Best 468 things to do in Osprey, FL

Paddle Lido Key mangrove tunnels with a private guide

Explore Lido Key’s protected waters and mangrove tunnels at your own pace

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

Learn to surf in Sarasota with a coach-led lesson

Paddle Sarasota’s mangrove tunnels on a 2-hour guided kayak tour

Kayak Little Sarasota Bay to South Lido’s shaded mangrove tunnels

Kayak Sarasota’s mangrove islands with an experienced guide on a 2-hour afternoon tour

Paddle the Lido Key Mangrove Tunnels with a 4-hour single or tandem kayak rental

Rent a single or tandem kayak and paddle the Lido Key mangrove tunnels

An easy paddle outing for families and friends

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

Stroll St. Armands Circle and enjoy a guided lunch tasting

Taste your way around St. Armands Circle on a 3-hour afternoon tour

Trace Anna Maria Island's haunted history along Bridge Street

Trace the women who shaped Anna Maria Island

Taste island food while uncovering Anna Maria Island's history

Taste creative tacos, sip margaritas, and discover Sarasota stories

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

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.