Travel Contests: September 22nd, 2021 – Mexico, California, Tokyo, & more

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tulum ruins beach 700x525 - Travel Contests: September 22nd, 2021 - Mexico, California, Tokyo, & more

Here are this week’s travel contests. You can win trips to St. Barths; the Cayman Islands, Dominican Republic, or Mexico; Palm Springs, California; Sonoma, California; Morocco; Tulum, Mexico; Oahu, Hawaii; Tokyo, Japan; a Viking cruise; Dubai; San Francisco, California; the 2021 World Series; Los Angeles, California; 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 St. Barths

  • YOU AND A FRIEND WILL:
  • Win a 5-night/6-day getaway at the iconic Eden Rock – St Barths hotel (flights included)
  • Treat yourself with $2,000, delicious daily breakfasts and an epic jet ski tour
  • Vacation like an A-lister—with uncrowded beaches, designer shops and gourmet dining
  • Open worldwide
  • Enter by September 22, 2021

Win a trip to the Cayman Islands, Dominican Republic, or Mexico

  • 4 nights for 2 in a 4-star or higher all-inclusive resort selected by Roomongo on an island of choice in Cayman, Dominican Republic or Mexico valued at up to $2,000
  • PLUS
  • $1,250 worth of cash gift cards for travel expenses
  • 1-year subscription to Experience Life magazine
  • 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 September 22, 2021

Win a trip to Palm Springs, California

  • Grand Prize: Two-night stay at the Parker Palm Springs and $1600 travel stipend
  • Open only to legal residents of 50 US/DC, 18+ years of age
  • Enter by September 22, 2021

Win a trip to Sonoma, California

  • The winning package includes:
  • – 2-nights at the newly renovated Flamingo Resort Santa Rosa
  • – 2-nights at The Sandman in Santa Rosa, with welcome amenity upon arrival
  • – Spa treatment for two at Flamingo Resort Santa Rosa
  • – Food and beverage credits at each hotel
  • – Kind Traveler gift box including travel accessories from conscious companies ($150 value)
  • – $100 donation in the name of the winner to Sonoma Land Trust, helping to protect the scenic, natural, agricultural and open landscapes of Sonoma County for the benefit of the community and future generations.
  • – Gracianna Winery, estate tour for two with the owners
    – The Worthy Company plant + protein + fiber bowls $300 gift box
    – Soko, a women-led and operated ethical jewelry brand, $200 gift card- Gracianna Winery, estate tour for two with the owners
    – 2 pairs of Panda sunglasses a sustainable sunglass company ($300 value)
  • – Earth Tu Face gift box 100% natural skincare line made with all-natural, organic ingredients ($150 value)
    – $700 in cash toward travel expenses
  • open to anyone who is at least twenty one (21) years of age 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 September 23, 2021

Win a trip to Morocco

  • 1 week/7 night stay for up to 2 people in a standard suite at Yon Essaouira
    Includes daily breakfast
    $750 towards airfare
  • 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 September 26, 2021

Win a trip to Tulum, Mexico

  • – A 3-night stay at the luxury, eco-boutique beachfront Sanará Tulum resort in Mexico
  • – A 6-month supply of grain-free tortillas and wraps from SANA Foods, plus some swag
  • – A prize pack from Genuine Health with over $500 worth of products to support your mood and energy, including a 3-month supply of Probiotics Mood, 3-month supply of Greens Extra Energy, 4 boxes of Fermented Organic Vegan Protein Bars, plus a coffee mug and shaker cup
  • – $700 towards airfare and travel expenses, courtesy of Newser, Matt’s Flights and Bright Cellars
  • – $450 credit to ROAM Luggage
  • – $125 credit to Honeycomb (sustainable toilet tissue)
  • 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 September 27, 2021

Win a trip to Oahu, Hawai’i

  • You and a friend will:
    Receive an all expenses paid trip to the tropical island of Oahu, Hawai’i, for 5 nights and 6 days
    Take part in a beach cleanup on the shores of Oahu
    Snorkel with local marine life with a marine biologist as your guide
    Explore the fascinating world of plastic pollution research
    Receive a prize pack of 4ocean swag that includes our latest bracelets, t-shirts, and accessories
    Explore everything the island of Oahu has to offer with meals and transportation covered (up to $900)
  • Must be 18 and older and live in the United States to be eligible
  • Enter by September 29, 2021

Win a trip to Tokyo, Japan

  • The grand prize winner shall receive a trip for two (2) (winner and one (1) guest age 18 or older) to Tokyo, Japan during the Sponsor designated travel dates in 2022. The grand prize trip for two has a maximum retail value not to exceed $5,000, and includes:
  • Round trip coach class airfare for two (winner and one guest age 21 or older) from the nearest major airport to the winner’s home as designated by Sponsor to the Sponsor designated airport servicing the Tokyo, Japan metro area.
    · Actual departure date, times and airline based upon availability and will be solely determined by Sponsor;
  • Four (4)-nights standard hotel accommodations, double occupancy at a standard hotel as solely designated by Sponsor in the Tokyo, Japan metro area (based upon availability);
    · Arrival and departure dates as solely specified by Sponsor, based upon availability;
  • open only to legal residents of, and who are located within, the (50) U.S. and D.C., who are age 21 or older
  • Read about the best places to see cherry blossoms in Tokyo, Japan
  • Read about the Little Peeing Monk statue in Tokyo, Japan
  • Read about craft beer in Tokyo, Japan
  • Read about eating omakase in Tokyo, Japan
  • Read about visiting the Museum of Yebisu Beer in Tokyo, Japan
  • Read about attending the Hokkaido Food Fair in Tokyo, Japan
  • Read about eating Michelin-starred ramen in Tokyo, Japan
  • Enter by September 30, 2021

Win a Viking cruise plus airfare

  • Grand prize includes: A choice of one (1) of any 2022 or 2023 eight (8) day River, Ocean, Mississippi or Expedition cruise itineraries for two. Roundtrip coach class air from a published gateway. Veranda Suite (AA class) for River Cruises, Penthouse Junior Suite (PS class) for Ocean and Mississippi Cruises, and Nordic Junior Suite (NS class) for Expedition Cruises.
  • Open only to persons twenty-one (21) years of age or older who are permanent legal residents of the fifty (50) states of the United States, Washington DC, Canada (excluding Quebec, Guam, Puerto Rico, and all other U.S. territories and possessions) and who are physically located therein
  • Enter by September 30, 2021

Win a trip to Dubai

  • Prize includes 5 nights for 2 in Dubai, daily breakfast, airport transfers, and sightseeing
  • $1,200 towards flights.
  • 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 October 1, 2021

Win a trip to San Francisco, California

  • Win a pair of Artist Passes to Outside Lands Music Festival in San Francisco
    Catch sets from artists including Tame Impala, Lizzo, The Strokes, Tyler, The Creator, Vampire Weekend, J Balvin, Glass Animals, Kehlani, and many others!
    Enjoy perks money can’t buy with your Artist Passes along with access to VIP viewing areas at the Lands End, Sutro and Twin Peaks stages and dedicated entrances to the park
    Be flown to SF, stay at an amazing hotel, receive Lyft credit, and more!
  • You must be at least 18 years old to win and be a legal resident of the United States.
  • Enter by October 4, 2021

Win a trip to the 2021 World Series

  • One (1) Grand Prize winner will receive the following “Grand Prize Trip”, which includes: (i) two (2) tickets, one (1) for the winner and one (1) for a guest to attend Game #1 of the 2021 World Series (the “Game”) , (ii) roundtrip economy class air transportation for winner and guest to/from a major airport nearest to winner’s residence; (iii) two (2) nights’ hotel accommodations at a Sponsor designated hotel (standard, double occupancy); and (iv) one (1) cash allowance valued at five hundred dollars ($500) made payable via check to the winner’s name to use towards the cost of meals and ground transportation
  • open to legal residents of the fifty (50) United States and the District of Columbia who are 21 years of age or older
  • Enter by October 6, 2021

Win a trip to Los Angeles, California

  • YOU AND A FRIEND WILL:
  • Get dinner with Kevin, Joe and Nick Jonas (plus their friends and family!) at their favorite LA restaurant
  • Enjoy VIP tickets to their Remember This Tour at the Hollywood Bowl
  • Get flown out to LA and put up in a 4-star hotel
  • Open worldwide
  • Enter by October 6, 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!

Last updated on September 21, 2021


I start all of my flight & hotel research on Kayakhh104uuymsqBHIDIFKLBDFHKEFLI - Travel Contests: September 22nd, 2021 - Mexico, California, Tokyo, & more to find the best deals!

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