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Here are this week’s travel contests. You can win trips to Anguilla; the Venice Simplon-Orient-Express from Paris to Budapest; Santorini, Greece; San Diego, California; Austin, Texas; Japan; 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 Anguilla

  • Our winners will receive:
    Two (2) economy class roundtrip airline tickets to Anguilla
    One (1) five-day four-night stay for two at the Carimar Beach Club on breathtaking Meads Bay Beach
    Lunch for two (2) on Sandy Island
    Dinner for two (2) at the new Aurora Anguilla Resort & Golf Club
  • Must be 21 years of age as of the date of entry. The sweepstakes is only open to legal residents of the United States
  • Enter by December 1, 2021

Win a trip on the Venice Simplon-Orient-Express

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

  • YOU AND A FRIEND WILL:
  • Travel on the luxurious Venice Simplon-Orient-Express train from Paris to Budapest and back
  • Be pampered by your personal steward, enjoy gourmet meals by French chefs, experience elegant entertainment and more
  • Spend two nights at a 5-star hotel in Budapest and explore the city’s charms with a custom tour
  • Have the option to begin in London on the Belmond British Pullman (sister train to the VSOE)
  • Open worldwide
  • Enter by December 2, 2021

Win a trip to Santorini, Greece

  • -6-days/5-nights at the Alta Vista Suites, a 4-star hotel in Fira, Santorini*
  • -$900 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 lives within the continental United States
  • Enter by December 2, 2021

Win a trip to San Diego, California

  • YOU AND A FRIEND WILL:
  • Be flown out to San Diego and put up in a 4-star hotel
  • Get 4-day badges to SDCC with special access to Preview Night
  • Enjoy reserved seating in Hall H for the whole convention and a personal Comic-Con concierge to help you make the most of your experience
  • Score a private tour of the Comic-Con Museum, dinner in Balboa Park and tickets to the special event “Night at the Comic-Con Museum”
  • Open worldwide
  • Enter by December 7, 2021

Win a trip to Austin, Texas

  • A 3-night stay for two at the beautiful Omni Barton Creek Resort & Spa in Austin
    Breakfast for two daily
    One round of golf for two and a spa treatment for two at Mokara Spa
    $500 gift card to Italist.com
    $500 visa/amex gift card compliments of 1440
    $250 gift card to Roomongo
    $200 gift card to Cocoreefswim.com
  • 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 8, 2021

Win a trip to Japan

Win a trip to Florida

  • Prizing will include one 4 night stay for two to one of the following resorts: (1) Kimpton Key West: King Patio Room. 1/2 day adventure for two on Danger Charters. Valid through 12/21/22 (2) Kimpton Vero Beach Resort & Spa: Studio King or Queen. Daily Paddles by the Sea water sports package. Valid 12/15/22 (3) Kimpton Angler’s Hotel South Beach: Deluxe King. Ride Like a Local package. Valid 4/1/22 PLUS: -$1,100 in travel credits -$250 Tiny Rituals Gift Card
  • 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 13, 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 may 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 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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