Best 302 things to do in Holmes Beach, FL

Cruise Shell Key and barrier islands on a 3-hour private dolphin tour

Cruise Tampa Bay at sunrise on a private dolphin and island tour

Cruise Boca Ciega Bay at sunset on a private or semiprivate boat

Cruise Boca Ciega Bay on a private or semiprivate dolphin tour for up to 6

Pedal kayak Sarasota Bay to seagrass beds and mangrove tunnels

Pedal kayak 2 miles through mangrove tunnels at Emerson Point

Pedal through seagrass beds and mangrove tunnels on a 2-mile Neal Preserve tour

Paddle a glass-bottom kayak at night with LED lights and fish feeding

Paddle glass-bottom kayaks as LED lights reveal sea life in calm, shallow waters at sunset or under the stars

Paddle a glass-bottom LED kayak and feed fish at night

Private 4-hour tiki boat bachelorette cruise for up to 18 guests

Private afternoon tiki boat cruise for up to 18, with bring-your-own drinks and a Bluetooth speaker

Fish 11–14 miles offshore with gear, bait, and license included

Experience custom deep sea fishing with comfort and flexibility on a private charter.

Savor Sarasota’s flavors and history in one unforgettable afternoon!

Taste your way through Downtown Sarasota with a guided history walk

Eat your way through historic downtown Sarasota with four restaurant stops

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

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

See Sarasota’s Art Deco, Mediterranean Revival, and Mid-Century Modern architecture by van

Join an interactive circus-themed whodunnit on a rolling Sarasota trolley

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

Private 3-hour Shell Key cruise with dolphin spotting

Paddle Jim Neville Marine Preserve to water-only Midnight Pass Beach