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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Sailing
    5. /Private Sunset Sail in Key West
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    Private Sunset Sail in Key West

    Settle into a classic schooner for an intimate Key West sunset

    4.9 stars• 3K reviews

    Ideal For

    Up to 6 people

    Includes

    Private sail, sunset views

    Highlights

    Step aboard the classic Schooner Sharpie "Valora" for a private evening on Key West's turquoise-blue waters. Settle in as the sky changes at sunset and make the outing your own.

    • Sail aboard the classic Schooner Sharpie Valora
    • Watch the Key West sky transform at sunset
    • Relax with plenty of room away from the crowds
    • Bring your own food and favorite drinks

    Important details

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

    Cancellation Policy

    Cancel 7 days or more before departure for a full refund. Cancellations less than 7 days before departure are not eligible for a refund. Receive a full refund if the captain cancels due to weather or discretion.

    Product ID: H6K84N

    FAQs

    A 15–20% tip is customary.

    Meeting details

    Schooner Appledore Booth, 200 William Street, Key West, FL 33040

    Experience provided by Appledore - Key West

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

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    Report an issue

    All Ages

    $124.80

    0

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    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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