Best 699 things to do in Madeira Beach, FL

Captain-led island hopping, swimming and dolphin spotting on Clearwater waters

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

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

Cruise Anna Maria Island by captained tritoon with room for up to 6

Watch Gulf sunsets and waterfront Christmas lights from a private, captain-led boat

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

Watch the sunset on a sea horse ride on Palma Sola Causeway

Speed, sightseeing, and flexible time on the water

Guided island cruising with photo stops and group-paced riding

Enjoy a self-guided paddle adventure with a versatile inflatable board.

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

Ride a 2025 Sea-Doo jet ski to Bradenton's dolphin hot spots

Ride a jet ski beneath the Sunshine Skyway Bridge

Ride a 2025 Sea-Doo to Egmont Key and snorkel its reefs

Design a private day of fishing, snorkeling, and sandbar stops

Spooky pirate games and a floating pumpkin patch in downtown Tampa

Sample local flavors while uncovering downtown Tampa's history, landmarks, and culture

Private pirate-themed cruising for celebrations and Downtown Tampa views

Spooky stories and pumpkin-barge fun on the Hillsborough River

Ride a pirate-themed bus through Tampa bars, landmarks, and waterfront views

Private 2-hour sunset cruise to spot dolphins in Sarasota Bay

Set sail on an interactive pirate cruise with a treasure hunt

Set sail on an interactive private treasure hunt for your crew

Experience dolphins, sandbars, and a relaxing sunset cruise in the bays of Anna Maria Island.