Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride
2 1/2 Hours
Up to 6 people
Captain, cooler with ice, drinks
Cruise out from Key West for a 2.5-hour tiki boat ride with a swim stop in the Gulf of Mexico. Hear Key West fun facts and history from your captain as you take in the water and keep an eye out for wildlife.
Dock renovations may require a temporary departure location; confirm the current meeting point before you go. Gratuity for your captain is recommended (20%). Routes may change due to weather, docking, or U.S. Coast Guard restrictions.
All bookings are non-refundable. Minimum 5 days’ notice is required for cancellations. Operator may cancel due to weather, safety, mechanical, or behavioral issues; weather-related cancellations may be rescheduled, issued a rain check, or refunded if rescheduling is not possible.
Arrive 15 minutes before departure. Stay on shore and do not walk down the dock or board the tiki boat until you check in with the captains.
Bring snacks or food, alcoholic beverages, and swim gear (swimsuit, water shoes, towel, and snorkeling gear if you want). Plan on tipping your captain; a 20% gratuity is recommended.
You get water and sodas, cups, a cooler with ice, and a Bluetooth radio so you can play your own music.
120 Margaret St. Key West, Florida 33040
Key West has no shortage of water experiences, but this tiki boat operation consistently stands out for one simple reason: the captains. Reviewers come back year after year specifically requesting favorites like Brian, Wendy, Mike, Kathy, and others by name, which says a lot about the personal connections formed on these short cruises. The team brings genuine local knowledge, sharing history, wildlife spotting, and island stories that go well beyond what you'd get on a larger tour boat. The experience itself centers around a relaxed cruise out to a sandbar for swimming, with guests encouraged to bring their own drinks. Sunset cruises are particularly popular, and the smaller, more intimate format seems to be a big draw compared to crowded party boats. Dogs are welcome aboard too, which several reviewers called out as a bonus. With near-perfect ratings across a large number of reviews and multiple guests mentioning repeat visits, this one earns its reputation as a Key West must-do.
We ended our family vacation with an amazing sunset tour. Our guide Brian was absolutely the best. My son felt like a celebrity as we past by people sitting on the shoreline as they waived to us. Brian was super friendly, welcoming, professional, & knowledgeable about the area. He was very kind as my husband asked loads of questions.
Michelle Mclean
June 14, 2026
We ended our family vacation with an amazing sunset tour. Our guide Brian was absolutely the best. My son felt like a celebrity as we past by people sitting on the shoreline as they waived to us. Brian was super friendly, welcoming, professional, & knowledgeable about the area. He was very kind as my husband asked loads of questions.
Michelle Mclean
June 14, 2026