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

Paddle clear waters between Anna Maria Island and Longboat Key with a dedicated guide and flexible itinerary.

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

Experience a private dolphin tour and enjoy scenic views while learning about local wildlife.

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.

Watch vibrant skies while riding gentle horses through shallow coastal waters at dusk.

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

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.

Enjoy a 2.5-hour sandbar outing with swimming, shelling, and chances to see dolphins

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

Pilot a Corvette-inspired watercraft with instruction and gear included for a thrilling cruise around Anna Maria Island

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

Visit four restaurants and stroll historic Sarasota with tastings and stories on a relaxed 3-hour evening tour

Taste local flavors at four restaurants while your guide shares Sarasota’s downtown history

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

Discover Sarasota’s unique architectural styles on a guided 90-minute air-conditioned tour.

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

Visit Pinecraft to learn about Amish traditions and culture

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

Bypass traffic and enjoy a Siesta Key sunset with convenient e-bike drop-off and pickup

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