Best 603 things to do in Holmes Beach, FL

Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

Customize your day exploring sandbars, islands, and marine life on a private catamaran.

Cruise Siesta Key’s shoreline from a beachfront pickup point

Customize your 2-hour private TriToon cruise with a captain included

Customize a 4.5-hour private sandbar charter with a captain

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

Take the controls of a locomotive for an hour

Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim

Spend 4.5 hours cruising, snorkeling stops, and sandbar time off Siesta Key

Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

Cruise Siesta Key’s western coast with your private group

Cruise Siesta Key’s western coast on a private 2-hour daytime or sunset boat ride

Plan a private coastal cruise with your own food and drinks

Cruise Florida's Gulf Coast on a private outing with flexible routes and onboard coolers

Customize a Gulf Coast cruise with sandbar swims and waterfront stops

Customize a private cruise along Florida's western coast

Private coastal cruising with flexible routes and sunset options

Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops

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

Private 3-hour cruise with downtown St. Petersburg views and a relaxed pace

Private sunset cruise with golden hour and Skyway Bridge night views

Private sunset cruise with dolphin watching near Shell Key

Choose a 3–8 hour private boat charter with a captain in Sarasota

Customize a 4–8 hour private Sarasota cruise with a captain