Best 456 things to do in Madeira Beach, FL

Trace Ybor City's Cuban roots, Bolita lore, and Tampa history on foot

Walk Ybor City after dark and uncover its haunted history through local legends

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

Feed fish from a clear-bottom kayak with underwater LED lights in Sarasota

Ride a 13-mile historic railroad excursion in open-air or air-conditioned cars.

Take the controls of a locomotive for an hour

Cruise 70 miles to Dry Tortugas to explore Fort Jefferson and snorkel clear waters

Shape a shaded Key West boat day around your crew's interests

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

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

Cruise St. Pete on a private, captained snorkeling charter

Paddle to sandbars and a secluded beach for Gulf sunset views

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

Paddle mangrove tunnels and explore sandbars in Terra Ceia Bay

Cruise Madeira Beach waterways and look for dolphins near John’s Pass