Sarasota Historical Tours

Explore Sarasota's rich history with top-rated tours including architecture, local food, and sightseeing trolley experiences. Book your historical adventure today!

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2 Hour Sunset Cabaret Tour in Sarasota

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

★ 4.2 (6)

From $91.58 USD

Amish Experience Trolley Tour: Bridges to Understanding

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

★ 4.9 (224)

From $80.12 USD

Anna Maria Island: A Self-Guided Cycling Tour

On this self-guided bicycle tour, you’ll discover how an unlikely cast of characters – from a Fig Newton millionaire, to platform divers who dodged sharks – tra

From $9.99 USD

Awesome Scavenger Hunt: Sarasota Spectacles

Get ready to embark on the ultimate adventure with Let’s Roam, the #1 app-led adventure hunt company! Picture yourself strolling through Sarasota, uncovering it

★ 5.0 (1)

From $12.31 USD

Circus Secrets of Sarasota

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 wonderfu

★ 4.9 (79)

From $85.61 USD

City Sightseeing Trolley Tour of Sarasota

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

★ 4.8 (1017)

From $85.61 USD

Destination and or Special Occasion Cruise

Craft a personalized itinerary or rely on the expertise of your captain to showcase the best of Sarasota and its surroundings. Destinations may include iconic l

From $595.00 USD

Dock Hop Cruise in Sarasota

What makes this Sarasota Restaurant/Pub Dock Hop truly unique is its seamless blend of culinary exploration and scenic cruising directly along the intracoastal

★ 5.0 (2)

From $595.00 USD

Downtown Sarasota Dinner Tour

Guided walking tour of Sarasota's downtown food scene. Learn about the history of downtown Sarasota from a local guide. Sample enough local delights that you w

★ 4.4 (7)

From $152.50 USD

Leading Ladies of Sarasota

Actress and tour guide Kathryn Chesley specializes in donning period costumes and portraying Sarasota's most influential women -- Mable Ringling, Marie Selby, a

★ 4.9 (14)

From $85.61 USD

Private Sunset Cruise

What makes this sunset cruise truly unique is the unparalleled combination of natural beauty and effortless relaxation, offering more than just a view, but an i

★ 5.0 (7)

From $495.00 USD

Sarasota Architecture Tour

Sarasota is home to an amazing architectural legacy. On this 105-minute air-conditioned tour, guests will visit some outstanding examples of architecture and de

★ 4.9 (43)

From $80.12 USD

St Armands Shop, Sip & Stroll

Discover the charming allure of St. Armands Circle, once owned by circus magnate John Ringling, on this engaging afternoon tour. Delight in a unique blend of sh

★ 5.0 (1)

From $95.00 USD

Taste of Downtown Sarasota : Local Food, History & Culture Tour

Experience Sarasota as the locals do! Taste of Downtown Sarasota offers insight, meet & greets w/ some locals, perhaps a surprise visit with Sarasota's tiniest

★ 4.7 (225)

From $112.99 USD

Venice City Sightseeing Trolley Tour

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 Secr

★ 4.6 (17)

From $85.61 USD