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Siesta Key Boat Charter Photos & Videos

Rated 5 stars with 175+ reviews. Browse the gallery below, then book your own adventure

Wondering what a day on the Siesta Funship actually looks like? Scroll through real photos and videos from our guests aboard Sarasota’s only captained boat charter with a slide. From sandbar stops on crystal-clear water to dolphin sightings in Sarasota Bay, sunset cruises off Siesta Key, and celebrations that our guests never forget — this is what a private boat charter in Siesta Key is all about.

Our custom 30-foot Funship is built for fun: a waterslide that drops you straight into the Gulf, a spacious shaded deck, paddle boards, a lily pad, floating mats, beach chairs, and plenty of room for up to 6 guests to spread out and enjoy the ride. Captain Corey takes care of the rest.

Sliding into Paradise

There's a reason we're known as Siesta Key's only boat charter with a slide. Kids and adults alike line up to take the plunge off our upper deck straight into the warm, shallow waters of Sarasota Bay. It's the highlight of every trip — and the photo ops are unbeatable.

Sandbar Stops and Crystal-Clear Water

We anchor at hidden sandbars and secluded beaches around Siesta Key where the water is shallow, warm, and impossibly clear. Guests swim, float on the lily pad, paddle board, hunt for sand dollars, or just relax in Adirondack chairs on the shoreline. These sandbar stops are the heart of every Siesta Funship charter.

Dolphins, Manatees & Wildlife

Sarasota Bay is home to hundreds of dolphins, manatees, and tropical birds — and Captain Corey knows exactly where to find them. We spot dolphins on nearly every trip, and guests regularly see manatees, manta rays, pelicans, ospreys, and herons along the way. Keep your camera ready.

Sunset Cruises on Siesta Key

Our sunset cruises are the most requested trip we offer. Watch the sky turn gold, pink, and orange as the sun drops into the Gulf of Mexico behind the Siesta Key coastline. Whether it's a date night, a family outing, or a celebration with friends, there's nothing like a sunset on the water in Sarasota.

Birthdays, Bachelorettes, and Celebrations

The Siesta Funship is the go-to boat charter for bachelorette parties, birthday celebrations, family reunions, and special occasions in Siesta Key and Sarasota. We bring the slide, the sandbar, the paddle boards, and the vibes — you bring the crew, the drinks, and the playlist. Every trip is private and fully customizable.

Families and Kids on the Funship

Siesta Funship is one of the most family-friendly boat charters in the Sarasota area. Kids love the waterslide, the paddle board, the beach toys, and spotting dolphins from the deck. Captain Corey is patient, experienced, and great with kids of all ages.

See It for Yourself – Book Your Charter

Ready to make your own Siesta Funship memories? We’re the only captained boat charter with a slide in the Siesta Key area. Private trips for up to 6 guests depart from Nora Patterson Bay Island Park on Siesta Drive. Morning and afternoon time slots available.

Bring your crew, your drinks, your playlist, and your sunscreen. We’ll take care of the rest.