Top Sarasota Tours, Sightseeing & Cruises

Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

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.

The Lido Mangrove tunnels are such a special and unique ecosystem. Our guides will make sure you are confident on the water and will give tips to improve your paddling and the experience. During the tour, our guides will point out the wildlife and will do their best to find manatees and dolphins for the group to see.

This tour is for you if you are looking for a unique food experience, a romantic night out, or to just have fun socializing with friends and family. This 3 hour walking tour of downtown Sarasota will immerse you an exciting and educational culinary experience.

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.

This unique boating experience will give your party the opportunity to see Siesta Key, Casey Key and Venice from a whole different perspective. Expect to see Manatee as they come up for air, Dolphin playing in the bay and fish jumping about. Keep yours eyes open for birds like Heron, Osprey and Swallowtail Kite! We’ll also pass many beautiful homes make a stop at the tiki and roam the beaches to shell! This trip is guaranteed to create a memorable experience! Come aboard, we look forward to having you!

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.

Our focus is on your safety and fun. Trained paddleboard and kayak guides will make sure the equipment is sized correctly for you and that you are comfortable and safe on the water. Before the rental, a short lesson and description of the area is included. We want you to make the most of your time on the water. Our guides will give a nature report as well---highlighting where to go to see manatees and dolphins as well as explaining a bit about the ecosystem.

The tour is for up to 6 passengers onboard max, not per adult. Sightseeing, searching for dolphins and manatees along the way, describing the area we pass by and music that you choose will be played if you want. BYOB, I provide a cooler with ice. I also have a bathroom onboard. ABSOLUTELY NO SMOKING OF ANY KIND ALLOWED ONBOARD.

See the BEST places to visit, shop, and dine through Sarasota’s historic downtown neighborhoods of Gillespie Park, Burns Court, Laurel Park, St. Armands Circle, and the Rosemary Design District as you watch the sun set on beautiful Sarasota Bay! You’ll also see our world-class artistic and cultural organizations: The Ringling Museum, Ringling College, Asolo Theater, Selby Library, Van Wezel Performing Arts Center, Selby Gardens, Sarasota Opera House, Art Center Sarasota, and Sarasota Symphony Orchestra. Learn more about the architects and developers who designed some of our most unique homes and buildings, like the Blue Pagoda, Crocker Memorial Church, and Splendida. Circus history, Amish culture, real estate development booms and busts, and colorful stories about Sarasota’s founders give you a true overview of Sarasota’s rich and amazing cultural history.

Hop on board our enclosed, air-conditioned van or trolley to visit three local art galleries during your 90-minute tour. Each gallery will provide wine and appetizers while you browse. Each tour has a specific art medium or style focus, so book all four to experience all that Sarasota galleries have to offer! In between gallery stops, enjoy a public art neighborhood tour with artist and guide Jerome Chesley. Tour includes complimentary beer or wine at the Trolley Cottage Tiki Bar before boarding! Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.

Our tours are unique because our guides love what they do, to share the beauty and highlights of Sarasota. They've lived in the area since they were born, or enough years to be considered a native. You'll have fun on this tour. Our guides are selected not just for their knowledge, but their personality. You'll find this private tour to be a great opportunity to learn, enjoy and maybe even make a new friend. We welcome you to join us and find out for yourself!

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.

Sarasota has an outstanding collection of public art pieces. On this 90-minute tour aboard our enclosed, air-conditioned van or trolley, visit more than 50 of the city’s public art sculptures, monuments, and murals in charming neighborhoods and downtown Sarasota. Your guide, painter and public art expert Jerome Chesley, helps you see the city through new eyes! Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Hop on the Tiki Bar Trail and become a Tiki Bar Connoisseur - VIP Style! Visit up to 3 to 4 Tiki Bars that call Sarasota home during this 5-Hr Private Land Tour. You can bring up to 6 people. Every Tiki Bar has a different look, a different vibe, a different water view and a different speciality cocktail, just waiting to be sampled. Cruise in style and comfort as we travel the tiki trail in a beautiful Cadillac Escalade Platinum. No worries about traffic, parking and we come right to where you are staying for pick-up and drop-off. Ali, a Sarasota native, will be your host and driver for this fun road trip. She knows a lot about the area and even adds in some fun history & sightseeing along the way. Water, Gatorade and Bottle of Champagne included in the Cadillac. Complimentary photographs of the group at each Tiki Bar also included. Only with Kokomo Charters will you find this one of a kind excursion!

Sunset food tours will cover the hidden gems of Sarasota. Offering food, drink, culture, history, and of course, memories, while savoring every bite.

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.

Get a chance to take a private sunset tour of the Sarasota area. Sarasota boasts a view of the the sunset out over the gulf, as well as a beautiful skyline and some pretty amazing homes.

Our tour at Liquid Blue Outfitters is unique thanks to the mangrove tunnels. Here we are not just kayaking in an open bay. We get to explore the winding waters under the canopy of the tunnels. They are home to all sorts of wildlife for an up close experience.

Discover the calm waterways around Siesta Key, just outside of Sarasota, on this small-group excursion. Choose a kayak or stand up paddleboard, whichever you are more comfortable with, for your journey. Then, follow your guide through the Jim Neville Marine Preserve observing mangrove islands and local wildlife while you paddle towards a secret beach.

Come enjoy a culinary experience like you have never done before! On this 3-4 hour walking tour we will enjoy history, architecture and our local beach while stopping at 7 culinary locations on St. Armands Circle. We will learn how to cook with spices, sample fresh juice from an organic juice shop, try local tea's, taste specialty popcorns, and enjoy delicious local seafoods and authentic Italian foods along the way! We will end the tour with a French dessert favorite! We cannot do a tour of St. Armands Circle without a stop at Lido beach! As we stroll along the white sand we will learn about the local habitat and history of the area. In between stops we will be focus on local hot spots and important land marks, showing you the very best of St. Armands Circle!

We offer the perfect solution for those needing an easy way to get around on vacation or for those wanting to try out electric bikes before they buy! Great way to ride the areas many bike trails.We bring the bike to you! We have 10 rental bikes available, all electric, with throttle and pedal assist. Fresh air and exercise. All of our bikes are current model year. Pedal as much or as little as you choose.