Travel contests & sweepstakes: win luxury holidays

Friday newsletters always feature luxury travel conteststips, 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 holidays to Kenya, the Maldives, Thailand, United Kingdom, Monaco, Mexico, the United States of America, Switzerland, Mauritius, Vietnam, Morocco, and Canada.

Win a luxury safari at The Ritz-Carlton Masai Mara Safari Camp in Kenya Win a luxury safari at The Ritz-Carlton Masai Mara Safari Camp in Kenya


  • Win a luxury safari in Kenya. The grand prize is a three-night stay for two at The Ritz-Carlton, Masai Mara Safari Camp. The prize includes full-board meals and luxurious accommodation with private heated plunge pool, in-suite bar, indoor-outdoor shower and private deck; full-board dining with personalised butler service and a refined selection of alcoholic and non-alcoholic beverages; access to pool, gym, sauna and steam room; and transfer from Keekorok or Serena airstrip to the camp
    • Eligibility: open to all
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a luxury stay in the Maldives. The grand prize is a three-night stay for two at Milaidhoo Maldives. The prize includes a sharing a villa for two adults. one dolphin cruise during the stay. Daily breakfast at the scenic oceanfront restaurant, Ocean. NOTE: Seaplane transfers from and to Velana International airport are not included.
    • Eligibility: open to all
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a luxury stay in Phuket, Thailand. The grand prize is a three-night stay for two at Le Méridien Phuket Mai Khao Beach Resort in Thailand. The prize includes a ‘Deluxe Garden View’ room including breakfast and a complimentary one time Afternoon Tea at The Nook during stay.
    • Eligibility: open to all
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a luxury stay in the United Kingdom. The grand prize is a two-night stay for two at Sopwell House. The prize includes a stay in a chic bedroom, dinner in The Brasserie on 1st night of stay and full access to the Club at Cottonmill Spa, from midday on day of check in until 11am on day of departure.
    • Eligibility: open to all
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a luxury stay in Monaco. The grand prize is a two-night stay in a Deluxe Sea View Room at Fairmont Monte Carlo, with a daily buffet breakfast and a three-course dinner and drinks at the Lobby Lounge Restaurant included.
    • Eligibility: open to all
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a luxury stay in Los Cabos, Mexico. The grand prize is a 3-night, all-inclusive stay for two at Pueblo Bonito Sunset Beach in Cabo.
    • Eligibility: open to USA residents
    • End date: March 15, 2026
    • Enter the travel contest: click here
  • Win a grand train tour in Switzerland. The grand prize is a 10-day Grand Train Tour of Switzerland: discover Switzerland’s most iconic sights on a breathtaking panoramic rail journey.
    • Eligibility: open to UK residents
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a VIP trip to the USA. The grand prize includes 2x VIP passes to Weekend Two of the Coachella Music & Arts Festival (17th, 18th, 19th April 2026) (“Festival”); 2x return Economy Class flights from any major international UK airport to Los Angeles; 2x return ground transportation from the winner’s home within the UK to the departure airport; four nights’ accommodation in a 4-star hotel (one room, double occupancy, with breakfast included); return private airport transfers in Los Angeles between the airport and the hotel; and £500 (five hundred pounds) total spending money to cover lunches, dinners, intra-city transport, and transfers to and from arrival and departure airports, payable via PayPal only.
    • Eligibility: open to UK residents
    • End date: March 16, 2026
    • Enter the travel contest: click here
  • Win a pair of flights to New York. The grand prize are two return tickets in Economy Class from Heathrow LHR to John F Kennedy JFK. The tickets are subject to seat availability and date availability and must be taken between September 2026 and March 2027
    • Eligibility: open to UK residents
    • End date: not clear
    • Enter the travel contest: click here
  • Win a five night stay in Mauritius. The grand prize is a five-night stay at Shandrani Beachcomber on a half-board basis for two people in a double room.
    • Eligibility: open to UK residents
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win Virgin Voyages Cruise for two. The grand prize is a cruise of up to seven nights in a Sea Terrace cabin*, departing between 1 April and 31 December 2026. The prize includes meals at any of the 20+ included eateries, from refined dining to casual bites, group fitness classes, (including yoga, meditation, cycling and HIIT classes), entertainment, essential drinks, tips and gratuities.
    • Eligibility: open UK residents
    • End date: March 31, 2026
    • Enter the travel contest: click here
  • Win a luxury stay in Edinburgh, United Kingdom. The grand prize is an overnight stay in the Penthouse Suite at W Edinburgh, complemented by a Champagne afternoon tea at Sushisamba
    • Eligibility: open to UK residents
    • End date: February 28, 2026
    • Enter the travel contest: click here
  • Win a five night wellness escape in Vietnam. The grand prize is a five-night stay for two in a private pool villa at the award-winning TIA Wellness Resort, Vietnam — an oceanfront sanctuary renowned for its personalized, all-encompassing approach to wellbeing. The prize includes half-board dining with daily all-day breakfast, wellness treatments per person, per night (total 80 mins), one three-course lunch or dinner during the stay, daily wellness mini bar, and daily wellness activities including yoga, breathwork, and creative workshops.
    • Eligibility: open to UK residents
    • End date: June 1, 2026
    • Enter the travel contest: click here
  • Win a holiday for two to Canada. Photographers are invited to submit their best travel images from the past year for the chance to be published in National Geographic magazine and to win some outstanding prizes.  The winning photographer will receive a self-drive 11 day trip through British Columbia, including return flights from the UK to Vancouver, car hire, entry to Capilano Suspension Bridge Park and accommodation across Vancouver, Sun Peaks, Revelstoke, Nelson and Osoyoos. ⁠
    • Eligibility: open to UK residents
    • End date: March 22, 2026
    • Enter the travel contest: click here
  • Win a luxury family holiday in the Maldives. The grand prize is a  five-night Maldives holiday for two, plus two little ones at the 5-star Grand Park Kodhipparu, a private island resort known for its overwater villas and crystal-clear waters. The prize also includes daily breakfast and dinner, one group snorkeling activity, one 30-minute couples spa treatment, daily yoga sessions and complimentary return speedboat transfers from Malé International Airport.
    • Eligibility: open to UK residents
    • End date: March 24, 2025
    • Enter the travel contest: click here
  • Win a four night luxury stay in Marrakech, Morocco. The grand prize is a four-night stay for two at the luxurious Park Hyatt Marrakech with daily breakfast, one dinner, and £500 towards flights. Experience the city’s vibrant souks, relax in serene riads, and soak up the colourful energy of Marrakech on this unforgettable Moroccan adventure.
    • Eligibility: open to UK residents
    • End date: April 30, 2026
    • Enter the travel contest: click here

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