Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Key West, United States

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

Outty Ranking 83 4.9 · 893 traveler reviews2 hoursFrom $123
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Outty Ranking

83/100

Exceptional. Our proprietary evaluation. How we score

Traveler rating

4.9/5

Based on 893 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.

Quick answer

Is Key West Schooner Sunset Sail with Bar & Hors d'oeuvres worth booking?

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres is a 2-hour experience in Key West, United States, from $123 per person. It scores 83 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.9/5 rating across 893 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.

Outty Ranking
83 / 100
Rating
4.9/5 (893)
Duration
2 hours
From
$123 per person

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience.

What you get

    About this experience

    Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience.

    What's included

    Included

    • Your 2-hour sailing experience aboard America 2.0
    • Individually plated hors d'oeuvres
    • Complimentary beer, wine, Champagne and soda

    Not included

    • Gratuities
    • Hotel pickup and drop-off

    What you'll see and do

    1. Mallory Square

      Enjoy views of some famous Key West landmarks from the water as the boat sails along the coast and onward into the sunset!

      Pass by without stopping

    2. Fort Zachary Taylor Historic State Park

      See the famous Fort Zachary from the water as you sail by.

      Pass by without stopping

    3. Sunset Pier

      Enjoy great waterside views of Sunset Pier and other famous Key West landmarks as the captain sails America 2.0 alongside the coastline and onward!

      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.

    Options you can book

    • Key West Sunset Sail

      Duration: 2 hours: This experience is 2-hours. Please check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes Bar & food included: This option includes our house beer, wine, sparkling wine, and hors d'oeuvres

    • Peak Holiday Option

      Duration: 2 hours: This experience is 2-hours. Please check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes Bar & Food included Peak Holiday Rates Apply

    • Holiday Premium Option

      Duration: 2 hours: This experience is 2-hours. Please check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes Bar & Food included Premium rates apply

    • Sunset Sail Wine Upgrade

      Duration: 2 hours: Please check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes White Wine Upgrade: This option includes a bottle of white wine & souvenir glassware. Beer, wine, soda, water, & light snacks are also included. Requirement: There is a 2 ticket purchase minimum for this upgrade option

    • Sunset Sail Champagne Upgrade

      Duration: 2 hours: This experience is 2-hours. Please check in at the ticket booth 30-45 minutes prior to the departure time for boarding passes Champagne upgrade: This option includes a bottle of champagne & souvenir glassware. Beer, wine, soda, water, & light snacks are also included. Requirement: There is a 2 ticket purchase minimum for this upgrade option

    Before you book

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

    Know before you go

    • Infants and small children can ride in a pram or stroller
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • We recommend bringing a light jacket as it's often cooler on the water.
    • Must be 21 years or older to consume alcohol.
    • Meet at Key West Bight Marina 30-45 minutes prior to your selected departure time to check in at ticket booth and board the sailboat for your sunset cruise

    Photos

    Key West Schooner Sunset Sail with Bar & Hors d'oeuvres, photo 2Key West Schooner Sunset Sail with Bar & Hors d'oeuvres, photo 3Key West Schooner Sunset Sail with Bar & Hors d'oeuvres, photo 4Key West Schooner Sunset Sail with Bar & Hors d'oeuvres, photo 5Key West Schooner Sunset Sail with Bar & Hors d'oeuvres, photo 6Key West Schooner Sunset Sail with Bar & Hors d'oeuvres, photo 7

    What travelers are saying

    Outty’s summary of the themes that recur across 893 traveler reviews. Written by us, not quoted from reviewers.

    Food and drink

    4 mentions

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

    Traveler reviews

    893 verified traveler reviews for Key West Schooner Sunset Sail with Bar & Hors d'oeuvres. Ratings and reviews provided by Viator and Tripadvisor.

    5 star
    848
    4 star
    20
    3 star
    11
    2 star
    6
    1 star
    8
    Sort
    Saundra D · May 2026

    Disappointing

    They cancelled the tour same day with no reason given. We were lucky to get on another cruise tour the same day.

    Response from the operator: Saundra, thank you for booking a sail with us and taking some time to provide your valuable feedback. We sincerely apologize for the short notice cancellation, which is rare and something we very much try to avoid. We understand how disappointing this must have been, but we are glad that you were still able to get out on the water. Our team did call, text, and email to try to help arrange an alternate experience since we are connected with the other sailing experiences in the area, and we had reached out to them to hold space for you. We hope to be able to provide you with a great experience on another occasion. - Classic Harbor Line Key West

    via Tripadvisor

    mattdR4861BG · May 2026

    Sunset cruise key west

    Captain Janet and her two crew mates made the experience very fun. The boat was easy to find and the overall experience was great. Janet was very friendly and answered all kinds of questions from people while also steering and guiding the boat masterfully. It’s always a pleasure to see people great at their jobs and enjoying it. The two guys helping out were very sweet and made sure everyone had drinks and the three plates served (veggies with ranch, shrimp cocktail, and cheese and crackers) were all tasty. I don’t think anyone on board had a bad time.

    Response from the operator: Matt, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are delighted to hear that Captain Janet and our crew made your sunset experience so enjoyable. Your kind words about Janet's expertise and friendliness, along with the excellent service from our crew, truly mean a lot to us. We're thrilled that you enjoyed the food offerings and had such a wonderful time on the water. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line Key West

    via Tripadvisor

    hotelfanOrlando_FL · May 2026

    Great ending to our Girls trip!

    Amazing Sail! Captain Janet and her incredible crew gave us the experience of a lifetime! Never having been on a schooner before we weren't sure what to expect but it was exciting and was also the last sail of the season in Key West!! What a hard working group who were expert in getting to and from, providing snacks and beverages and raising and lowering the sails which is something I will never forget. If you are in Key West or New York, you must experience a sail on America 2.0!! You will not be disappointed in the least. Thank you!!

    Response from the operator: Thank you for booking a sail with us and taking some time to provide your valuable feedback and recommendation. We are delighted to hear about your amazing experience on America 2.0! Captain Janet and our crew work hard to create memorable moments, especially for special occasions like your girls trip. We're thrilled you enjoyed the excitement of sailing on a schooner and witnessing the sail handling. We hope to have another opportunity to host you on the water! - Classic Harbor Line Key West

    via Tripadvisor

    Shawn_E · May 2026

    Windy day = awesome

    We went out on a very windy day and what an awesome time it was. Great crew, great service, great fun !!! Awesome sunset !!

    via Viator

    R3319ZNlucyl · May 2026

    We went on The America 2.0 for the hors d'oeuvres, cocktails, and sunset trip. It was breathtaking and relaxing. Definit

    Our Captain and tour guides were amazing!

    Response from the operator: Lucy, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are delighted to hear that your hors d'oeuvres, cocktails, and sunset trip aboard The America 2.0 was breathtaking and relaxing. Our crew takes great pride in creating memorable experiences. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line Key West

    via Tripadvisor

    Good to know

    Duration
    2 hours
    Free cancellation
    Up to 24h before
    Minimum age to book
    All ages
    Availability
    Bookable today
    Runs on
    Every day
    Price range
    $123 to $171
    Hotel pickup
    No pickup, meet at start point
    Booked in 30 days
    313
    Verdict
    Exceptional

    Who runs this experience

    Operated by Classic Harbor Line, who run 5 experiences we rank across 1 city, with an average Outty Ranking of 62.5.

    See everything Classic Harbor Line runs

    Why this scores 83

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

    Traveler sentiment (30% weight)93
    Review evidence (18% weight)89
    Booking momentum (14% weight)87
    Value for money (12% weight)43
    Listing quality (10% weight)74
    Local standing (8% weight)77
    Booking flexibility (8% weight)100

    Key West Schooner Sunset Sail with Bar & Hors d'oeuvres: questions travelers ask

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

    How much does Key West Schooner Sunset Sail with Bar & Hors d'oeuvres cost?

    +

    Prices start at $123 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 Schooner Sunset Sail with Bar & Hors d'oeuvres take?

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    Plan for about 2 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 Schooner Sunset Sail with Bar & Hors d'oeuvres worth it?

    +

    It holds an Outty Ranking of 83 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.9/5 across 893 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Key West, and how flexible the cancellation terms are.

    Can I cancel or reschedule Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

    +

    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 Schooner Sunset Sail with Bar & Hors d'oeuvres suitable for kids and families?

    +

    Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.

    How far in advance should I book Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

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    Around 313 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 2-hour experience runs outdoors or after sunset.

    Where does Key West Schooner Sunset Sail with Bar & Hors d'oeuvres start and how do I get there?

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    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 Guided Bike Tour of Old Town Key West, Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset, Shark and Wildlife Viewing Adventure in Key West. 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?

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    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.

    What is included in Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

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    Included: Your 2-hour sailing experience aboard America 2.0; Individually plated hors d'oeuvres; and Complimentary beer, wine, Champagne and soda. Not included: Gratuities; and Hotel pickup and drop-off. Always check the voucher for the final list before you travel.

    Where is the meeting point for Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

    +

    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. Hotel pickup is not included, so plan your own transport and arrive 15 minutes early.

    What languages is Key West Schooner Sunset Sail with Bar & Hors d'oeuvres offered in?

    +

    It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.

    Will I get instant confirmation and a mobile ticket for Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

    +

    Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.

    Is Key West Schooner Sunset Sail with Bar & Hors d'oeuvres wheelchair or stroller accessible?

    +

    The operator notes: Infants and small children can ride in a pram or stroller. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.

    What happens to Key West Schooner Sunset Sail with Bar & Hors d'oeuvres if the weather is bad?

    +

    This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.

    What do travelers say about Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

    +

    Across 893 reviews averaging 4.9 out of 5, recurring themes include food and drink. The tastings and food stops are a highlight for most reviewers.

    What booking options are available for Key West Schooner Sunset Sail with Bar & Hors d'oeuvres?

    +

    There are 5 options to choose from, including Key West Sunset Sail, Peak Holiday Option, Holiday Premium Option, Sunset Sail Wine Upgrade. Prices and start times differ by option, so compare them on the booking screen.

    Ready to lock in your spot?

    Pick a date, choose your group, and see the exact price for Key West Schooner Sunset Sail with Bar & Hors d'oeuvres.

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