Discover amazing Longboat Key activities and premium in-home experiences.
Longboat Key is a picturesque barrier island renowned for its pristine beaches, upscale amenities, and lush natural beauty. This idyllic destination invites visitors to unwind with leisurely strolls along the Gulf’s soft sands or indulge in fresh culinary offerings at waterfront restaurants. With its blend of serene ocean views and luxurious charm, Longboat Key offers a quintessential coastal escape that refreshes both spirit and soul.
Explore Lido Key’s mangrove tunnels with included gear and a map for a self-guided adventure.
Explore scenic waters with included gear, map, and lesson for a fun half-day adventure
Explore Longboat Key’s mangrove islands at your own pace with fully equipped half-day rentals
Paddle Sarasota's serene mangrove tunnels with a naturalist guide and spot birds, manatees, and dolphins.
Paddle crystal-clear bays to spot dolphins and manatees with expert naturalist guides
Paddle clear waters between Anna Maria Island and Longboat Key with a dedicated guide and flexible itinerary.
Experience inshore sport fishing with an expert captain and a fully equipped boat.
See non-migratory dolphins and unique wildlife while exploring the bays of Manatee and Sarasota.
Experience a private dolphin tour and enjoy scenic views while learning about local wildlife.
Cruise to local sandbars and spot dolphins while learning about unique island wildlife.
Discover Jewfish Key and local sandbars on a private excursion with swimming and snorkeling opportunities.
Cruise Sarasota Bay with friends or family and enjoy flexible rental durations.
Experience dolphins, sandbars, and a relaxing sunset cruise in the bays of Anna Maria Island.
Discover Egmont Key’s history and wildlife on a relaxing boat cruise with snorkeling and shelling.
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 the latest 3-seater jet skis and enjoy hassle-free fun on the water.
Enjoy a self-guided paddle adventure with a versatile inflatable board.
Watch vibrant skies while riding gentle horses through shallow coastal waters at dusk.
Ride a gentle horse along the sand, then cool off with a unique swim in Palma Sola Bay.
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.
Experience marine life up close on a comfortable pontoon cruise for all ages.
Rent a pedal kayak and explore Sarasota Bay with all gear and safety equipment included.
Pedal effortlessly through Sarasota Bay and encounter vibrant marine life on a small-group guided adventure
Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping
Enjoy a fun-filled fishing trip with all gear included and expert crew guidance.
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.
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.
Relax in comfort with a private beach suite cabana for your group of six.
Relax with a customizable beach picnic suite, perfect for groups or couples seeking a unique outdoor meal.
Ride along Siesta Key at sunset and enjoy a scenic, traffic-free bike adventure.
Explore pristine sandbars, collect shells, and relax on a fun 3-hour boat excursion
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.
A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental
Explore Anna Maria Island with a street-legal golf cart rental for easy island travel.
Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.
Customize your paddle through mangroves, beaches, and birdlife with expert guides on a private 3-hour adventure.
Longboat Key is a serene barrier island known for its pristine beaches, upscale amenities, and tranquil atmosphere. Located between Sarasota Bay and the Gulf of Mexico, this destination offers a perfect blend of natural beauty and refined leisure. Unlike busier nearby spots like Siesta Key or Anna Maria Island, Longboat Key provides an exclusive retreat where visitors can unwind in style.
Begin your day with a sunrise walk along Coquina Beach's soft sands or rent a bike to explore miles of scenic paths that weave through lush landscapes. For those interested in marine life, Mote Marine Laboratory & Aquarium is just across the bridge—an ideal spot for families to learn about local sea creatures up close. The calm waters around Longboat Pass are also great for kayaking or paddleboarding adventures.
Dining on Longboat Key is as much about ambiance as it is flavor. Savor fresh seafood at waterfront restaurants while enjoying spectacular sunset views over the Gulf. Don’t miss out on visiting St. Armands Circle nearby—a vibrant hub offering boutique shopping and diverse dining options set amidst charming architecture and tropical landscaping.
Whether you're lounging by crystal-clear waters or indulging in culinary delights under swaying palms, Longboat Key promises an unforgettable escape filled with relaxation and discovery.