Top 5 Holiday Destinations To Go After You Win Big

Top 5 Holiday Destinations To Go After You Win Big

Have you been lucky enough to win the lottery or strike it rich at one of those online casinos and are looking to travel the world? Winning a substantial amount of money often provides the financial means to fulfill lifelong dreams of travelling to destinations you’ve always dreamed of visiting.

Having a lot of money allows you to enjoy more exotic destinations, book into luxury hotels or resorts, relax in first-class on flights, dine at fine restaurants, and book those bucket-list activities or adventures you’ve never been able to afford before.

While money can’t guarantee greater happiness while traveling, it definitely doesn’t hurt to give it a go. So if you’re hoping to win a nice chunk of cash for a travel fund in the near future or have already been fortunate to suddenly and unexpectedly become rich, here are some top destinations to visit to start spending all that cash.


The Maldives is known for its stunning overwater bungalows, pristine beaches, and a reputation as a luxury destination. The cost of traveling to the Maldives can be high but this won’t be a concern if you’ve recently come into money.

Getting to the Maldives often involves long-haul flights and in some cases seaplane or speedboat transfers to your chosen resort, which can be costly. The Maldives also charges a tourist tax and a green tax which adds more to the cost of your stay.

Some of the well-known luxury resorts in the Maldives include Soneva Jani, Gili Lankanfushi, and Cheval Blanc Randheli. Opt for an overwater villa, where you can step directly into the crystal-clear waters of the Indian Ocean from your private deck.

Many of these villas come with glass floors, private pools, and direct access to the ocean. Some high-end resorts even offer personalized butler service to attend to almost every need you could ask for.

Be sure to take advantage of the spa facilities and indulge in luxurious treatments such as massages, facials, and wellness therapies. Then there are the water activities like snorkeling, scuba diving, kayaking, and stand-up paddleboarding to enjoy. Arrange private excursions to nearby islands, sandbanks, or remote atolls for a more exclusive and personalized experience.



It’s no secret that Dubai caters to wealthy travelers and has positioned itself as a top destination for high-end tourism. Dubai is home to some of the world’s most luxurious hotels and resorts including the Burj Al Arab, Atlantis, and The Palm.

Dubai is home to numerous high-end shopping malls, such as The Dubai Mall and Mall of the Emirates, where you can find luxury brands and designer boutiques. You’ll also find a diverse culinary scene with numerous Michelin-starred and celebrity chef restaurants, allowing wealthy travelers such as yourself to indulge in gourmet dining experiences.

You can enjoy exclusive experiences like helicopter tours, private yacht charters, and desert safaris with VIP amenities. Having money will also allow you to hire private chauffeurs, luxury car rentals, or even rent supercars to explore the city in style.

Dubai hosts exclusive events and festivals, including art exhibitions, fashion shows, and more, which attract wealthy individuals from all around the world. About the only thing affluent travelers can’t do in Dubai is gamble at a lavish casino since the UAE outlaws both in-person and online gambling. So you may struggle having a good time playing jackpot slots like you can in other luxury travel destinations like  Macau or Monaco.


Bali, known as the “Island of the Gods”, offers another popular destination for luxury travelers: Bali offers a variety of luxury hotels, resorts, and villas, many of which offer beachfront suites with private pools.

Bali is a hub for yoga and wellness retreats as well. Consider private yoga and meditation sessions with experienced instructors for the greatest benefits. Bali is also known for its traditional Balinese massages and holistic healing practices.

Experience luxury water activities such as scuba diving, snorkeling, and private boat charters to explore the surrounding islands and marine life. Bali offers cultural and artistic experiences, from private tours of temples and art galleries to traditional dance performances. Just remember to follow the local dress code and appropriate behavior when visiting the temples or places of worship.

Bali offers a diverse culinary scene, and you can savor a range of flavors during your luxury stay. Begin your culinary journey with a sumptuous breakfast at your villa prepared by your private chef. For lunch, dine at an upscale restaurant with a view of terraced rice fields or overlooking the Indian Ocean. Dinner can be an elegant affair with a degustation menu featuring a fusion of international and Balinese cuisine.



Cuba is the perfect place to celebrate your win thanks to its private villas equipped with all the modern comforts including private pools and a dedicated staff to cater to your needs. Consider booking into a historic mansion in Havana or Trinidad. Notable accommodation options include the Gran Hotel Manzana Kempinski in Havana or Trinidad’s Iberostar Heritage Grand.

Explore Havana in style with a vintage car tour. Classic cars like classic American Chevrolets and Cadillacs can be hired for private tours. Enjoy high-end dining experiences at upscale restaurants in Havana, where you can savor Cuban cuisine with a contemporary twist. Then there’s the chance to book a private cigar and rum tasting session at renowned tobacco houses and distilleries.

Private tours of Havana’s historic old town, including visits to iconic sites like El Capitolio and Plaza Vieja, are another popular activity, as is chartering a private yacht or sailboat to explore Cuba’s coastline and possibly visit the remote archipelago of Los Canarreos.

Enjoy horseback riding through the picturesque countryside, exploring tobacco farms and lush valleys. Take a private tour of tobacco farms in Vinales to see how the world’s finest cigars are produced.



This beautiful and lively island in the Mediterranean Sea is known worldwide for its stunning beaches, vibrant nightlife, and luxurious lifestyle. Choose from a variety of luxury hotels, resorts, and private villas. Many of them offer stunning sea views, private pools, and personalized concierge services.

Spend your days at upscale beach clubs like Nikki Beach, Blue Marlin, or Amante, where you can relax on sun loungers, enjoy gourmet cuisine, and dance to world-class DJs. Explore Ibiza’s beautiful coastline by chartering a private yacht or boat, cruising around the island visiting nearby coves and enjoying a wealth of water sports.

Ibiza is famous for its breathtaking sunsets. Join a luxurious sunset party at venues like Café del Mar or Mambo, where you can enjoy cocktails and music with a view. Enjoy VIP access to the island’s top clubs, such as Pacha, Ushuaïa, and Amnesia, and reserve a private table or a cabana.

Get a bird’s-eye view of Ibiza with a private helicopter tour or opt for a day tour of nearby islands like Formentera. Or simply stay on land in Ibiza and walk the historic streets of Ibiza Town (Eivissa) to explore its ancient fortifications, charming squares, and boutiques.

These are just a few of the luxurious travel destinations that await you once you’ve struck it rich playing the lottery or wagering at casinos. However, keep in mind that ultimately what makes travel enjoyable varies from person to person, and it’s not solely dependent on having loads of money.

Many people find joy in travel experiences that are more budget-friendly or focused on cultural immersion and personal growth. A large part of travel enjoyment also comes from getting to share the experiences with close friends or family.


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Author: Michael Jerrard

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