Best 354 things to do in Sarasota, FL

Ride an air-conditioned trolley at night for musical ghost stories and Sarasota history in October.

Ride a Sarasota metaphysical trolley tour with sound healing and mini tarot readings

Sing 70s & 80s hits on a trolley with a bar stop at 99 Bottles

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

Explore Sarasota's paranormal tales and historic murders after dark

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

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

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

Rent a kayak or paddleboard and explore Turtle Beach waterways with a provided map

Shop boutiques and enjoy bubbles and light bites in Sarasota’s historic districts

Sample Sarasota bites and paired drinks on a guided culinary walk

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

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

Build your own full-day private boat charter from Siesta Key

Explore sandbars and islands aboard a fully loaded pontoon

Cruise sandbars and islands on a clean, fully loaded pontoon

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

Cruise, swim, and beach-hop around Anna Maria Island aboard a spacious deck boat

Cruise Anna Maria Island waters on a stable 23-foot catamaran

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

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

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