Best 298 things to do in Anna Maria, FL

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 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

Charter a private Sea Ray for up to 6 and head beyond the beach

Paddle a clear kayak with LED lights on a guided night tour

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

Cruise St. Pete and Clearwater your way on a private 23‑ft catamaran

Private sunset cruise near St. Pete with views of the Sunshine Skyway Bridge

Cruise to a local sandbar and swim or snorkel

Cruise the Gulf and back bay to look for dolphins and seasonal manatees

Cruise into the evening and watch the sunset from the water

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 a private sunset route with a dedicated guide in Sarasota Bay

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

Stroll St. Armands Circle and enjoy a guided lunch tasting