Best 465 things to do in Siesta Key, FL

Private fishing trips with gear, bait, licenses and catch filleting included

Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

Cruise open water for sightseeing, swimming, parties, and sunset views

Rent a kayak or paddleboard for 4 hours with gear, route map, and lesson

Paddle between Anna Maria Island and Longboat Key with a guided wildlife-focused route

Paddle Longboat Pass for 4 hours with a map and basic lesson

Paddle Lido Key’s mangrove tunnels with a local naturalist guide

Explore Lido Key’s mangrove tunnels with included gear, map, and a brief lesson

Paddle the waters between Anna Maria Island and Longboat Key with your own private guide

Paddle into a Florida Gulf Coast sunset with a guided kayak tour

Paddle a private sunset route with a dedicated guide in Sarasota Bay

Explore sandbars and islands aboard a fully loaded pontoon

Cruise sandbars and islands on a clean, fully loaded pontoon

Ride around Holmes Beach with a safety briefing and life jackets included

Search Anna Maria Island waters for wild dolphins

Design your own Gulf Coast island escape

Design your ideal day on the water

Cruise to island bars and waterfront eateries by boat

Private coastal cruise with chances to spot dolphins and manatees

Explore historic ruins and snorkel submerged batteries on a private Egmont Key charter

Customize a private cruise with snorkeling and wildlife searching

Search for dolphins, snorkel in shallow waters, and cruise Florida’s coast privately

Set your own course for snorkeling, island stops, sandbars, and dolphin searches

Design a private day of snorkeling, sandbars and island cruising