5 (19)
Sarasota
Discover Sarasota's Art Scene: A Trolley Tour of Public Masterpieces!
90
Overview
The Public Art Tour unveils Sarasota's vibrant art scene. Aboard an air-conditioned trolley, explore over 50 sculptures and murals with expert Jerome Chesley. Gain new perspectives on the city's charming neighborhoods and downtown. Enjoy the comfort and convenience of bottled water on this artistic journey. 
Highlights
Expert Guidance: Led by Jerome Chesley, a painter and public art expert, this tour offers unique insights into the city's art scene.
Comfortable Exploration: Enjoy the tour in an enclosed, air-conditioned trolley, providing a comfortable way to see Sarasota's public art.
Extensive Collection: Visit over 50 public art sculptures, monuments, and murals throughout Sarasota's charming neighborhoods and downtown.
Hydration Included: Stay refreshed during the tour with complimentary bottled water provided for all participants.
Sentiment Analysis
Knowledgeable guides enhance the experience
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The trolley provides a comfortable way to see many art pieces
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Discovering hidden gems and local art adds to the charm
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The tour gives valuable insights into Sarasota's culture
Limited time at each art piece might feel rushed
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Trolley windows can sometimes hinder optimal viewing
Review Summary
People usually say this tour is exceptionally well-organized and educational, with Jerome Chesley's expertise as a painter and public art expert making the experience memorable and insightful. Travelers frequently praise the air-conditioned trolley comfort, the comprehensive coverage of over 50 artworks, and the free parking included with the ticket. The most commonly highlighted strengths are the knowledgeable guide, the iconic sculptures like 'Unconditional Surrender,' and the discovery of murals throughout downtown Sarasota and the Rosemary Design District. Reviewers appreciate the tour's design for both visitors and locals, noting they often research artworks afterward. The main consideration is the 10-year minimum age requirement, which may not suit families with younger children, though specialized family tours are available as alternatives.
Frequently Asked Questions
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Sarasota
$80.12
Sarasota Architecture Tour: Trolley Ride Through History
4.9
(39 reviews)
Duration: 90
minutes
Sarasota Architecture Tour immerses guests in the city's architectural story. This 105-minute, air-conditioned trolley tour explores three distinctive styles that define Sarasota: Art Deco, Mediterranean Revival, and Mid-Century Modern. Visitors discover the "Sarasota School" of architecture, a regional take on 20th-century modernism that thrived here. This tour is known to sell out fast, so make sure to book in advance.
What to Expect: The tour visits iconic locations such as the Sarasota Municipal Auditorium & Chidsey Library, a prime example of Art Deco design; Burns Court Historic District, showcasing Mediterranean Revival architecture; Sarasota Art Center & Blue Pagoda; and the Center for Architecture Sarasota. Guests stay cool in an air-conditioned vehicle while a guide shares stories and insights.
Included are bottled water and transportation in a comfortable, air-conditioned vehicle. Food and drinks are not included in this tour. Guests should plan accordingly to bring refreshments.
Sarasota
$80.12
Unveiling Amish Culture: A Trolley Tour of Understanding in Sarasota
4.9
(209 reviews)
Duration: 105
minutes
Amish Experience Trolley Tour offers a unique cultural immersion. Explore Pinecraft, home to a large Amish and Mennonite community, learning about their history, beliefs, and daily life. Enjoy stops at local shops and sample tasty treats. Gain insights on this enriching journey.
Sarasota
$85.61
Unveiling Sarasota's Circus Legacy: A Historical Adventure
4.9
(75 reviews)
Duration: 90
minutes
Circus Secrets of Sarasota unveils Circus City USA's hidden history. Led by Bob Collins, explore landmarks and neighborhoods, revealing tales of Ringling Bros. and Barnum & Bailey. Discover sites like John Ringling's rail car and the Little People’s Houses on this 90-minute historical tour.
Sarasota
$85.61
Sarasota Trolley Tour: Sightseeing & History!
4.8
(944 reviews)
Duration: 90
minutes
The City Sightseeing Trolley Tour of Sarasota is the best way to see the city! Whether a long-time resident, a new neighbor, or just visiting, this tour shows guests where to eat, shop, and have fun, while also learning about Sarasota's past. The trolley is air-conditioned for a comfortable ride.
What to Expect: This tour takes guests through key spots, like Sarasota Historic Downtown Neighborhoods, the Legacy of John Hamilton Gillespie, the Sarasota Opera House, and Burns Court. It gives a close-up look at what makes Sarasota special. The tour includes bottled water and an air-conditioned ride.
Guests can sit back and enjoy the sights as a guide shares stories and facts about the city. This tour is a great way to get to know Sarasota!
Sarasota
$85.61
Step Back in Time: Sarasota's Leading Ladies Trolley Tour
5.0
(7 reviews)
Duration: 90
minutes
Leading Ladies of Sarasota offers a unique historical trolley tour led by actress Kathryn Chesley. Donning period costumes, Chesley embodies Mable Ringling, Marie Selby, or Bertha Palmer, revealing Sarasota's history through their eyes. Enjoy a 90-minute air-conditioned journey exploring the city's development and these women's contributions.
Sarasota
$85.61
Sarasota's Psychic Sundays: Trolley Tour & Tarot!
4.9
(27 reviews)
Duration: 120
minutes
Psychic Sundays Tour in Sarasota lets guests explore the city's spiritual side on a fun 90-minute tour. Many people call Sarasota "Sedona by the Sea" because of its special energy.
On this trolley tour, Deni Dreazen, who is a psychic and tarot reader, will guide guests to places like Pixie Dust Metaphysical Boutique. At Crocker Memorial Church, guests will experience sound healing with Kaylene McCaw, and walk the labyrinth at First Presbyterian Church. Along the way, guests can see mini tarot and spirit gallery readings and find out how psychics and mediums work, plus hear about the history of tarot cards.
The tour includes free parking and mimosas! Alcoholic drinks and an air-conditioned vehicle are provided. A 15-minute personal tarot reading can be booked after the tour for an extra charge of $30.
Kia Center
Feb 05
7:00 PMOrlando Magic vs. Brooklyn Nets NBA Tickets
The Orlando Magic host the Brooklyn Nets in an Emirates NBA Cup matchup at Kia Center, featuring two Eastern Conference rivals competing for tournament supremacy. This in-season tournament game brings high-intensity NBA basketball to Orlando, showcasing the Magic's dynamic roster against Brooklyn's competitive squad in a format designed to elevate regular-season play with meaningful stakes and exciting competition.
The Orlando Magic continue to establish themselves as a formidable NBA presence, while the Brooklyn Nets bring their own championship aspirations to the court. Kia Center, located in downtown Orlando, stands as one of the NBA's premier venues, offering world-class facilities and an electric atmosphere that enhances every matchup.
Raymond James Stadium
Nov 07
5:30 PMEd Sheeran LOOP Tour Live at Raymond James Stadium
Ed Sheeran brings his highly-anticipated LOOP Tour to Raymond James Stadium in Tampa, FL, delivering an unforgettable pop music experience. This coast-to-coast 2026 stadium tour supports Sheeran’s latest work, featuring his signature blend of heartfelt lyrics and innovative looping techniques that captivate fans worldwide.
Joining Ed Sheeran on this remarkable tour are special guests Macklemore, Lukas Graham, and BIIRD, adding diverse musical flavors to the event. Raymond James Stadium, renowned for hosting major concerts and sporting events, offers a dynamic venue that enhances every live performance with its state-of-the-art facilities and vibrant atmosphere.
Ruth Eckerd Hall
Jan 29
8:00 PMMichael Bolton Live at Ruth Eckerd Hall Tickets
Michael Bolton returns to Ruth Eckerd Hall in Clearwater, FL, delivering a timeless evening of pop and adult contemporary music. Known for his powerful vocals and Grammy-winning hits like "When a Man Loves a Woman," Bolton continues to captivate audiences with his symphonic and soulful performances.
With a career spanning over five decades and more than 65 million albums sold, Michael Bolton is a celebrated singer-songwriter and humanitarian. Ruth Eckerd Hall, a premier Clearwater venue renowned for its excellent acoustics and intimate setting, provides the perfect backdrop for experiencing his enchanting show.
Margeson Theater - Orlando Shakes
Jan 14
7:30 PMRomeo and Juliet at Margeson Theater - Orlando Shakes
Romeo and Juliet returns to the Margeson Theater at Orlando Shakes, bringing Shakespeare’s most iconic love story to life with passion, drama, and timeless relevance. This production captures the intensity of young love amid a violent feud, showcasing Orlando Shakes’ reputation for dynamic, accessible theater that resonates with modern audiences.
Orlando Shakes is known for its innovative stagings and commitment to classic works, making this performance a standout in their 2025/26 Signature Season. The Margeson Theater’s intimate setting ensures every audience member feels close to the action, enhancing the emotional impact of Shakespeare’s masterpiece.
Raymond James Stadium
Dec 07
1:00 PMTampa Bay Buccaneers vs. New Orleans Saints NFL Game Tickets
The Tampa Bay Buccaneers vs. New Orleans Saints event at Raymond James Stadium in Tampa, FL, offers football fans an exciting NFL showdown. The Buccaneers, boasting a strong 5-2 record, face the Saints, who are seeking to rebound from a challenging season. Raymond James Stadium, known for its vibrant atmosphere and iconic pirate ship feature, sets the perfect stage for this high-stakes matchup.
The Buccaneers' dynamic offense and solid defense promise a thrilling game, while the Saints look to leverage their key players to turn their season around. As home to Tampa Bay football, Raymond James Stadium combines modern amenities with passionate local support, creating a memorable experience for all attendees.
Raymond James Stadium
Dec 11
8:15 PMBuccaneers vs. Falcons Tickets Dec 11 | Raymond James
The Tampa Bay Buccaneers face off against the Atlanta Falcons on Thursday, December 11 at Raymond James Stadium in Tampa, Florida. This NFC South divisional matchup features the division-leading Buccaneers (6-3) against the struggling Falcons (3-6), making it a critical game for playoff positioning. The Buccaneers, led by quarterback Baker Mayfield who has thrown 16 touchdown passes this season, are riding a strong 3-2 record in their last five games and control the division standings with a .667 winning percentage.
The Falcons aim to turn their season around after a disappointing start, relying on their passing game and running back Avery Williams as they battle to stay competitive in the division. Raymond James Stadium, one of the NFL's most iconic venues in Tampa, provides an electric atmosphere with its distinctive pirate ship in the end zone, making it a premier destination for football fans seeking an unforgettable live sports experience.
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