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Captain Rob's Tiki Trail
Captain Rob's Tiki Trail

The Best Waterfront Bars Are Reached by Boat!!

Step aboard for the ultimate Southwest Florida tiki bar adventure. Cruise between waterfront hangouts, tropical bars, hidden local favorites, and scenic island stops—all while Captain Rob handles the ride. We handle everything while you enjoy the journey.

Perfect For

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Birthday Groups
Bachelor/Bachelorette Add-On
Couples
Snowbirds
Friend Trips
Retirement Celebrations
Anyone Who Likes Fun
Visitors

Pick Your Pace

⏱️ 4 Hour Happy Hour Cruise

1–2 stops + scenic ride

🌊 6 Hour Tiki Trail

Lunch + multiple stops + beach option

🔥 8 Hour Ultimate Trail

All-day adventure + hidden gems + sunset

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Step into The Party

The Ride is more than just transportation; it's a front-row seat to the beauty of Southwest Florida's coastline. Captain Rob brings years of local expertise to every charter, ensuring a safe, smooth, and unforgettable journey as you discover the most iconic tiki bars and hidden waterfront gems Sarasota and Siesta Key have to offer.

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