Green & Tan Trolley – 32 Passengers
Vintage-style trolley with warm wood tones & larger capacity, perfect for elegant events or stylish group travel across Collier County.
Naples Trolley Rentals for Weddings, Dinners, Corporate Events & Group Shuttles
Reliable Trolley Rentals for Events in Naples.
Elevate your Naples event with premium trolley rentals designed for weddings, corporate functions, private dinners, and group outings. From Downtown Naples to Vanderbilt Beach, 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 at The Ritz-Carlton or a corporate event at Naples Bay Resort, RentATrolley helps you move your group with ease and style.
Why Choose a Rent a Trolley for Transportation in Naples?
Renting a trolley in Naples 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 Naples, from Downtown to Vanderbilt Beach!
Trusted and Reliable Service
Travel with confidence thanks to our experienced chauffeurs and on-time, secure transportation service.
Expert Planning Support
Our Naples team helps you build efficient routes and coordinate pickup logistics.
Custom Routes Across Naples
Personalized trolley routes tailored to your Naples 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 Naples trolley fleet to match your event style, size, and vibe.
Trolley rentals in Naples for weddings, events & group outings
Explore our local Naples fleet of modern and vintage-style trolleys perfect for beach weddings, waterfront 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 Vanderbilt Beach weddings and luxury transfers wood interior, classic white design, and elegant presence.
White Classic Trolley – 28 Passengers
Great for The Ritz-Carlton and Downtown Naples weddings features wooden accents, onboard music, and photo-ready style.
From Downtown Naples to Vanderbilt Beach and beyond, our Naples trolleys include a chauffeur, onboard sound and flexible routing for weddings, events, and private tours
Ready to book a trolley bus in Naples?
What’s Included with Your Naples 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 Naples 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 Naples or anywhere in the USA, our team ensures a smooth, photo-worthy trolley rental from first pickup to final dropoff.
We know Naples. Every block of it.
From timeless weddings at The Ritz-Carlton to beachfront ceremonies in Vanderbilt Beach, our trolleys are trusted for elegant, reliable transportation in Naples, including Marco Island, Fifth Avenue South, and beyond.
Downtown Naples
Vibrant event spaces, upscale dining, and historic charm.
Vanderbilt Beach
White sand beaches and luxury resorts for sunset ceremonies.
Marco Island
Secluded beachfront venues and tropical event spaces.
Fifth Avenue South
Chic boutiques and elegant venues in the heart of Naples.
Third Street South
Historic district with garden courtyards and dining.
Pelican Bay
Upscale venues with coastal views and modern amenities.
North Naples
Golf clubs and modern event spaces for grand celebrations.
Bonita Springs
Nearby coastal venues accessible by trolley.
Trusted by Top Venues in Naples
From beachfront resorts to elegant country clubs, our trolleys serve the most sought-after venues in Naples for weddings, galas, and private events.
LaPlaya Beach & Golf Resort
Beachfront resort with elegant ballrooms and Gulf views, perfect for large weddings with trolley service for guest transport.
Naples, FL
The Ritz-Carlton, Naples
Luxurious resort with grand ballrooms and beachfront ceremony spaces, ideal for upscale weddings.
Naples, FL
Naples Botanical Garden
Lush, tropical gardens offering a nature-inspired setting for romantic weddings with trolley access.
Naples, FL
Vineyards Country Club
Elegant country club with renovated event spaces and scenic views, ideal for sophisticated events.
Naples, FL
The Club at The Strand
Private club with grand entrances and garden settings, perfect for upscale weddings and events.
Naples, FL
Naples Bay Resort & Marina
Waterfront resort with flexible indoor and outdoor spaces, ideal for ceremonies and receptions.
Naples, FL
What Our Riders Say
Real stories from happy customers who made memories on wheels with RentATrolley Naples.
Fast and Effortless Booking!
"Booked my Naples trolley ride within minutes. Loved the live seat map and instant confirmation perfect for exploring Naples’ vibrant neighborhoods smoothly!"
Affordable and Convenient
"No more long walks! Got my trolley rental pass instantly with a great Naples visitor discount. RentATrolley saved me time and hassle on my trip here."
Perfect for Family Trips
"Booked seats for my whole family on a Naples trolley easily. Real-time availability made planning simple and stress-free. Definitely using RentATrolley again for our next outing!"
GoogleGamechanger for Coastal Events
"As a Naples event planner, quick trolley booking and delay alerts are lifesavers. I save favorite routes for easy access. RentATrolley makes Naples travel convenient and reliable."
Ideal for Tourists
"Planned my entire Naples 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 Naples trolley rentals. Saving frequent trips is a great feature for locals and visitors alike."
FAQs About Renting a Trolley in Naples
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 Naples' 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 Naples brings timeless charm to your big day. From beachfront resorts at LaPlaya to elegant venues at The Ritz-Carlton, our classic trolleys add style, comfort, and a touch of magic to every celebration.