KEY WEST
The 14 best sailing tours with an open bar in Key West you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.
Key West sunset sail review with open bar, live music, shrimp, spacious catamaran decks, practical tips, value, weather advice, and FAQs.
“The sunset was absolutely divine. We sat outside on the bow, drank wine, and took it all in. The crew were attentive and the company was a good time. 10/10 would do again.”
Review of Key West’s 3-hour reef snorkel sail, with catamaran details, drink policy, value, crowding, safety, and practical tips.
“Not cruise ship friendly. If you're traveling on a cruise ship, they dropped us off far from our port and made it a difficult boarding. At least let me know, so I can plan accordingly. Because I would not have selected this experience.”
Key West sunset sail review with live music, unlimited drinks, appetizers, sunset views, practical tips, pricing, and who should book.
“Amazing sunset cruise, great music, good food and drinks! Fantastic end to our week in Key West/birthday celebration with family and friends!”
Sail Key West aboard the America 2.0 at sunset with drinks, hors d'oeuvres, wildlife sightings, and a chance to see the Green Flash.
“The best way to watch the sunset in the Keys! Every member of the crew was amazing!💖”
Review of Key West’s 2-hour sunset catamaran sail with live music, open bar, appetizers, practical tips, value advice, and honest drawbacks.
“Fun live music and a sunset sail. The captain, crew, and live musician were great. Open bar and light snacks were provided”
Review of Key West’s two-hour sunset catamaran cruise with open bar, appetizers, live music, sailing, and practical booking tips.
“This cruise was over the top. The food the drinks the entertainment and the sunset a very memorable trip!”
Review of Key West’s intimate two-hour schooner sunset sail, with a full bar, hors d’oeuvres, small groups, and practical booking tips.
“Joe and Vitali were great hosts. Very nice time. Would highly recommend this excursion if looking for a pleasant relaxing evening.”
Sail Key West aboard the America 2.0, with coastal views, two drinks, wildlife chances, and a relaxed 90-minute outing.
“Great experience, crew was amazing - would definitely recommend for families and if you want to avoid the crowds.”
Review of Key West’s 2-hour sunset catamaran cruise with live music, open bar, appetizers, Gulf views, and practical booking tips.
“Everything was great but one thing. When you finished snorkeling and went for a drink the line was very long due to only having one person serving the drinks”
Sail Key West’s Appledore II at sunset with champagne, cocktails, sail raising, and views of Fort Zachary Taylor for $89.
“Beautiful sunset sail. The crew were extremely friendly and shared tons of information about the ship and gave us an unforgettable experience!”
Review of Key West’s 3-hour Champagne Dolphin Sail and Reef Snorkel, with catamaran sailing, dolphin spotting, snorkeling, drinks, price, and tips.
“we had a truly fantastic time. our captains/guides were Bailey and Micah who facilitated a lovely experience, the views were top notch, and the provisions were plenty. we will be return customers for similar excursions when we return to Key West. thanks for a great day!”
Review of Key West’s 90-minute catamaran Champagne Sunset Sail, with sailing details, drinks, landmarks, price, meeting point, and booking advice.
Review of Key West’s Appledore Star sunset sail, with champagne, chef-made hors d’oeuvres, sailing views, prices, and practical tips.
“Petit groupe, équipage au top, très belle autre façon de vivre the sunset à KW”
Review of Key West’s 90-minute full moon sail aboard Schooner America 2.0, with drinks, stargazing, shoreline views, pricing, tips, and FAQs.
“Fabulous experience! This was our first time sailing. 100% recommend!!!”
Pick a rig, a coast or an afternoon.
