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.
Visit Pinecraft to learn about Amish traditions and culture
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
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
Bypass traffic and enjoy a Siesta Key sunset with convenient e-bike drop-off and pickup
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
Experience Siesta Key like never before—from 400 feet above the ocean!
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.
Glide in clear kayaks through mangroves with a naturalist guide to view seagrass and wildlife
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
Pilot a Corvette-inspired watercraft with instruction and gear included for a thrilling cruise around Anna Maria Island
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.
Experience a private dolphin tour and enjoy scenic views while learning about local wildlife.
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.