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Here are your travel contests for this week. You can win trips to Cabo San Lucas, Mexico; Key West, Florida; the 2020 Tony Awards in New York City; a Game of Thrones cruise in Croatia; South Africa, Spain, Anguilla; 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 Cabo San Lucas, Mexico

  • 3-night all inclusive stay at Pueblo Bonito Pacifica Resort
  • $250 to shop TKEES
  • 2 LARQ Bottles with travel sleeves
  • $150 worth of Health-Ade Kombucha!
  • 2 carry-on suitcases from Arlo Skye
  • $100 gift card to shop Hemsmith
  • $1,000 travel voucher from our partners COOLS, Rank & Style, Health-Ade, and LARQ
  • Enter by June 6, 2019

Win a trip to Key West, Florida

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

  • 3-night stay at 24 North Hotel
  • in Key West, Florida
  • $600 flight voucher from our partners
  • Way of Will, O-LIVE, Sand + Sky, Nurx
  • $150 gift card to TKEES
  • $150 bundle of essential oil body care from Way of Will
  • The Ultimate Recharge Kit
  • from Sand + Sky
  • Enter by June 6, 2019

Win a trip to the 2020 Tony Awards in New York City

  • Round-trip coach class airfare for two (2) to New York City
    Two (2) tickets to the 2020 Tony Awards®
    Two (2) tickets to (2) two Broadway shows (TBD)
    Hotel accommodations for three (3) nights and more!
  • Enter by June 6, 2019

Win a Game of Thrones cruise in Croatia

  • 7 nights on board a luxury yacht cruise with breakfast and lunch included daily and a private balcony
    Game of Thrones filming locations tour in both Split and Dubrovnik, with English speaking Game of Thrones expert
    Croatia’s leading Game of Thrones expert as the guide in Dubrovnik
    Visits the spectacular Krka National Park and beautiful waterfalls
    Discover Croatia’s iconic UNESCO listed cities
    Enjoy beach side cocktails on the Cosmopolitan island of Hvar
    Game of Thrones welcome pack on arrival
    Enjoy an epic farewell party in the Kings Landing
    International return economy flights
  • Enter by June 8, 2019

Win a trip to South Africa

  • A trip for a family of 4 to 3 nights at Hippo Hollow Country Estate near premier wildlife watching destination, Kruger National Park + 3 nights at Hollow on the Square in the vibrant City of Cape Town. Courtesy of Jumbari Family Safaris
  • $200 Gift Card courtesy of Global Belly
  • $200 cash voucher towards your flight and a one-year subscription for great airline deals courtesy of Matt’s Flights
  • 2 year membership and apparel courtesy of ReddyYeti ($226 value)
  • $500 gift card courtesy of Weekend Briefing
  • Enter by June 8, 2019

Win a trip to Spain

  • One (1) Grand Prize winner will receive a trip for two (2) to Madrid and Ribera and Rueda
    wine regions, Spain with an Approximate Retail Value (“ARV”) of $6,000. The Grand Prize winner
    and his/her guest will each receive: an airline travel voucher with an ARV of $1,000 per person; a five
    (5) night stay in a luxurious and classic hotel in Madrid (1 night) and Valladolid (4 nights) (single
    room/double occupancy) with an ARV of $2,000 as determined by Sponsor in its sole discretion and an
    entertainment package that includes: two meals (lunch/dinner) in Madrid, four meals (lunch/dinner) in
    Ribera and Rueda wine regions and four bodega visits
  • Enter by June 10, 2019

Win a trip to Anguilla

  • 3 nights at Malliouhana, Auberge Resorts Collection
    + a dinner for two at Cafe Celeste
    + complimentary breakfast daily
  • $500 towards airfare courtesy of In the Know Experiences
  • $500 Frescobol Carioca gift card
  • $500 Fivestory New York gift card
  • 2 Away Bigger Carry-Ons provided by Here Magazine
  • Enter by June 12, 2019

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

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