15 Best Key West Sunset Sails

“Super fun. Great crew and snacks. The musician played a little too much rap and no islandy music, but that being said still a great time!”

“Was very relaxing. If you wanted to be alone by yourself, you could. if you wanted to party with others you could. Good mix.”

“What an amazing experience! The wine was plentiful, the snacks were delicious, and the view of the water and sunset were unbeatable. Mary, James, and Connor were professional and friendly. All around absolutely worth doing this!”

“Have a good time and meet new friends. Staff and crew were helpful and kept your glasses full. Beautiful night”

“Sunset was amazing. Staff were great and very engaging. Service was great. Lots to eat & drink. It was a beautiful night.”

“After days with chilly wind, we were able to book an evening sunset cruise for our last evening in Key West. Eric and Carlo took great care of all passengers. They were friendly, informative, and focused on safety for all. The 90 minutes on the…”

“Skies were a bit cloudy, but Capt Janet and crew sail the ship to the best sunset viewing spot as possible. Even had a few dolphins off the bow. What I enjoyed the most was the interaction with the crew ex: asking for volunteers to…”

“No guarantee of dolphins. We didn't see any. Boat was nice. The captain was a little "short" with some of the guests. He didn't want to tell any facts or history that didn't match his "script".”

“Had a wonderful time on this sunset cruise. Loved that they limit amount of people so wasn’t crowded at all.”

“It was awesome for any age. Would definitely recommend !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!”

“I really loved how nice and inclusive everyone were even though I did not want to swim they still made sure I was comfortable and made sure my friends in the water were comfortable and safe as well Ron Sprinkles and Captain Maddison are the…”

“If it is to rough out there, you can get a full refund if you don’t want to go last minute before boarding. The rum punch was delicious the whole ride was an amazing experience. Just be mindful if you haven’t done research that this…”

“So beautiful to travel on this wooden Schooner!! Brilliant work and excellent crew”

“Fun live music and a sunset sail. The captain, crew, and live musician were great. Open bar and light snacks were provided”

“Fun activity and value for the price. The crew was outstanding from check in to completion. There is plenty of drinks and a nice selection of lite snacks. Live entertainment on board was a great addition to a nice evening.”