Best 199 things to do in Anna Maria, FL

Rent a jet ski at Sheraton Sand Key Resort and ride the Gulf waters for up to two people

Ride a high-performance jet ski for 30 minutes at Sheraton Sand Key Resort

Ride a freestyle jet ski for 30 minutes at Clearwater Beach

Ride a jet ski at Marriott Sand Key with up to 2 riders per ski

Pedal a water trike along Clearwater Beach with up to two riders

Customize a quick coastal escape with a local captain, with dolphin spotting and island stops in just two hours.

Customize your day with island stops, swimming, and dolphin spotting on a relaxed private cruise.

Cruise the Intracoastal on a private 3-hour boat tour for up to 6

Cruise Clearwater Beach at sunset on a private boat for up to 6

Cruise the Intracoastal on a private evening party boat for up to 6

Learn boat handling with a private, hands-on lesson from Captain Chris

Cruise longer with a private 5-hour island-hopping charter for up to 6

Cruise the Gulf and island-hop on a flexible 6-hour private boat charter

Paddle a 100% clear kayak to mangroves and a secluded beach near Sarasota

Book a private clear-kayak tour with a guide for groups up to 14

Paddle downstream through Little Manatee River State Park with easy return shuttle

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Paddle clear kayaks and unwind with beach yoga at Shell Key Preserve, guided by certified instructors

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

Cruise with your dog and watch for dolphins near the St. Petersburg Pier