Best 302 things to do in Holmes Beach, FL

Cruise John’s Pass at sunset with free beer and wine

Spend 6–7 hours fishing offshore from Madeira Beach

Cruise 70–100 miles offshore for 7–8 hours of deep-water fishing

Cruise from John’s Pass to Shell Key for island shelling

Fish offshore at night with 7–9 hours of lines-in time

Fish for trophy sharks with rod, reel, and heavy shark gear provided

Ride a Jet Ski through Phillippi Creek and toward Siesta Key

Sunset jet ski ride with fast Gulf access from Siesta Key

Paddle Lido Key’s mangrove tunnels with a guide in 2 hours

Cruise Southwest Florida waters on a 2-hour public tiki boat

Enjoy flexible 2–8 hour rentals to get on the water

Watch the Gulf Coast sunset from the water on a pontoon cruise

Book your own private tiki boat near John’s Pass for 2, 3, or 4 hours

Cruise to Shell Key Island and Egmont Key for shelling, snorkeling, and dolphin spotting

Cruise Madeira Beach for 2 hours on a tiki boat at sunset

Rent an adult bike and ride Gulf Blvd. for 4 hours to 7 days

Rent a paddle board in Madeira Beach for 2–8 hours

Get out on the water with flexible 2–8 hour kayak rentals

Get on the water with flexible 2–8 hour paddle board rentals

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

Plan your own 4-hour charter with sandbars, snorkeling, and stops for food and drinks

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