Our Charter Boat Fleet

With Fun In The Sun there's a boat for everyone!

26ft Century Deck Boat

Our main charter boat is the 26ft Century deck boat, powered by a 250hp Yamaha four stroke. Equipped with sound system, fresh water rinse down, shaded area, cushioned seating, fishing license, and swim ladder.

26ft Century Deck Boat Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

23ft Tritoon

23ft Tritoon Powered by a 150 Yamaha four stroke. Equipped with stereo, vhf, GPS, and coolers. 9-10 passengers + 1 guide (10-11 maximum) or 2300 LBS. maximum. 325 LBS. maximum for any single passenger. This boat is located at the Stock Island Yacht Club location.

23ft CTritoon Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

30ft Double Decker Pontoon

30ft Double Decker Saltwater Pontoon Boat with slide. Powered by a 150hp Yamaha four stroke. Equipped with stereo, vhf, GPS, changing room, and two coolers. This vessel is used for charters and rentals. Charter Fishing license is not provided on this vessel.

30ft Double Decker Pontoon Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

33ft Center Console

33ft Center console Powered by a Yamaha four stroke. Equipped with stereo, vhf, GPS, and coolers. This boat is located at the Stock Island Yacht Club location.

33ft Center Console Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

36ft Invincible

Fun In The Sun’s 36′ Invincible delivers power, comfort, and versatility— a premium center console designed for guests who want performance without compromise. Slightly smaller than our 40′ Intrepid but every bit as capable, this sleek vessel offers a smooth, fast ride perfect for custom charters and island-hopping adventures. With space for up to six passengers, it’s an exceptional choice for efficient trips to Fort Jefferson or a first-class day exploring the waters of Key West.

36ft Invincible Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

40ft Intrepid

Fun In The Sun proudly introduces our 40′ Intrepid— a high-performance luxury center console powered by triple engines for a smooth, exhilarating ride. Perfect for discerning guests, this premium vessel offers unmatched speed, comfort, and style for private charters and custom adventures. With plenty of room, it’s the ideal choice for a fast, comfortable trip to Fort Jefferson or an elevated day on the water in true Key West fashion.

40ft Intrepid Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

43ft Lisa Lynn

The Lisa Lynn is a beautiful 43′ Luxury Charter Boat with 4 staterooms and 2 baths. Lisa Lynn can comfortably sleep up to 6 passengers (for 7-12 passengers day trips navigate to our bareboat charter page). This is the perfect boat to take on a private luxury snorkeling trip to one of our amazing reefs, or a sunset cruise to entertain friends and family. The yacht is available for custom charters, including a variety of Sunset & Day Cruises and Multi-day Trips to the islands. The Lisa Lynn is also available as a stay-aboard vacation rental boat if you’re looking for a new adventure. For more Info navigate to our Yacht Charters page.

36ft Invincible Charters Pricing

BOAT CHARTER WITH CAPTAIN FOR UP TO 6 GUESTS - PLEASE CALL FOR PARTIES OF 7 - 12 GUESTS

Cancelation Policy

View Cancelation Policy

Please call +1 (305) 587-3499 ASAP if you would like to cancel your trip. If the trip is cancelled by the customer, and FITSKW can rebook the trip your credit card will be refunded the full amount.

Our Locations:

ALL CAPTAINED CHARTER BOATS

Stock Island Yacht Club 6000 Peninsular Ave, Key West, FL 33040 Get Directions — Call (305) 587-3499

RENTAL BOATS (CALL TO CONFIRM LOCATION)

Oceans Edge Key West 5950 Peninsular Ave, Key West, FL 33040 Get Directions — Call (305) 587-3499