Trip Report: Just Back from Montego Bay

Our employees love to travel as much as you do, and also love to talk about it. When two of Luxury Retreats’ staffers, Angela and James, returned from a villa trip to Montego Bay, Jamaica, they couldn’t wait to share the details…


Trinity Villa at Tryall, Montego Bay

Fairway Manor, Montego Bay

Why Montego Bay?
Jamaica‘s fabled resort town hasn’t lost its luster, comfortable at the top of the island’s beach destinations for decades now. With amazing white beaches, shopping, bars, restaurants and golf to its name, it’s easy to understand why. A few Mo’ Bay highlights James and Angela tried and recommend:

  • Walking the "HipStrip" – Montego Bay’s downtown center of restaurants and nightlife, running right along the water. Definitely worth a look at lunchtime for a burger on the patio or at night for a cocktail.
  • Golfing at Cinnamon Hill – Montego Bay is surrounded by great golf courses, including the renowned Tryall, but avid golfers in their group LOVED this quieter course that wound by the sea and was studded with Cinnamon trees.
  • Try the jerk pork at Scotchies – This famous grill shack is small and laid-back, but delivers the goods. Locals love it…and that’s the ultimate stamp of approval.

Anticipation at Tryall, Montego Bay

Greatview, Montego Bay

James and Angela couldn’t say enough about the staff at their villa, Greatview (above right), whose service is so stellar that they’ve even been tapped to train staff at the region’s other private villas. Greatview’s butler, chef and housekeepers effortlessly impressed our team — concocting new milkshake recipes for them every afternoon, playing with the group’s kids, planning a Jamaican BBQ on the grounds, even knowing what time everyone got up in the morning so the coffee was ready. 

Get more info on Greatview

Other Villas They Loved

  • Nutmeg South (below left): a large, lush property just ten minutes from the airport and downtown Montego Bay.
  • Anticipation at Tryall (above left): one of the many impressive private homes within the gates of the lovely Tryall resort.
  • Fairway Manor (top right): a large, comfortable family home with full staff.

Nutmeg South, Montego Bay

Villa Viviana at Tryall, Montego Bay

Getting Away for the Day
While Montego Bay and its surroundings could keep you busy for at least a week, our staff recommends a day trip out to Ocho Rios for something different. There, you can hire a boat charter for some "beach-hopping" and even scope out a secret waterfall, especially if Dunn’s River is busy with cruise ship passengers.

Interested in checking out one of our fabulous tried and tested villas in Montego Bay? Contact us at 1-877-993-0100 (North America), 1-514-993-0100 (International) or E-Mail




By Heather Whipps

Formerly our in-house copywriter, Heather blogged regularly about our different locations around the world. In addition to blogging about dream vacation ideas, Heather also wrote about our different Caribbean villa rentals, luxury maui vacation rentals, and our various European locations, such as our villas in Italy and villas in France. Heather's extensive knowledge about travel and vacations was a huge asset to both the Luxury Retreats team and all our readers here on the blog. You can find a full archive of Heather's travel and vacation writings by following the link below.

View all posts by Heather Whipps