Best 781 things to do in Anna Maria, FL

Take the helm of a 25-foot center console for your Indian Rocks Beach outing

Cruise or fish aboard a 2025 Bentley tritoon with Yamaha 300 power

Take the helm of a 2026 Bentley Bolt tritoon

Spend 6 hours on the water with a private Siesta Key boat charter

Build your ideal day on the water

Cruise Siesta Key waters and watch for dolphins and manatees

Build your own full-day private boat charter from Siesta Key

Watch the sunset from a comfortable boat on a 2-hour Siesta Key tour

Paddle Midnight Pass on a private Siesta Key kayak or paddleboard tour

Paddle Jim Neville Marine Preserve to water-only Midnight Pass Beach

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

Paddle 3 miles of Weeki Wachee River in a clear kayak

Paddle transparent kayaks and look for marine life beneath Clearwater Beach

Paddle Clearwater Beach’s Gulf waters with dog-friendly rental options

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

Island-hop, swim, and look for dolphins on a flexible private outing

Customize a relaxed coastal cruise with room to swim, sightsee, and play your music

Chart your own Gulf Coast day with island stops and swimming

Set your own course along the Intracoastal with a private captain

Paddle mangroves after sunset with LED-lit views beneath your kayak

Explore the water at your own pace in a clear kayak

Cruise Tampa Bay at your pace with flexible pontoon rental times

Customize your day on a 37-foot boat with air-conditioned cabin comfort