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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!

Here are your travel contests for this week. You can win trips to Mexico; Mallorca, Spain; Paris, France; the Bahamas; New Orleans, Louisiana; Massachusetts; Japan; Prince Edward Island, Canada; Sonoma, California; 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 Cancun, Mexico (does not include airfare)

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

  • One 4-night stay for two at the beautiful Grand Fiesta Americana Coral Beach Cancun All Inclusive Spa Resort
    $150 gift card to Sozy
    $125 gift card to Panda Sunglasses
    $150 gift card compliments of 1440
    $285 gift card compliments of Ally Shoes for a pair of high heels
    $100 gift card compliments of POPSUGAR
  • 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
  • Read about my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Enter by December 11, 2020

Win a trip to Mallorca, Spain

Win a trip to Paris, France

  • GRAND PRIZE: Valid for two guests:Chocolates from top French chef Alain Ducasse, courtesy of Galeries Lafayette Haussman, Paris. 4 Nights Boutique First Class hotel (one room), daily breakfasts for two at a boutique first class hotel (one room), private arrival and return-transfer, half day private tour of Paris, 2 economy class flights from the east coast (New York, Washington D.C., Boston etc.) with a minor supplement from other U.S. cities. Valid for Travel April 1,2021 through December 1st, 2022 excluding Christmas and New year’s eve and Important Convention periods in Paris
  • open only to legal residents of the fifty (50) United States, the District of Columbia and Puerto Rico who are at least twenty-one (21) years old
  • Enter by December 14, 2020

Win a trip to the Bahamas

  • Relax on a 6-day getaway to Kamalame Cay, a private island in The Bahamas off the coast of the world’s third-largest barrier reef
  • Soak up the sun on pristine beaches, snorkel in the crystal clear turquoise waters or bike your way around the island’s white sand roads
  • Enjoy a $2,000 stipend to get the most out of the resort’s amenities like the region’s finest cuisine and The Bahamas’ only overwater spa
  • Be flown out to The Bahamas and stay in a luxe Beach Bungalow at Kamalame Cay Resort
  • Enter by December 15, 2020

Win a trip to New Orleans, Louisiana

  • Two (2) Grand Prize winners will receive:
  • Two (2) nights, three (3) days luxury accommodations for two (2) at the Bourbon Orleans Hotel or Le Pavillon Hotel in New Orleans (based on availability)
    Two (2) tickets to two (2) top New Orleans attractions
    Dinner for two (2) at The Rib Room Restaurant in the historic French Quarter (alcohol not included)
    $500 travel credit to be paid via Visa (or similar) gift card(s) upon arrival in New Orleans
  • open only to legal residents of all fifty states in the United States of America and the District of Columbia who are at least 21 years of age
  • Enter by December 15, 2020

Win a trip to Plainville, Massachusetts

  • YOUR illustration, drawn by best-selling author, Jeff Kinney, autographed and framed!
    A trip to Plainville, MA to Jeff Kinney’s whimsical bookstore, An Unlikely Story
    A private tour of the Wimpy Kid studio
    Lunch with Jeff in his bookstore cafe
    A chance to sing karaoke with Jeff on the back of his Löded Diper TV screen
    Photo op in Jeff’s “thinking chair” where he often brainstorms ideas for upcoming books
    A Wimpy Kid gift basket filled with autographed items
    Roundtrip airfare and hotel accommodations for two (2) nights for you and a guest. (Your family is welcome to join you for this experience, but travel is included for winner and guest only.)
  • Enter by December 15, 2020

Win 100,000 Alaska Airlines Mileage Plan miles

  • One (1) grand prize Winner as detailed below, will win:
    100,000 Alaska Airlines Mileage Plan™ miles,
    One (1) Second Prize Winner as detailed below:
    One (1) voucher for up to four (4) guests for the “Animals in Action” special experience at the San Diego Zoo. Same day admission for four (4) persons to the San Diego Zoo included. Approximate Retail Value (ARV) of prize is $628 and is subject to availability and scheduling.
    50,000 Alaska Airlines Mileage Plan miles
    One (1) Third Prize Winner as detailed below:
    One (1) voucher for up to four (4) guests for an Inside Look Tour special experience at the San Diego Zoo. Same day admission for four (4) persons to the San Diego Zoo included. Approximate Retail Value (ARV) of prize is $580 and is subject to availability and scheduling
    25,000 Alaska Airlines Mileage Plan miles
  • open only to legal residents of all fifty (50) United States and the District of Columbia who are at least eighteen (18) years or older (nineteen (19) years old or older for Alabama and Nebraska residents)
  • Enter by December 15, 2020

Win a trip to Japan

Win a trip to Paris, France

  • Enjoy a photography tour of Paris led by Wally Koval, the founder of Accidentally Wes Anderson, to be featured on the popular AWA Instagram
  • Go to the premiere of Wes Anderson’s new film, The French Dispatch, whenever it’s rescheduled
  • Score $2,000 and a copy of the Accidentally Wes Anderson book (signed by Wes Anderson!)
  • Be flown out to Paris for a 6-night stay at the Grand Amour Hotel
  • Anyone can enter worldwide
  • Enter by December 17, 2020

Win first class plane tickets anywhere in the world

  • YOU AND A FRIEND WILL:
  • Score $20,000 to put toward round-trip, first-class tickets to the destination of your choice (seriously… you can go anywhere!)
  • Say goodbye to the middle seat and hello to luxurious perks—from lie-flat double beds, Michelin-starred meals or even a rejuvenating, mid-flight shower
  • Support Dress for Success® and their work empowering women to achieve economic independence
  • Anyone can enter worldwide
  • Enter by December 17, 2020

Win a trip to Prince Edward Island, Canada

  • Return airfare for two from any major airport in continental North America
    Accommodation at Garden View Cottage for one week
    Rental vehicle for one week
    250 dollars in vouchers for meals and entertainment
  • Enter by December 20, 2020

Win a trip to Sonoma, California

  • MacArthur & Friends have teamed up to offer an idyllic wine country getaway in Sonoma, complete with luxe travel, accommodations, excursions and gifts:
  • Two (2) night stay for two (2) guests in a Suite at MacArthur Place in Sonoma, with early check-in & late check-out plus a $300 resort credit towards dining, spa & retail
  • Roundtrip airfare for two (2) on Surf Air to any destination that Surf Air flies on their scheduled network which includes LA, SF, Santa Barbara, Tahoe and pop-up flights to Sonoma, Monterey, Palm Springs, and more
  • Private wine tasting for two (2) at Kamen Estate vineyard, and a magnum of wine signed by Robert Kamen
  • $500 gift certificate for Ahlem eyewear
  • $500 gift certificate for Tappan Collective art
  • Custom MacArthur x Lola James Harper candle and signed 24 x 36″ art photograph from Lola James Harper founder, Rami Mekdachi
  • open to anyone who is at least twenty-one (21) 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
  • Read about craft beer in Santa Rosa
  • Read about craft beer in Rohnert Park
  • Read about craft beer in Cotati
  • Enter by December 21, 2020

Win a trip anywhere in the world

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to anywhere in the world in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip to Asia

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to Asia in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip to Australia & New Zealand

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to New Zealand & Australia in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip anywhere in the United States or Canada

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to the United States & Canada in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Which travel contest 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!

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