Search Vacation Packages
+ Show more search options
Search Vacation Packages
+ Show more search options

Vacation Packages to Caribbean from Winnipeg

Our Latest Deals
Fly out of
and land in

Cheap Vacations to Caribbean from Winnipeg

Showing results 1 - 10 of 51
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 31, 2017
Supplied by: Sunwing Vacations
$895
taxes & fees included
$515 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 26, 2017
Supplied by: WestJet Vacations
$984
taxes & fees included
$859 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 31, 2017
Supplied by: Sunwing Vacations
$995
taxes & fees included
$615 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 30, 2017
Supplied by: Sunwing Vacations
$1005
taxes & fees included
$535 base + $470 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - March 9, 2017
Supplied by: Transat
$1077
taxes & fees included
$739 base + $338 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 9, 2017
Supplied by: Transat
$1077
taxes & fees included
$739 base + $338 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - May 6, 2017
Supplied by: WestJet Vacations
$1124
taxes & fees included
$999 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 30, 2017
Supplied by: Air Canada Vacations
$1149
taxes & fees included
$768 base + $381 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - May 6, 2017
Supplied by: WestJet Vacations
$1154
taxes & fees included
$1029 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 27, 2017
Supplied by: Transat
$1157
taxes & fees included
$819 base + $338 taxes/fees
Showing results 11 - 20 of 51
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 5 days
  Departures start - April 4, 2017
Supplied by: Sunwing Vacations
$1225
taxes & fees included
$845 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - March 17, 2017
Supplied by: Signature Vacations
$1235
taxes & fees included
$855 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 17, 2017
Supplied by: Signature Vacations
$1235
taxes & fees included
$855 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 30, 2017
Supplied by: Air Canada Vacations
$1259
taxes & fees included
$878 base + $381 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 6, 2017
Supplied by: Air Canada Vacations
$1293
taxes & fees included
$909 base + $384 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - April 3, 2017
Supplied by: WestJet Vacations
$1294
taxes & fees included
$1169 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - March 16, 2017
Supplied by: Signature Vacations
$1305
taxes & fees included
$925 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 3, 2017
Supplied by: WestJet Vacations
$1324
taxes & fees included
$1199 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 21, 2017
Supplied by: WestJet Vacations
$1334
taxes & fees included
$1109 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 21, 2017
Supplied by: WestJet Vacations
$1334
taxes & fees included
$1109 base + $225 taxes/fees
Showing results 21 - 30 of 51
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - April 3, 2017
Supplied by: Sunwing Vacations
$1335
taxes & fees included
$835 base + $500 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 22, 2017
Supplied by: WestJet Vacations
$1344
taxes & fees included
$1219 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 22, 2017
Supplied by: WestJet Vacations
$1354
taxes & fees included
$1229 base + $125 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 18, 2017
Supplied by: Air Canada Vacations
$1375
taxes & fees included
$879 base + $496 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 6, 2017
Supplied by: Sunwing Vacations
$1405
taxes & fees included
$905 base + $500 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 29, 2017
Supplied by: Sunwing Vacations
$1445
taxes & fees included
$975 base + $470 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 29, 2017
Supplied by: Sunwing Vacations
$1445
taxes & fees included
$975 base + $470 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - March 16, 2017
Supplied by: Signature Vacations
$1465
taxes & fees included
$1085 base + $380 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 29, 2017
Supplied by: Sunwing Vacations
$1465
taxes & fees included
$995 base + $470 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 29, 2017
Supplied by: Sunwing Vacations
$1465
taxes & fees included
$995 base + $470 taxes/fees
Showing results 31 - 40 of 51
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 26, 2017
Supplied by: WestJet Vacations
$1468
taxes & fees included
$1269 base + $199 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 18, 2017
Supplied by: WestJet Vacations
$1484
taxes & fees included
$1259 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 6, 2017
Supplied by: Air Canada Vacations
$1493
taxes & fees included
$1109 base + $384 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - March 13, 2017
Supplied by: Sunwing Vacations
$1495
taxes & fees included
$995 base + $500 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - April 11, 2017
Supplied by: WestJet Vacations
$1514
taxes & fees included
$1289 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 7 days
  Departures start - April 11, 2017
Supplied by: WestJet Vacations
$1524
taxes & fees included
$1299 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 29, 2017
Supplied by: Sunwing Vacations
$1535
taxes & fees included
$1065 base + $470 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - May 2, 2017
Supplied by: WestJet Vacations
$1573
taxes & fees included
$1349 base + $224 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 25, 2017
Supplied by: WestJet Vacations
$1574
taxes & fees included
$1349 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - April 26, 2017
Supplied by: WestJet Vacations
$1578
taxes & fees included
$1379 base + $199 taxes/fees
Showing results 41 - 50 of 51
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 6, 2017
Supplied by: Sunwing Vacations
$1605
taxes & fees included
$1105 base + $500 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 5, 2017
Supplied by: WestJet Vacations
$1608
taxes & fees included
$1409 base + $199 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - April 18, 2017
Supplied by: WestJet Vacations
$1618
taxes & fees included
$1419 base + $199 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - May 6, 2017
Supplied by: WestJet Vacations
$1778
taxes & fees included
$1579 base + $199 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - April 26, 2017
Supplied by: WestJet Vacations
$1864
taxes & fees included
$1639 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - March 24, 2017
Supplied by: Transat
$1959
taxes & fees included
$1513 base + $446 taxes/fees
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 7 days
  Departures start - May 2, 2017
Supplied by: Air Canada Vacations
$2034
taxes & fees included
$1529 base + $505 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - April 13, 2017
Supplied by: WestJet Vacations
$2054
taxes & fees included
$1829 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 5.0 stars
  Trip Length - 7 days
  Departures start - March 30, 2017
Supplied by: WestJet Vacations
$2114
taxes & fees included
$1889 base + $225 taxes/fees
Cheap Caribbean Vacation Package
   - 3.0 stars
  Trip Length - 10 days
  Departures start - April 14, 2017
Supplied by: Air Canada Vacations
$2253
taxes & fees included
$1779 base + $474 taxes/fees
Showing results 51 - 51 of 51
Cheap Caribbean Vacation Package
   - 4.0 stars
  Trip Length - 10 days
  Departures start - April 14, 2017
Supplied by: Air Canada Vacations
$2483
taxes & fees included
$2009 base + $474 taxes/fees
* Required
Chat with
a travel
expert!

*Prices are in CAD unless otherwise stated and subject to availability. Please refer to specific product's terms and conditions.

LOWEST AIRFARE GUARANTEE

Look here to find the lowest prices on flights to domestic and international destinations. Flight Centre's Lowest Airfare Guarantee promises you the best deals on flights within Canada and around the world. We'll beat any comparable airfare quote and that's our guarantee–if not, you fly free. ^Based on Canadian registered businesses & websites for travel departing within Canada. Written quote must be presented prior to booking.