Explore A New Destination
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Welcome to our site!

Winner Destination, a boutique travel agency, was launched in 2012 to help individuals or groups to have a winning vacation experience. Whether it is a cruise, a family trip, or a honeymoon or destination wedding - we are here to help plan the perfect trip for you!

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Sunny Vacation Destinations

HawaiiMexicoBermuda

Artistic and Cultural Destinations

ItalyFrance

Destinations for the Adventurer

AlaskaNepal

Featured Specials


Essential Hawaii
7 nights starting at $1,679.00
from Cosmos
available 7/12/2019 - 11/1/2019
7 Days, Iberian Influences
7 nights starting at $3,430.00
from Crystal Cruises
available 11/5/2019 - 11/12/2019
7 Night Caribbean And Antilles
7 nights starting at $449.00
+ $126.99 taxes/fees
from MSC Cruises
available 8/31/2019 - 9/7/2019
Eastern Caribbean
7 nights starting at $629.00
+ $136.80 taxes/fees
from Princess Cruises®
available 12/8/2019 - 12/15/2019
Papeete to Papeete - Wind Spirit
7 nights starting at $1,799.00
from Windstar Cruises
available 3/7/2019 - 3/14/2019