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Trip.com offers 6 Yachts & sailboats in Key West

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Discover 6 Yachts & sailboats in Key West on Trip.com, updated November 13, 2025, with experiences lasting from 1 to 3 hours. Find the perfect adventure for your day!

From NZD 61.82 per person, with an average total of NZD 142.35. Choose the option that suits your plan.

With 4.27k verified reviews, Yachts & sailboats Key West boast an average rating of 4.6.

This week's most popular Yachts & sailboats: "Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres", with 3.38k reviews and a 4.7 rating.

Now on Trip.com: "Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres", a 2-hour adventure in Key West!

The next available day tour departs on November 14, 2025. Book now to secure your spot!

Key West Yachts & sailboats usually take about 2 hours — perfect for a relaxed, immersive experience!

100% of Key West Yachts & sailboats now offer English-speaking guides

November is the perfect time to visit Key West! Choose from Yachts & sailboats available day tours, including seasonal favorites like Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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6 Results for Key West Yachts & sailboats

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Recommended

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres
Duration: 2 hrs
English
4.7/5
Great· 3.4k reviews
FromNZD 139.53
Island Adventure Eco Tour – Explore Key West's Hidden Backcountry
Duration: 210 mins
English
4.7/5
Great· 133 reviews
FromNZD 211.86
Key West Signature Sunset Sail with Live Music, Open Bar & Food
Duration: 2 hrs
English
4.6/5
Satisfactory· 158 reviews
FromNZD 127.17
Key West Reef Morning Snorkeling with Breakfast and Mimosas
Duration: 3 hrs
English
4.6/5
Satisfactory· 302 reviews
FromNZD 61.82
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
Duration: 150 mins
English
4.6/5
Satisfactory· 297 reviews
FromNZD 157.19
Key West Dolphin Watching + Snorkeling + Sunset Cruise
󱩳Watch dolphins play in their natural habitat as they swim alongside the boat. Snorkel in the crystal-clear waters to explore the vibrant coral reefs.
Duration: 3 hrs
English
FromNZD 156.55

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Day tours (91)Travel photography (1)Wi-Fi & SIM cards (23)Boat experiences (16)Diving (5)Water activities (5)Yachts & sailboats (6)Sports experiences (3)Aerial tours (2)Local cuisine (1)Food & drink (1)Cultural experiences (1)Travel services (1)Transport (1)

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Reviews/Trip Moments

★

Reviews: Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

Guest User2025-10-03

Had a blast, awesome crew and loved the swing on the cruise. So much fun. We had YouTubers,bridal parties and us. Great times.

★

Reviews: Island Adventure Eco Tour – Explore Key West's Hidden Backcountry

Guest User2024-07-26

My friends and I had an amazing trip on the Island Adventure with Captain Jude & 1st Mate Lauren. The snorkeling was so cool! Saw soooo many lobsters! Kayaking to the mangroves was cool. And of course the drinks on the sandbar were just amazing!! During the boatride to the sandbar saw SOOOOO many dolphins!! We all had a blast!!

★

Reviews: Key West Signature Sunset Sail with Live Music, Open Bar & Food

Guest User2024-08-09

Started amazing but then the weather came in and the Captain made the best decision for the safety of all on board and went back to the harbor and let us stay onboard in the harbor enjoying the music and drinks.

★

Reviews: Key West Reef Morning Snorkeling with Breakfast and Mimosas

Guest User2024-08-16

Phenomenal captain & crew! Choppy seas, but still had a blast. If you have difficulty maneuvering waves while swimming might not be for you. Saw so many fish on the reef and even a couple of lagerheads. Very enjoyable ride out and back. Beautiful way to start our day. Don't expect much for Breakfast. I think there were prepackaged muffins and dry cereal. Long gone by the time we finished snorkeling but we weren't really going for the breakfast. For the money this experience is an absolute no brainer. We will do it again next trip down

★

Reviews: Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

Guest User2024-07-02

Wonderful trip. Coming to the Key West don’t lose. Good service and boat and a friendly team to sail with you.

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