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Here are this week’s travel contests. You can win trips to Florida; Lake Como, Italy; New York City; Las Vegas, Nevada; Los Angeles, California; the Kentucky Derby; Thailand; Anguilla; 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 Florida

  • A once-in-a-lifetime trip to Ponte Verde Beach, FL to attend THE PLAYERS Championship in March, 2022 as Rory McIlroy’s VIP
    Two (2) amazing seats to watch the best players in the world come together to compete on the world-renowned Stadium Course at TPC Sawgrass
    One (1) round of golf on the Stadium Course at TPC Sawgrass, after the event, for you and your guest
    Roundtrip airfare and hotel accommodations for two (2) nights for you and your guest
  • Only open to individuals who are at least thirteen (13) years of age, open worldwide
  • Enter by November 17, 2021

Win a trip to Lake Como, Italy

  • Win a 5-night/6-day stay at the iconic Grand Hotel Tremezzo in Lake Como, Italy
  • Enjoy water views from your balcony, the hotel’s private beach and park, plus three pools (including one floating on the lake!)
  • Score a $3,000 stipend to dine on local cuisine, recharge at the spa or explore Lake Como’s exclusive charm
  • Open worldwide
  • Enter by November 18, 2021

Win a trip to New York City

Win a trip to Las Vegas, Nevada

  • An exclusive trip to meet Usher at his Las Vegas Residency on 1/1/2022 which includes:
    Two (2) premium tickets to see Usher perform at the The Colosseum at Caesars Palace
    Access to an exclusive pre-show experience (includes 1 complimentary drink*)
    Meet-and-greet and photo-op with Usher
    One (1) VIP Usher merchandise package
    One (1) commemorative VIP laminate & lanyard (limited & numbered)
    Roundtrip airfare for you and a guest
    Hotel accommodations for two (2) nights for you and a guest
  • only open to individuals who are at least thirteen (13) years of age, open worldwide
  • Enter by November 21, 2021

Win a trip to Los Angeles, California

  • One (1) winner of the Sweepstakes (the “Sweepstakes Winner”) will win: a trip to Los Angeles to tour locations from THE OFFICE with Rainn Wilson. Prize includes: (i) a private tour of THE OFFICE filming locations for Sweepstakes Winner and guest, led by Rainn Wilson; (ii) lunch for Sweepstakes Winner and guest with Rainn Wilson at Benihana (Approximate Retail Value (“ARV”): $300); (iii) two (2) tickets to Universal Studios (ARV: $268); (iv) roundtrip airfare for Sweepstakes Winner and guest departing from a major airport nearest the Sweepstakes Winner’s residence (as determined by Sponsor in its sole discretion) to Los Angeles, California (ARV: $2000); (v) two (2) nights accommodations as selected by Sponsor in its sole discretion in a standard room based on double occupancy (ARV: $600); (collectively, the “Sweepstakes Prize”)
  • Open worldwide
  • Enter by November 23, 2021

Win a trip to the Kentucky Derby

  • One (1) GRAND PRIZE WINNER (Approximate Retail Value: $10,300)
    • 2 tickets to 2022 Kentucky Derby®
    • 2 tickets to 2022 Kentucky Oaks®
    • $5,000 (awarded in the form of a check or wire transfer, payable to
    winner), which may be used towards transportation, hotel
    accommodations and/or other activities at the event. Winner is
    responsible for making their own flight hotel accommodations, and
    ground transportation arrangements, including all necessary
    identification and/or travel documents (e.g., a valid U.S. passport)
    required for travel.
  • Enter by November 28, 2021

Win a trip to Thailand

  • The Grand Prize shall consist of the following:
    ● Airfare from a major US airport to Phuket, Thailand
    ■ Blackout dates and major US and Thailand holidays are excluded
    ■ Airfare value maximum is $3,000 USD, including taxes. If the airfare
    exceeds this amount, the winner must cover the remaining balance.
    ■ The trip must be booked at least 8 weeks prior to the scheduled departure.
  • ■ The winner has until June 1, 2022 to redeem their trip
    ● Hotel accommodations for 5 nights at Katathani Phuket Beach Resort
    ■ The winner must share the room with their intended guest
  • open to legal residents of the United States who are age of
    majority in their province or territory of residence
  • Enter by November 30, 2021

Win a trip to Anguilla

  • Our winners will receive:
    Two (2) economy class roundtrip airline tickets to Anguilla
    One (1) five-day four-night stay for two at the Carimar Beach Club on breathtaking Meads Bay Beach
    Lunch for two (2) on Sandy Island
    Dinner for two (2) at the new Aurora Anguilla Resort & Golf Club
  • Must be 21 years of age as of the date of entry. The sweepstakes is only open to legal residents of the United States
  • Enter by December 1, 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 may 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 freely enjoy traveling again, but for now we can dream, & most of these contests have redemption deadlines long in the future. In the meantime, please practice social distancing & keep safe. Thanks!

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