Cockpit Country & Trelawny Road Trip

About this tour

Montego Bay and Falmouth are ideal gateways into Cockpit Country and Trelawny, and there are many ways to plan a half-day to full day adventure.

Cockpit Country is the natural habitat for most of the island's endemic flora and fauna. The landscape is dramatic with its green conical shaped hills, valleys, caves, rivers, and some beautiful blue pools.

There are magical country roads that border Cockpit Country, carrying you through traditional rural villages, with names like Unity, Sherwood Content and Friendship, which typify a way of Jamaica country living. This is where Maroon history feels most vivid. The Maroons were slaves who escaped, set up their own communities and fought for freedom.

The inland road carries you through the middle of Hampden Sugar Estate, which has been operational since 1750. Enjoy meeting the Triple Eye farmers collective in Bunker’s Hill, tour Doc's Medicinal Garden or find Stewart Town and Dornoch Riverhead, or Sherwood Content, home of Usain Bolt.

Follow the story to Good Hope Estate, est. 1741, with an amazing collection of original Georgian styled plantation buildings, including Great House with thrilling 360 degree views. Tour Falmouth with the largest and most concentrated collection of Georgian Architecture in the Caribbean.

Practical details

GUIDED PRIVATE CUSTOM TOURS

Prices are Per Tour, NOT per person and do not include attractions and meals.

Including transportation

Full Day from $275.00 (7 hrs)

Half Day from $175.00 (4 hrs)

Over Hours, $40. Per Hour.

Discover Jamaica's greatest secrets

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