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Here are your travel contests for this week. You can win trips to the Tokyo, Japan; Orlando, Florida; Costa Rica; the Azores; Antigua; the Super Bowl in Miami, Florida; Breckenridge, Colorado; Prince Edward Island, Canada; St. Lucia; 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 Tokyo, Japan

Win a trip to Orlando, Florida

  • Round-trip airline tickets to Orlando
    Five (5) day/ Four (4) night stay at the Walt Disney World Swan and Dolphin Resort
    Four (4) Tickets to the 2020 NFL Pro Bowl Game on January 26 with premium seats
    Four (4) passes to the NFL Pro Bowl Skills Showdown
    Four (4) Two-day tickets to your choice of Orlando theme park
    Full size rental vehicle for five (5) days
  • Enter by December 13, 2019

Win a trip to Costa Rica

  • 3 nights stay at the Park Inn Hotel in San Jose
  • 2 nights stay at the Los Lagos Hotel in Arenal
  • 2 nights stay at El Establo Hotel in Monteverde
  • Includes daily breakfast and one dinner
  • Meet & greet in airport, roundtrip airport transportation
    Sightseeing that includes: Hike in Arenal Volcano, Ecotermal Hotsprings, Hike in Monteverde Cloudforest
  • $550 cash from Sourced Adventures and The Tasting Board
  • Fashionable handbags for all travel needs from Parisa Wang, $250 value
  • All-Natural skincare products for travel from Shankara Naturals, $250 value
  • 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 December 14, 2019

Win a trip to the Azores

  • Grand Prize (total value of $3000)
  • Suggested itinerary Flight into Terceira Island, one of the larger islands of the Azores, surrounded by rolling hills and sea views. Hotel for 3 nights in Terceira Island.
  • Flight from Terceira Island to Faial. Hotel for 2 nights in Faial. Flight from Faial to Sao Miguel, a glorious island filled with ocean views and volcanic scenery. Hotel for 3 nights in Sao Miguel. Flight out of Sao Miguel. This is a flexible vacation package. You will be able to select your number of nights on each island, desired activities, and hotels, as long as your selected vacation package stays under $3,000 The winner may select any other trip on TripMasters, provided that the total cost including taxes is under $3,000
  • 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), lives within the continental United States
  • Enter by December 15, 2019

Win a trip to Antigua

  • 4-night stay for two in a waterfront villa at the all-inclusive Hammock Cove Antigua
  • Resort activities, daily meals, and a complimentary 45-minute luxury spa treatment for two
  • $800 towards travel and spending from ShermansTravel, Luxury Link, Well+Good, and AFAR
  • An Away Carry-On provided by Here Magazine, $220 value
  • 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 December 15, 2019

Win a trip to the Super Bowl in Miami, Florida

  • One (1) grand prize winner (Grand Prize Winner) will receive a trip for Grand
    Prize Winner and one (1) guest of his/her choosing (Guest) to attend the professional
    championship football game on February 2, 2020, in Miami, Florida (Grand Prize). Grand
    Prize includes: roundtrip coach-class airfare for the Grand Prize Winner and a Guest between the
    major commercial airport closest to Grand Prize Winner’s residence (as determined by Sponsor
    in its sole discretion) and Miami, FL; two (2) nights hotel accommodations at a hotel selected by
    Sponsor in its sole discretion (single room, double occupancy); two (2) tickets to the game
    (specific seat location determined by Sponsor in its sole discretion); and $1,000.00 for incidental
    expenses such as transportation and meals awarded as a check (made payable in Grand Prize
    Winner’s name)
  • Sweepstakes is open to all legal US residents physically residing in the 50
    United States and District of Columbia who are 18 years of age or older
  • Enter by December 15, 2019

Win a trip to Breckenridge, Colorado

  • 2 prizes will be awarded. Each winner will receive 5 nights lodging in a Master One Bedroom Residence
    at Grand Lodge on Peak 7 and $3,000 cash
  • Must be 21 years of age or older at time of entry to be eligible for this contest, U.S. or Canada
  • Enter by December 18, 2019

Win a trip to Prince Edward Island, Canada

  • Return airfare for two from any major airport in continental North America
    Accommodation at Kindred Spirits Country Inn for one week
    Rental vehicle for one week
    250 dollars in vouchers for meals and entertainment
  • Contest is open to legal residents of Canada (excluding Quebec), the 50 United States of America or the District of Columbia, have reached the age of 19 at the time the entry is submitted
  • Enter by December 19, 2019

Win a trip to St. Lucia

  • Win a 3 night stay at Jade Mountain Resort with accommodations in the Moon Sanctuary
  • Breakfast and dinner & a spa treatment for 2 included
  • $1,000 for travel expenses courtesy of Bright Cellars and ELEVATOR
  • A pair of luxury golf shoes and personalized leather accessories valued at $499 courtesy of Royal Albatross
  • A Cannondale Treadwell bike & 1 year subscription to Peloton Magazine valued $1,100
  • 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 December 20, 2019

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

Want to see the newest travel contests? Go here!

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