Top Sarasota Seasonal & Special Occasions

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.

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.

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.

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.

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 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.

Reserve your place in advance to save time on vacation and unleash your inner Tarzan with this ticket to the TreeUmph! Adventure Course in Bradenton. Enter the park and swing into action on the ziplines, ropes, bridges, and cargo nets between the pine trees, bonding with friends and family as you brave the challenges. Adults’ and childrens’ courses, full instructions, all equipment, and a choice of time slots are included.

Step onboard our enclosed, air-conditioned Holly Jolly Trolley with guide Jenny Jingle for our special daytime holiday tour with cocoa, carols & Christmas stories of Sarasota. Visit city spots with Christmas story connections, hear about our Sarasota traditions during the holidays & sing along to your favorite Christmas songs. Includes FREE cocoa at the Trolley Cottage before the tour! Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.

Customized personal experience with licensed experienced specialists. The ultimate relaxation package.

Guests will enjoy complimentary prosecco and chocolate upon arrival in our Trolley Cottage Tiki Bar while browsing through our Vintage Sarasota Gift Shop full of fun old-time treasures. Then they will board the trolley to travel around Sarasota hearing about the legendary love stories of John and Mable Ringling, William and Marie Selby, the Unconditional Surrender statue icons, Owen Burns and his wife Vernona, and many more. Tours with fewer than 10 guests will travel in our air-conditioned 9-passenger van.