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Here are this week’s travel contests. You can win trips to Paris, France; Maui, Hawaii; 500,000 HawaiianMiles; your choice of destinations in the USA; a California wine trip; Oakland, California; Italy; Los Cabos, Mexico; Orlando, Florida; Breckenridge, Colorado; Catalina Island, California; Arizona; Miami, Florida; Dollywood in Tennessee; Istanbul, Turkey; and more.

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

Do you find my weekly travel contest emails useful & have upcoming travel that you need to book? Use my travel resources page to make your bookings! There’s no cost to you, and you’ll be supporting my site. Thanks!

Win a trip to Paris, France

  • Pack your bags! Tripadvisor has teamed up with Staples to send one lucky winner and a guest on a dreamy trip to Paris (valued at $9,000). The trip includes:
  • Round-trip flights to Paris for two from the winner’s nearest major airport
    A four-night Paris hotel stay (double occupancy)
    $1,500 USD in spending money for the winner to use on trip “extras”
  • Must be at least 18+ and legal residents of the 50 U.S./DC
  • Enter by November 24, 2024

Win a trip to Maui, Hawaii

  • The lucky winner gets:
  • Roundtrip airfare (Economy) to Maui
  • 4-Night stay at Westin Maui Resort & Spa, Ka’anapali’s Hokupa’a Luxury Tower
  • $200 Game Card at Westin’s NEW Social Space, including TopGolf Swing Suites!
  • 2 Luau tickets
  • Transportation to/from airport
  • $500 Shopping Spree at the melin Whaler’s Village Customer Experience Lab Hawaii
  • Open only to legal United States residents who are physically located and residing in the fifty (50) United States or the District of Columbia, excluding residents of the states of Florida, New York and Rhode Island.  Entrants must be at least twenty-one (21) years of age
  • Enter by November 30, 2024

Win 500,000 HawaiianMiles

  • Five (5) winners [one (1) winner from each Eligibility Area] will each receive 500,000 HawaiianMiles (conditions apply) (“Prize”). The approximate retail value (“ARV”) of each Prize is USD $12,500
  • open to legal residents of the 50 U.S./D.C.; all states and territories (excluding South Australia) within Australia; South Korea; Japan; and New Zealand (“Eligibility Areas”, each an “Eligibility Area”), who are at least eighteen (18) years of age
  • Enter by November 30, 2024

Win a trip to your choice of “Best of the Best” destinations in the United States

  • One (1) Grand Prize: There will be one (1) Grand Prize awarded to be fulfilled by Sponsor. The prize Winner will receive the following prize package: four (4) nights’ trip for the Winner plus one (1) guest to a Tripadvisor Travelers Choice Awards “Best of the Best” US destination. Winner may select which Best of the Best US destination they would like to travel to.
    The approximate retail value (“ARV”) of the Prize not to exceed $8,000.
  • Open to US residents (excluding Hawaii) who are 21+
  • Enter by December 31, 2024

Win a California Dream Wine Trip

Win a trip to Oakland, California

  • FIRST PLACE: Two (2) roundtrip tickets on Southwest Airlines to Oakland, CA, two (2) nights at the Kissel Uptown Oakland (one room, double occupancy), six (6) Dining Certificates to Oakland Restaurants of the winner’s choice – Two (2) Breakfast at $80 each, two (2) Lunch at $120 each and two (2) Dinner at $300 each.
  • SECOND PLACE: Two (2) roundtrip Capitol Corridor tickets to Oakland, CA, one (1) night at the Waterfront Hotel (one room, double occupancy), complimentary hotel parking, three (3) Dining Certificates to Oakland Restaurants of the winner’s choice – One (1) Breakfast at $80, One (1) Lunch at $120 and One (1) Dinner at $300.
  • THIRD PLACE: A one (1) night stay at the Oakland Marriott City Center (one room, double occupancy), complimentary hotel parking, two (2) Dining Certificates to Oakland Restaurants of the winner’s choice – One (1) Dinner at $300 and One (1) Breakfast at $80.
  • open to legal residents of the 50 United States and the District of Columbia (excluding Alaska), age 18 or older
  • Enter by November 22, 2024

Win a trip to Italy

  • Six (6) winners will each receive a seven (7) day/six (6) night trip for winner and one (1) travel companion to Milan, Bergamo and Venice, Italy. Trip includes round-trip economy air transportation from major international airport nearest winner’s home to Milan, Italy and returning to major international airport nearest winner’s home from Venice, Italy. Two (2) nights’ Sponsor-specified hotel accommodations (double occupancy) in each destination: Milan, Bergamo, and Venice, Italy; train tickets from Milan, Italy to Bergamo, Italy and from Bergamo, Italy to Venice, Italy. Ground transportation between destination airport and Sponsor-specified hotel in Milan and return ground transportation between Sponsor-specified hotel and major international airport in Venice, Italy, and a $500 check for winner (ARV $6,900.00 each)
  • open only to legal residents of the 50 U.S. and D.C., who are 18 years of age and the age of majority in their state/jurisdiction of residence or older
  • Enter by November 25, 2024

Win a stay in Los Cabos, Mexico (does not include airfare)

  • Paradise Awaits in Los Cabos!
  • You could win a 3-night all-inclusive stay for two at Pueblo Bonito Pacifica Golf & Spa Resort in Los Cabos, Mexico.
  • Two lifetime subscriptions to Journo Travel App valued at $1000.
  • 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)
  • Enter by November 30, 2024

Win a trip to Orlando, Florida

  • There will be One (1) Prize (“Prize”) awarded. The prize winner (“Winner”) will receive a four (4) day, three (3) night trip for Winner and up to three (3) guests (“Guests”) to Universal Orlando Resort in Orlando, Florida (“Trip”).
  • Trip will include: Trip will include round trip economy class air transportation for Grand Prize Winner and up to three (3) guests from a major commercial airport near Grand Prize Winner’s home (as determined by Universal Orlando in their sole discretion) to Orlando, FL; three (3) nights’ standard hotel accommodation (one room, quadruple occupancy, room and tax only) at Universal Cabana Bay Beach Resort or at another Universal Orlando Resort hotel (as determined by Universal Orlando in their sole discretion); non-exclusive ground transportation to and from airport and hotel in Orlando, FL; and Universal Orlando 3-Park 3-Day Park-to-Park tickets for admission to Universal Studios Florida, Universal Islands of Adventure and Universal Volcano Bay water theme park, for Grand Prize Winner and up to three (3) guests.
  • Must be at least 21 years of age and a legal resident of, and located within, one of the 50 United States, or the District of Columbia
  • Enter by November 30, 2024

Win a trip to Breckenridge, Colorado

  • 5-night stay in a 900 square foot one-bedroom residence at the Grand Colorado on Peak 8.
  • $1,000 cash to use on airfare, transportation and more!
  • $150 resort credit for on-site activities, Infinity Spa, food and drinks.
  • Must be 21 years of age or older at time of entry to be eligible for this contest and a legal resident of the fifty United States and Washington, D.C. 
  • Enter by November 30, 2024

Win a stay in Catalina Island (does not include airfare)

  • Boat trip to Catalina Island, the crown jewel of the Channel Islands, where you can rejuvenate your mind, body, and spirit amidst breathtaking nature. Enjoy activities like running, kayaking, zip lining, and scuba diving for an adventure of a lifetime!
  • 2 nights stay at the Hotel Atwater, steps from the beach.
  • $500 worth of ocean-inspired jewelry from Gogh Jewelry Design
  • $100 Gift Card to pushmydough.com – European Bakery
  • $150 Spa & Wellness Gift Card from Spa Week Media
  • $100 worth Meditation Tools from Inspirations & Celebrations
    $100 Gift Card to wine awesomeness
  • 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 a resident of the United States of America and the District of Columbia
  • Enter by November 30, 2024

Win a trip to Arizona

Win a trip to Miami, Florida (no donation required)

  • What You Can Win
    Meet Jason Derulo on stage at Y100’s Jingle Ball in Miami on December 21, 2024 and snap a selfie together to capture the moment
    Prime seats at the show, putting you in the heart of the action to see performances from Jason Derulo, Camila Cabello, The Kid LAROI, Benson Boone, Saweetie, Khalid, Tinashe, and T-Pain and more
    Luxury transportation to the show in a Rolls Royce
    Round-trip airfare for you and a guest
    Hotel accommodations for two nights
    Good feels knowing you helped bring the HAPPY to Make-A-Wish kids with critical illnesses
  • Open worldwide
  • Enter by December 1, 2024

Win a trip to Dollywood in Tennessee

  • Grand Prize: One (1) Grand Prize consisting of (i) four (4) two-day admission tickets to
    Dollywood Theme Park and Dollywood’s Splash Country; (ii) one (1) Two Hundred and
    00/100 Dollar ($200) meal certificate valid on food and beverage at Dollywood Theme
    Park and Dollywood’s Splash Country; (iii) three (3) nights’ hotel accommodations in a
    Standard Room for four (4) people at Dollywood’s DreamMore Resort and Spa; (iv) a
    gift bag of Dollywood-themed merchandise; (v) roundtrip airfare for four (4) people (not
    to exceed a value of $500 per person); (vi) a four (4) day car rental (not to exceed a value
    of $50 per day) and (vii) one (1) case of Little Debbie® Oatmeal Crème Pies (total ARV
    $4,400.00).
  • open to all legal residents of the contiguous United States and the District of Columbia who are at least eighteen (18) years or older (nineteen (19) years or older for Alabama and Nebraska residents)
  • Enter by December 2, 2024

Win flights to Istanbul, Turkey

  • There will be 1 winner. The winner will win 2 x Turkish Airlines return economy flights for the winner and a guest, valid from an international airport in mainland USA to Istanbul International Airport in Turkey
  • open to legal residents of the 50 states of the United States of America (the “USA”) and the District of Columbia aged 18 or over
  • Read about craft beer in Istanbul, Turkey
  • Read about the Museum of Innocence in Istanbul, Turkey
  • Enter by December 4, 2024

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!

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Hi, I'm Jonathan, the traveler, writer, photographer, enthusiast, & terrible dancer of Everybody Hates A Tourist with decades of travel expertise. I've visited over 40 countries so far. Join me as I share my personal experiences finding the best food, craft beer, cocktails & spirits, wine, culture, & history around the world!

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