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All-Inclusive Vacations from Winnipeg
7-night all-inclusive vacations from $1129 per person
Fly from Winnipeg with round-trip flights, all-inclusive resorts, meals and drinks included.
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Sun escapes from Winnipeg
All-inclusive vacation packages from Winnipeg start around $1129 CAD per person, with return flights, airport transfers and a resort stay bundled into one booking. From Winnipeg you can book 72 destinations, including Mexico, Dominican Republic, Jamaica and Bahamas. ShopTravel is TICO registered and charges no booking fees, so the price shown is the price you pay.
Popular departures
Where you can fly from Winnipeg
Discover top vacation destinations from Winnipeg. Choose a destination to see the latest packages and deals.
What's Included in Your Winnipeg All-Inclusive Package
Your Winnipeg vacation package brings your flight, hotel and more together in one easy booking, so you can focus on the fun.
From select Canadian departure cities including Toronto, Montreal, Calgary and Vancouver.
Transportation between the airport and your hotel.
Your accommodation for the selected duration at a top-rated all-inclusive resort in Winnipeg.
Enjoy unlimited meals, snacks and drinks at your all-inclusive resort.
Vacations from Winnipeg FAQ
Quick answers to the most common questions about booking a vacation from Winnipeg.
Packages from Winnipeg currently start from $1129 CAD per person, including return flights, airport transfers and your resort stay. The exact price depends on your destination, travel dates and resort, and the live price for each is shown in the search results above. ShopTravel charges no booking fees and backs every price with a guarantee, so the total at checkout is the total you pay.
A package bundles return flights from Winnipeg, airport transfers, and a resort stay with meals and drinks covered. Most packages run 7 nights, with shorter and longer stays available depending on resort and dates. ShopTravel is TICO registered, so your trip is backed by Ontario's travel industry consumer protection.
ShopTravel currently offers packages from Winnipeg to 72 destinations, including Mexico, Dominican Republic, Jamaica and Bahamas, with 836 hotels to choose from. Use the destination list on this page or the search above to see live prices for each.
For sun destinations, peak season runs November through April and sells out fastest, so book 2 to 3 months ahead for the best resort and room selection. Shoulder-season trips can usually be booked closer to departure at better prices. Prices change with demand, so searching from Winnipeg early gives you the widest choice.
Yes. ShopTravel offers Flex Pay at checkout on vacation packages, letting you split the cost into monthly payments instead of paying the full amount upfront. You still lock in today's price when you book. Flex Pay is available directly in the booking flow, with no separate application.
Explore the best time to visit, top resorts, things to do, travel tips and more.