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Old Town Trolley decoration
wedding couple

"Old Town Trolley’s transportation charter
services are second to none! You may
customize the use
of your trolley rental
to suit your group’s particular needs."

Photograph by Weddings To Go
Old Town Trolley Tours offers discounted rates for charters, group ticket sales
and special events. All of our Key West trolley rentals can be custom designed
to meet your group’s specific transportation needs.

Groups and Charters

Key West bus charter for weddingsBring your group aboard its own private Old Town Trolley and experience the excitement of our wrecking days, the romance of our architecture, the frivolity of our festivals and the eccentricities of our independence. Your private tour guide will lead you through our picturesque streets as they reveal the treasures that have and still do make Key West the magical island basking in the Caribbean sun.

Combine a Key West trolley rental with visits to attractions and maximize your time. Relive the lucrative salvage operations, walk in the footsteps of Presidents, pet a live shark, or be inspired by Hemingway – just give us a call and we’ll custom design your visit aboard our classic Victorian vehicles.

Need dinner or wedding transfers? Not a problem. Our Transportainment options are a whimsical yet practical solution to get your guests to your event on time and in classic Key West style.

Old Town Trolley is pleased to offer group tours in Spanish, German, French, Italian, Spanish and Portuguese.

For more information and reservations contact:
Tammy Osterhoudt, Charter Representative
Click here to email us
Tel: 305-293-8718

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  What Our Guests are Saying  
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  "Words cannot express our gratitude for making the day of our wedding absolutely perfect in regards to transportation! Your service exceeded not only our expectations, but anything we could have dreamed of! Not only were we extremely pleased with the transportation, we truly appreciate your positive attitude, kindness, and amazing customer service, it was greatly appreciated! We could not have had a more perfect wedding without you and your staff! Thank you again and know that we will highly recommend the Old Town Trolley to anyone as transportation for any occasion!" All the best, G. & A.  
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Key West trolley rental
We would love to hear from you! If you and your group would like a quote or more information on renting one our vehicles, please fill out this form and one of our Cast Members will be in touch with you.

Private Rental Request Form.

First and Last name*


Group Information


Type the red letters in the box before submitting.

*Required fields

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Key West’s Best Tour to See the Beaches, Mallory Square, Hemingway House, Harry S. Truman's Little White House,
Margaritaville, the Southernmost Point, the Opportunity to Sample Conch Fritters & Key Lime Pie, and Much More!

Historic Tours of America® 201 Front Street, Key West, Florida 33040
Copyright © Historic Tours of America®

Old Town Trolley Tours and Transportainment are registered
trademarks of Historic Tours of America® and Ghosts & Gravestones and
Frightseeing are registered service marks of Historic Tours of America®