Things to do in Longboat Key

Explore Longboat Key’s mangrove islands at your own pace with fully equipped half-day rentals

Paddle crystal-clear bays to spot dolphins and manatees with expert naturalist guides

Explore scenic waters with included gear, map, and lesson for a fun half-day adventure

Paddle Sarasota's serene mangrove tunnels with a naturalist guide and spot birds, manatees, and dolphins.

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

Fish inshore waters with a US Coast Guard–licensed captain on a 2019 Sea Pro, tailored for all ages

Cruise the Intracoastal with room for up to 12 and flexible 4–8 hour rentals

Discover Jewfish Key and local sandbars on a private excursion with swimming and snorkeling opportunities.

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

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

Discover Egmont Key’s history and wildlife on a relaxing boat cruise with snorkeling and shelling.

Cruise to local sandbars and spot dolphins while learning about unique island wildlife.

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

Soar up to 800 feet over the Gulf on a 10-minute flight during an easy 1.5-hour parasailing outing.

Ride a gentle horse along the sand, then cool off with a unique swim in Palma Sola Bay.

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

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

Enjoy a full-day beach suite for six with cabanas, chairs, towels, games, and a cooler—set up and cleaned up for you.

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

Pedal effortlessly through Sarasota Bay and encounter vibrant marine life on a small-group guided adventure

Fish 11–14 miles offshore with gear, bait, and license included

Experience custom deep sea fishing with comfort and flexibility on a private charter.

Savor Sarasota’s flavors and history in one unforgettable afternoon!

Paddle through Jim Neville mangroves to a secluded beach accessible only by boat

Explore calm Turtle Beach waterways at your own pace with quality kayaks or paddleboards

Explore Sarasota's historic neighborhoods and cultural landmarks on a 90-minute air-conditioned trolley ride.

Solve a circus-themed murder mystery on a rolling trolley with interactive fun and complimentary drinks.

Explore Anna Maria Island with a street-legal 6-seater and included delivery

Explore pristine sandbars, collect shells, and relax on a fun 3-hour boat excursion

Explore Siesta Key at your own pace with a street-legal golf cart rental.

Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.

Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.

Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.

Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

Ride new Yamaha jet skis across Florida's largest riding area at your own pace

Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

Customize your day exploring sandbars, islands, and marine life on a private catamaran.