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    1. Local experiences
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    5. /Key West Sunset Sail
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    Key West Sunset Sail

    Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

    4.9 stars• 3K reviews

    Includes

    Drinks, hors d'oeuvres, shrimp

    Highlights

    Step aboard Appledore II, an 86-foot, two-masted wooden schooner built in the tradition of 1800s schooners. Sail into the Atlantic off Key West as the crew hoists the sails, with opportunities to help raise them and take a turn at the wheel.

    Pass the Key West Historic Seaport, Mallory Square’s Sunset Celebration, the Navy Mole, and Fort Zachary Taylor as the captain positions the ship for sunset views.

    • Help raise the sails alongside the crew
    • Take a turn at the wheel of a traditional tall ship
    • See Mallory Square’s Sunset Celebration and Fort Zachary Taylor from the water

    What's Included

    • Premium beer
    • Wine and prosecco
    • Full liquor bar
    • Soft drinks
    • Chef's selection hors d'oeuvres
    • Shrimp cocktail

    Important details

    • Complete the required waiver before sailing
    • Bring a valid government-issued photo ID to consume alcohol
    • Children under 18 must be accompanied by an adult

    Cancellation Policy

    Cancel at least 48 hours before departure for a full refund. Cancellations less than 48 hours before departure are nonrefundable. Receive a full refund if the captain cancels due to weather or at the captain's discretion.

    Product ID: FM2A3N

    FAQs

    Arrive 30 minutes before departure. Every member of your party must be present at check-in to sign a waiver and receive a boarding pass.

    Bring a valid government-issued photo ID to consume alcohol on the sunset sail.

    Children under 18 must be accompanied by an adult.

    Meeting details

    Schooner Appledore Check-In Booth, 200 William Street, Key West, FL 33040

    Experience provided by Appledore - Key West

    Related locations

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    Adult - ONLINE ONLY - DISCOUNT

    $97.56

    Agess 12+

    0

    Child

    $60.95

    Ages 4-11

    0

    Young Child

    $0

    Ages 3 & Under

    0

    Why book through Greetwell?

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      No booking or service fees, ever

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      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    3K reviews•Google Maps
    2,854
    65
    20
    11
    20

    The schooner draws near-universal praise, and it's easy to see why. Captains and crew, including frequently mentioned Joe, Christina, and Marison, consistently earn compliments for being professional, knowledgeable, and genuinely fun to spend a day with. The boat itself is described as beautiful and immaculately maintained, adding to an overall sense that this operation takes real pride in what they do. The two main offerings, a sunset sail and a daytime ecotour with snorkeling and kayaking, both deliver strong experiences, though in different ways. The sunset cruise focuses on the magic of being out on the water with drinks flowing and appetizers to snack on, while the ecotour leans into wildlife encounters and mangrove exploration. Dolphins, sea turtles, and even the occasional shark have made appearances on multiple trips, which travelers clearly love. Food and drinks are included and repeatedly praised, which seems to be a pleasant surprise for many guests. With a near-perfect rating across thousands of reviews, this is about as close to a sure thing as you'll find in Key West. Booking early makes sense, especially during busy seasons.

    What people are saying

    Review 1 of 4
    5/5

    My wife and I did the sunset cruise years ago and loved it. We are back in the Keys this week with 5 other family members and booked it for last evening. Everyone had a great time. Worth doing every time we visit.

    Photo of Michael Vance

    Michael Vance

    September 3, 2026

    Review 1 of 1
    5/5

    My wife and I did the sunset cruise years ago and loved it. We are back in the Keys this week with 5 other family members and booked it for last evening. Everyone had a great time. Worth doing every time we visit.

    Photo of Michael Vance

    Michael Vance

    September 3, 2026

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