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, Business Class tickets as well as holidays to Japan, Thailand, South Africa, the Cayman Islands, Argentina, the Maldives, USA, Austria, Belgium, Canada, and Alaska.
- Win a two-week trip to Japan for two. The prizes includes 7 nights at Mandarin Oriental Tokyo, 7 nights at Four Seasons Hotel Osaka, 2 round-trip flights for two people, 2 Shinkansen tickets with a direct view of Mount Fuji, a JDM car experience for two or tickets to a sumo match, and an immersive fine-dining experience for two.
- Eligibility: open to all
- End date: October 14, 2026
- Enter the travel contest: click here
- Win a Business Class tickets to Phuket, Thailand, and a hotel stay. The winner will receive return Business Class flights to Phuket along with a five-night stay at Kata Rocks.
- Eligibility: open to all
- End date: September 9, 2026
- Enter the travel contest: click here
- Win a safari in South Africa. The grand prize includes a 10-day South African safari at Mabula Game Lodge, with 7 nights in a Superior Room on a full-board basis, return economy flights from the UK, airport transfers, an open bar, six game drives, a wildlife walk and talk, a Hornbill Project visit, a traditional bush lunch, a stargazing session, a bush sundowner, and all mandatory local taxes and charges.
- Eligibility: open to all
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a holiday in the Cayman Islands. The grand prize is a 5-night stay at Harbour Heights for up to 4 guests in Condo #31, a 2 Bedroom, Ground-level Beachfront Unit.
- Eligibility: open to all
- End date: September 30, 2026
- Enter the travel contest: click here
- Win one of 11 exclusive trips. The prizes include 11 incredible travel experiences worth over £80,000 in total, including luxury tours and stays such as a Peru adventure, Seychelles all-inclusive escape, Norway expedition cruise, Patagonia journey, India grand tour, Bahamas getaway, Kenya safari, Sri Lanka private tour, Morocco experience, and more — all with flights included.
- Eligibility: open to all
- End date: October 27, 2026
- Enter the travel contest: click here
- Win a three-night stay in Buenos Aires, Argentina. The prize package includes a three-night stay for two people at Mio Buenos Aires, breakfast and one massage per person.
- Eligibility: open to all
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a two-night luxury stay in the Austrian Alps. The grand prize is a two-night stay for two people in an Alpine Lodge Suite at Lürzerhof – luxury.nature.spa in Austria. The prize includes Lürzerhof’s signature ¾ gourmet board for two guests and two complimentary 60-minute spa treatments.
- Eligibility: open to all
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a two-night luxury stay in London, United Kingdom. The grand prize is a two-night stay for two people at Town Hall Hotel. The prize includes breakfast and a dinner on one night at Elis restaurant.
- Eligibility: open to all
- End date: August 31, 2026
- Enter the travel contest: click here
- Win a 7-night cruise to the Caribbean. The grand prize is 7 night cruise with Royal Caribbean in a 1 balcony stateroom for two.
- Eligibility: residents of Austria, Cyprus, Germany, Hungary, Ireland, Luxembourg, Netherlands, Norway, Sweden, Switzerland and the United Kingdom
- End date: September 20, 2026
- Enter the travel contest: click here
- Win a luxury stay in the Maldives. The grand prize is a four-night stay for two people at Kuda Villingili Resort Maldives. The prize includes accommodation in a Beach Villa with a private pool, daily breakfast and complimentary return speedboat transfers.
- Eligibility: open to UK residents
- End date: October 1, 2026
- Enter the travel contest: click here
- Win a pair of Business Class tickets to Seattle. To celebrate the launch of Alaska Airlines’ new direct route to Seattle from Heathrow, Heathrow Rewards is giving away one pair of travel certificates redeemable for a Business Class round-trip from Heathrow to Seattle.
- Eligibility: open to UK residents
- End date: September 16, 2026
- Enter the travel contest: click here
- Win a seven-night Thailand holiday for two. The grand prize includes a 7 night stay for two in a deluxe garden room at Eden Beach Khao Lak, daily breakfast, and return flights.
- Eligibility: open to UK residents
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a two-night stay in Brussels, Belgium. The grand prize is a complimentary 2-night stay at The Mila Brussels for one lucky winner.
- Eligibility: open to residents of most European countries
- End date: September 20, 2026
- Enter the travel contest: click here
- Win a holiday to Whistler, Canada. The grand prize is a complete Whistler getaway including return flights to Vancouver, transfers, six nights at the Adara Hotel, unforgettable outdoor adventures, cultural experiences, and a selection of exceptional dining experiences at Whistler’s top restaurants.
- Eligibility: open to residents of the USA, Canada, UK, and Australia
- End date: October 7, 2026
- Enter the travel contest: click here
- Win a luxury stay in Edinburgh, United Kingdom. The grand prize is a one night’s stay at The Caledonian Edinburgh for up to 2 people, inclusive of breakfast and access to the Spa at The Caledonian.
- Eligibility: open to UK residents
- End date: September 27, 2026
- Enter the travel contest: click here
- Win a trip to Japan. The grand prize is fully inclusive 10-day Japan’s Golden Route escorted group tour for two people, including return economy flights from London, 4-star accommodation, transport, selected meals, expert guiding, entrance fees, and visits to Tokyo, Kyoto, Nara, Mount Fuji, and Osaka.
- Eligibility: open to UK residents
- End date: September 6, 2026
- Enter the travel contest: click here
- Win an African safari. The grand prize is a luxury South African safari escape for two including a six-night stay at Zulu Nyala, twice-daily game drives with meals, £1,500 in flight vouchers, and £5,000 to spend on jewellery at Queensmith.
- Eligibility: open to UK residents
- End date: September 23, 2026
- Enter the travel contest: click here
- Win flights to Canada with Air Transat. The grand prize includes return Economy Class flights for two from London Gatwick to Toronto, Montreal, or Ottawa with Air Transat, including taxes and surcharges, plus a premium London Gatwick travel package featuring valet parking, fast track security, fast track passport control, and lounge access for two.
- Eligibility: open to UK residents
- End date: September 30, 2026
- Enter the travel contest: click here
- Win a luxury Alaska cruise. The grand prize is a 7-night, all-inclusive Alaska sailing aboard Seven Seas Explorer from Vancouver (departure on 26 May 2027) to Whitter.
- Eligibility: open to UK residents
- End date: October 31, 2026
- Enter the travel contest: click here
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