Best results for Water Activities in Osprey, FL

Rent a kayak or paddleboard for 4 hours with gear, route map, and lesson

Paddle between Anna Maria Island and Longboat Key with a guided wildlife-focused route

Paddle Longboat Pass for 4 hours with a map and basic lesson

Paddle Lido Key’s mangrove tunnels with a local naturalist guide

Explore Lido Key’s mangrove tunnels with included gear, map, and a brief lesson

Paddle the waters between Anna Maria Island and Longboat Key with your own private guide

Paddle into a Florida Gulf Coast sunset with a guided kayak tour

Paddle a private sunset route with a dedicated guide in Sarasota Bay

Cruise 70 miles to Dry Tortugas to explore Fort Jefferson and snorkel clear waters

Private 2-hour Naples party cruise with music and drinks onboard

Customize a private 4-hour cruise with your own captain and crew

Private 2-hour 21+ party cruise with music and drinks available onboard

Feed fish from a clear-bottom kayak with underwater LED lights in Sarasota

Spend 3 hours cruising Sarasota Bay with a sandbar stop

Rent a tritoon for up to 12 and cruise Sarasota Bay for 4 or 8 hours

Private sandbar cruise to Jewfish Key for swimming, snorkeling, and shelling

Cruise to Egmont Key for shelling, snorkeling, and a Florida state park stop

Cruise local sandbars and look for dolphins from Bradenton Beach Marina

Cruise to Egmont Key for shelling, snorkeling, and beach time on a private boat

Soar up to 800 feet for a thrilling 10-minute parasail flight with an expert crew over the Gulf of Mexico

Cruise by private boat to Egmont Key for beaches, history, and snorkeling time

Private double-decker party boat in Bradenton Beach with slide and BYOB cruising

Drive a Corvette-inspired Jetcar on Palma Sola Bay with safety briefing included

Private inshore fishing charter with short runs and all gear included