Green & Tan Trolley – 32 Passengers
Vintage-style trolley with warm wood tones & larger capacity, perfect for elegant events or stylish group travel across Pinellas County.
Clearwater Trolley Rentals for Weddings, Dinners, Corporate Events & Group Shuttles
Reliable Trolley Rentals for Events in Clearwater.
Elevate your Clearwater event with premium trolley rentals designed for weddings, corporate functions, private dinners, and group outings. From Clearwater Beach to Sand Key, our stylish trolley rentals provide convenient, comfortable, and unforgettable group transportation. Enjoy flexible hourly or full-day rentals. Whether you're planning a dream wedding at Sandpearl Resort or a corporate gala at Ruth Eckerd Hall, RentATrolley helps you move your group with ease and style.
Why Choose a Rent a Trolley for Transportation in Clearwater?
Renting a trolley in Clearwater 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 Clearwater, from Clearwater Beach to Sand Key!
Trusted and Reliable Service
Travel with confidence thanks to our experienced chauffeurs and on-time, secure transportation service.
Expert Planning Support
Our Clearwater team helps you build efficient routes and coordinate pickup logistics.
Custom Routes Across Clearwater
Personalized trolley routes tailored to your Clearwater 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 Clearwater trolley fleet to match your event style, size, and vibe.
Trolley rentals in Clearwater for weddings, events & group outings
Explore our local Clearwater fleet of modern and vintage-style trolleys perfect for weddings, community 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 Clearwater Beach weddings, community 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 Sand Key weddings and luxury transfers wood interior, classic white design, and elegant presence.
White Classic Trolley – 28 Passengers
Great for Wyndham Grand Clearwater Beach weddings features wooden accents, onboard music, and photo-ready style.
From Clearwater Beach to Sand Key and beyond, our Clearwater trolleys include a chauffeur, onboard sound and flexible routing for weddings, events, and private tours
Ready to book a trolley bus in Clearwater?
What’s Included with Your Clearwater 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 Clearwater 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 Clearwater or anywhere in the USA, our team ensures a smooth, photo-worthy trolley rental from first pickup to final dropoff.
We know Clearwater. Every block of it.
From romantic weddings at Sandpearl Resort to vibrant events at Ruth Eckerd Hall, our trolleys are trusted for elegant, reliable transportation in Clearwater, including Clearwater Beach, Pier 60, and beyond.
Clearwater Beach
Iconic white-sand beach with resorts and event spaces.
Sand Key Beach
Secluded beach with scenic venues for intimate events.
Downtown Clearwater
Cultural hub with dining and historic event venues.
Pier 60
Vibrant waterfront with sunset events and festivals.
Countryside Country Club
Elegant club with golf course and event spaces.
Safety Harbor
Charming nearby town with waterfront venues.
Dunedin
Quaint coastal town with historic event spaces.
Clearwater Marine Aquarium
Unique venue with marine-themed event spaces.
Trusted by Top Venues in Clearwater
From beachfront resorts to elegant ballrooms, our trolleys serve the most sought-after venues in Clearwater for weddings, galas, and private events.
Sandpearl Resort
Luxurious beachfront resort on Clearwater Beach, perfect for elegant weddings with Gulf views and trolley service.
Clearwater Beach, FL
Opal Sands Resort
Modern waterfront venue with stunning oceanfront ballrooms, ideal for upscale events with trolley transport.
Clearwater Beach, FL
Wyndham Grand Clearwater Beach
Premier resort with indoor and outdoor spaces for up to 600 guests, perfect for seamless wedding packages.
Clearwater Beach, FL
Sheraton Sand Key Resort
Beachfront oasis with 30,000 square feet of event space, ideal for sunset ceremonies with trolley access.
Clearwater Beach, FL
The Estate
Rustic yet elegant all-inclusive venue with indoor and outdoor options on 10 acres in Clearwater.
Clearwater, FL
Ruth Eckerd Hall
Prestigious Frank Lloyd Wright-designed venue with a 2,180-seat auditorium and ballroom for grand events.
Clearwater, FL
Hilton Clearwater Beach Resort & Spa
A premier beachfront hotel with versatile event spaces, perfect for weddings and galas with trolley shuttle service.
Clearwater Beach, FL
The Karol Hotel
A boutique venue in Clearwater with modern event spaces and rooftop terraces, ideal for intimate weddings with trolley transport.
Clearwater, FL
Countryside Country Club
A scenic golf club venue in Clearwater with elegant ballrooms and outdoor spaces, perfect for weddings with trolley service.
Clearwater, FL
What Our Riders Say
Real stories from happy customers who made memories on wheels with RentATrolley Clearwater.
Fast and Effortless Booking!
"Booked my Clearwater trolley ride within minutes. Loved the live seat map and instant confirmation perfect for exploring Clearwater’s vibrant beaches smoothly!"
Affordable and Convenient
"No more long walks! Got my trolley rental pass instantly with a great Clearwater visitor discount. RentATrolley saved me time and hassle on my trip here."
Perfect for Family Trips
"Booked seats for my whole family on a Clearwater trolley easily. Real-time availability made planning simple and stress-free. Definitely using RentATrolley again for our next outing!"
GoogleGamechanger for Community Events
"As a Clearwater event planner, quick trolley booking and delay alerts are lifesavers. I save favorite routes for easy access. RentATrolley makes Clearwater travel convenient and reliable."
Ideal for Tourists
"Planned my entire Clearwater vacation from New York, 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 Clearwater trolley rentals. Saving frequent trips is a great feature for locals and visitors alike."
FAQs About Renting a Trolley in Clearwater
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 Clearwater'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 Clearwater brings timeless charm to your big day. From beachfront venues at Sandpearl Resort to elegant ballrooms at Ruth Eckerd Hall, our classic trolleys add style, comfort, and a touch of magic to every celebration.