Friday newsletters 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 cruises and holidays to Dubai, Thailand, Colombia, Scotland, Florida, St Lucia, Switzerland, Canada, the Maldives, the Seychelles, Japan and South Korea.
- Win a seven-night cruise for two aboard MSC World Asia. The grand prize is a Mediterranean cruise for two aboard the brand-new MSC World Asia.
- Eligibility: open to all
- End date: November 18, 2026
- Enter the travel contest: click here
- Win a four-night stay in Dubai. The grand prize includes roundtrip flights and four nights at Atlantis, The Palm.
- Eligibility: open to all
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a three-night stay in Thailand. The grand prize is a three-night stay for two people at Marasca Samui in Thailand, with breakfast each morning..
- Eligibility: open to all
- End date: November 30, 2026
- Enter the travel contest: click here
- Win a three-night stay in the Amazon. The grand prize is a three-night Amazon Immersion for two people at Calanoa Amazonas in Colombia. Includes: six activities, meals from arrival’s day dinner to departure’s day breakfast.
- Eligibility: open to all
- End date: November 30, 2026
- Enter the travel contest: click here
- Win a two-night stay in Scotland. The grand prize is a two-night stay for two people in a Superior Room at Murrayshall Country Estate in Perthshire, Scotland. The prize includes breakfast and afternoon tea for two.
- Eligibility: open to all
- End date: November 30, 2026
- Enter the travel contest: click here
- Win a holiday in Orlando, USA. The grand prize is an all-expenses-paid eight-night holiday in Orlando for two, worth USD $15,000, including a complimentary holiday planning session with Visit Orlando and the opportunity to explore the city’s famous attractions, food scene and local experiences, following the footsteps of Tripadvisor’s Common Ground: Orlando Edition hosts or creating a personalized itinerary.
- Eligibility: open to residents of the USA, Canada, Mexico and UK
- End date: December 31, 2026
- Enter the travel contest: click here
- Win a trip to St Lucia for two. The grand prize includes two return flights to Saint Lucia, six nights’ accommodation at The Rabot Hotel from Hotel Chocolat and more.
- Eligibility: open to residents of the USA, UK and Canada
- End date: December 31, 2026
- Enter the travel contest: click here
- Win a ski trip to Golden, British Columbia, Canada. The grand prize is a five-night ski getaway for two in Golden, Canada, including up to CAD $2,000 in flight reimbursement, airport transfers, accommodation at Copper Horse Lodge, two days of skiing at Kicking Horse Mountain Resort, one day of heli-skiing with CMH Purcell, lunch at Eagle’s Eye, and CAD $700 for dining and CAD $300 for shopping in Golden, with an approximate total value of CAD $10,000.
- Eligibility: residents of the USA, Canada and UK
- End date: November 30, 2026
- Enter the travel contest: click here
- Win a four-night stay in the Maldives. The grand prize is an all-inclusive four-night stay in a Beach Villa at Eri Maldives, including a return speedboat transfer from Malé and breakfast, lunch and dinner (including coffee, tea, juice, soft drinks and water) at the resort’s main restaurant, Soul Kitchen. You’ll also receive one Destination Dining experience – a private dinner on the beach arranged by the resort’s chefs. In addition, the prize includes a floating breakfast at your villa, a full-body massage for two, guided house reef snorkelling and hour-long kayaking trips, plus your choice of a dolphin/sunset cruise or sunset fishing.
- Eligibility: open to UK residents
- End date: January 18, 2027
- Enter the travel contest: click here
- Win a two-night stay in Prague. The grand prize includes return flights for two from London Gatwick, two nights at Lindner Hotel Prague Castle, and daily breakfast.
- Eligibility: open to UK residents
- End date: November 12, 2026
- Enter the travel contest: click here
- Win a six-night trip for two to Japan. The grand prize is a six-night luxury trip to Japan for two, including roundtrip airfare, four nights in Tokyo, two nights in Kyoto, First-Class Shinkansen train travel, curated cocktail and dining experiences, and exclusive guided visits to the Yamazaki Distillery and Suntory’s Osaka Spirits & Liqueurs Craft Distillery.
- Eligibility: residents of the USA, Canada and UK
- End date: October 1, 2026
- Enter the travel contest: click here
- Win a trip to Vancouver, Canada. The grand prize is a three-night stay for two at The Westin Bayshore, Vancouver, in a Deluxe Harbourfront Guestroom, including daily buffet breakfast for two at H2 Kitchen + Bar and a $350 dining credit to enjoy at the hotel’s restaurants, café or through in-room dining.
- Eligibility: open to USA residents
- End date: November 30, 2026
- Enter the travel contest: click here
- Win a four-night trip to Seoul, South Korea. The grand prize is a four-night trip to Seoul for two, including return Economy Class flights from London Heathrow, four nights at the 4-star Four Points by Sheraton Seoul (or a similar hotel) on a room-only basis, private return airport transfers, and an excursion, guided tour or city pass to discover the city and find your own WA! moment.
- Eligibility: open to UK residents
- End date: December 30, 2026
- Enter the travel contest: click here
- Win a holiday to Switzerland. The grand prize is a one-week autumn getaway in Switzerland for two, including return Economy Class flights with SWISS and unforgettable train journeys, worth CHF 10,000. Additionally, three runners-up will each win a Victorinox Airox Frequent Flyer Hardside Carry-On (worth CHF 295), while five others will receive a Mammut Ducan 26 backpack (worth CHF 160).
- Eligibility: open to UK residents
- End date: November 8, 2026
- Enter the travel contest: click here
- Win a honeymoon in the Seychelles. The grand prize is a seven-night all-inclusive stay for two at Club Med Seychelles in a Superior Room, including all meals, snacks, standard drinks, access to the Kids Club for children aged four and above, and a variety of included resort activities. Flights, transfers, premium drinks, spa treatments, excursions, private lessons, visas and travel insurance are not included.
- Eligibility: open to UK residents
- End date: November 30, 2026
- Enter the travel contest: click here
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