Key West Nighttime Full Moon Sail in Key West
Key West, United States

Key West Nighttime Full Moon Sail

Outty Ranking 60 5.0 · 10 traveler reviews1.5 hoursFrom $84

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September 2026

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Adults

Age 13 and over

2

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Age 12 and under

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From, per person$84
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Outty Ranking

60/100

Worth a Look. Our proprietary evaluation. How we score

Traveler rating

5.0/5

Based on 10 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Key West Nighttime Full Moon Sail worth booking?

Key West Nighttime Full Moon Sail is a 1.5-hour experience in Key West, United States, from $84 per person. It scores 60 out of 100 on the Outty Ranking, which we label “Worth a Look, based on a 5/5 rating across 10 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
60 / 100
Rating
5/5 (10)
Duration
1.5 hours
From
$84 per person

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening

What you get

    About this experience

    Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moon comes up over Key West, enjoy star gazing opportunities and a moonlit sky as the boat glides through the majestic waters at night.

    What's included

    Included

    • Soda and water is included
    • Two alcoholic drinks for those over 21. Additional drinks available for purchase by credit card
    • 1.5-hour sailing experience

    Not included

    • Gratuity

    What you'll see and do

    1. Key West

      Enjoy a nighttime sailing experience in the majestic waters of Key West. See the moon rise above the horizon and enjoy some great star gazing opportunities!

      Pass by without stopping

    Where it starts and ends

    Meeting point

    Key West

    Check in is located dockside in front of the Schooner Wharf Bar at 202 William Street in Key West, 33040. Our ticket booth is located at the end of William Street near the corner of William St and Greene St. Parking can be found in the municipal lot on Caroline St.

    Hotel pickup

    No pickup: everyone meets at the start point.

    Ends at

    Check in is located dockside in front of the Schooner Wharf Bar at 202 William Street in Key West, 33040. Our ticket booth is located at the end of William Street near the corner of William St and Greene St. Parking can be found in the municipal lot on Caroline St.

    Before you book

    Cancellation
    For a full refund, cancel at least 24 hours before the scheduled departure time.
    Ticket
    Mobile Only
    Runs on
    Every day
    Group size
    Up to 15 travelers per booking
    Operated by
    Classic Harbor Line

    Know before you go

    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Guests must check-in at the ticket booth 30-45 minutes prior to the departure time for boarding passes

    Photos

    Key West Nighttime Full Moon Sail in Key West, photo 2Key West Nighttime Full Moon Sail in Key West, photo 3Key West Nighttime Full Moon Sail in Key West, photo 4Key West Nighttime Full Moon Sail in Key West, photo 5Key West Nighttime Full Moon Sail in Key West, photo 6Key West Nighttime Full Moon Sail in Key West, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 10 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    3 mentions

    The tastings and food stops are a highlight for most reviewers.

    Knowledge and storytelling

    2 mentions

    Reviewers describe the commentary as informative rather than scripted.

    Good for families

    2 mentions

    Reviewers traveling with kids report it landed well with their group.

    Traveler reviews

    10 verified traveler reviews for Key West Nighttime Full Moon Sail. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    10
    4 star
    0
    3 star
    0
    2 star
    0
    1 star
    0
    Sort
    craigtL4269KK · May 2026

    Relaxing, reasonably priced evening experience.

    Excellent evening sailing experience. Friendly, knowledgeable crew. Great full moon.

    Response from the operator: Craig, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are delighted to hear you enjoyed a relaxing evening and found it to be a good value. Our crew takes pride in providing friendly, knowledgeable service, and they will be happy to read your comments. We hope to have the opportunity to welcome you aboard again soon! - Classic Harbor Line Key West

    via Tripadvisor

    Stay09059691704 · April 2026

    Highly recommend - great experience!

    Wonderful trip, friendly crew, great food, beautiful sunset ❤️

    Response from the operator: Thank you so much! We are delighted to hear you had a wonderful trip with us! We hope to have the opportunity to welcome you aboard again soon! - Classic Harbor Line Key West

    via Tripadvisor

    T8092PKjohnp · April 2026

    Sunset sail the sun goes down and the full moon comes up.

    Hands down, the best sail in Key West. Wooden decks and masts, Canvas sail. Enthusiastic crew. Serene. I live in KW year 'round and sail America 2.0 quarterly either solo or with friends.

    Response from the operator: Waldo, thank you for booking another sail with us and taking some time to provide your valuable feedback and recommendation. We are excited that you consider us the best sail in Key West and appreciate your kind words about our boat and friendly crew. It's wonderful to hear that you choose to sail with us frequently as a local, and we look forward to many more opportunities to host you on the water! - Classic Harbor Line Key West

    via Tripadvisor

    jendarren2015 · April 2025

    Moonlight Cruise with Family

    What a wonderful experience. We glided through the water enjoying the stars and full moon. The crew was friendly and professional. Drinks and food were great too. Highly recommend.

    Response from the operator: It was an honor to host you and your family on our full moon cruise, sounds like you picked a beautiful night to come sailing with us. We hope to welcome you aboard again in the near future!

    via Tripadvisor

    susanhN1825YG · March 2025

    Full moon sailing experience

    The captain and crew prepared us well on how to best enjoy our sailing experience. The full moon cruise was a beautiful experience.

    Response from the operator: Thanks for the great review! We love to hear that our crew was able to help make your full moon sailing experience fantastic. We hope to welcome you aboard again in the future!

    via Tripadvisor

    Good to know

    Duration
    1.5 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    4
    Verdict
    Worth a Look

    Why this scores 60

    The Outty Ranking is a weighted composite. Here is how this experience performed on each component.

    Traveler sentiment (30% weight)84
    Review evidence (18% weight)31
    Booking momentum (14% weight)24
    Value for money (12% weight)44
    Listing quality (10% weight)68
    Local standing (8% weight)64
    Booking flexibility (8% weight)100

    Key West Nighttime Full Moon Sail: questions travelers ask

    Practical detail on this experience, plus the wider planning questions for Key West.

    How much does Key West Nighttime Full Moon Sail cost?

    +

    Prices start at $84 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Key West usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.

    How long does Key West Nighttime Full Moon Sail take?

    +

    Plan for about 1.5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Key West is not rushed.

    Is Key West Nighttime Full Moon Sail worth it?

    +

    It holds an Outty Ranking of 60 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 10 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Key West, and how flexible the cancellation terms are.

    Can I cancel or reschedule Key West Nighttime Full Moon Sail?

    +

    Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.

    Is Key West Nighttime Full Moon Sail suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 1.5-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Key West Nighttime Full Moon Sail?

    +

    Around 4 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Key West can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.

    What should I bring or wear?

    +

    Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Key West and add a light layer if any part of the 1.5-hour experience runs outdoors or after sunset.

    Where does Key West Nighttime Full Moon Sail start and how do I get there?

    +

    The exact meeting point and directions are on your voucher once you book, and they sit in central Key West within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.

    What are the best things to do in Key West?

    +

    Key West is a boat town. The only living coral barrier reef in the continental US sits seven miles offshore, and reef trips, sunset catamarans and backcountry kayak runs are the core bookings, alongside Hemingway house and Duval history walks. Our ranking weighs boat capacity and reef site rotation, which separates the good operators from the party cruises. On Outty we rank every Key West experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Shark and Wildlife Viewing Adventure in Key West, Southernmost Food & Cultural Walking Tour by Key West Food Tours, Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.

    When is the best time to visit Key West?

    +

    December to April, dry season and calm reef water. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.

    How many days do you need in Key West?

    +

    Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.

    Do I book through Outty or through the operator?

    +

    Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.

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