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Key West Trolley Rental & Group Charters

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Groups, Charters and Weddings

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

brides choice awardBring 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.

“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.

For more information and reservations contact:

Tammy Osterhoudt, Charter Representative
(305) 293-8718
or Email

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