Travel Contests: November 10th, 2021 – Italy, Mexico, Chile, & more

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brunate italy snow 225x300 - Travel Contests: November 10th, 2021 - Italy, Mexico, Chile, & more

Here are this week’s travel contests. You can win trips to Hilton Head, South Carolina; Chile; Cabo San Lucas, Mexico; Palm Springs, California; Florida; 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 Hilton Head, South Carolina

  • 4 nights at the Sonesta Resort of Hilton Head in a Garden View Room!
  • – $1000 in cash towards travel!
  • – $500 food and beverage credit!
  • 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 November 14, 2021

Win a trip to Chile

  • Enter for a chance to win this incredible guided adventure to Chile with Ventisquero…
  • Getting there… $1,000 AMEX gift card towards round trip flights for two + $250 gift card to shop JANE to look great on the journey!
  • Day 1 – Complimentary transportation from the Santiago, Chile International Airport. The first day includes a city tour of the capital, Santiago.
  • Day 2 – Guided tour with wine tasting at the Estate Casablanca, home of Ventisquero’s world renowned Sauvignon Blanc, Chardonnay, and Pinot Noir vineyards. The day ends with dinner on the Pacific Ocean + deluxe beachfront accommodations
  • Day 3 – A quick drive to the La Trinidad Estate. Home to amazing Merlot, Cabernet Sauvignon, and Syrah vineyards. This day ends with a classic Chilean BBQ and night at the estate’s deluxe guest house!
  • Day 4 – Last stop is the Ventisquero Apalta-Colchagua vineyards, which produce the elegant Ventisquero Reserva Carménère! Catered lunch with valley views then back to the airport for your journey home!
  • 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 November 15, 2021

Win a trip to Cabo San Lucas, Mexico

  • P R I Z E I N C L U D E S
  • 4 nights accommodations in a 4-star or greater all-inclusive resort and $1000 toward 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 November 15, 2021

Win a trip to Palm Springs, California

  • Grand Prize Sweepstakes Prize (1): one (1) grand prize will be awarded in the Sweepstakes. The grand prize consists of a trip for two (2) people (winner and one guest age 21 or older) to Palm Springs, CA and includes: round trip coach airfare for two (2) people to Palm Springs, CA departing from the Sponsor designated nearest major airport to winner’s home, hotel accommodations for two (2) people—one room, double occupancy—for two (2) nights, and one (1) $200 gift card from the Sponsor designated gift card provider
  • open to all legal residents of the fifty (50) United States and the District of Columbia who are 21 years of age and older
  • Enter by November 15, 2021

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

  • YOU AND A FRIEND WILL:
  • 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

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!

Last updated on November 9, 2021

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