Best 603 things to do in Holmes Beach, FL

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

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

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

Paddle to Shell Key Preserve for a 4-hour sandbar kayak tour

Paddle Shell Key Preserve at sunset with a guided kayak tour

Watch Key West's sunset from a private sport yacht

Rent a 20' center console for fishing or cruising, rated for up to 6

Rent a 24' deckboat for 6 hours with room for 10 and watersports allowed

Sample Sarasota bites and paired drinks on a guided culinary walk

Cruise Sarasota’s intracoastal waterways on a 21' Bennington tritoon for up to 10

Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

Cruise Sarasota Bay on a 112' Westport with a private crew

Fish Gulf waters with a licensed captain, mate, and fully equipped boat

Private sailing with spacious lounges, swim access, and Sarasota Bay views

Sail into golden hour with four spacious places to gather aboard

Cruise Sarasota Bay and relax at anchor aboard a crewed 112-foot Westport

Cruise, swim, and relax aboard a crewed 112-foot Westport yacht

Sip mimosas while cruising Sarasota Bay and watching for dolphins

Sip mimosas on Sarasota Bay while looking for dolphins

Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.

Sip signature cocktails and learn the stories behind Sarasota’s spirits

Explore Sarasota's paranormal tales and historic murders after dark

Explore Sarasota's historic neighborhoods and cultural landmarks on a 90-minute air-conditioned trolley ride.