Best 604 things to do in Anna Maria, FL

Cruise into the Florida sunset with a US Coast Guard licensed captain

Paddle Lido Key’s mangrove tunnels with a private guide from Ted Sperling Nature Park

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

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

Paddle Shell Key Preserve at sunset with a guided kayak tour

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

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

Watch Key West's sunset from a private sport yacht

Ride a Super Air Nautique G25 with a USCG captain in Tampa Bay

Sample Sarasota bites and paired drinks on a guided culinary walk

Classic schooner sailing with open-deck Gulf views

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