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Sunset Sailing: Key West Schooner America 2.0 Tour
4.9
787 Ratings
Key West
Embark on an elegant sunset sailing adventure aboard the stunning Schooner America 2.0 in Key West. Enjoy complimentary beverages, hors d’oeuvres, and breathtaking views of the Florida sunset.
Embark on an elegant sunset sailing adventure aboard the stunning Schooner America 2.0 in Key West. Enjoy complimentary beverages, hors d’oeuvres, and breathtaking views of the Florida sunset.
Duration:
2 hours
Cancellation:
24 hours
Highlights
- 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.
- 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!
- 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.
- 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!
What's Included
- Complimentary beer, wine, Champagne, and soda
- 2-hour sailing aboard America 2.0
- Individually plated hors d’oeuvres
- Complimentary beer, wine, Champagne, and soda
- 2-hour sailing aboard America 2.0
- Individually plated hors d’oeuvres
What's Not Included
- Gratuities
- Hotel pickup and drop-off
- Gratuities
- Hotel pickup and drop-off
Additional Information
Embark on a delightful 2-hour evening sailing excursion on a beautiful contemporary schooner! Soak in the views on board Schooner America 2.0, the most distinguished schooner in Key West, as you pass by landmarks like Mallory Square, Sunset Pier, and Sand Key Light Tower. Benefit from free beverages throughout your sail along with individually served…
Embark on a delightful 2-hour evening sailing excursion on a beautiful contemporary schooner! Soak in the views on board Schooner America 2.0, the most distinguished schooner in Key West, as you pass by landmarks like Mallory Square, Sunset Pier, and Sand Key Light Tower. Benefit from free beverages throughout your sail along with individually served appetizers. Unwind and take it easy as your captain navigates you seamlessly through the turquoise Key West waters and into the distance for a truly Floridian sunset spectacle.
- 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 20-30 minutes prior to your selected departure time to check in at ticket booth and board the sailboat for your sunset cruise
- Join us for sunset on Christmas Eve or Christmas day and enjoy complimentary holiday treats and the opportunity to take a holiday photo at the helm
- Join us for sunset on New Year’s Eve or New Year’s Day and enjoy a special champagne toast and a complimentary souvenir flute
Location
202 William St
William Street
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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(787 Ratings)
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Kiyon_c
Dec 30, 2025
Perfect sunset sail in Key West - What a great way to celebrate my dad’s birthday! The sunset was spectacular but what really set this sailing from others was the wonderful crew - they are so fun but also professional and efficient - my wine glass was never empty and Brad and “Bible” went above and beyond to make sure we were all having the best time. Thank you so much!
Review provided by Viator
902jenr
Dec 28, 2025
Worth it! - Excellent time, wonderful crew, beautiful sunset! Would definitely do this again! Great way to see the keys!
Captain Dan, Milo, Rae and Brad brought the hospitality and good cheer!
Review provided by Tripadvisor
A7208awteresag
Dec 27, 2025
Christmas Day Sunset Sail - This was a beautiful, very relaxing sail. The crew was very knowledgeable and friendly and gave top notch service. We very much enjoyed this sail!
Review provided by Tripadvisor
Allison_c
Dec 26, 2025
It was glorious. The... - It was glorious. The sailing was beautiful, the apps were actually delicious and the drinks were free-flowing. Absolutely spectacular and highly recommend.
Review provided by Viator
Abbey_l
Dec 25, 2025
Very enjoyable... - Very enjoyable experience. The drinks and snacks were good. The sunset was beautiful and the staff were very helpful and organized.
Review provided by Viator
Stephanie_w
Dec 25, 2025
Wonderful way to spend Christmas Eve! - Classic Harbor Line always puts on a great sunset cruise. The crew was amazing. Loved the cocktails and snacks. I appreciated being assigned seats on our Christmas Eve sunset cruise. It helped to make sure there was room for everyone. Once the sails were up we were able to move around freely. Highly recommend!
Review provided by Viator
Sara_v
Dec 22, 2025
Sunset was enchanting and... - Sunset was enchanting and the crew was super accommodating! Captain Dan also added historical tid bits that enhanced the Key west experience. Great trip!
Review provided by Viator
Mark
Dec 21, 2025
Fantastic Sunset Voyage with Captain Rae and her Krewe! - The ship is beautiful and is what drew us to choose them, but everything about our trip was fantastic. Captain Rae was delightful. Obviously well skilled at her craft, she sailed us out to the perfect spot to enjoy the sunset. She was engaging and fun to chat with during the cruise as well. The boat had seats to accommodate everyone and was not cramped or crowded at all. Very comfortable. First mates Chelsea and Mary were great. They checked on us often for drinks and brought excellent hors d’oeuvres including veggies, meats, cheeses, crackers, shrimp cocktail, and a cookie. The food was excellent and the perfect light treat. The sunset in Key West is the best in the world and there is no better way than to view it on the Schooner America 2.0!! Thank you Captain Rae!! You guys made our Sunset better than we could have ever hoped!😎🌅
Review provided by Tripadvisor
David_h
Dec 20, 2025
Dec 20, 2025 sunset sail - Capt Rae, Mary, and Chelsea were great. There was plenty of room on the boat, the restrooms were spacious and clean. Beverages were always available, and the snack plates were handed out starting with a vegetable plate, then several types of cheese with crackers, then shrimp cocktail, and a cookie toward the end. The boat was beautiful and well maintained. We sailed a few miles out and back a few times until the sun set. There’s not really much to look at on land until you head back to the docks after sunset, being December everything was lit up with Christmas lights.
Review provided by Viator
Sueann_h
Jan 2, 2026
Sunset-ish Schooner cruise. - We went out on a cool day with a low cloud bank, so not a great sunset… but they can’t control the weather! The staff did a nice job keeping everything moving smoothly and distributing the hors d’oeuvres, which consisted of vegetable plate with wrench dip, shrimp with cocktail sauce, cheese, and crackers, and a brownie bite for dessert. They had a good offering of different wines and beers and sodas. Sadly, we did not see any wildlife to speak of except birds. It was fun to visit with the people around us, of which there were a lot!
It was impressive to see the crew of Milo, Mary, Dan and Jade as they worked the sales up and down. They also were very knowledgeable with any questions that were asked of them and happy to accommodate any needs.
Review provided by Viator
