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Schedule your private boat adventure today! Our Cayo Costa and Cabbage Key tours start at just $350 for up to 6 passengers!

Check Availability

Schedule your private boat adventure today! Our Cayo Costa and Cabbage Key tours start at just $350 for up to 6 passengers!

Check Availability

captain randi hess

Cayo Costa island - SHELLING TOUR

Cayo Costa island - beach day

Hi! I'm Captain Randi Hess. I am a USCG licensed Captain and NAUI certified scuba diver. I love the barrier islands of Southwest Florida and truly enjoy sharing this beautiful area with others.

Call today for your custom day trip. Multiple boats are available for larger parties.

Cayo Costa island - beach day

Cayo Costa island - SHELLING TOUR

Cayo Costa island - beach day

Escape to a secluded island getaway on beautiful Cayo Costa. We’ll take you to a quiet, pristine beach—chairs and an umbrella provided by request. Bring your favorite drinks, kick back, and enjoy pure island relaxation with no crowds and endless coastal views.

Cayo Costa island - SHELLING TOUR

cabbage Key island -restaurant, bar, & ice cream shop

Join us at low tide for an exclusive shelling adventure to a secluded island—where it’s just you, pristine beaches, and nature’s best shells. With no crowds and untouched shoreline, it’s a peaceful, one-of-a-kind Florida island experience you won’t forget.

cabbage Key island -restaurant, bar, & ice cream shop

Join us for a boat trip to the famous Cabbage Key Restaurant—one of Southwest Florida’s most iconic waterfront spots, accessible only by boat. A true local favorite, it’s the perfect stop for great food, cold drinks, and classic island vibes you can’t get anywhere else.

north captiva island - mainstay or mangos restaurants

cabbage Key island -restaurant, bar, & ice cream shop

north captiva island - mainstay or mangos restaurants

Separated from Captiva Island during a 1921 hurricane, North Captiva is accessible only by boat and small plane. Mainstay and Mangos are barrier island restaurants offering meals, a full-service bar, a gift shops, and an ice cream shop.

A family enjoying a sunny day at Cayo Costa beach with kids in colorful floaties.

large group tours

cabbage Key island -restaurant, bar, & ice cream shop

north captiva island - mainstay or mangos restaurants

Travel together with our private two-boat charter option—ideal for larger families, corporate groups, or special occasions. Enjoy plenty of space, personalized stops, and the same great island experience, all with your group staying together for an unforgettable day on the water.

Private Boat Tours with Captain Randi Up to 6 Guests • No Crowds • Your Trip, Your Pace

captain randi hess

Cayo Costa island - SHELLING TOUR

Cayo Costa island - beach day

Cayo Costa island - beach day

Cayo Costa island - SHELLING TOUR

Cayo Costa island - beach day

Cayo Costa island - SHELLING TOUR

Cayo Costa island - SHELLING TOUR

cabbage Key island -restaurant, bar, & ice cream shop

cabbage Key island -restaurant, bar, & ice cream shop

cabbage Key island -restaurant, bar, & ice cream shop

cabbage Key island -restaurant, bar, & ice cream shop

north captiva island - mainstay or mangos restaurants

cabbage Key island -restaurant, bar, & ice cream shop

north captiva island - mainstay or mangos restaurants

large group tours

cabbage Key island -restaurant, bar, & ice cream shop

north captiva island - mainstay or mangos restaurants

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