*Terms and Conditions

Christmas & New Year's Vacations from Winnipeg

Excalibur Hotel And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Royal Tower 2 Queen Room
Get 26 Miles
was $1,422 Save 63%
$531PP
taxes & fees
The Linq Hotel And Experience
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Deluxe Room 2 Double Non Smoking
Get 27 Miles
was $1,325 Save 59%
$543PP
taxes & fees
Marazul Hotel
Marazul Hotel Winnipeg Havana, Cuba
All Inclusive
All Inclusive
Room
Dec 31, 2022 (7 days)
Dec 31, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $1,655 Save 45%
$905PP
taxes & fees
Hotel El Bosque
Hotel El Bosque Winnipeg Havana, Cuba
Only Breakfast
Only Breakfast
Room
Dec 31, 2022 (7 days)
Dec 31, 2022 (7 days)
Only Breakfast
Only Breakfast
Room
was $1,795 Save 42%
$1,045PP
taxes & fees
Grand Aston Cayo Paredon Beach Resort
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Gardenview Room
was $2,119 Save 39%
$1,289PP
taxes & fees
Starfish Varadero
Dec 31, 2022 (7 days)
Dec 31, 2022 (7 days)
All Inclusive
All Inclusive
Room Gardenview
was $1,755 Save 39%
$1,075PP
taxes & fees
Playa Pesquero
Playa Pesquero
Winnipeg Holguin, Cuba
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $2,165 Save 36%
$1,377PP
taxes & fees
Park Royal Beach Cancun
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Room
Get 94 Miles
was $2,795 Save 32%
$1,895PP
taxes & fees
Royalton Hicacos Resort And Spa
Dec 31, 2022 (7 days)
Dec 31, 2022 (7 days)
All Inclusive
All Inclusive
Junior Suite Gardenview
was $2,705 Save 31%
$1,855PP
taxes & fees
Melia Internacional
Dec 20, 2022 (7 days)
Dec 20, 2022 (7 days)
All Inclusive
All Inclusive
Classic Room
was $2,515 Save 30%
$1,755PP
taxes & fees
Playabachata Spa Resort
Dec 29, 2022 (7 days)
Dec 29, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 70 Miles
was $1,955 Save 28%
$1,405PP
taxes & fees
Iberostar Selection Varadero
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Double Room
was $2,534 Save 26%
$1,866PP
taxes & fees
Decameron La Marina
Dec 20, 2022 (7 days)
Dec 20, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 85 Miles
was $2,010 Save 15%
$1,700PP
taxes & fees
Legacy Vacation Club Kissimmee
Dec 24, 2022 (7 days)
Dec 24, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Mini Suite
Get 61 Miles
was $1,335
$1,225PP
taxes & fees
Blue Bay Villas Doradas
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 71 Miles
was $1,437
$1,427PP
taxes & fees
Smart Cancun By Oasis
Smart Cancun By Oasis Winnipeg Cancun, Mexico
No Meals/Drinks
No Meals/Drinks
Smart Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Smart Room
Get 52 Miles
was $1,805 Save 42%
$1,045PP
taxes & fees
Oh Cancun The Urban Oasis
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
Only Breakfast
Only Breakfast
Room
Get 54 Miles
was $1,865 Save 42%
$1,085PP
taxes & fees
Tukan Hotel And Beach Club
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
Only Breakfast
Only Breakfast
Deluxe Room
Get 53 Miles
was $1,775 Save 39%
$1,075PP
taxes & fees
Grand Oasis Cancun
Grand Oasis Cancun
Winnipeg Cancun, Mexico
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 84 Miles
was $2,555 Save 34%
$1,695PP
taxes & fees
The Pyramid At Grand Oasis
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Pyramid Room
Get 93 Miles
was $2,825 Save 34%
$1,875PP
taxes & fees
Grand Sunset Princess All Suites And Spa
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Junior Suite
Get 87 Miles
was $2,595 Save 33%
$1,745PP
taxes & fees
Oasis Palm
Oasis Palm Winnipeg Cancun, Mexico
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 80 Miles
was $2,415 Save 33%
$1,615PP
taxes & fees
Riu Lupita
Riu Lupita Winnipeg Riviera Maya, Mexico
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 75 Miles
was $2,215 Save 32%
$1,515PP
taxes & fees
Viva Wyndham Maya
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Superior Gardenview
Get 76 Miles
was $2,255 Save 32%
$1,525PP
taxes & fees
All Ritmo Cancun Resort And Waterpark
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Junior Suite Oceanview
Get 89 Miles
was $2,625 Save 32%
$1,785PP
taxes & fees
Park Royal Beach Cancun
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Room
Get 94 Miles
was $2,795 Save 32%
$1,895PP
taxes & fees
Viva Wyndham Azteca
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Superior Gardenview
Get 80 Miles
was $2,335 Save 31%
$1,615PP
taxes & fees
Now Emerald Cancun
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Gardenview King
Get 88 Miles
was $2,535 Save 30%
$1,765PP
taxes & fees
Bluebay Grand Esmeralda
Dec 21, 2022 (7 days)
Dec 21, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Gardenview Room
Get 88 Miles
was $2,415 Save 27%
$1,765PP
taxes & fees
Wyndham Alltra Playa Del Carmen Adults
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room 2 Double
Get 92 Miles
was $2,255 Save 18%
$1,855PP
taxes & fees
Hotel Playa Coco
Hotel Playa Coco
Winnipeg Cayo Coco, Cuba
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $1,889 Save 50%
$949PP
taxes & fees
Hotel Playa Paraiso
Hotel Playa Paraiso Winnipeg Cayo Coco, Cuba
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $1,949 Save 48%
$1,019PP
taxes & fees
Gran Muthu Imperial
Gran Muthu Imperial
Winnipeg Cayo Coco, Cuba
All Inclusive
All Inclusive
Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $2,159 Save 47%
$1,139PP
taxes & fees
Starfish Cayo Guillermo
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room Gardenview
was $1,879 Save 47%
$999PP
taxes & fees
Grand Muthu Cayo Guillermo
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $2,099 Save 47%
$1,119PP
taxes & fees
Gran Muthu Rainbow Cayo Guillermo
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Junior Suite
was $2,259 Save 46%
$1,229PP
taxes & fees
Memories Caribe Beach Resort
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Superior Room
was $1,949 Save 45%
$1,069PP
taxes & fees
Hotel Mojito
Hotel Mojito
Winnipeg Cayo Coco, Cuba
All Inclusive
All Inclusive
Double Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Double Room
was $1,919 Save 44%
$1,079PP
taxes & fees
Grand Aston Cayo Paredon Beach Resort
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Gardenview Room
was $2,119 Save 39%
$1,289PP
taxes & fees
Iberostar Daiquiri
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Double Room
was $1,799 Save 38%
$1,109PP
taxes & fees
Iberostar Selection Playa Pilar
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Double Room
was $1,889 Save 38%
$1,169PP
taxes & fees
Tryp Cayo Coco
Tryp Cayo Coco
Winnipeg Cayo Coco, Cuba
All Inclusive
All Inclusive
Tryp Room
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Tryp Room
was $1,549 Save 33%
$1,039PP
taxes & fees
Pullman Cayo Coco
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Gardenview Room
was $2,209 Save 33%
$1,479PP
taxes & fees
Hotel Colonial Cayo Coco
Dec 31, 2022 (7 days)
Dec 31, 2022 (7 days)
All Inclusive
All Inclusive
Room
was $1,655 Save 19%
$1,345PP
taxes & fees
Melia Cayo Coco
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Classic Room
was $1,899 Save 17%
$1,569PP
taxes & fees
Senator Puerto Plata Spa Resort
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Senator Junior Suite 1 King
Get 68 Miles
was $2,233 Save 38%
$1,377PP
taxes & fees
Vh Gran Ventana
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Superior Room
Get 74 Miles
was $2,312 Save 35%
$1,497PP
taxes & fees
Iberostar Costa Dorada
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Double Pool View Room
Get 79 Miles
was $2,443 Save 35%
$1,587PP
taxes & fees
Viva Wyndham V Samana
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
V Room
Get 84 Miles
was $2,543 Save 34%
$1,687PP
taxes & fees
Be Live Collection Marien
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Room
Get 68 Miles
was $2,073 Save 34%
$1,377PP
taxes & fees
Bahia Principe Grand Cayacoa
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Standard Room
Get 84 Miles
was $2,403 Save 30%
$1,687PP
taxes & fees
Presidential Suites By Lifestyle
Dec 29, 2022 (7 days)
Dec 29, 2022 (7 days)
All Inclusive
All Inclusive
Studio Living
Get 86 Miles
was $2,445 Save 29%
$1,735PP
taxes & fees
Lifestyle Tropical Beach Rst And Spa
Dec 29, 2022 (7 days)
Dec 29, 2022 (7 days)
All Inclusive
All Inclusive
Superior Room
Get 79 Miles
was $2,245 Save 29%
$1,595PP
taxes & fees
Lifestyle Residence Suites
Dec 29, 2022 (7 days)
Dec 29, 2022 (7 days)
All Inclusive
All Inclusive
1 Bedroom Suite
Get 83 Miles
was $2,345 Save 29%
$1,665PP
taxes & fees
Playabachata Spa Resort
Dec 29, 2022 (7 days)
Dec 29, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 70 Miles
was $1,955 Save 28%
$1,405PP
taxes & fees
Viva Wyndham V Heavens
Dec 29, 2022 (7 days)
Dec 29, 2022 (7 days)
All Inclusive
All Inclusive
Nirvana Superior Room
Get 85 Miles
was $2,375 Save 28%
$1,715PP
taxes & fees
Be Live Collection Canoa
Dec 21, 2022 (7 days)
Dec 21, 2022 (7 days)
All Inclusive
All Inclusive
Deluxe Room
Get 91 Miles
was $2,185 Save 16%
$1,835PP
taxes & fees
Emotions By Hodelpa Puerto Plata
Dec 22, 2022 (7 days)
Dec 22, 2022 (7 days)
All Inclusive
All Inclusive
Superior Room
Get 86 Miles
was $2,015 Save 14%
$1,725PP
taxes & fees
Blue Bay Villas Doradas
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Room
Get 71 Miles
was $1,437
$1,427PP
taxes & fees
Sunscape Puerto Plata Dominican Republic
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
All Inclusive
All Inclusive
Sun Club 1 Bedroom Suite
Get 78 Miles
$1,577PP
taxes & fees
Rio All Suite Las Vegas Hotel And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Deluxe Masquerade King Non Smoking
Get 23 Miles
was $1,381 Save 66%
$475PP
taxes & fees
Excalibur Hotel And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Royal Tower 2 Queen Room
Get 26 Miles
was $1,422 Save 63%
$531PP
taxes & fees
The D Las Vegas
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Deluxe 2 Queen
Get 29 Miles
was $1,532 Save 62%
$586PP
taxes & fees
Mgm Grand Hotel And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Studio King
Get 31 Miles
was $1,621 Save 62%
$620PP
taxes & fees
Harrahs Las Vegas
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Valley Deluxe Room 2 Queen Non Smoking
Get 26 Miles
was $1,337 Save 61%
$520PP
taxes & fees
Westgate Las Vegas Resort And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Signature Room
Get 28 Miles
was $1,478 Save 61%
$576PP
taxes & fees
Tropicana Las Vegas
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
1 King Club Tower Room
Get 33 Miles
was $1,710 Save 61%
$666PP
taxes & fees
Luxor Hotel And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Pyramid Premier 2 Queen Room
Get 28 Miles
was $1,433 Save 60%
$576PP
taxes & fees
The Linq Hotel And Experience
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Deluxe Room 2 Double Non Smoking
Get 27 Miles
was $1,325 Save 59%
$543PP
taxes & fees
Flamingo Las Vegas Hotel And Casino
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Flamingo Room King Non Smoking
Get 28 Miles
was $1,392 Save 59%
$565PP
taxes & fees
Mandalay Bay
Mandalay Bay
Winnipeg Las Vegas, Nevada
No Meals/Drinks
No Meals/Drinks
Resort Room King
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Resort Room King
Get 32 Miles
was $1,578 Save 59%
$654PP
taxes & fees
Sahara Las Vegas
Sahara Las Vegas Winnipeg Las Vegas, Nevada
No Meals/Drinks
No Meals/Drinks
Blanca King
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Blanca King
Get 28 Miles
was $1,357 Save 58%
$576PP
taxes & fees
Golden Nugget Las Vegas
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Run Of The House
Get 33 Miles
was $1,499 Save 56%
$665PP
taxes & fees
Treasure Island - Ti Las A Radisson Hotel
Dec 19, 2022 (7 days)
Dec 19, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Deluxe Room Run Of The House
Get 34 Miles
was $1,522 Save 55%
$688PP
taxes & fees
Las Vegas Hilton At Resorts World
Dec 22, 2022 (7 days)
Dec 22, 2022 (7 days)
No Meals/Drinks
No Meals/Drinks
Deluxe Room King
Get 52 Miles
was $1,691 Save 38%
$1,042PP
taxes & fees

Cheap Christmas & New Year's Vacation Packages, Winter Vacations from Winnipeg. Christmas is just around the corner and booking your holiday now will ensure that you get the date, destination & resort that you want! Don\'t delay, search for your perfect Winter Vacation Package to the Sunny South Today and Save.