The Trolley Roger

  • Port

    Georgetown, Cayman Islands

  • Activity Level


  • Excursion Type

    Local Sightseeing, All

  • Wheelchair Accessible


  • Starting At


  • Minimum Age

    Information not currently available.

  • Duration

    Approximately 1 Hour

  • Meals Included


Permission to come aboard mateys, and bring all yer wee ones too for a swashbuckling tour of George Town, Grand Cayman.

Grand Cayman’s rich history and folklore of pirates and hidden loot awaits you on the one-and-only Trolley Roger.

Your expert guide relates the entertaining history of the island and its colorful past as this open-air trolley ride takes you past many of the 600 banks adjacent to some of the oldest buildings in Grand Cayman, the central park area and the statue of National Hero, Jim Bodden.

Pass through the beautiful residential area of South Sound, where you will see the intricate decoration of old-time Caymanian houses nestled amongst a myriad of tropical Caribbean flowers and trees.

After a short stop at a favorite local beach, the journey continues along the scenic coastal road towards Hog Sty Bay and the harbor area, passing McCoy’s Villa with chance to take a photo of this immaculately restored house.

In the center of George Town, pick up some treasures of your own at the shops or return to the nearby cruise ship terminal.


This is an open-air trolley pulled behind a vehicle. Dress accordingly on windy, rainy or cooler days. There is a considerable walk from the cruise terminal to the bus terminal. Guests using a wheelchair must be able to step up and down from trolley. Wheelchairs must fold up and fit in back of the vehicle.