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!
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.
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
Ride new Yamaha jet skis across Florida's largest riding area at your own pace
Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.
Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks
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
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
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.
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.
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.
Enjoy flexible bike rentals for a full week and explore Siesta Key at your own pace.
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.
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.
Cruise with up to 13 friends on a spacious pontoon equipped for sandbar hopping
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.
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.