A Week in Montego Bay, Jamaica

13th November 2009

Our week in Jamaica was amazing! The weather was beautiful and the locals were so gracious and welcoming. I’d go back in a heartbeat with some time to relax. I’m still dying to see the cliffs in Negril!



Tryall – this amazing, 2,000 acre resort is located about 30 minutes from the Montego Bay airport. Houses are available for rent by owner or through Tryall, unfortunately, you can not rent a single room. Homes come with a full staff (cook, maids, laundry, etc), and the resort offers amazing golf, tennis, beach and pool facilities. There is NO reason to leave Tryall during your stay unless you want to go to the spa at Round Hill or have dinner at the Lobster Trapp in Hopewell.

Round Hill – this resort has been famous for decades, and rightfully so. It is perfectly maintained – the ultimate getaway destination. The property offers multiple beaches and pools, as well as a first-class spa (view from the spa pictured above). You can rent rooms or villas by the night or week. I can’t wait to go back!


The Lobster Trapp – tucked between Tryall and Round Hill in Hopewell, this amazing spot offers an incredible view with an equally incredibly meal to match. Dervey, the owner, serves fresh fish and lobster straight from the ocean next to the restaurant – at $30 a person, it’s unbeatable. Be sure to call in advance to make a reservation (876-783-5046) – they book up quickly during the high-season.

The Pork Pit vs. Scotchie’s – the biggest competition in Montego Bay: the best jerk chicken and pork. We tried both local institutions multiple times. The Pork Pit wins for flavor and sauce, Scotchie’s wins for atmosphere. Try both and make your own conclusion, but beware of the hot sauce!

The Houseboat Grill – an amazing restaurant floating on the bay. Lobsters are pulled directly from a cage in the ocean through the dining room floor.


See and Do

Like most of Jamaica, Montego Bay can be dangerous for tourists. I highly recommend you hire a driver to take you around if you’re planning to site-see. Our favorite spots in town were the old craft market and Rose Hall (pictured above), an old, haunted plantation complex in the hotel corridor.

If you’re interested in a more organized or adventurous tour, call Chukka Blue. They offer horseback riding, river kayak safari, zipline, airboats, etc. And if you’re interested in golf, book a tee time at Cinnamon Hill or White Witch (after you’ve played Tryall, of course!).

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