things to do in Osprey, FL

Fish Tampa Bay or nearby reefs for a wide variety of local species

Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

Get out on the water with free delivery on Siesta Key

A styled private picnic with charcuterie and complimentary champagne

Private sandbar snorkeling with chances to spot dolphins and marine life

Ride from beach to bay as the sun sets

Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

Cruise Sarasota Bay your way, with time to unwind on a sandbar

Rent cornhole for easy, all-ages beach-day fun

Explore Midnight Pass independently by kayak

Paddle independently through Midnight Pass at your own pace

Private Gulf cruise with sunset views and chances to spot marine life

Cast for bay and nearshore reef species on a private evening trip

Reef fishing for seasonal offshore species

Flexible golf cart rentals for exploring Siesta Key at your pace

Cruise Siesta Key with easy pedal-assist power

Sip mimosas on Sarasota Bay while looking for dolphins

Swim, snorkel, and search for shells on a Little Gasparilla Island sandbar

Scan the waters around Englewood and Manasota Key for coastal wildlife

Play Slammo at the beach with a 1–7 day rental

Rent a street-legal 8-passenger golf cart with delivery included

Cruise Siesta Key’s western coast with your private group

Paddle Midnight Pass at your own pace

Ride through Palma Sola Bay’s waters as the sun sets