Best 568 things to do in Longboat Key, FL

Customize a 3-hour beach picnic with setup and cleanup included

Reserve a beach suite setup for six, ready from 10am–4pm

A ready-to-use beach setup with chairs, shade, games, and refreshments

Settle into a shaded beach setup with seating, games, and chilled drinks

Settle into a beach setup with shaded cabanas, lounge chairs, games, and chilled water

Settle into a fully prepared beach lounge with shade, games, and refreshments

A ready-to-enjoy beach lounge with cabanas, games, and chilled drinks

Settle into a ready-to-use beach suite for two

Parasail with an 800 ft line and 14 minutes of flight time

Fly parasailing on a private trip for up to 12, with observer spots if space allows

Experience marine life up close on a comfortable pontoon cruise for all ages.

Cruise Sarasota Bay to Big Pass for Gulf sunset views

Shape a private Gulf Coast evening around your ideal sunset

Private sandbar time with captain-led island stops and water toys

Look for dolphins and coastal wildlife aboard a private boat adventure

Cruise to tiki-hut beach bars with a private captain-led outing

Explore Fort Dade ruins, a historic lighthouse, and Gulf Coast wildlife

Cruise, swim, and beach-hop around Anna Maria Island aboard a spacious deck boat

Cruise, swim, and explore with triple-pontoon stability and Mercury 150HP power

Cruise Anna Maria Island waters on a stable 23-foot catamaran

Rent a 22' Bentley pontoon and cruise Sarasota’s Intracoastal waterways

Rent a 24' Sea Ray SunDeck to explore Sarasota waterways and sandbars

Rent a 21' Chaparral bowrider in Sarasota for up to 10 guests

Cruise Sarasota on a 21 ft Chaparral with Bluetooth stereo and swim ladder