Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square
60 minutes
Up to 6 people
Captain, ice, water and sodas
Glide through Key West's Historic Seaport on a tiki-style daytime cruise. Take in waterfront views as you pass Sunset Pier and Mallory Square.
Cancellations require at least 5 days' notice and are non-refundable. No-shows are not refunded or rescheduled. For weather cancellations, you may be rescheduled, issued a rain check, or refunded if rescheduling is not possible.
Cruise times are listed in US Eastern Standard Time (EST). Adjust your arrival time if you traveled from a different time zone.
You may order food, snacks, or beverages from Schooner's Wharf Bar. Allow enough time if you order.
120 Margaret St, Key West, FL 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
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