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East-Side Discovery Tour

East-Side Discovery Tour

The eastern side of Grand Cayman is packed with adventure and history. In our experience in tourism, we have found that tourists usually only get to see the western side of the island. We found this quite unfortunate and would love to share our island’s history and the off-the-beaten-path hidden gems and preserved ruins with you!

Guided by a local, the tour of the East Side begins with a drive through George Town, the Island’s capital and business centre. We continue along through the coastal residential district of South Sound with its fabulous homes, to arrive at the iconic Pedro St. James Castle in the country side of the island, where locals live. Pedro Castle is a refurbished plantation home built in 1780, which boasts displays of the way of life in the islands around the 1700s along with a multimedia theatre presentation to illustrate the history of the Island and the house itself. It is the birthplace of democracy and a national historic site. 

We will then travel through the district of Bodden Town, the island’s first capital and home to many old Caymanian homes and continue along the coastline to East End where we will stop at the Blow Holes. Here, you can take memorable photos of the deep blue sea raging through limestone cliff rocks behind you in dramatic effect. After reveling at nature’s beauty and power, you will resume the scenic drive along the coast and through local communities.

Our last stop will be the historic Wreck of the Ten Sails which is a shipwreck that is viewable from a park which is perched on a craggy bluff overlooking the beautiful Caribbean Sea and reef. The shipwreck occurred on February 8, 1794. Ten ships that were part of a convoy on its way from Jamaica to the United States and Britain wrecked on the reef and remains today marking the infamous event. Learn more about this intriguing site on the East-Side Historical Tour.


  • Pedro St. James Castle
  • Blow Holes 
  • Wreck of the Ten Sails

Trip details:

Duration: 3.5 hours (approx)

What to wear: Comfortable shoes and clothing, hat, sunglasses.

Additional Items: You may also wish to bring an extra change of clothes, along with a backpack, camera and sun screen.  

What’s included:  free Wi-Fi, bottled water, entry passes to attractions, transportation and fun!

Optional: Lunch can be purchased by separate payment and arrangements to vendors.

Pick-up & Drop-off:  We will collect and drop you off at any of the popular hotels along the Seven Mile Beach and at the Cruise Terminals/Port.

Cost: Adults US$85.00
Kids (4-12 years) US$65.00
(Cost includes admission tickets)

People: 10/min – 29/max (per vehicle)

Tour Time: As this is a private tour, you may choose a time convenient to you. However, note that the earliest tour is at 8:00am and the last tour is at 12 noon.