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Here are this week’s travel contests. You can win trips to Tulum, Mexico; Thailand; Florida; Los Angeles, California; Greece; Miami, Florida; 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

  • One lucky entrant will win:
  • Four-day, three-night stay for two adults at Tulum‘s Boutique Villas of Una Vida between June 1, 2021 – October 25, 2021
    Daily breakfast for two on your lush, private patio or poolside
    Hari Mari apparel & footwear to outfit your trip for two
    Private Cenote tour for two
    $500 American Airlines travel voucher
  • open only to those who sign up at the online sweepstakes page and who are at least 18+ years old at the time of entry. The sweepstakes is open to the legal residents of the United States
  • Read about my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Enter by May 19, 2021

Win a trip to Thailand

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

  • Be flown out to Chiang Rai, Thailand for six days at the 5-star Anantara Golden Triangle Elephant Camp & Resort
  • Spend a night in a transparent Jungle Bubble perched above an elephant habitat and four nights in a spacious suite
  • Enjoy a $1,000 stipend, spa treatments, gourmet Thai food, private yoga, meditation with a Buddhist monk and more
  • Open worldwide
  • Enter by May 20, 2021

Win 2 Delta Airlines tickets

  • Two Round trip tickets to anywhere Delta Airlines flies
  • must be at least 18 years of age and a resident of the United States or Canada
  • Enter by May 23, 2021

Win a trip to Florida

  • The approximate retail value of all prizes is $2,000. The prizes are: Free trip to Florida.
  • open only to those who sign up at the online sweepstakes page and who are at least 13+ years old at the time of entry. The sweepstakes is open to the legal residents of the Worldwide
  • Enter by May 23, 2021

Win a trip to South Africa

  • The main prize includes:
  • A 7-day getaway for 2 people sharing at Oase by 7 Star Lodges in South Africa.
    All meals and drinks throughout the stay.
    Economy Class flights departing from the winner’s nearest international airport, to and from Johannesburg’s Oliver Tambo International Airport, South Africa.
    Economy class flights from Johannesburg to and from Hoedspruit (Eastgate Airport).
    If arrival times do not permit same-day connections to Hoedspruit, guests will stay overnight in the 5-star InterContintental Johannesburg O.R Tambo Airport Hotel before continuing onward travel the next day. The same may apply for departure flights.
    Transfers between the hotel and airport in Johannesburg where applicable
    Transfers between the airport and the lodge.
    Self-drive, game drives using the Oase Lodge’s 4×4 vehicle.
    Guided walks inside the resort
    One private bush dinnerParticipants must be over 18 years old and legally able to participate under local law.This Promotion is open to residents in any of the following countries: USA, UK, Australia, New Zealand; Canada, South Africa, Ireland, France, Germany, Netherlands, Spain, Belgium, Denmark, Norway, Sweden, India, Finland, Mexico, except where local laws prohibit. Exceptions to the above are the following: Florida, New York, Rhode Island in the USA; ACT, Northern Territory and Southern Australia in Australia and Quebec in Canada.
  • Enter by May 24, 2021

Win a trip to Los Angeles, California

  • Score an unforgettable brunch date with Ariel Winter
  • Join Ariel at one of her favorite LA restaurants to hang out and talk about anything from playing Sofia the First to set life on Modern Family
  • Be flown out to Los Angeles and put up in a four-star hotel
  • Support the CCHS Foundation and their work to fund research and resources for families in need
  • Enter by May 25, 2021

Win a trip to Greece

  • Spend a week sailing around Greece on a luxury yacht charter with The Moorings
  • Enjoy gourmet meals cooked by your on-board chef, a $1,000 stipend, watersports equipment, housekeeping, AC and a customizable itinerary
  • Be flown out to Athens and put up in a 4-star hotel
  • Open worldwide
  • Enter by May 26, 2021

Win a trip to Miami, Florida

  • • 4 nights accommodation for 2 in an Oceanfront Suite in South Beach, Miami
  • • $1600 in Airfare and Travel Credit
  • 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 May 29, 2021

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 is not 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 enjoy traveling again, but for now we can dream. In the meantime, please practice social distancing & keep safe. Thanks!

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