Top Sarasota Private and Luxury

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.

Increase your chances of spotting manatees and dolphins during an eco-friendly kayak tour of the Lido Key in Sarasota. Ideal for lovers of nature and wildlife, this experience lets you escape the crowds on land and is suitable for both beginner and advanced paddlers. Plus, traveling in a non-motorized vessel means you’re less likely to scare away animals.

Enjoy one of Florida's best beaches at sunset on an electric bike tour. With 5-level pedal assist and an on-demand throttle, the electric bike allows you to put in as much or as little effort as you want as you ride along Siesta Key. All experience levels are welcome. Booking in advance ensures you won't miss out on this small-group tour.

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.

This Charter is driven by our Captain and we can take up to 6 guests maximum. We are pet friendly for well behaved pets. Please bring your own items to clean up after your pets. Please also keep in mind the temperatures because Florida can be hot and uncomfortable for our furry friends. The Charter is private so it will only be your friends and family on the boat. You will travel through Sarasota Bay with a stop off at a sand bar if you want to get out and go for a swim.

Combine a trolley ride with drinks and live entertainment on this interactive murder mystery trolley experience in Sarasota. Audience participation encouraged: get into the spirit by donning a circus costume and reading lines from a script, and see if you can help solve the mystery of who killed the circus queen. Includes alcoholic beverages.

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.

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.

Escape the mainland for half a day, and discover some of coastal Florida's most picture-perfect scenery, on this private, half-day boat charter. Pick between morning and afternoon start times, and make your own way to the dock. You can spot manatee and dolphins in Heron Lagoon and Casey Key, see a historic swing bridge, stop at a tropical beach for shelling, pause at a tiki for drinks and snacks (own expense), and more.

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.

Sarasota has a history unlike most cities—one that’s embedded with tales of the circus and its special performers. Avoid guidebooks and book this Sarasota Circus Secrets History Tour led by a circus historian. Hear stories and commentary about the city’s performing past and its quirky art and culture scene, including tales of showmen and performers of the circus.

Learn all about Sarasota’s most famous women, including Rose Wilson, Bertha Palmer, and more, on this entertaining group tour, where the guides dress up in period costumes. Easily find your guide and group, then get settled into your air-conditioned vehicle. All the logistics are taken care of, so you just need to show up ready to learn about some influential Sarasota women in a fun way.

Join psychic and tarot reader, Deni Dreazen on a metaphysical exploration tour of Sarasota. Visit Pixie Dust gift shop, experience a sound bath at the Crocker Memorial Church with sound healer, Kaylene McCaw, and then walk the labyrinth. Enjoy a mini tarot and spirit gallery reading along the route. Along the way, experience mini tarot and spirit gallery readings. Explore the tools psychics and mediums use and hear about the history of the tarot. You can also book an additional 15-minute personal tarot reading at the Trolley Cottage after the trolley tour. Only four (4) readings are available per tour. Includes complimentary orange or pineapple mimosa at the Trolley Cottage Tiki Bar before the tour.

Spend some time appreciating the artistic side of Sarasota during this public art tour. Did you know that there are more than 60 sculptures, murals, and monuments throughout the city? Hop on a trolley, or in a van for smaller groups, and cruise around to view them. Your group will roll through St. Armands Circle and other areas as your guided art expert tells you the history and tales of Sarasota’s art culture.

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.