Charter a trolley
850 583-1365

Simple and affordable

Our prices range from $150 – $250 per hour, depending on your needs. You can use our instant estimator to get an idea of the cost for your event. For more complex needs, send us a message or give us a call at 850-583-1365 to get a quick quote.

NEW! Ride the Pub Trolley in Downtown Pensacola

Visit premier downtown breweries and pubs in style on the Five Flags Pub Trolley! Limited preview starts September 14, hop on hop off all night at a variety of great downtown destinations.

🍻Find Out More!

The Finest Appointments

Our hand-restored Red Trolleys have solid wood contoured seating and brass fixtures that evoke the opulence of an earlier age. Polished and refinished by our volunteers and trolley experts, our trolleys are the most stylish way to bring up to 34 guests to any Downtown Pensacola or Northwest Florida event.

Our large, slide-open windows provide excellent views of the scenery along your route. Love your music with our great sound system, and stop off at the service bar to mix up a drink or pour a glass of champagne. Whether it's an elegant wedding, a historic neighborhood tour, or a military reunion, you’ll ride in style on the Red Trolley.

 

Dance the Night Away

Two of our trolleys are equipped with a dance floor for your sound and light show. Just bring us your playlist and we’ll make your trip memorable.

Wonderful Weddings

Your wedding guests will love the style and comfort of a trolley for transportation to the reception, wedding venue, or to sights around town. Our trolleys add charm to your wedding or engagement photos too! 👰🏽🤵🏼 Pensacola Wedding Trolley Info

 
 

Candy Cane

Candy Cane seats 32 on average and is equipped with party lights and a sound system that will pair with your device to play your perfect party playlist!

Snowflake

Snowflake seats 36 on average, has a dance floor, and is equipped with party lights and a sound system that will pair with your device to play your perfect party playlist!

 
 

Frosty Tram

With nearly twice as much room as our other trolleys, seating 60 people on average, this Frosty Tram is perfect for big parties and enjoying the fresh air and beautiful weather here in Florida!

Licorice

Licorice seats 36 on average, has a dance floor, and is equipped with party lights and a sound system that will pair with your device to play your perfect party playlist!

 

We do More

Charter trolleys are just the beginning of our services. With Winterfest you can enjoy a show along the way! Our actors, historians, and local guides can bring your trip to life with pirates, aliens, or heroes of the past. If you’re coming to town with a tour group, we offer receptive operator services to make your stay in Pensacola splendid!

Request a Trolley

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