Key WestYachts & sailboats
Key WestYachts & sailboats

Top Picks for Key West Yachts & sailboats

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 USD 35.00 per person, with an average total of USD 80.57. Choose the option that suits your plan.

With 4.254k 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 3.364k 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

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

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

    Duration: 2 hrs
    English
    4.7/5
    Great· 3.4k reviews
    FromUS$79.00
  • Island Adventure Eco Tour – Explore Key West's Hidden Backcountry

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

    Duration: 210 mins
    English
    4.7/5
    Great· 133 reviews
    FromUS$119.95
  • Key West Signature Sunset Sail with Live Music, Open Bar & Food

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

    Duration: 2 hrs
    English
    4.6/5
    Satisfactory· 158 reviews
    FromUS$72.00
  • Key West Reef Morning Snorkeling with Breakfast and Mimosas

    Key West Reef Morning Snorkeling with Breakfast and Mimosas

    Duration: 3 hrs
    English
    4.6/5
    Satisfactory· 302 reviews
    FromUS$35.00
  • Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

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

    Duration: 150 mins
    English
    4.6/5
    Satisfactory· 297 reviews
    FromUS$89.00
  • Key West Dolphin Watching + Snorkeling + Sunset Cruise

    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
    FromUS$88.45

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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.