Best 568 things to do in Longboat Key, FL

Explore the Everglades by airboat with wildlife narration and a live alligator show

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

Dance, snorkel and enjoy an open bar on an adults-only Punta Cana catamaran

Meet squirrel monkeys and sample Dominican flavors in the countryside

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

Cruise into the Florida sunset with a US Coast Guard licensed captain

Enjoy a self-guided paddle adventure with a versatile inflatable board.

Ride the latest 3-seater jet skis and enjoy hassle-free fun on the water.

Ride from the beach into the water with one-on-one horse guidance

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

Customize a private 3–6 hour cruise to Egmont or Passage Key with snorkeling and sightseeing led by experienced captains

Practice yoga on a paddleboard and connect with nature in a tranquil setting.

Explore mangrove tunnels by kayak or paddleboard with experienced guides in Neal Preserve.

Set up a 3-hour sunset beach picnic for two

Cruise to a local sandbar and swim or snorkel

Cruise the Gulf and back bay to look for dolphins and seasonal manatees

Cruise into the evening and watch the sunset from the water

Set your own course for sandbars, swims, and open-water exploring

Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping

Cruise Anna Maria Island by captained tritoon with room for up to 6

Cruise Sarasota’s intracoastal waterways on a 21' Bennington tritoon for up to 10

Sip mimosas while cruising Sarasota Bay and watching for dolphins

Sip mimosas on Sarasota Bay while looking for dolphins

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