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Here are this week’s travel contests. There are tons of great sweepstakes to win this week!

You can win trips & prizes such as $100,000; $10,000 in OneKeyCash for Expedia, Hotels.com, and Vrbo; South Padre Island, Texas; Park City, Utah; a South African tour; $5,000 of decor; an all-inclusive Sandals resort stay; a $1,500 Saks Fifth Avenue gift card; Los Angeles, California; Australia; Walt Disney World in Orlando, Florida; Boston, Massachusetts; Thailand; Madrid, Spain; Barcelona, Spain; the Super Bowl; a Caribbean cruise; Orlando, Florida; the NBA All-Star Game in Los Angeles, California; a travel experience; New York City or Las Vegas, Nevada; Tempe, Arizona; and more. See all contest sites for specific terms and conditions.

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 $100,000

  • One (1) Prize: : The prize is one hundred thousand and 00/100 dollars ($100,000 USD) made payable to the winner.
  • open only to legal residents of the fifty (50) United States, the District of Columbia, Puerto Rico, Guam, American Samoa, US Virgin Islands, and Northern Mariana Islands, who are at least eighteen (18) years of age or older 
  • Enter by January 12, 2026

Win $10,000 of OneKeyCash for Expedia, Hotels.com, and Vrbo

  • Up to Ten (10) winners will each receive a Prize of$10,000 OneKeyCash™. Total value of all prizes: $100,000.00.
  • open only to legal residents of the fifty (50) United States, the District of Columbia, and Puerto Rico who are at least eighteen (18) years old (or the age of majority in the state you reside)
  • Enter by January 8, 2026

Win a trip to South Padre Island, Texas

  • You and a guest of your choice could win an all-expenses-paid vacation to South Padre Island (a $10,000 value). The grand prize trip will include a six-night stay near the beach, water sports, wildlife activities, and meals at local restaurants you’ll love.
  • Open to U.S. residents, 18+
  • Enter by January 31, 2026

Win a ski trip to Park City, Utah

  • A total of up to one (1) winner will be randomly selected to receive the following grand prize (collectively, the “Grand Prize”):
  • i. roundtrip, economy class air transportation for two (2) people (winner and 1 adult guest, age 21+) from the major airport nearest prize winner’s home to major airport nearest to Park City, UT;
  • ii. five (5) nights hotel accommodations (single room, double occupancy) at Deer Valley Ski Resort in Park City, UT;
  • iii. two (2) single day lift tickets and two (2) ski rental packages (each package consisting of: one (1) pair of ski boots; one (1) pair of skis; one (1) pair of ski poles; and one (1) helmet) at Deer Valley Ski Resort in Park City, UT for five (5) of such days; and
  • iv. One (1) of the following two (2) options depending on the winner’s location of residence:
  • i. If the proposed Grand Prize winner resides in the States of GA, ID, KS, MI, MS, NE, TN, or SC, or in any other jurisdiction within any other U.S. state where Sponsor’s products cannot be shipped to such winner (as determined by Sponsor in its sole discretion), then the Grand Prize winner shall receive $720.00 in the form of one (1) or more gift cards from Sponsor’s designated gift card provider, towards free non-alcoholic brews for one-year (based on $60 per month x 12 months). Gift cards are subject to the terms and conditions of the issuing gift card provider; or
  • ii. If the proposed Grand Prize winner resides in any location within the United States that permits the shipment of Sponsor’s products to the winner (as determined by Sponsor in its sole discretion) then the Grand Prize winner shall receive, free brews for a year in the form of twelve (12) consecutive monthly shipments of four (4) 6-packs of Athletic Brewing Company non-alcoholic malt beverage products to be selected from available year-round inventory
  • Open to residents of the fifty (50) United States and the District of Columbia who are 21 years of age or older
  • Enter by January 31, 2026

Win a tour of South Africa (does not include airfare)

  • This combo package consists of different guided tours and unguided free-time to explore Cape Town on your own.
    Zipline through dramatic scenery and over waterfalls in the Tsitsikamma forest
    Head deep underground to the illuminated wonder world of the Cango Caves
    Wine tasting on the world’s longest wine route; the Route 62.
    Spot some of Africa’s Big Five on a 4×4 safari at Addo Elephant National Park
    Hop aboard the Franschhoek Wine Tram for a scenic journey through the valley and experience the famed Cape Winelands.
  • Open worldwide, 18+
  • Enter by January 31, 2026

Win $5,000 of furniture & decor

  • $5,000 (USD) or $5,000 (CAD) worth of Kravitz Design merchandise
  • Open to residents of the fifty (50) United States, DC, (excluding RI), and Canada, 18+
  • Enter by February 3, 2026

Win a Sandals resort stay (new for Q1, previous entrants can enter again!)

  • There will be one (1) Grand Prize awarded following the conclusion of the Promotion Period. The Grand Prize Winner (“Winner”), upon confirmation of eligibility, will receive a 4-day/3-night “All-Inclusive” vacation package for two (2) adults (for travel a year from the printed prize certificate) to a Sandals Resort or Beaches Resort of Winner’s choice (excluding Sandals Royal Plantation, Sandals Barbados, Sandals LaSource and Sandals Emerald Bay) (“Prize” or “Grand Prize”). The Prize includes one room (double occupancy) Deluxe Suite and “All-Inclusive” amenities offered at the selected or designated resort, including local airport transfers, unlimited food and beverages (including premium brand drinks), an array of land and water sport activities (scuba diving for certified divers), daily and nightly entertainment, Wi-Fi in all rooms and public areas, resort gratuities and resort taxes. “All-Inclusive” amenities are subject to change and are to be determined by Sponsor in its sole discretion. The Grand Prize will be issued in the form of a prize certificate redeemable by filling in requested information and mailing back to the address indicated. The Grand Prize Winner must call the given telephone extension on the prize letter to arrange trip details. Note: Airfare is not included
  • open and offered only to legal residents of the USA and Canada, who are at least eighteen (18) years of age
  • Enter by March 31, 2026

Win a $1,500 Saks Fifth Avenue gift card (enter monthly!)

  • There is one (1) Grand Prize available.
    The Grand Prize consists of a $1,500 Saks Gift Card
  • Sweepstakes is open to legal residents of the 50 United States and the District of Columbia, age 18 and older
  • Enter by January 31, 2026

Win a trip to Los Angeles, California (no donation required)

  • What You Can Win
    An invitation for you and a guest to attend The Office Birthday Party with Rainn Wilson, Steve Carell, and Angela Kinsey in Los Angeles on January 29, 2026
    A courtside viewing experience of Rainn, Steve, and Angela’s tennis match
    A private dinner party and photo opportunities with Rainn, Steve and Angela
    Round-trip airfare to Los Angeles for you and a guest
    Hotel accommodations for two nights
  • Open worldwide
  • Enter by January 14, 2025

Win a trip to Australia (no donation required)

  • There will be 1 Prize awarded (“Prize” and/or “Prizes”), consisting of all the following:
  • Up to $4000 towards Roundtrip airfare to Australia and local transportation in Australia
    Up to $1000 towards Hotel Accommodations
    2 Tickets to see Ed Sheeran in Docklands – Melbourne, Australia on February 27, 2026
  • open only to legal residents of the United States of America who are 18 years old or older excluding residents of Rhode Island, Florida, and all United States Territories
  • Enter by January 23, 2026

Win a trip to Walt Disney World in Orlando, Florida (no donation required)

  • What You Can Win
    1-night stay at the Cinderella Castle Suite in Magic Kingdom® Park at Walt Disney World Resort for up to 4 people
    Breakfast at Cinderella’s Royal Table in the Cinderella Castle Suite
    2-night resort stay in a standard room at a Deluxe Disney Resort hotel
    Up to four 3-day Theme Park Tickets with Park Hopper® Option
    $500 Disney gift card for the winner
    Roundtrip airfare for up to 4 passengers
  • Open worldwide
  • Enter by February 4, 2026

Win a trip to Boston, Massachusetts (no donation required)

  • What You Can Win
    Two VIP tickets to your choice of four March dates in Boston to see Dropkick Murphys on their legendary St. Patrick’s Day tour
    Meet-and-greet with the band
    Merch package
    Round-trip airfare to Boston for you and a guest
    Hotel accommodations for two nights
  • Open worldwide
  • Enter by February 11, 2026

Win a trip to Thailand (no donation required)

  • The Pavilions Hotel & Resorts (Phuket, Thailand) Prize Package; Est. Retail Value: $10,000
    Includes 7 Night Resort Stay for two (2) in an Ocean Villa room category, daily massage, round trip transfers from the airport, breakfast included, and a Thai cooking class
    No person under the age of 18 shall be permitted to make a reservation.
    The responsibility of possessing a full-valid passport and/or visa where necessary is the responsibility of each individual traveling.
    Travel valid from April 1, 2026, to March 31, 2027
    Blackout dates apply from December 24, 2026, to January 10, 2027.
    $1,500 towards Airfare; Cash/Retail Value: $1,500
  • open only to legal residents of the United States of America who are 18 years old or older excluding residents of Rhode Island, Florida, and all United States Territories
  • Enter by March 1, 2026

Win a trip to Madrid, Spain (no donation required)

  • There will be 1 Prize awarded (“Prize” and/or “Prizes”), consisting of all the following:
  • up to $3000 towards Roundtrip airfare and transportation
    Up to $1000 towards Hotel Accommodations
    2 Tickets to see Bad Bunny in Madrid, Spain on June 15, 2026
  • open only to legal residents of the United States of America who are 18 years old or older excluding residents of Rhode Island, Florida, and all United States Territories
  • Enter by May 11, 2026

Win a trip to Barcelona, Spain (no donation required)

Win a trip to the Super Bowl in Santa Clara, California

Win a Caribbean cruise (airfare not included)

  • Enter to Win a 7-Night Caribbean Cruise!
    Make paradise your playground with Princess Cruises. Set sail on a 7-night escape where warm breezes, turquoise waters, and sun-soaked days await. Discover the Caribbean’s vibrant island cultures, hidden harbors, and sun-soaked beaches, where every shore brings new beauty and lasting memories. Onboard Princess’ newest ships, Sun Princess or Star Princess, you can experience a perfect balance of relaxation and adventure tailored for the whole family. Kids and teens enjoy discovery-driven fun, while parents can retreat to The Sanctuary, an adults-only haven of peace and pampering.
  • With Princess, your dream Caribbean vacation becomes an effortless reality!
  • Open only to legal residents of the 50 US/DC, Canada (excluding QC), or Puerto Rico, U.S. Virgin Islands, American Samoa, Guam, and Northern Mariana Islands, 18 years of age and older
  • Enter by January 12, 2026

Win a trip to Orlando, Florida

  • GRAND PRIZE: There is one (1) Grand Prize available consisting of one (1) 5 day / 4-night trip for the winner (“Winner”) and up to three (3) Guests to Universal Orlando Resort in Orlando, Florida (the “Trip”). The Trip includes:
  • (a.) Air transportation vouchers, provided by Frontier Airlines, for the Winner and up to three (3) Guests to Orlando, Florida from an airport served by Frontier Airlines (as selected at the sole discretion of Sponsor). Winner will receive one (1) flight voucher per traveler, and each voucher will have a value of $250 to be used against selected flights. Winner and Guests will be responsible for securing any transportation to/from the closest Frontier Airlines served airport to their home, any costs not covered by the provided flight voucher, and will be responsible for securing their own flights using the provided voucher;
  • (b.) Hotel accommodations for four (4) consecutive nights in a standard hotel room (one room, quadruple occupancy, room and tax only) at Universal Terra Luna Resort or at another Universal Orlando Resort hotel (as determined by Universal Orlando in their sole discretion);
  • (c.) Non-exclusive ground transportation to and from airport and hotel in Orlando, FL*; and;
  • (d.) Universal Orlando 3-Park 3-Day Park-to-Park PLUS 1-Day Universal Epic Universe Tickets for admission to Universal Studios Florida and Universal Islands of Adventure theme parks, Universal Volcano Bay water theme park, plus one (1) day admission to Universal Epic Universe, for Winner and Guests (tickets are subject to separate terms, conditions and restrictions which can be found on the ticket).
  • Open to legal U.S. residents residing in the 48 contiguous U.S. and D.C., who are at least 21 years of age
  • Enter by January 13, 2026

Win a trip to the NBA All-Star Game in Los Angeles, California

  • One (1) Grand Prize: A 6-day/5-night trip for two to NBA All-Star 2026 in Los Angeles, CA between February 11, 2026 and February 16, 2026 consisting of round-trip coach air transportation from major airport nearest to winner’s residence, standard double-occupancy hotel accommodations, and two (2) tickets to select NBA All-Star 2026 events designated by Sponsor, including but not limited to two (2) tickets NBA All-Star 2026 game.
  • only open to legal permanent residents of the fifty (50) United States, the District of Columbia, and Canada (excluding Quebec), who are the legal age of majority in their state of residence
  • Enter by January 14, 2026

Win a $10,000 CAD travel experience

Do you 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!

  • One (1) Grand Prize:
  • A travel experience of the winner’s choice, up to $10,000 CAD. Must be booked through Sponsor’s travel agent by Feb 28, 2026, and travel must be completed by Dec 31, 2026.
  • Open to legal residents of Canada (including Québec) and the United States, who are 21 years of age or older
  • Enter by January 15, 2026

Win a trip to New York City or Las Vegas, Nevada

Win a trip to Tempe, Arizona

  • One (1) Grand Prize consisting of two (2) 2-day general admission tickets to Extra Innings®️ Festival at Tempe Beach Park & Arts Park in Tempe, Arizona scheduled to take place on February 27, 2026 to February 28, 2026 (“Festival”), round-trip, economy class air transportation for two (2) from the major airport nearest prize winner’s home within the U.S. to the major airport nearest the Festival; one (1) double occupancy standard hotel room for three (3) nights / four (4) days; and a $300.00 USD pre-paid cash card to use toward ground transportation.
  • open only to natural persons who are legal residents of the 50 United States (and the District of Columbia), who have a valid social security or tax ID number, and who are at least twenty-one (21) years old
  • Read about craft beer in Tempe
  • Read about craft beer in Goodyear
  • Read about craft beer in Avondale
  • Read about craft beer in Litchfield Park
  • Read about craft beer in Mesa
  • Read about craft beer in downtown Phoenix
  • Read about the S’edav Va’aki Museum
  • Read about cocktail bars in Tempe
  • Enter by January 21, 2026

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!

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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