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Here are this week’s travel contests. You can win trips to Tulum, Mexico; Los Angeles, California; the Maldives; Cancun, Mexico; England & Scotland; and more.

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

Win a trip to Tulum, Mexico

  • -4-days/3-nights at the Elements Tulum Boutique Hotel, a 4-star hotel in Tulum City Center.*
  • -$800 towards 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Read about my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Enter by July 21, 2022

Win a trip to see Dave Matthews Band at the Hollywood Bowl

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

  • A trip to see Dave Matthews Band perform at the Hollywood Bowl in Los Angeles on September 19 and 20, 2022. Prize includes:
    Two (2) premium concert tickets to the shows on 9/19 and 9/20
    Virtual meet-and-greet with Dave
    Autographed tour poster
    Round trip airfare for you and a guest
    Accommodations at 1 Hotel West Hollywood for two (2) nights for you and a guest
  • Open worldwide
  • Enter by July 24, 2022

Win a trip to the Maldives

  • Win a 5-day vacation at The St. Regis Vommuli Resort in the Dhaalu Atoll (flights included)
    Relax in a breathtaking overwater villa with a private deck and plunge pool overlooking coral atolls and sparkling turquoise lagoons
    Score $5000 to spend on tailored wellness experiences, a glass-bottom kayak tour, decadent dining, and more
  • Open worldwide
  • Enter by July 29, 2022

Win a trip to Cancun, Mexico

  • • 5-day/ 4-night all inclusive stay for a family of 4 at Dreams® Natura Resort & Spa
  • • $800 towards travel expenses
  • • $500 gift card to Free People
  • • $250 gift card to Tiny Rituals
  • 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 a resident of the United States of America and the District of Columbia (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, and other U.S. Territories)
  • Read about my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Enter by July 29, 2022

Win a trip to England & Scotland

Go on an adventure at home or when you’re away with a tour or activity via Get Your Guide.

Which travel giveaway are you most excited about winning this week?

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!

Note: I realize that right now may not be a good time to be traveling. However, as long as there are still contests available, I will continue to share them.  Hopefully, once this all passes, we’ll be able to freely enjoy traveling again, but for now, we can dream, & most of these contests have redemption deadlines long in the future. In the meantime, please practice social distancing & keep safe. Thanks!

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