Top Travel Spots Loved By Lottery Jackpot Winners
Winning the lottery is a dream come true for many people. When that dream becomes reality, one of the first things jackpot winners do is pack their bags and travel to some of the world’s most luxurious and iconic destinations.
With money no longer an obstacle, the world becomes their playground. The team at Chief Gambler have explored some of the top travel spots that lottery jackpot winners love to visit, where indulgence, beauty, and unforgettable experiences await.
The Maldives - A Paradise of Privacy and Luxury
For lottery winners craving total escape, the Maldives is often the first stamp on the passport.
These remote islands in the Indian Ocean offer overwater villas, private beaches, and unmatched luxury. Resorts like Soneva Jani and Cheval Blanc Randheli are known for their ultra-exclusive experiences, think underwater dining, personal butlers, and yacht charters.
Monaco - Glamour on the Mediterranean
A magnet for the ultra-wealthy, Monaco’s Monte Carlo district is where jackpot winners go to mingle with the elite.
The famed Casino de Monte-Carlo, Formula 1 Grand Prix, and harbour lined with superyachts create the perfect setting for luxury living. It’s a favourite for those who enjoy high-stakes fun and high-end fashion.
Dubai, UAE - Where Opulence Has No Limits
Dubai is a natural destination for those with newfound millions. This city of extremes offers everything from indoor skiing to desert safaris to shopping in the world’s largest mall.
Lottery winners stay in sky-high hotels like the Burj Al Arab and enjoy gold-dusted cappuccinos, Rolls-Royce chauffeur service, and VIP treatment in every venue.
Bora Bora, French Polynesia - Idyllic Island Seclusion
Famous for its turquoise lagoon and volcanic peaks, Bora Bora is a dream destination for newly minted millionaires.
The Four Seasons and St. Regis resorts offer private plunge pools, helicopter tours, and intimate beachfront dinners. It’s the ultimate escape for relaxation and romance.
Tuscany, Italy - A Taste of the Good Life
Some lottery winners prefer slower, more cultured getaways, and Tuscany tops the list. Picture-perfect vineyards, ancient hill towns, and world-class cuisine make it ideal for those seeking la dolce vita.
Many even buy estates or rent entire villas for extended stays, enjoying wine tastings, cooking classes, and art-filled day trips to Florence and Siena.
Tokyo, Japan - A Blend of Culture and Cutting-Edge Cool
For the curious and culture-loving jackpot winner, Tokyo offers a mix of ancient tradition and modern marvels.
High-end travellers splurge on kaiseki dining, personal shopping experiences in Ginza, and stays at five-star hotels like Aman Tokyo. Helicopter tours, sumo wrestling VIP access, and custom kimono fittings make the experience unforgettable.
The Swiss Alps - Winter Wonderlands with a Price Tag
Jackpot winners who love winter often flock to the Swiss Alps for skiing and snowboarding in ultra-luxe resorts like St. Moritz and Zermatt. With private chalets, gourmet mountain restaurants, and après-ski spas, it’s an icy paradise where no expense is spared.
South Africa - Safari with Style
Luxury safaris in South Africa have become increasingly popular among lottery winners seeking adventure. Exclusive lodges like Singita and Londolozi offer front-row seats to the Big Five, guided tours by expert rangers, and lavish accommodations in the heart of the wilderness.
New York City, USA - Urban Luxury Unmatched
When the rich want to play in the concrete jungle, they head to Manhattan. Whether it’s private box seats at Broadway shows, shopping along Fifth Avenue, or staying at the iconic Plaza Hotel, lottery winners love the pulse of NYC. Helicopter tours, penthouse suites, and Michelin-starred meals complete the experience.
The Galápagos Islands, Ecuador – Rare Experiences for Rare Fortunes
For eco-conscious and adventurous lottery winners, the Galápagos offers an exclusive and educational getaway.
Small luxury cruise ships provide intimate access to wildlife, while private tours let travellers explore the untouched natural beauty of the islands with expert guides and marine biologists.
The Bottom Line
Lottery jackpot winners often use their newfound wealth to explore parts of the world they may not have visited otherwise. The destinations featured in this article reflect some of the travel choices made by those who have experienced a significant change in circumstance.
While everyone’s preferences are different, patterns do emerge — from relaxing beachside resorts to vibrant cultural capitals, many winners choose destinations that offer privacy, comfort, or once-in-a-lifetime experiences.
This list isn’t about encouraging lottery play, but rather offering an insight into how some winners choose to spend their time and money once a win has been confirmed.
