Best 781 things to do in Anna Maria, FL

Cruise coastal waters with time for a sandbar swim, waterfront stops, or an eco-focused outing

Private Regal 4160 cruises for celebrations, relaxing outings, and time on the Gulf

Private yacht cruising with space to relax, celebrate, or visit a sandbar

See Sarasota’s coastline and Sunshine Skyway Bridge on a 50-minute helicopter flight

See Downtown Sarasota landmarks from the air on a 20-minute helicopter flight

Private Sarasota helicopter ride with champagne, roses, and music

30-minute helicopter flight over Sarasota beaches and coastal landmarks

See Sarasota glow at sunset on a 20-minute helicopter flight

Fly a private helicopter tour from Sarasota for up to 3 passengers

Test your trivia skills from the skies over Sarasota

Paddle Sarasota Bay’s mangrove tunnels and look for seasonal birdlife

Paddle mangrove tunnels and explore sandbars in Terra Ceia Bay

Choose a single or tandem kayak with free delivery to your location

Private daytime sail with dinghy access for island exploring

Private evening sailing with sunset views across Tampa Bay

Sail to a sandbar with a private yacht as your home base

Snorkel Fort Dade ruins and explore Egmont Key’s shores

Explore Shell Key's shores for shells and Gulf wildlife

Private Shell Key escape for beachcombing, snorkeling and wildlife watching

Shell, swim, and watch the Florida sunset from Shell Key Sandbar

Cruise to Shell Key for beachcombing, shore snorkeling, and wildlife watching

Cruise the intracoastal on a 21+ party boat with optional open bar

Sip happy hour drinks on a 1.5-hour cruise from Gulfport Marina

An unrushed private evening with time for sunset photos