

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.
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.
Renting a trolley in Clearwater is the smart way to simplify event logistics and ensure guests arrive on time together, and in style.
Elegant trolleys perfect for weddings, corporate events, and group outings across Clearwater, from Clearwater Beach to Sand Key!
Travel with confidence thanks to our experienced chauffeurs and on-time, secure transportation service.
Our Clearwater team helps you build efficient routes and coordinate pickup logistics.
Personalized trolley routes tailored to your Clearwater event ideal for multiple stops or round-trip service.
Quick, friendly support to help streamline your booking experience and keep your group moving smoothly.
RentATrolley have multi option From vintage to modern, choose from our Clearwater trolley fleet to match your event style, size, and vibe.
Explore our local Clearwater fleet of modern and vintage-style trolleys perfect for weddings, community events, nightlife, and private group transportation.
Vintage-style trolley with warm wood tones & larger capacity, perfect for elegant events or stylish group travel across Pinellas County.
Another white classic in our fleet with its timeless look and smooth ride, it’s perfect for Clearwater Beach weddings, community tours.
A bold, vintage-inspired trolley with wood bench seating and a vibrant exterior, great for laid-back celebrations or standout arrivals.
Most popular for Sand Key weddings and luxury transfers wood interior, classic white design, and elegant presence.
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?
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.
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.
Iconic white-sand beach with resorts and event spaces.
Secluded beach with scenic venues for intimate events.
Cultural hub with dining and historic event venues.
Vibrant waterfront with sunset events and festivals.
Elegant club with golf course and event spaces.
Charming nearby town with waterfront venues.
Quaint coastal town with historic event spaces.
Unique venue with marine-themed event spaces.
From beachfront resorts to elegant ballrooms, our trolleys serve the most sought-after venues in Clearwater for weddings, galas, and private events.
Luxurious beachfront resort on Clearwater Beach, perfect for elegant weddings with Gulf views and trolley service.
Clearwater Beach, FL
Modern waterfront venue with stunning oceanfront ballrooms, ideal for upscale events with trolley transport.
Clearwater Beach, FL
Premier resort with indoor and outdoor spaces for up to 600 guests, perfect for seamless wedding packages.
Clearwater Beach, FL
Beachfront oasis with 30,000 square feet of event space, ideal for sunset ceremonies with trolley access.
Clearwater Beach, FL
Rustic yet elegant all-inclusive venue with indoor and outdoor options on 10 acres in Clearwater.
Clearwater, FL
Prestigious Frank Lloyd Wright-designed venue with a 2,180-seat auditorium and ballroom for grand events.
Clearwater, FL
A premier beachfront hotel with versatile event spaces, perfect for weddings and galas with trolley shuttle service.
Clearwater Beach, FL
A boutique venue in Clearwater with modern event spaces and rooftop terraces, ideal for intimate weddings with trolley transport.
Clearwater, FL
A scenic golf club venue in Clearwater with elegant ballrooms and outdoor spaces, perfect for weddings with trolley service.
Clearwater, FL
Real stories from happy customers who made memories on wheels with RentATrolley Clearwater.
"Booked my Clearwater trolley ride within minutes. Loved the live seat map and instant confirmation perfect for exploring Clearwater’s vibrant beaches smoothly!"
"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."
"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!"
"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."
"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!"
"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."
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.
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.