Travel Contests: September 29th, 2021 – Tokyo, Dubai, Italy, & more

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Here are this week’s travel contests. You can win trips to Oahu, Hawaii; Tokyo, Japan; a Viking cruise; Dubai; Florence, Italy; Austin, Texas; Cancun, Mexico; 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 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 Florence, Italy

  • -6-days/5-nights at the Grand Hotel Cavour Florence, a 4-star hotel*
  • -$800 towards travel
  • -$250 gift card to Sozy
  • -$250 gift card to be used anywhere courtesy of ShermansTravel
  • 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 3, 2021

Win a trip to Austin, Texas

  • One (1) eligible prize winner will receive two (2) grandstand tickets with
    airfare and hotel accommodation included to attend the Formula 1 – Austin race on
    Sunday, October 24, 2021
  • only open to legal residents of the 50 U.S. states, 18 or older
  • Enter by October 3, 2021

Win a trip to Cancun, Mexico

  • A 4-night stay for two at the beautiful Grand Fiesta Coral Beach Cancun All Inclusive Spa Resort in Mexico
    A wellness kit from Youtheory®, including their top products: Collagen Tablets, Collagen Powder, Turmeric Extra Strength, Ashwagandha and Immune+ Daily Wellness
    $1,000 towards airfare and travel expenses compliments of Apt2B, 1440, Skyroam and Matt’s Flights
    A $250 credit to Jane.com for clothes for your trip
  • 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 October 4, 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 28, 2021


I start all of my flight & hotel research on Kayakhh104uuymsqBHIDIFKLBDFHKEFLI - Travel Contests: September 29th, 2021 - Tokyo, Dubai, Italy, & more to find the best deals!

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