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Here are your travel contests for this week. You can win trips to Peru; the Galapagos Islands; Italy & Austria; a Caribbean cruise; the Cayman Islands; Maui, Hawaii; Vail, Colorado; and more.

Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests and please share this post with friends who might take you along if they win!

Win a trip to Cusco, Peru

  • • Four-night stay for two in a Classic Inca room
  • • Daily breakfast and one chef’s tasting dinner for two
  • • Private chef-led tour through the famous San Pedro Market with a cooking lesson for two
  • • $250 towards travel from Wine Awesomeness
  • • 5 great travel reads and cookbooks, including Salt, Fat, Acid, Heat; The Joy of Cooking; 7-Day Apple Cider Vinegar Cleanse; Wherever You Go; and The Art of Flaneuring, provided by Simon & Schuster
  • Open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and lives within the continental United States
  • Enter by January 31, 2020

Win a trip to the Galapagos Islands

Book your hotel in Travel Contests - Win A Free Trip! now!

  • – Three night stay for two at the luxurious Pikaia Lodge
  • – Daily breakfast for two
  • – Guided land excursion of the highlands of Santa Cruz
  • – $800 gift card from Kintsugi, Afar, Acanela, & She Finds to use toward travel
  • Open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and lives within the continental United States
  • Enter by January 31, 2020

Win a trip to Italy & Austria

  • 2 x 10-day tour from Venice to Vienna (provided by Intrepid)
    2 x return flights
    2 x additional bookending hotel stays
  • Open globally to people aged 18 or over
  • Enter by January 31, 2020

Win a Caribbean cruise

  • GRAND PRIZE: One (1) 7-Night Eastern or Western Caribbean Disney Cruise Line® vacation
    leaving from Port Canaveral, Florida for winner and three (3) guests, to be taken aboard the Disney Fantasy
    (the “Ship”). Vacation package includes:
    a. Round trip air travel for four (4) on Southwest Airlines® from the closest major U.S. airport to
    Orlando International Airport (subject to Air Travel Restrictions set forth below) provided, however,
    if winner resides within 250 miles of the Walt Disney World® Resort, air travel will not be provided;
    b. Round trip ground transportation from Orlando International Airport to Port Canaveral, Florida; and
    c. 7-Night Eastern or Western Caribbean Cruise on the Ship leaving from Port Canaveral, Florida for
    winner and three (3) guests including:
    i. One (1) stateroom onboard the Ship (maximum occupancy four (4) people
    (location/category at the discretion of Disney Cruise Line);
    ii. All meals onboard the Ship (except Palo and Remy fine-dining restaurants); and
    iii. Onboard pre-paid gratuities, taxes, fees, and port expenses
  • Open only to legal residents of the fifty (50) United States and the District of Columbia (excluding Alaska) who are at least nineteen (19) years old
  • Enter by January 31, 2020

Win a trip to the Cayman Islands

  • Round trip air travel* on Southwest Airlines® for winner and one (1) guest to Owen Roberts International Airport, Grand Cayman (GCM).
    Four-night double accommodations at Grand Cayman Marriott.
    A $150 food and beverage credit, per stay.
    Round trip airport/hotel transfers.
  • Open to legal residents of the 50 U.S. and D.C. (excluding Alaska), age 21 or older at time of entry
  • Enter by January 31, 2020

Win a trip to Maui, Hawaii

  • Round-trip coach airfare to Maui for two people will be provided from any major U.S. or Canada airport (maximum limit of $1,000 for each round-trip fare). The approximate retail value for both fares is $2,000. Travel insurance is not included. Travel must be completed by December 31, 2020 and will be arranged directly by organizers of this contest. Some blackout dates for accommodations may apply, based on availability of the Maui Kai Kaanapali Condominium Junior Suite. The approximate retail value of the five consecutive-night stay at Maui Kai Kaanapali is $1,295. The approximate retail value of the Budget Rent A Car five day car rental is $250. The approximate retail value of the Blue Hawaiian Helicopters Tour is $638. The approximate retail value of the Maui Ocean Center pass is $111. The approximate value of the Bike Maui Sunrise Special for two is $260. The approximate total retail value of all prizes is $4,284.
  • Open to legal U.S. and Canada (excluding Quebec) residents only. Entrants must be 21 years or older
  • Enter by January 31, 2020

Win a trip to Maui, Hawaii

  • Winner will receive a $5,000 credit for flights and Vrbo accommodation in Maui, HI.
  • Open only to legal residents of the 50 United States and D.C. (excluding all USA territories and external commonwealths) who are 18 years of age and the age of majority in their state of residence or older
  • Enter by January 31, 2020

Win a trip to Vail, Colorado

  • Two (2) Roundtrip flights from Winner’s nearest major airport to destination airport for Winner and their travel
    companion. Shuttle service will be provided to transport Winner and their travel companion to and from airport
    and hotel accommodations.
    • Four (4) nights hotel accommodations.
    • Three (3) days of lift tickets for Winner and guest.
    • Two (2) VIP Credentials to the 2020 Burton U.S. Open Snowboarding Championships to be held in Vail, Colorado
    February 24th – 29th , 2020, including two (2) USO VIP backpacks filled with various USO apparel and two
    (2) tickets for access to the Burton U.S. Open closing party at the Dobson Ice Arena on February 29th 2020.
  • Open to all legal residents of the fifty (50) United States and the District of Columbia (“D.C.”), excluding Rhode Island, who are at least twenty-one (21) years of age or older
  • Enter by February 3, 2020

Why not share this post with your friends? If they win, maybe they’ll take you!

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