Allow about 3 hours for a typical experience here. The longest lasts 4 days; use the Duration filter for shorter ones.
Do any experiences include pickup from my hotel?
Five experiences on this page include pickup, such as the PRIVATE Guided Mangrove Eco-Tour Adventure. The others start from a meeting point shared after booking.
How quickly is my booking confirmed?
93% of the options here confirm instantly. Others are confirmed by the operator, usually within 48 hours. Filter by “Instant confirmation” to see only the instant ones.
Are there tours in languages other than English?
English is the most common, offered by 115 experiences, followed by Spanish; Castilian. Use the Language filter to narrow the list.
Which tour do travellers rate highest?
The Private Sandbar Adventure in Key West Backcountry is rated 5.0 from 52 reviews, the highest on this page among experiences with at least 50 reviews.
More things to do in Key West
Day trips from Key West316 experiences · from €4
Watersport activities in Key West208 experiences · from €37
River cruises in Key West102 experiences · from €22
Scuba diving and snorkelling in Key West65 experiences · from €42
Mallory Square tours and tickets56 experiences · from €4
Florida Keys National Marine Sanctuary tours and tickets45 experiences · from €22
Key West Historic Seaport tours and tickets52 experiences · from €4
Southernmost Point of the Continental U.S.A. tours and tickets40 experiences · from €7
