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Travel contests & sweepstakes: win luxury holidays!

Friday newsletters always feature luxury travel conteststips, or news.

Today: Travel contests & sweepstakes: win luxury holidays!

Every first Friday of the 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 trips to Switzerland, the United Kingdom, the Maldives, Italy, the Seychelles, South Africa, Vietnam, Canada, Mexico, Greece, Sri Lanka, Dominican Republic, the USA, and Finland.


  • Win a grand train tour in Switzerland. Switzerland Tourism invites you to win a Grand Train Tour of Switzerland – The classic with Jungfraujoch with an overnight hotel stay for two people including breakfast in Zurich, Interlaken, Montreux, Zermatt, St. Moritz, Lugano and Lucerne, and the return journey with SWISS Economy, worth CHF 15,000.
    • Eligibility: open to all
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win a holiday to the United Kingdom. The grand prize includes international flights, two nights in London, tickets to some of the capital’s top sights, gourmet dining, theater tickets, four nights in the picturesque Cotswolds, and an annual pass to Blenheim Palace.
    • Eligibility: open to all
    • End date: July 31, 2023
    • Enter the travel contest: click here
  • Win a luxury five night stay in the Maldives. The grand prize is a five-night stay for two at Reethi Beach Resort Maldives, including daily breakfast. Note: the prize does not include transfers or international travel.
    • Eligibility: open to all
    • End date: May 31, 2023
    • Enter the travel contest: click here
  • Win a spa break on the island of Ischia, Italy. The grand prize is a three-night stay for two at Punta Molino Beach Resort & Thermal Spa, Italy. The prize includes breakfast each morning.
    • Eligibility: open to all
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win stay at Lake Garda, Italy. The grand prize is a two-night luxury stay for two at Boutique Hotel Villa Sostaga, Italy. The prize includes breakfast each morning and a dinner with a tasting menu on one of the nights.
    • Eligibility: open to all
    • End date: April 31, 2023
    • Enter the travel contest: click here
  • Win a trip to Bryce Canyon, USA. The grand prize is a 2 night, 3 dayglamping adventure at Wander Camp Bryce Canyon USA for up to 4 people courtesy of Acanela. Note: the prize does not include transfers or international travel.
    • Eligibility: open to all
    • End date: April 8, 2023
    • Enter the travel contest: click here
  • Win an African safari adventure. Dollar Flight Club is giving you the chance to win flight cash to South Africa, five nights for up to two people at Hippo Lakes Luxury African Safari Lodge, a Rhone $500 USD Gift Card, a Pelican 1535TRVL Air Travel Case, two lifetime subscriptions to Babbel and a Gear Patrol Annual Magazine subscription.
    • Eligibility: open to all (except residents of Taiwan, South Korea, Portugal, Italy, Austria, China, Russia, Hong Kong, Greece, France, Japan, Spain, and Czech Republic)
    • End date: April 7, 2023
    • Enter the travel contest: click here
  • Win a trip to Vietnam. World Nomads Travel Insurance is giving away 3 amazing trips to Vietnam to celebrate its 20th birthday! On the trip, you’ll explore Vietnam from north to south on a 10-day Intrepid tour, plus score $1,650 towards flights, spending money & more! To enter, you have to tell about your favorite travel memory from the last 20 years, in 20 words or less.
    • Eligibility: open to all (except residents of Italy, Colombia, Brazil, Quebec, Crimea, Iran, Syria, North Korea and Sudan)
    • End date: April 15, 2023
    • Enter the travel contest: click here
  • Win a David Attenborough-inspired Wildlife Adventure for one. Play the ‘How David Attenborough Are You’ game for your chance to win one of 3 once-in-a-lifetime wildlife holidays. You could be zip wiring through the trees in Costa Rica and taking a boat trip looking out for sloths and monkeys, visiting the Orkney Islands off Scotland and coming face to face with puffin colonies, or visiting Madagascar, walking through rainforests and spotting lemurs. The prize holiday includes accommodation, ground transport, an Explore Tour Leader, return economy class flights from a local airport and airport transfers both ways in the tour country.
    • Eligibility: open to residents of the USA, UK, Canada, Australia and New Zealand
    • End date: May 31, 2023
    • Enter the travel contest: click here
  • Win a winter trip for two to Whistler, Canada. The grand prize includes round-trip flights from a major city airport to Vancouver, British Columbia, Canada, private luxury transfers, six nights’ accommodation at Fairmont Château Whistler and loads of activities
    • Eligibility: open to residents of the USA, UK, Canada and Australia
    • End date: May 3, 2023
    • Enter the travel contest: click here
  • Win an UEFA Europa League or UEFA Europa Conference League Final Experience. Win a pair of tickets to UEFA Europa League or UEFA Europa Conference League Final with flights to Budapest or Prague, two nights at a five-star hotel accommodation and transport to and from the airport and stadium with this draw from Goal.com and Enterprise Rent-A-Car.
    • Eligibility: open to residents of UK, Germany, France and Spain
    • End date: May 15, 2023
    • Enter the travel contest: click here
  • Win a trip to San Francisco, USA. Levi’s is celebrating 150 years by giving away a six-night trip to San Francisco. You and your guest will receive return flights, a hotel stay, plus tickets to a Levi’s concert – the first and largest global hip-hop music festival – featuring Travis Scott, Future, Playboi Carti and Lil’ Wayne.
    • Eligibility: open to residents of the UK, Germany, Belgium and The Netherlands
    • End date: April 9, 2023
    • Enter the travel contest: click here
  • Win a trip to the island of Capri, Italy. Win an all-expenses-paid trip for you and a guest to the island of Capri, Italy, courtesy of Trip Advisor and Chloe Wine Collection. The prize, worth $18k, includes round-trip airfare, a hotel stay for up to five nights, and spending cash for exploring, dining, and transportation. Note: Should the trip total be less than $18,000 after hotel and transportation, the balance will be awarded to the winner as expense cash.
    • Eligibility: open to USA residents
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win a trip to Lake Como, Italy. The grand prize includes a two-night stay in one of Grand Hotel Tremezzo’s elegant lake view rooms, transfers to and from Milan airport and a contribution of up to £500 towards flights.
    • Eligibility: open to UK residents
    • End date: April 28, 2023
    • Enter the travel contest: click here
  • Win a trip to Mexico City. The grand prize includes a four-night stay for two with breakfast daily to The Paragon Hotel in Santa Fe, Mexico City, $250 USA Visa gift card compliments of Matt’s Flights, $150 Bookshop gift card compliments of Bookfinity, $150 Visa gift card compliments of Classic Movies Trivia, $150 Visa gift card compliments of Classic Movies Trivia, and an Adventurer membership compliments of the Expedition (value $500).
    • Eligibility: open to USA residents
    • End date: May 5, 2023
    • Enter the travel contest: click here
  • Win a luxury holiday to the Seychelles. The grand prize is a seven nights half-board stay for two at the luxurious Constance Ephelia resort with flights courtesy of Seychelles Tourism, Staysure travel insurance up to £150 per person and £500 of Crew Clothing.
    • Eligibility: open to UK residents
    • End date: June 5, 2023
    • Enter the travel contest: click here
  • Win a retreat on the island of Santorini, Greece. The grand prize is a three-night stay in one of this summer’s hottest new Greek island openings – Santorini’s Santo Mine Oia Suites. Flights from UK airports to Santorini are also included up to a total cost of £500.
    • Eligibility: open to UK residents
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win a holiday on the island of Mykonos, Greece. The grand prize is a four-night stay for two at the Mykonos Riveria, a 5-star hotel on the east coast of Mykonos. Return flights are included in the prize too.
    • Eligibility: open to UK residents
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win a luxury holiday to Sri Lanka. The grand prize is a two-week trip for two to spectacular Sri Lanka with Kuoni and SriLankan Airlines. You’ll explore Sri Lanka’s Cultural Triangle, travelling in a private car with a driver, before heading up into the cloud-cloaked Hill Country for two nights in Kandy. Lastly, you’ll retreat to the beaches of Bentota for six nights of rest and relaxation.
    • Eligibility: open to UK residents
    • End date: April 26, 2023
    • Enter the travel contest: click here
  • Win a luxury trip to the Maldives. The grand prize, worth around £20,000 and organized by Conde Nast Traveller’s 2023 Readers’ Choice Awards Survey, includes seven nights at the InterContinental Maldives Maamunagau Resort  for two people on a full board basis, return flights from the UK to the Maldives courtesy of Qatar Airways, seaplane transfers and indulgent spa treatments.
    • Eligibility: open to UK residents
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win a family getaway to the Dominican Republic. Club Med Miches Playa Esmeralda, the Dominican Republic’s premium all-inclusive retreat, is giving Condé Nast Traveller readers a chance to win a week-long family holiday (seven nights). The winning family (two adults and up to two children) will fly from the UK to the Dominican Republic and check into Club Med Miches Playa Esmeralda. Michès is a gorgeous area of this Caribbean country, set on the northeast coast, known for its waterfalls, protected beaches, azure bays and beautiful mountains.
    • Eligibility: open to UK residents
    • End date: June 3, 2023
    • Enter the travel contest: click here
  • Win a family trip to Lapland, Finland. The grand prize is a day trip to Enontekiö for up to 2 adults and 2 children. Return flights to Enontekiö Airport available from Manchester Airport. Husky and reindeer sleigh rides, snowmobile adventures, plus a magical meeting with Santa himself are included.
    • Eligibility: open to UK residents
    • End date: April 30, 2023
    • Enter the travel contest: click here
  • Win a dream golf vacation. The grand prize is a trip for two to Cabot Cape Breton in Nova Scotia, Canada, home of Canada’s premier golf courses. Enjoy a Stay and Play Package which consists of a three night hotel stay, three rounds of golf plus return flights, a $500 CAD Visa gift card and a full bag of golf clubs each.
    • Eligibility: open to residents of the USA, UK, and Canada
    • End date: May 3, 2023
    • Enter the travel contest: click here
  • Win a holiday of your choice worth €15,000. Whether you’re a keen amateur photographer or an established professional, the Wanderlust/CEWE photo competition is now open. There are ten different categories and over €250,000 in prizes up for grabs. The first prize winner will enjoy a holiday of their choice worth €15,000, €7,500 of photography equipment and €2,500 of CEWE products, as well as an award presented to them personally at a special awards ceremony in Germany. You have till May 2023 to submit up to 100 of your photos in this free to enter competition.
    • Eligibility: open to all
    • End date: May 31, 2023
    • Enter the travel contest: click here

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5 Comments

  1. Virtuoso is also the name of an album by Best Jazz 🎸 Guitarist Ever Joe Pass. GREAT Name 👍 for travelling adventures 🎵💥

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