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.
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.
Savor Sarasota’s flavors and history in one unforgettable afternoon!
Experience custom deep sea fishing with comfort and flexibility on a private charter.
Enjoy a fun-filled fishing trip with all gear included and expert crew guidance.
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
Ride along Siesta Key at sunset and enjoy a scenic, traffic-free bike 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
Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks
Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.
Customize your day exploring sandbars, islands, and marine life on a private catamaran.
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
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.
Explore pristine sandbars, collect shells, and relax on a fun 3-hour boat excursion
Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.
Explore Siesta Key at your own pace with a street-legal golf cart rental.
Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.
Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.
Ride top-quality road bikes and explore Siesta Key at your own pace for three days.
Cruise Siesta Key effortlessly with a high-range e-bike and included gear
Discover Siesta Key at your own pace with a three-day bike rental and included gear.
Ride the 31-mile paved Legacy Trail from Sarasota to Venice with a ready-to-go bike or e-bike rental.
Explore Siesta Key at your own pace with a full-day bike rental including helmets and locks.
Enjoy flexible bike rentals for a full week and explore Siesta Key at your own pace.
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.
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
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.
Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping
Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.
Enjoy a customizable 6–8 hour luxury sail on Sarasota Bay with captain and mate included
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
Explore Anna Maria Island with a street-legal golf cart rental for easy island travel.
Customize your paddle through mangroves, beaches, and birdlife with expert guides on a private 3-hour adventure.
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.