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2 hours
Mobile ticket
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.
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
For a full refund, cancel at least 24 hours before the scheduled departure time.
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!
Fort Zachary Taylor Historic State Park
See the famous Fort Zachary from the water as you sail by.
Complimentary beer, wine, Champagne and soda
Your 2-hour sailing experience aboard America 2.0
Individually plated hors d'oeuvres
Gratuities
Hotel pickup and drop-off
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
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 flutes. Beer, wine, soda, water, and light snacks are also included.
Requirement: There is a 2 ticket purchase minimum for this upgrade 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
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
801 reviews
Total reviews and rating from Viator & Tripadvisor
mrsdarcy12021,,Feb 8, 2026
- Review from Tripadvisor
Excellent experience! Crew was super friendly and helpful, boat was smooth and well handled, food and drinks were great! I’d do it again in a ny minute!




John V,,Feb 7, 2026
- Review from Viator
Captain Janet and crew were fantastic. Great experience. The food and drinks were great. We also had a spectacular sunset.
ErinLTodd,,Feb 7, 2026
- Review from Tripadvisor
I've been to Key West so many times but never did a sunset cruise. My husband picked this one and it exceeded expectations! Great wine and snacks (from a foodie!) and an easy, fun, safe, beautiful cruise. Great, all female crew to sail was a delightful bonus. The sailboat (as opposed to catamaran) was so classy and lovely. Will do this again next time. So special!


Dale L,,Feb 5, 2026
- Review from Viator
The captian and crew showed us the local sites while sailing around. The drinks and hors d'oeuvres were a nice addition to the sailing and sunset views. We even saw dolphins jumping around the bow of a cruise ship as it was departing Key West. The ship had room to move around while enjoying watching the scenery. The crew worked together as a team to both sail and serve the guests, there is a lot of work involved! It was a very nice way to enjoy a Key West evening.
Michelle K,,Feb 5, 2026
- Review from Viator
Such a peaceful evening on the water! The crew was so friendly and helpful! Great way to wrap up our week in the keys!
debbiemC6682BM,,Feb 4, 2026
- Review from Tripadvisor
Wonderful!! Would do it again. Thank you Jade, Rey and Bible! Fabulous job!



klutt22,,Feb 4, 2026
- Review from Viator
Phenomenal experience, would definitely watch the weather before booking. Drinks plentiful, hors d’oeuvres good (smaller amount) you’ll still definitely need dinner. Staff of Rae, Bible, and Jade could not have been better. My husband got to raise the sails, just an overall awesome experience, highly recommend, thank you!
Journey52801288297,,Jan 30, 2026
- Review from Tripadvisor
The weather turned very bad just before the sail was scheduled. The girl checking us in was rude and said absolutely no refunds even though there was a marine weather advisory out for high winds and rain! They offered us to rebook the next day however we couldn’t do that since we were leaving. So NO Sunset! High winds! Rough seas! Rain! Also, the people in the front of the boat got soaked with the cold water!! I got passed over and wasn’t even offered the shrimp plate! Service was rushed and the tour was cut short due to the weather! So much wasted money!! Beware before you sail this ship!
Mitch M,,Jan 30, 2026
- Review from Viator
Great experience! Crew was very attentive and food and drinks hit the spot. Weather was a little iffy but cleared for a spectacular sunset.
Logan H,,Jan 29, 2026
- Review from Viator
Fun experience! Crew members were the best and took care of everyone on board. The food and drink were great too!
Operated by Classic Harbor Line