Discover amazing Sarasota activities and premium in-home experiences.
Sarasota is where Gulf Coast beauty meets vibrant culture, creating one of Florida’s most dynamic and diverse destinations. From award-winning beaches to renowned performing arts and fresh Gulf-to-table cuisine, Sarasota offers something for every kind of traveler. Whether you’re here for sun and sand or museums and markets, Sarasota delivers a blend of sophistication and laid-back charm.
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.
Savor Sarasota’s flavors and history in one unforgettable afternoon!
Fish 11–14 miles offshore with gear, bait, and license included
Experience custom deep sea fishing with comfort and flexibility on a private charter.
Pedal effortlessly through Sarasota Bay and encounter vibrant marine life on a small-group guided adventure
Experience marine life up close on a comfortable pontoon cruise for all ages.
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
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.
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.
Ride at your pace all week with gear included and free delivery on Siesta Key
Explore Siesta Key at your own pace with a 3-day bike rental, including helmet, lock, and basket
Explore Siesta Key at your own pace with helmets, locks, and baskets included
Ride the 31-mile paved Legacy Trail from Sarasota to Venice with a ready-to-go bike or e-bike rental.
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
Enjoy a customizable 6–8 hour luxury sail on Sarasota Bay with captain and mate included
Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.
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.
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.
Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.
A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental
Begin your morning on Siesta Key Beach—famous for its powdery quartz sand and warm, shallow waters—perfect for families and early-morning beachcombers. Afterward, head into the city for brunch at a locally loved café before exploring the lush grounds of the Marie Selby Botanical Gardens or the grand Ringling Estate, home to an art museum, Venetian-style mansion, and historic circus memorabilia.
Sarasota is also a thriving hub for the arts. You can catch live theater downtown, visit contemporary galleries in the Rosemary District, or watch a sunset drum circle gather on the beach. For those looking to unwind, book an in-home massage or a yoga session overlooking the bay—Greetwell makes it easy to turn your vacation into a rejuvenating retreat.
With day trips to nearby islands, kayaking through mangrove tunnels, and countless chef-driven restaurants waiting to be explored, Sarasota is more than just a beach town—it’s a lifestyle destination that invites you to stay awhile and savor the details.