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.

Naples Trolley Rentals

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.

Exterior view of Green & Tan Trolley – 32 Passengers
Interior view of Green & Tan Trolley – 32 Passengers

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.

Exterior view of Classic Trolley – 28 Passengers
Interior view of Classic Trolley – 28 Passengers

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.

Exterior view of Red & Green Trolley - 30 Passengers
Interior view of Red & Green Trolley - 30 Passengers

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.

Exterior view of White Classic Trolley – 30 Passengers
Interior view of White Classic Trolley – 30 Passengers

White Classic Trolley – 30 Passengers

Most popular for Vanderbilt Beach weddings and luxury transfers wood interior, classic white design, and elegant presence.

Exterior view of White Classic Trolley – 28 Passengers
Interior view of White Classic Trolley – 28 Passengers

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.

Wedding party inside trolley

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

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

The Ritz-Carlton, Naples

Luxurious resort with grand ballrooms and beachfront ceremony spaces, ideal for upscale weddings.

Naples, FL

Naples Botanical Garden

Naples Botanical Garden

Lush, tropical gardens offering a nature-inspired setting for romantic weddings with trolley access.

Naples, FL

Vineyards Country Club

Vineyards Country Club

Elegant country club with renovated event spaces and scenic views, ideal for sophisticated events.

Naples, FL

The Club at The prominant

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

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!"

Trustpilot
Sarah Thompson

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."

Trustpilot
Smith Johnson

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!"

GoogleGoogle
Maria Lopez

Gamechanger 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."

Trustpilot
Mr Wanes

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!"

GoogleGoogle
Emily Zhang

Top-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."

Trustpilot
Usman Raza

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.

Luxury wedding trolley

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.