Experience Naples From the Water

Unforgettable sailing experiences

Explore Our Cruises

Cool Beans Cruises has been offering unforgettable sailing and boating excursions in Naples and Marco Island since 2007. Our cruises explore the beautiful waters of the Gulf of America, visiting destinations such as Keewaydin Island and Tigertail Beach for shelling, sightseeing, swimming, or simply relaxing with a glass of champagne while enjoying some of the best sunsets in the country.

Along the way, keep an eye out for dolphins, seabirds, and other local wildlife. With our friendly, experienced captains leading the way, every cruise is an opportunity to experience the natural beauty of Southwest Florida.

Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

Enjoy a sunset sail along the Naples and Marco Island coast aboard our catamaran. Watch the sun set over the Gulf on an evening boat cruise.

Approximately 2 Hours

$75 cash · $80 credit pricing

Per guest • Both prices include tax.
Gratuity extra; 18% added for parties of 7 or more

Day Sail Catamaran Cruise

Day Sail Catamaran Cruise

Enjoy a relaxed Naples boat tour aboard our 42’ catamaran. Spot dolphins, soak in Gulf views, and experience one of the area’s best sailing excursions.

Approximately 2.5 Hours

$75 cash · $84.80 per guest

Per guest • Both prices include tax.
Gratuity extra; 18% added for parties of 7 or more

Private Day Sail Cruise - Naples - Marco Island

Private Day-Sail or Sunset Catamaran Cruise

Book a private Naples/Marco Island catamaran cruise with your choice of a daytime sail or sunset trip. Perfect for couples, families, or groups wanting a personalized sailing excursion with the boat to themselves.

$1,760 cash · $1,900 credit pricing

Both prices include 18% gratuity and sales tax

Naples/Marco Isand Pontoon Charter

Pontoon Island Beach Excursions

Explore the islands around Marco Island on a private pontoon cruise. Choose a daytime trip for shelling and beach time or an evening sunset cruise.

Approximately 2.5 Hours

$325 cash · $371 credit pricing

Per guest • Both prices include tax.

Our Boats

Cool Beans Catamaran

Our spacious 42-foot sailing catamaran offers comfortable seating, beautiful views, and plenty of room to relax as you explore the waters of Southwest Florida.

Lil’ Beans Luxury Pontoon

Our luxury Lil’ Beans pontoon offers comfortable private excursions for exploring Southwest Florida’s backwaters, beaches, and wildlife.