16 days in Montego Bay & Winnipeg Itinerary

16 days in Montego Bay & Winnipeg Itinerary

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Make it your trip
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Montego Bay, Jamaica
— 8 nights
Fly
2
Winnipeg, Canada
— 6 nights
Fly

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Montego Bay, Jamaica

— 8 nights
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
You'll find plenty of places to visit near Montego Bay: Ocho Rios (Dunn's River Falls and Park, Rainforest Adventures, &more), Firewater Mineral Healing Spring (in St. Ann's Bay) and YS Falls (in Saint Elizabeth Parish). Spend the 18th (Thu) wandering through the wild on a nature and wildlife tour. Next up on the itinerary: kick back and relax at Seven Mile Beach, tour the pleasant surroundings at Doctor's Cave Beach, tee off at Tryall Golf Course, and take in the architecture and atmosphere at Mary, Gate of Heaven Catholic Church.

To find where to stay, reviews, photos, and more tourist information, you can read our Montego Bay trip itinerary planning website.

If you are flying in from Jamaica, the closest major aiports are Sangster International Airport, Ian Fleming International Airport and Norman Manley International Airport. In August, daytime highs in Montego Bay are 39°C, while nighttime lows are 29°C. Cap off your sightseeing on the 18th (Thu) early enough to catch the flight to Winnipeg.

Things to do in Montego Bay

Outdoors · Parks · Nature · Tours

Side Trips

Winnipeg, Canada

— 6 nights

Gateway to the West

At the confluence of two rivers, Winnipeg started out as a small trading post in an area inhabited by indigenous tribes for thousands of years before the European arrival.
Change things up with these side-trips from Winnipeg: St. Andrews (St. Andrews on the Red Anglican Church & Lower Fort Garry National Historic Site) and St Andrew's Lock and Dam (in Lockport). There's still lots to do: contemplate the long history of The Forks National Historic Site, look and learn at Manitoba Museum, get to know the resident critters at Assiniboine Park Zoo, and stroll through Leo Mol Sculpture Garden.

To see ratings, where to stay, other places to visit, and tourist information, you can read our Winnipeg trip planner.

Getting from Montego Bay to Winnipeg by flight takes about 8.5 hours. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Plan for slightly colder temperatures traveling from Montego Bay in August, with highs in Winnipeg at 29°C and lows at 17°C. On the 25th (Thu), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Winnipeg

Parks · Historic Sites · Museums · Zoos & Aquariums

Side Trips