Travel contests & sweepstakes: win luxury holidays!

Friday newsletters always feature luxury travel contests, tips, or news.

Today: Travel contests & sweepstakes: win luxury holidays!

Every month, you can win exclusive holidays in my pick of the best luxury travel contests & sweepstakes on the internet. These contests are weekly updated on my travel blog here, so check back regularly.

In this issue: win luxury holidays to Bora Bora, Italy, London, St Lucia, Mexico, Anguilla, Kenya, South Africa, Spain, and Lapland.

WIN A HOLIDAY TO THE FOUR SEASONS RESORT BORA BORA

  • Win a vacation at the Four Seasons Bora Bora in an overwater bungalow. The grand prize includes a 6-day getaway in a beautiful overwater bungalow with a plunge pool at the Four Seasons Resort Bora Bora (flights included) and $3,000 USD to indulge in relaxing massages, open-air dining, fun excursions and more.
    • Eligibility: open to all
    • End date: January 14, 2022
    • Enter the travel contest: click here
  • Win a luxury vacation at Lake Como, Italy. The grand prize is a 5-night/6-day stay at the iconic Grand Hotel Tremezzo in Lake Como, Italy, and $3,000 USD stipend to dine on local cuisine, recharge at the spa or explore Lake Como’s exclusive charm.
    • Eligibility: open to all
    • End date: November 19, 2021
    • Enter the travel contest: click here
  • Win a dream getaway at Jade Mountain in St Lucia. The grand prize is a 5-day getaway at the 5-star Jade Mountain Resort in a luxurious suite with an infinity pool, terrace, canopied bed and mountain views. Spa treatments, yoga sessions, water sports, and exquisite breakfast and dinners are included.
    • Eligibility: open to all
    • End date: January 7, 2022
    • Enter the travel contest: click here
  • Win a trip to New York City to celebrate the holidays with Andrea Bocelli. The winner and a guest will be flown out to NYC and put up in a 4-star hotel, attend Andrea Bocelli’s special holiday performance at Madison Square Garden, and join Maestro Bocelli and a few of his close friends for a festive lunch.
    • Eligibility: open to all
    • End date: November 19, 2021
    • Enter the travel contest: click here
  • Win a trip on the luxurious Venice Simplon-Orient-Express train from Paris to Budapest and back. The winner and a guest will be pampered by personal stewards, enjoy gourmet meals by French chefs, experience elegant entertainment and more.
    • Eligibility: open to all
    • End date: December 3, 2021
    • Enter the travel contest: click here
  • Win an unforgettable safari in Kenya. The winner and a guest will be flown to Kenya for a safari experience with luxe accommodations, fantastic meals and expert guides. The grand prize includes two nights at the world-famous Giraffe Manor hanging with endangered Rothschild’s giraffes and visit baby elephants at the Sheldrick Wildlife Trust, followed by three nights at Sala’s Camp for game drives, nature walks, spa treatments and stunning views of the Masai Mara.
    • Eligibility: open to all
    • End date: December 17, 2021
    • Enter the travel contest: click here
  • Win an all-inclusive safari in South Africa. The grand prize is a seven day getaway for two at Oase by 7 Star Lodges, one of South Africa’s newest most luxurious bush lodges. Flights to and from Johannesburg’s Oliver Tambo International Airport, internal flights, transfers, game drives and guided walks included.
    • Eligibility: open to all
    • End date: November 30, 2021
    • Enter the travel contest: click here
  • Win a two night luxury stay in London, UK. The grand prize is a two-night stay at The Mayfair Townhouse, inclusive of breakfast, a welcome cocktail at The Dandy Bar, and a 3-course supper.  
    • Eligibility: open to all
    • End date: November 30, 2021
    • Enter the travel contest: click here
  • Win a three night luxury stay at Portugal. The grand prize is a three-night stay in one of Portugal’s most exquisite hotels: Vila Vita Parc Resort & Spa. The winner and a guest will be put up in one of the suites for a spoiling stay that includes daily breakfast, an evening supper in one of the hotel’s restaurants, and a seasonal experience to show you the very best that the area has to offer.
    • Eligibility: open to UK residents
    • End date: December 23, 2021
    • Enter the travel contest: click here
  • Win a trip to Costa Rica. The grand prize is a 5-night/6-day trip for two and includes roundtrip air transportation, a 5 night stay at the Iguana Surf Hotel located in Tamarindo, and Off Road Truck rental from Nomad America.
    • Eligibility: open to USA residents
    • End date: November 9, 2021
    • Enter the travel contest: click here
  • Win a luxury trip to the Riviera Maya, Mexico. The grand prize includes a 4-night stay for two in a signature room with daily breakfast at Fairmont Mayakoba Resort in the Riviera Maya, plus more than $800 USD in gift cards offered by several clothing and beauty brands.
    • Eligibility: open to USA residents
    • End date: November 30, 2021
    • Enter the travel contest: click here
  • Win a(nother) luxury holiday to Mexico. The grand prize includes Economy Class flights (from Heathrow or Gatwick airport only) to a chosen location (Mexico City, Punta Mita & Jalisco) in Mexico plus three complimentary night’s stay at a Four Seasons Hotel resort located in Mexico.
    • Eligibility: open to all
    • End date: not stated
    • Enter the travel contest: click here
  • Win a food & wine trip to Barcelona, Spain. The grand prize includes $1,000 USD gift card towards round trip flights; 3 nights at the Hotel Pulitzer Barcelona with accommodations for two; a guided day trip to explore Cava (Spanish sparkling wine) country with visits to Castillo Perelda and Gramona, and a $495 gift card for ROAM custom luggage.
    • Eligibility: open to USA residents
    • End date: November 19, 2021
    • Enter the travel contest: click here
  • Win a holiday on the Caribbean island of Anguilla. The grand prize includes two roundtrip airline tickets to Anguilla, a five-day four-night stay for two at the Carimar Beach Club on Meads Bay Beach, lunch for two on Sandy Island and dinner for two at the Aurora Anguilla Resort & Golf Club.
    • Eligibility: open to USA residents
    • End date: December 1, 2021
    • Enter the travel contest: click here
  • Win a three night stay in Tuscany, Italy. The grand prize is a three night stay on bed and breakfast basis in a Junior Suite at Villa La Massa, a spa treatment, a cooking class with wine tasting and a 3-course dinner with wines paired by the sommelier at Il Verrocchio restaurant
    • Eligibility: open to all
    • End date: December 1, 2021
    • Enter the travel contest: click here
  • Win a trip to Lapland. The grand prize is a three-day, two-night Santa’s Magic trip for two adults and two children to Lapland (Saariselkä, Finland) in December 2022. A reindeer sleigh ride, sledging with huskies and a private visit with Santa are included as are £500 in vouchers for you to spend on your favorite styles from the Frugi Autumn Winter 2021 Collection.
    • Eligibility: open to UK residents
    • End date: November 30, 2021
    • Enter the travel contest: click here

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