Top Sarasota Private and Luxury

We offer the Ultimate Adventure with our Glass Bottom Kayak LED illuminated Night & Sunset Tours! Our LED Sunset Tours start at 8pm and our LED Night Tours start at 9:30pm every night. We'll start by paddling through mangrove canals and then explore along mangrove shorelines and shallow grass flats. We'll look for various sea-life and seabirds as we paddle through a shallow harbor. We'll explore the underwater views with our custom high powered underwater LED lights as you look for fish, stingrays, crabs, shrimp and other sea-life as we illuminate the waters around us. The views of the John Ringling Causeway Bridge and The City of Sarasota Skyline is awesome! With literally nothing to do at night in Water Sports, our Glass Bottom Kayak LED illuminated Night & Sunset Tours are perfect for families, friends, large groups, or an unforgettable date night under the stars or at Sunset! Our kayaks have no drain holes so you can wear full clothing with shoes and even stay warm in the winter!

Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. While you ride, learn about the vibrant history and culture of the city from your guide.

Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, dinnertime tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit up to five local restaurants, and will enjoy enough samples to add up to a generous meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.

Learn about Sarasota’s history of gruesome murders, unexplained happenings, and supernatural events—and immerse yourself in the city’s spooky ambiance—on this haunted trolley tour. Grab a wine or beer, hop aboard the air-conditioned trolley, and set off as your costumed guide regales you with creepy stories. Discover the city’s most supposedly haunted landmarks as you go—and even witness reenactments of macabre past events.

Discover Sarasota's thriving nightlife scene—and enjoy cocktails, wine, and more—on this small-group, evening walking tour. Meet your guide in the city center, and head to your first stop: an award-winning cocktail bar. After your first drink, continue to five or six other venues, where you can enjoy nibbles, cocktails, wine, and craft beer; can mingle with locals and hear Sarasota history; and can even catch the sunset.

For something different than beaches, discover one of Sarasota's most unique communities on an insider’s tour of Pinecraft, an Amish vacation enclave right on the outskirts of town. Led by a guide with personal connections to the local Amish and Mennonite communities, learn about their roots in Florida, traditional customs, and beliefs. You’ll also have the chance to shop for handmade gifts and sample famous pie at an Amish cafe.

Enjoy a relaxing boat tour, complete with stops at local tiki bars—and look out for wildlife as you go—on this two-in-one charter trip. Meet your guide at the marina, hop aboard your boat, and settle in: as you head out on the water, you can look out for dolphins, manatees, and more. In between, stop at tiki bars, where you can refresh with drinks and snacks (own expense).

The Greatest Show on Wheels! Our tour guide, circus historian Bob Collins, has loads of great stories about how the Big Top helped to shape Sarasota's quirky arts and culture scene. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Combine a kayaking adventure with a food tour of Sarasota with this combo package. You'll start with a 2-hour kayaking tour through Lido Key--if you're lucky, you may even spot dolphins and manatees. You'll then continue to downtown Sarasota (transportation not included) to join a food-focused walking tour, with stops at four or five local restaurants.

See why Sarasota is often called "Sedona by the Sea," for its ley lines and unusual levels of psychic energy. Includes complimentary orange or pineapple mimosa at the Trolley Cottage Tiki Bar before the tour. Our guide, Michael Newton-Brown, offers personal Tarot readings following the tour, for an additional fee. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Enjoy a relaxed Sunday Brunch tour of Sarasota! Explore Sarasota’s charming neighborhoods, then enjoy brunch with live music at Hamlet’s Eatery in the Limelight District.

Actress and tour guide Kathryn Chesley specializes in donning period costumes and portraying Sarasota's most influential women -- Mable Ringling, Rose Wilson, Marie Selby, and Bertha Palmer -- and telling the story of the Sarasota and how each of these women and their unique contributions helped to make the city what it is today.

Fun, interactive murder mystery theater on the trolley! Someone has murdered the Circus Queen...and suspects abound among the circus folk on board. Everyone seems to have a motive. Wear a circus costume if you wish, find yourself among the suspects, and help our sleuths to solve the mystery!

Discover downtown Sarasota with a local guide on a comprehensive and fun walking tour! Your expert guide will walk you through the historic bayside streets of downtown Sarasota to historic landmarks while you learn of the rich history and strong art culture of the area. When the tour is over we will finish up with a delicious lunch featuring the town's favorite specialty Tacos at an upscale taco bourbon joint. Book this tour with a group or just a friend!

Tour guide Seamus (aka Steve McAllister) will regale you with Irish jokes, songs, and stories, along with the history of Sarasota's Irish pubs, and lead a sing-along at an Irish Pub. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.