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2 hours
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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
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
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
Premium 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: This option includes our house beer, wine, sparkling wine, and hors d'oeuvres
823 reviews
Total reviews and rating from Viator & Tripadvisor
bethk996,,Feb 22, 2026
- Review from Tripadvisor
The entire experience of the Sunset sail aboard the America 2 was nothing short of top notch! The entire crew - jade, Brian and ? (Sorry!)were super accommodating and so personable! They kept drinks and food (pleasantly surprised at that) flowing while keeping their footing and us afloat! Our sail itself was magically beautiful! We were comfortable the entire time. I cannot recommend this sail and this crew enough!!






ronnieLeawood KS,,Feb 21, 2026
- Review from Tripadvisor
It was awesome. Crew friendly and did an excellent job serving drinks and snacks. Would definitely go sgain.
FPFDChiefDodson,,Feb 20, 2026
- Review from Tripadvisor
Great trip, efficient and FUN crew. The sunset. Cruise was well worth the price. Drinks and hors d’oevres flowed all night long. Capt. Rae, Brad, Dan and Chelsea were awesome! Highly recommend.

Edward R,,Feb 20, 2026
- Review from Tripadvisor
This is our 5th time in Key West and 5th tine doing a sunset cruise. The America 2.0 was by far the best we have ever done! Highly recommend this!!

jacquelinesD8936LG,,Feb 19, 2026
- Review from Tripadvisor
Crew was awesome and the excursion was well worth the money! Drinks and snacks were great! I would do it again in a heartbeat. The sunset from the boat was breathtaking.


nytraveler04,,Feb 18, 2026
- Review from Tripadvisor
Fantastic cruise on a beautiful boat with a wonderful, knowledgeable and attentive crew. Got plenty of good food and drinks, a lively wind, and a spectacular sunset - a perfect end to our Key West trip.

Jean B,,Feb 18, 2026
- Review from Viator
What a great 2 hours on the water. I loved the fact that a seating area was assigned to each group. No matter where your seat is the view is amazing. The crew Rae, Chelsea, Dan and Bible were fantastic. Very personable and fun. The appetizers were perfect. A little veggie plate, cheese and crackers, shrimp cocktail and chocolate. Let’s not forget the drinks; wine, beer, champagne and soft drinks included or you can pay for a cocktail. Lots of fun.

Gina D,,Feb 16, 2026
- Review from Viator
Beautiful sunset sail with an amazing crew! The drinks were always full and the snacks were perfect. A must do while in Key West.
susiem364,,Feb 15, 2026
- Review from Tripadvisor
My husband and I have sailed on 3 Sail Adventures in Key West. This sail was by far the best. The entire staff was just great. They handled the boat with such ease and professionalism. The drinks and small appetizers enhanced the overall experience. A perfect sail in every way!
Thomas H,,Feb 15, 2026
- Review from Viator
Fantastic experience with great, experienced staff. An unforgettable evening on the water with an unbelievable sunset!
Operated by Classic Harbor Line