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 Business Class tickets with Cathay Pacific to Hong Kong and holidays to the Philippines, India, London, Chicago, Canaray Islands, Anguilla, Japan, Norway and more.
- Win a three-night luxury stay in the Philippines. The grand prize is a sumptuous three-night stay for two at Discovery Boracay on vibrant Boracay Island in the Philippines. The prize includes a three-night stay in a Junior Suite with daily breakfast and transfers for 2 persons, roundtrip airport transfers and a one time complimentary Happy Hour drinks for 2 at the Sand Bar (total of 4 drinks).
- Eligibility: open to all
- End date: November 30, 2025
- Enter the travel contest: click here
- Win a three-night luxury stay in India. The grand prize is a sumptuous three-night stay for two at Aramness, a luxury Gir safari lodge in India. The prize includes breakfast and a private dining experience.
- Eligibility: open to all
- End date: November 30, 2025
- Enter the travel contest: click here
- Win a two-night luxury stay in the Canary Islands, Spain. The grand prize is a sumptuous two-night stay for two at Santa Catalina, a Royal Hideaway Hotel in Gran Canaria’s capital. The prize includes a two-night stay with breakfast each morning for two people and a VIP service (daily access to Spa and access to Rooftp Alis Pool).
- Eligibility: open to all
- End date: November 30, 2025
- 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 at The Athenaeum Hotel & Residences in London. The prize includes a two-night stay with daily breakfast and dinner on one night (up to £50pp).
- Eligibility: open to all
- End date: November 30, 2025
- Enter the travel contest: click here
- Win a two-night luxury stay in Japan. The grand prize is a two-night stay for two in a Deluxe Heritage View room at Hotel Sosei Sapporo MGallery, including breakfast and lounge access for two guests.
- Eligibility: open to all
- End date: November 30, 2025
- Enter the travel contest: click here
- Win Business Class tickets from the USA to Hong Kong. The grand prize are two tickets in Business Class from one of Cathay Pacific’s U.S. gateways to Hong Kong. The first prize will be two tickets in Premium Economy on Cathay Pacific from one of the carrier’s U.S. gateways to Hong Kong, and the second prize will be two round-trip Economy Class tickets from one of the carrier’s U.S. gateways to Hong Kong.
- Eligibility: open to USA residents
- End date: November 10, 2025
- Enter the travel contest: click here
- Win a six-night arctic escape in Tromsø, Norway. The grand prize is includes 6 nights’ accommodation in a stunning hotel, return flights including airport transfers, and several experiences including a Northern Lights photography tour, reindeer feeding, whale-watching and more.
- Eligibility: open to residents of the UK and most European countries
- End date: December 14, 2025
- Enter the travel contest: click here
- Win a €25,000 luxury travel experience. The grand prize is an Anti Burnout Box includes, which includes o
- Eligibility: open to residents of the UK and EU
- End date: November 13, 2025
- Enter the travel contest: click here
- Win a trip to Chicago, USA. The grand prize is an unforgettable adventure for up to four people in Chicago’s spellbinding Forbidden Forest Experience. Your journey begins with priority skip-the-line access, exclusive Forbidden Forest merchandise, and delicious food and drinks to enjoy along the way. Then, visit the Harry Potter™ Shop Chicago for Butterbeer and an exclusive storewide discount before relaxing in style with up to three nights of hotel accommodations.
- Eligibility: open to residents of the USA, UK and EU
- End date: November 9, 2025
- Enter the travel contest: click here
- Win a luxury stay in Edinburgh, Scotland. The winner and a guest will enjoy an overnight stay in a Deluxe Suite at the W Edinburgh Hotel with a fully inclusive à la carte breakfast, private use of the Elements Suite at AWAY Spa for one hour of relaxation, Champagne Afternoon Tea for two, and cocktails and nibbles for two at Joao’s Place.
- Eligibility: open to UK residents
- End date: November 28, 2025
- Enter the travel contest: click here
- Win a four-day trip to Edinburgh, Scotland. The winner and guest will spend two nights at The Caledonian Edinburgh, B&B, and one night at Lost Shore Surf Resort. The prize includes all activities and meals mentioned, as well as return train tickets to Edinburgh from any major UK mainland station.
- Eligibility: open to UK residents
- End date: November 30, 2025
- Enter the travel contest: click here
- Win an Arctic Expedition Cruise. The grand prize is an incredible Arctic expedition cruise of up to 10 nights with Swan Hellenic for you and a lucky plus one.
- Eligibility: open to residents of the UK
- End date: December 5, 2025
- Enter the travel contest: click here
- Win a luxury MSC Cruise. The grand prize is a 7-night voyage in a balcony cabin, sailing from Southampton on MSC Virtuosa in summer 2026.
- Eligibility: open to all
- End date: December 31, 2025
- Enter the travel contest: click here
- Win a pair of return Business Class flights. The grand prize is a pair of return Business Class flights, from London Gatwick to European destination of your choice. You’ll get the Club Europe experience – that means dedicated check-in desks, priority security, British Airways lounge access and complimentary food and drinks onboard.
- Eligibility: open to UK residents
- End date: December 14, 2025
- Enter the travel contest: click here
- Win a trip to Anguilla, Caribbean. The grand prize is a 3-night stay in Aurora Anguilla Resort, daily breakfast for two & two rounds of golf.
- Eligibility: open to USA residents
- End date: December 5, 2025
- Enter the travel contest: click here
- Win Economy Class flights to South Korea with Virgin Atlantic. The grand prize is a pair of return Economy Class tickets from London Heathrow (LHR) to Incheon International Airport (ICN) with Virgin Atlantic.
- Eligibility: open to residents of the United Kingdom
- End date: December 31, 2025
- Enter the travel contest: click here
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