Best 188 things to do in Longboat Key, FL

Rent a 22’ deckboat for up to 10 and cruise the Intracoastal Waterway or Gulf

Rent a 22’ pontoon for up to 12 on the Intracoastal Waterway

Rent a 22’ pontoon for up to 12 on the Intracoastal Waterway

Rent a 22’ pontoon for up to 12 on the Intracoastal Waterway

Cruise for 4 hours with a licensed captain on a private, customizable trip

Private 1 hr 45 min sunset cruise for up to 6 with a licensed captain

Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

Cruise upper Boca Ciega Bay on a narrated dolphin and wildlife eco tour

Ride the ferry from Fort De Soto to Egmont Key, with snorkeling available

Take a narrated ferry to Shell Key for beach time and shelling

Cruise John’s Pass on a 90-minute pirate ship adventure

Cruise Boca Ciega Bay and learn about local dolphins with your crew

Cruise Boca Ciega Bay at sunset via John’s Pass

Fish for snapper and sea bass on a 5-hour trip close to shore from John’s Pass

Cruise John’s Pass at sunset with free beer and wine

Spend 6–7 hours fishing offshore from Madeira Beach

Cruise 70–100 miles offshore for 7–8 hours of deep-water fishing

Cruise from John’s Pass to Shell Key for island shelling

Fish offshore at night with 7–9 hours of lines-in time

Fish for trophy sharks with rod, reel, and heavy shark gear provided

Cruise Southwest Florida waters on a 2-hour public tiki boat

Enjoy flexible 2–8 hour rentals to get on the water

Watch the Gulf Coast sunset from the water on a pontoon cruise

Book your own private tiki boat near John’s Pass for 2, 3, or 4 hours