Best Cultural Tours in Sarasota 2025

Sarasota , Florida

From $ 85.61

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. Guests will travel in our air-conditioned trolley.

Sarasota , Florida

From $ 80.12

Visit the only place in the world that the Amish and Mennonite communities come to vacation en masse and learn about their culture with your tour guide. On this tour, the goal is to create a “bridge of understanding” about these wonderfully unique and close-knit communities. You will learn about the history of their religious beliefs, values, traditions and practices of daily life. Visit Pinecraft, where 500+ Amish and Mennonite families live year-round and where 5,000+ return each season from Ohio, Pennsylvania and Indiana to vacation. Enjoy stops at Alma Sue’s Quilt Shop, The Carlisle Inn and Der Dutchman for shopping and a delicious pie shooter! Gain a new appreciation of the rich culture on this Tripadvisor Certificate of Excellence-rated tour. *During April there may be variations of the tour because typically many of our Amish tourists have returned home, therefore we may visit a local Amish furniture maker to learn about carpentry and its importance to their culture.

Sarasota , Florida

From $ 85.61

Discover Circus City USA’s secret places and charming stories on this unforgettable tour! It is a tour of the circus history in Sarasota and provides a wonderful historical perspective of the impact the circus has had in our area. Stop by circus landmarks with your engaging tour guide, Bob Collins (former marketing executive for Ringling Bros. and Barnum & Bailey Circus), who tells stories about the colorful cast of circus characters, showmen, and performers who called Sarasota home. Meander through historic neighborhoods such as Indian Beach, Payne Park, and Downtown’s Main Street to learn about the rich history of Ringling Bros. and Barnum & Bailey, which moved its Winter Quarters to Sarasota in 1927. Explore several remaining sites intimately involved in Sarasota’s circus history including John Ringling’s private rail car “Jomar,” the Little People’s Houses and many more circus “secrets” hidden in plain sight! This 90-minute tour is a fun-filled adventure in Circus City USA!

Sarasota , Florida

From $ 85.61

Get in touch with Sarasota’s metaphysical community on this interesting 90 minute “energy” tour. Learn why Sarasota is considered a psychic and spiritual energy center, sometimes called “Sedona by the Sea”. Join psychic and tarot reader, Deni Dreazen on a metaphysical exploration trolley tour of Sarasota. Visit Pixie Dust Gift Shop, experience a sound healing at the Crocker Memorial Church with sound healer, Kaylene McCaw, and then walk the labyrinth. 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 a 15-minute personal tarot reading at the cottage after the tour. Each 15-minute reading is $30. Only 4 readings are available per tour, so book early! Just select Adult + Tarot Reading on the booking form when you reserve your tour. Ages 18+. Limited to 20 guests. Tour ticket includes FREE Parking! Includes complimentary orange or pineapple mimosas before the tour.

Sarasota , Florida

From $ 85.61

Actress and tour guide Kathryn Chesley specializes in donning period costumes and portraying Sarasota's most influential women -- Mable Ringling, 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. The past comes to life in an informative and entertaining way on this historical 90-minute city trolley tour led by costumed guide, Kathryn Chesley, as she plays the parts of Mable Ringling (wife of John Ringling), Marie Selby (wife of William Selby and Philanthropist), or Bertha Palmer (Rancher and Developer) on alternating tours. Find out what Sarasota was like 100 years ago through the eyes of each of these impactful women during the time they lived here. See the historical places in Sarasota and learn about its key development. Each week’s air-conditioned tour features a different leading lady founder and focuses on her unique contributions to Sarasota.

Sarasota , Florida

From $ 85.61

Join us on Tuesdays January-April for our NEW Venice, FL Tours! Experience a full day of fun on our 10 AM Venice City Sightseeing Tour or our 1 PM Circus Secrets of Venice tour. Discover the history, landmarks, neighborhoods, natural beauty, and things to do in Venice, FL on the Venice City Sightseeing Tour! Offered in partnership with Venice Florida Tours guides. Tours depart from the Venice Area Chamber of Commerce – 597 S Tamiami Trail, Venice, FL 34285. ALL guests must be ages 10+. Every guest must have a paid ticket in order to board. Tour ticket includes FREE Parking!

Sarasota , Florida

From $ 91.58

Hop aboard Discover Sarasota Tours’ air-conditioned Dolly the Trolley for our Sunset Cabaret music and craft beer tour with local tour guide, actor, songwriter and raconteur Steve McAllister. This engaging tour kicks off with free wine/beer in the Trolley Cottage Tiki Bar, and then heads on a two-hour adventure. The tour includes stops at Lido Beach timed for the amazing view of the setting sun over the gulf and at Sun King Brewery in the Limelight District for craft beer samples and a mini-tour. Enjoy entertaining tales about Sarasota’s colorful history, seasoned with cabaret-style songs, jokes, city history and trivia along the way. This tour is fun for visitors or locals alike! You’re sure to learn something about Sarasota, even if you’ve lived here all your life. Complimentary beer or wine for guests 21+ at the Trolley Cottage Tiki Bar before boarding! Tour ticket includes FREE Parking!