Best 205 things to do in Holmes Beach, FL

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

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

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

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

Launch from Turtle Beach and paddle to Midnight Pass

Paddle the mangrove tunnels of Ted Sperling Park with a local guide

Paddle Lido Key mangrove tunnels with a private guide

Paddle Lido Key’s mangrove tunnels from Ted Sperling Park

Paddle Midnight Pass on a private Siesta Key kayak or paddleboard tour

Learn to surf in Sarasota with a coach-led lesson

Cruise to Egmont Key for snorkeling, shelling, and beach time

Private Shell Key cruise for shelling and possible dolphin sightings

Private Shell Key cruise for dolphin spotting, shelling, and beach time

Cruise to Shell Key Sandbar for sunset views and bring your own food and drinks

Cruise to Shell Key for dolphin spotting and beach shelling

Learn wing foiling basics in a small group over 2 hours

Learn windsurfing basics in a 3-hour small-group lesson