Green & Tan Trolley – 32 Passengers
Vintage-style trolley with warm wood tones & larger capacity, perfect for elegant events or stylish group travel across Sarasota County.
Sarasota Trolley Rentals for Weddings, Dinners, Corporate Events & Group Shuttles
Reliable Trolley Rentals for Events in Sarasota.
Elevate your Sarasota event with premium trolley rentals designed for weddings, corporate functions, private dinners, and group outings. From Downtown Sarasota to Siesta Key, our stylish trolley rentals provide convenient, comfortable, and unforgettable group transportation. Enjoy flexible hourly or full-day rentals. Whether you're planning a luxury wedding in St. Armands or a conference in Lakewood Ranch, RentATrolley helps you move your group with ease and style.
Why Choose a Rent a Trolley for Transportation in Sarasota?
Renting a trolley in Sarasota is the smart way to simplify event logistics and ensure guests arrive on time together, and in style.
Stylish Vehicles
Elegant trolleys perfect for weddings, corporate events, and group outings across Sarasota, from Downtown to Siesta Key!
Trusted and Reliable Service
Travel with confidence thanks to our experienced chauffeurs and on-time, secure transportation service.
Expert Planning Support
Our Sarasota team helps you build efficient routes and coordinate pickup logistics.
Custom Routes Across Sarasota
Personalized trolley routes tailored to your Sarasota event ideal for multiple stops or round-trip service.
Customer Support
Quick, friendly support to help streamline your booking experience and keep your group moving smoothly.
Multiple Options
RentATrolley have multi option From vintage to modern, choose from our Sarasota trolley fleet to match your event style, size, and vibe.
Trolley rentals in Sarasota for weddings, events & group outings
Explore our local Sarasota fleet of modern and vintage-style trolleys perfect for beach weddings, rooftop events, nightlife, and private group transportation.
Classic Trolley – 28 Passengers
Another white classic in our fleet with its timeless look and smooth ride, it’s perfect for downtown weddings, city tours.
Red & Green Trolley - 30 Passengers
A bold, vintage-inspired trolley with wood bench seating and a vibrant exterior, great for laid-back celebrations or standout arrivals.
White Classic Trolley – 30 Passengers
Most popular for St. Armands weddings and luxury transfers wood interior, classic white design, and elegant presence.
White Classic Trolley – 28 Passengers
Great for St. Armands and Siesta Key weddings features wooden accents, onboard music, and photo-ready style.
From Downtown Sarasota to Siesta Key and beyond, our Sarasota trolleys include a chauffeur, onboard sound and flexible routing for weddings, events, and private tours
Ready to book a trolley bus in Sarasota?
What’s Included with Your Sarasota Trolley Rental.
Our trolley rentals include a professional chauffeur trained for weddings, events, and private charters, plus your choice of classic or modern models with charming interiors. With RentATrolley, you can rent a trolley in Sarasota by the hour or for the full day, enjoy BYOB-friendly service with a cooler and ice, and plan flexible routes with multiple stops. No hidden fees fuel, setup, and cleanup are included. Whether you're looking to rent a trolley in Sarasota or anywhere in the USA, our team ensures a smooth, photo-worthy trolley rental from first pickup to final dropoff.
We know Sarasota. Every block of it.
From timeless weddings in St. Armands to garden ceremonies in Downtown Sarasota, our trolleys are trusted for elegant, reliable transportation in Sarasota, including Siesta Key, Lakewood Ranch, and beyond.
Downtown Sarasota
Cultural venues, museums, and elegant ballrooms.
St. Armands
Luxury hotels and boutique event spaces.
Siesta Key
Beachfront resorts and open-air ceremony venues.
Lakewood Ranch
Modern event centers and country club settings.
Longboat Key
Exclusive resorts and waterfront venues.
Lido Key
Coastal venues and intimate beachside settings.
Palmetto
Rustic venues and historic event spaces.
Bradenton
Charming waterfront venues and community centers.
Trusted by Top Venues in Sarasota
From oceanfront resorts to historic estates, our trolleys serve the most sought-after venues in Sarasota for weddings, galas, and private events.
The Ringling Museum of Art
A historic venue with stunning architecture and bayfront views, perfect for elegant weddings and trolley transport to nearby hotels.
Sarasota, FL
Powel Crosley Estate
Mediterranean Revival-style mansion on the waterfront, ideal for ceremonies and receptions with trolley shuttle service.
Sarasota, FL
Marie Selby Botanical Gardens
Tropical garden venue on Sarasota Bay, offering lush settings for weddings and seamless trolley arrivals.
Sarasota, FL
Art Ovation Hotel
Contemporary downtown hotel with a grand ballroom and rooftop bar, perfect for stylish events with trolley transfers.
Sarasota, FL
Lido Beach Resort
Beachfront resort with spacious event spaces, ideal for coastal weddings with trolley service from downtown Sarasota.
Sarasota, FL
Worthington For Events
Rustic lakeside venue with customizable spaces, perfect for weddings and corporate events with trolley shuttle support.
Ellenton, FL
What Our Riders Say
Real stories from happy customers who made memories on wheels with RentATrolley Sarasota.
Fast and Effortless Booking!
"Booked my Sarasota trolley ride within minutes. Loved the live seat map and instant confirmation perfect for exploring Sarasota’s vibrant neighborhoods smoothly!"
Affordable and Convenient
"No more long lines! Got my trolley rental pass instantly with a great Sarasota student discount. RentATrolley saved me time and hassle on my trip here."
Perfect for Family Trips
"Booked seats for my whole family on a Sarasota trolley easily. Real-time availability made planning simple and stress-free. Definitely using RentATrolley again for our next outing!"
GoogleGamechanger for Daily Commute
"As a Sarasota local commuter, quick trolley booking and delay alerts are lifesavers. I save favorite routes for easy access. RentATrolley makes Sarasota travel convenient and reliable."
Ideal for Tourists
"Planned my entire Sarasota vacation from Canada, booked all trolley rides ahead with RentATrolley. Support helped with a last-minute change. Highly recommend for hassle-free travel!"
GoogleTop-notch Experience
"Smooth UI, fast loading, and secure payments RentATrolley’s platform nails Sarasota trolley rentals. Saving frequent trips is a great feature for locals and visitors alike."
FAQs About Renting a Trolley in Sarasota
We recommend booking at least 4–6 weeks before your event especially during peak season (March–June and December).
Yes, all enclosed trolleys are equipped with air-conditioning to ensure a comfortable ride, even in Sarasota's warm weather.
Yes, roundtrip transportation is available for all bookings. Our team will coordinate timing and routes with you in advance.
Yes, with certain restrictions and proper permits. Please inform us in advance so we can guide you through the process.
Make your arrival
unforgettable
Trolley wedding transportation in Sarasota brings timeless charm to your big day. From historic mansions in St. Armands to garden venues in Downtown Sarasota, our classic trolleys add style, comfort, and a touch of magic to every celebration.