Best 773 things to do in Longboat Key, FL

Private cruise with a captain, sandbar time, and room for your own drinks

Cruise to Shell Key Island and Egmont Key for shelling, snorkeling, and dolphin spotting

Cruise Madeira Beach for 2 hours on a tiki boat at sunset

Rent an adult bike and ride Gulf Blvd. for 4 hours to 7 days

Get out on the water with flexible 2–8 hour kayak rentals

Get on the water with flexible 2–8 hour paddle board rentals

Cruise Madeira Beach on your schedule with flexible scooter rental times

Choose your launch point with kayak delivery and pickup

Off-road trails, a cenote swim and time at Macao Beach

Sail to Saona Island for beach time, a natural-pool swim, lunch, and drinks

Meet squirrel monkeys and sample Dominican flavors in the countryside

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

Paddle Lido Key’s mangrove tunnels with a private guide from Ted Sperling Nature Park

Fish offshore with gear, bait, and a licensed captain included

Set sail on an interactive pirate cruise with a treasure hunt

Set sail on an interactive private treasure hunt for your crew

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

See non-migratory dolphins and unique wildlife while exploring the bays of Manatee and Sarasota.

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

Cruise Sarasota Bay on a private dolphin eco tour aboard the Anna Maria Explorer

Customize a private cruise for sandbars, islands, and waterfront stops

Experience dolphins, sandbars, and a relaxing sunset cruise in the bays of Anna Maria Island.