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Check out these interesting travel contests. You can win trips to Jamaica; Napa Valley, California; anywhere Southwest Airlines flies; New York City; Banff & Lake Louise, Canada; a remote destination; a ski trip to Utah; Las Vegas, Nevada; Bora Bora; Cartagena, Colombia; the Dominican Republic; and more. Good luck!

Win a trip to Jamaica

  • 5 Days, 5 Nights stay for two people in a Deluxe Verandah Suite; $1,100 to spend towards your airfare rewarded through a Visa Gift Card; $500 credit on
  • Enter by October 21, 2016

Win a trip to Napa Valley, California

  • 2 nights stay at the exclusive h2hotel
    Ultimate wine tasting experience
    Louis Vuitton travel bag courtesy of Portero
    $500 of airfare credit
    $250 of Minibar Delivery credit
  • Enter by October 21, 2016

Win a pair of roundtrip tickets anywhere that Southwest Airlines flies

  • We’re giving 25 lucky winners round trip travel for them and their +1, to anywhere Southwest flies, including flights to Mexico, Latin America, and the Caribbean.
    This is your chance to win!
  • Enter by October 24, 2016

Win a trip to New York City

  • 2 Nights at PUBLIC Hotel
    $500 in Airfare from A Hotel Life
    $500 shopping spree to Matt Bernson’s TriBeca Store
    IfOnly Photography + Foodie Tours through Brooklyn
    $500 shopping spree to ShopStyle
    Foodie splurge to PUBLIC Hotel’s market by Jean-Georges Vongerichten
  • Enter by October 24, 2016

Win a ski trip to Banff & Lake Louise, Canada (does not include airfare)

  • 4 nights accommodation with the Banff Lodging Company
    2 3-day tri-area lift passes valid at Mt. Norquay, the Lake Louise Ski Resort, and Sunshine Village
    Roundtrip ground transportation between Calgary International Airport and Banff with Banff Airporter
    2 3-day Mid Performance Rentals received directly at the Banff Ski Hub.
    1 pair of Salomon QST 106 skis: excel in all playgrounds with the QST 106, a powder-ready all day ski with on-piste reliability
  • Enter by October 24, 2016

Win a trip to a remote destination from CyberGhost

  • 1 trip for 2 persons for 7 days to the most voted destination of the contest with travel expenses and accommodation covered
  • Enter by October 25, 2016

Win a ski trip to Utah

  • Delta Airfare (2) to Salt Lake City
    3 Nights Lodging
    3 Days of Skiing/Snowboarding
    $150 Hertz Voucher
    Rossignol Skis or Snowboard
    Outside Magazine Subscription
  • Enter by October 26th – or possibly later! Contest wins after the first monster snow dump of the year

Win a trip to Las Vegas to see Manny Pacquiao fight on November 5th

  • A two(2) night stay for two (2) at a Las Vegas hotel (ARV $1600)
  • A $750 AmEx towards Travel Expenses (ARV $750)
  • Two (2) tickets to the Manny Pacquiao Fight on 11/5/2016 (ARV $400)
  • Dinner and Drinks (ARV $150)
  • Enter by October 26, 2016

Win a trip to Bora Bora

  • Trip package for two (2) people to Bora Bora. Trip package includes:
    Round-trip, coach-class air-transportation for winner and one (1) guest to Bora Bora from a major airport within the 48 contiguous US;
    Five (5) days / four (4) nights hotel accommodations at the Four Seasons based on single room/double occupancy; and
    Round-trip car transfers to/from destination airport and hotel.
    Tarte travel essentials valued at $1,000
  • Enter by October 28, 2016

Win a trip to Cartagena, Colombia

  • 4-night stay at Cartagena Vacation Rental’s luxury properties, including
  • Blue Apple Beach House on the exclusive island of Tierra Bomba
  • $1,000 credit to use for airfare
  • $250 in gift certificates for dinner at local restaurants
  • Complimentary transportation between the two accommodations
  • Enter by October 28, 2016

Win a stay in the Dominican Republic (does not include airfare)

  • Luxe accommodations at the Hard Rock Hotel & Casino Punta Cana. Situated on the pristine, sugar-white sands of Macao Beach in the Dominican Republic, the all-inclusive Hard Rock Hotel & Casino Punta Cana caters to healthy-minded travelers seeking a one-of-a-kind getaway to paradise
  • Lavish amenities
  • LES MILLS fitness classes
  • An endless array of world-class dining and entertainment options
  • Enter by October 28, 2016

Want to see previous weeks’ travel contests? Go here!

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