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What are people saying about Key West

Cat_M, Mar 2026
Loved this tour!
Gogo was a charismatic and vibrant tour guide. We visited 5 restaurants, some on duval st and some off the beaten path. We made a few new tour friends and tried a lot of good food. Do this tour your first day on the island so you know where to circle back to during your trip. Loved the history around the Cuban and Caribbean communities within the island.
Claire_B, Mar 2026
Chill cruise in the sunset. Family run business.
The cruise was well organized. There were three boats departing that day. Ours had to leave a little later due to a couple arriving late. Since the couple had called thy were able to stall the departure 5 min, that said, w got stuck by returning cruises and jet skis. Once we were on our way we didn’t really sail at sea but along the coast of Key west We were offered 8 wines and 3 sets of hors d’oeuvres and chocolates at the end. The sic was appropriate for the occasion and i can’t say that there was more than 18/20 people on the boat. We really enjoyed the cruise and the whether was amazing so that helped a lot! The captain and his 2 staff were friendly and liked to chat with the guests, they knew a lot about the area and other boats around.
Ann_P, Mar 2026
Great experience on sunset wine tasting cruise!
Highly recommend this trip. I appreciated being on a smaller boat with less people, instead of a large party barge. The captain plus staff were very friendly and kept us in calmer water, while still allowing us to have great views of the sunset. It was a perfect night for sailing! I also chose this trip because I have Celiac disease, and the wine tasting, gourmet cheeses, plus fruit were all things I could consume safely and enjoy!
Tina_G, Mar 2026
A Sunset Sail You’ll Want to Repeat
Highly recommend. This is our second time to sail with them and both times were fantastic. The crew is friendly and we felt very safe and comfortable both times. It feels like you are traveling with family. The Captain Janet and her crew are very professional and handle the boat with such ease. We enjoyed an incredible sunset cruise and enjoyed the drinks and appetizers. The schooner is large enough that you can't even feel the movement of the ocean which I was very grateful. Will sail with them again if we return to Key West with family.
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There’s plenty to do on land in Key West, but some of the best experiences happen on the water. Leave the crowds behind and raise a toast to a sunset (that inspires oh-so-many lyrics) on one of these Key West dinner cruises. Book a small group sail with wine for a personalized evening, or join a classic party cruise with crowd-favorite music, unlimited drinks, and appetizers. No matter what you choose, you’ll be delighted to be on the water as the sun sets and the moon rises off the coast of the Sunshine State.

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