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1 hour 30 minutes
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Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the water for a Key West sunset is like being IN the sunset itself. There is nothing quite like it. Who knows, you may get lucky enough to witness that elusive green flash!
Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Non-alcoholic beverages
Restroom on board
Champagne, white wine, margaritas, selection of craft beers
WiFi on board
Key West Historic Seaport
Sail through Key West Harbor, watch the other boats go by and take in the magnificent sunset that Key West is famous for!
Mallory Square
See the nightly Sunset Celebration from the water side! Sunset revelers, street performers, always fun, quirky and even a little bit crazy sometimes. Guaranteed to make you smile :)
889 reviews
Total reviews and rating from Viator & Tripadvisor
Joseph F,
Dec 5, 2025
- Review from Viator
Very relaxing and enjoyable sailboat trip with the captain and his first mate. They were attentive and talkative and friendly and very helpful. They did everything they possibly could to make sure this was a great trip. We only had six people on the boat and it was wonderful, peaceful comfortable and beautiful. You were able to get up and walk around the sailboat. There were multiple places to sit alone if you wanted to with your partner. And all questions were answered and appreciated. I would recommend it highly. If you wanted to upgrade, maybe to sunset cruise that has some form of dinner with it I wouldn’t suggest it, but maybe not just know everything was done to make sure your ultimate pleasure was taken care of. I’m a big guy and getting on and off the boat was challenging, but made extremely easy by the crew and there was no issues. Drinks were served smiles were had and couldn’t have asked for a better night.
Terri B,
Dec 4, 2025
- Review from Viator
Excellent crew! Clean sailboat!! Made sure we always had a drink! Definitely recommend! Sunset was stunning!
John E,
Nov 27, 2025
- Review from Viator
Hunter and the Captain were Great Hosts. Made sure you are Hydrated Definitely recommend This 90 minute Sunset Tour


Laurie D,
Nov 23, 2025
- Review from Viator
The crew were accommodating but the cruise that was listed as 1 1/2 hours was only one hour. Drinks included were beer, white wine, prosecco and wine based margaritas
Steve E,
Nov 22, 2025
- Review from Viator
There are bigger boats and longer trips and options out there for dinner cruises, etc. But we just wanted a nice 90 minute trek around the port with a small number of people on a sailboat. The bar service was a bonus to me. Captain Chuck and Lori were great hosts and were glad to let people drive the boat, take pictures of us and play tunes. We had very good weather and wind so we sailed most of the trip which is much better that motoring around IMO.
Teresa V,
Nov 22, 2025
- Review from Viator
It was fabulous! This is my fourth time sailing with you guys and it was great! Great music, drinks, and conversation. So relaxing.
Anonymous,
Nov 19, 2025
- Review from Viator
The sunset cruise on this beautiful sailboat with a fantastic two person crew was a top highlight of my sister and I’s trip! I loved the small amount of people on the boat to enjoy quieter music, and a more relaxed atmosphere for the gorgeous sunset at Key West!!




Melissa T,
Nov 17, 2025
- Review from Viator
Had a great time on our sunset cruise! It was very laidback and relaxing. We were able to enjoy a few drinks while relaxing on the sailboat. It was so neat to see the sails lifted and enjoy the ride. Will definitely do this again, when we make it back to Key West!
S W,
Nov 9, 2025
- Review from Viator
This is a great cruise. We did not want a loud and loaded up party boat. Instead we wanted a nice and quiet cruise. Our boat was a 54 ft sailboat and we had about a dozen people on the boat (I think it holds twice that). The captain and mate were very nice and informative. Plenty of wine, prosecco and beer on board. If you want a peaceful and pleasurable sunset cruise, this is the one.
Karen F,
Nov 9, 2025
- Review from Viator
This was a wonderfully relaxing sunset sail. There were only 13 people on board. The drinks were free flowing and the sky was beautiful.
Operated by Floridays