From festive markets in Prague to Michelin-starred dining in Paris, explore our curated Holiday Bucket List of 10 luxurious destinations to celebrate the season in unforgettable style.

10. Prague, Czech Republic

Prague transforms into a fairytale come winter, when snow blankets its Gothic spires and cobblestone streets. Wander through the city’s cinnamon-scented Christmas markets, where twinkling lights reflect off centuries-old facades and carolers fill the frosty air.

Savor the season with a warm mug of mulled wine as you browse handmade ornaments and festive decor. When the chill sets in, retreat to the warmth of Prague’s elegant dining rooms and candlelit cellar bars like The Alchemist Bar, where hearty Czech dishes, like roast game and dumplings, offer the perfect winter comfort.

For an unforgettable stay, check into The Augustine Hotel, a luxurious retreat set within a former monastery and medieval astronomical tower, offering sweeping 360-degree views of the city and the timeless romance of Old World Prague.

Experience Prague's charm this winter with our Prague Discovery.

9. Punta del Este, Uruguay

Escape the winter chill with a sun-soaked getaway to the Southern Hemisphere. In December, Punta del Este comes alive as Uruguay’s premier coastal destination, where golden beaches, turquoise waters, and a lively social scene create the perfect summer retreat. Spend your days lounging on white sands, exploring chic beach clubs like Parador Imarangatu, and enjoying long, leisurely lunches overlooking the Atlantic.

For travelers seeking a quieter escape, early December and January offer the same sunshine and sea breeze with a touch more serenity. Explore the surrounding countryside on horseback, enjoy a vineyard lunch, or wander the nearby art galleries of José Ignacio.

Stay at Bahia Vik José Ignacio, an oceanfront sanctuary that blends contemporary design with natural beauty. Its private bungalows, sweeping sea views, and laid-back sophistication make it the ultimate retreat for travelers seeking both luxury and tranquility on Uruguay’s most glamorous coast.

Relax in the luxury of boutique bungalows and white-sand beaches with our Argentina and Uruguay Explorer.
 

8. Tasmania, Australia

Summer in Tasmania begins in early December, making it an ideal warm-weather escape for travelers seeking outdoor adventure during the holiday season. Experience the island in full bloom at the Festival of Flowers, or stroll through fields of fragrant lavender that blanket the countryside in color. 

Tasmania’s culinary scene shines during these sun-soaked months. Savor freshly shucked oysters, grilled octopus, and award-winning local wines while dining amid the island’s natural beauty. For an unforgettable gastronomic experience, indulge in an eight-course tasting at The Agrarian Kitchen Restaurant, named Tasmania’s Best Restaurant in 2025, where seasonal, ingredient-driven dishes celebrate the island’s rich bounty.

For a luxurious retreat, stay at Saffire Freycinet, an award-winning lodge overlooking Great Oyster Bay. With its sleek design, world-class spa, and personalized service, it offers the perfect blend of seclusion, sophistication, and spectacular views of Tasmania’s east coast.

Discover the charm of Tasmania's summer with our Tasmania Escapade. 

7. Dubai, UAE

Trade snow for sunshine with a winter escape to Dubai, where December brings warm temperatures, golden beaches, and glittering desert sunsets. This dynamic city dazzles during the holiday season, from designer shopping at the Dubai Mall to festive displays beneath the towering Burj Khalifa. Glide along the Dubai Creek on a private abra ride or dine beneath the stars in the surrounding desert dunes.

Savor Michelin-starred dining at Ossiano, an underwater restaurant at Atlantis The Palm, where world-class cuisine meets mesmerizing views of marine life.

Retreat to Burj Al Arab Jumeirah, Dubai’s most iconic hotel, renowned for its opulent suites, private beach, and impeccable service; a symbol of pure indulgence rising from the Arabian Gulf.

Explore the dazzling city of Dubai with our Dubai and Abu Dhabi Explorer.

6. Venice, Italy

Winter casts a magical glow over Venice, when the city’s canals shimmer beneath misty skies and its narrow streets feel quieter, more intimate. Celebrate the holiday season with a stroll through Piazza San Marco, where festive lights illuminate St. Mark's Basilica and Christmas markets fill the air with the scent of roasted chestnuts.

Check into the Aman Venice, a 16th-century palazzo overlooking the Grand Canal that  features frescoed ceilings, private gardens, and serene water views. This one-of-a-kind stay offers a peaceful sanctuary in one of the world’s most enchanting (and frequented) cities.

For an exquisite meal, dine at Oro Restaurant, a Michelin-starred gem where Veneitian classics and freshly caught seafood are featured. Indulge in dinner with unforgettable views at Cip's Club. It's the most intimate restaurant of the Hotel Cipriani and comes with a coveted panoramic terrace which looks out over the Giudecca Canal, St. Mark's Square and the Doge's Palace.

Discover the magic of Venice with our Venice Verona and Lake Garda Escapade.

5. Jaipur, India

Escape gray winter skies for the radiant hues of Jaipur, the fabled Pink City of Rajasthan. In December and January, warm days and clear skies make it the perfect time to explore Jaipur’s architectural treasures. Discover the peach-hued façade of Hawa Mahal, the vivid blue interiors of Chandra Mahal and the mesmerizing 3,500 ivory steps of Chand Baori.

Step back in time at the Amber Fort, a 16th-century masterpiece that once served as the royal residence of the Maharajas (kings). Visit in the evening to witness its spellbinding sound and light show, where the fort’s storied past unfolds against a backdrop of illuminated castle walls.

For the ultimate indulgence, stay at the Rambagh Palace, a former royal residence turned five-star sanctuary. With hand-carved marble latticework, manicured gardens, and impeccable service, the Rambagh Palace evokes the grandeur of India’s regal past while offering every modern luxury. Dine at Suvarna Mahal, the palace’s signature restaurant, where crystal chandeliers and gilded walls set the stage for an exquisite tasting of royal Rajasthani cuisine.

Experience Jaipur's splendor with our Golden Triangle & Mumbai A Regal Cultural Journey Through India.

4. La Romana, Dominican Republic

Celebrate the holidays in sun-soaked style on the southern coast of the Dominican Republic in La Romana, where palm-fringed beaches, turquoise waters, and golden sunsets replace snow and scarves.

Sail to Saona Island for a private beach picnic, or explore the cobblestone streets of Altos de Chavón, a replica 16th-century Mediterranean village adorned with twinkling lights during the festive season. Unwind in style at Casa de Campo Resort & Villas, a five-star sanctuary featuring oceanfront villas, a world-class spa, and endless ways to celebrate the season in tropical elegance.

For an unforgettable evening, dine at Peperoni Marina, a beloved fine-dining restaurant overlooking the Chavón River. Its candlelit terrace and menu of fresh seafood and Italian-Caribbean fusion make it one of La Romana’s most romantic holiday dining experiences.

Indulge in Caribbean luxury with our La Romana Escapade.

3. Kyoto, Japan

Japan is one of the best bucket list holiday destinations with its holiday markets and festivals! Visit Kyoto in early December to witness Arashiyama Hanatouro, a magical lantern festival that illuminates the famous Arashiyama bamboo forest. Stay through December to experience the Kobo-san and Tenjin-san festivities and markets, packed with Japanese antiques, kimonos and food carts. 

Indulge in the ultimate luxury stay at Hotel The Mitsui Kyoto Modern where understated elegance and a rich history are meticulously combined. No detail has been left to chance, with artists, such as kimono designer Jotaro Seito, brought in to manufacture silk headboard panels that evoke Kyoto's past. 

Wander through Kyoto's Gion district, widely known for its geisha culture and well-preserved streetscapes of teahouses, shops and restaurants. Make a reservation at Gion Maruyama, a kaiseki restaurant (traditional multi-course Japanese) where exquisite preparation of seasonal ingredients and careful attention to the needs of each guest is at the forefront of every bite. Afterwards, stroll to Kasagiya, a traditional Japanese sweet shop that has been in business for over a century and instantly transports visitors back in time. 

Discover the timeless charm of Kyoto with our exclusive Kyoto Discovery Itinerary.

2. New York City, USA

Few places capture the magic of the holidays quite like New York City. Glittering lights illuminate Fifth Avenue, the scent of roasted chestnuts fills the air, and the city’s legendary landmarks shimmer beneath a dusting of snow.

Skate beneath the Rockefeller Center Christmas Tree, take in the Rockettes’ dazzling performance at Radio City Music Hall, or enjoy a horse-drawn carriage ride through a snow-dusted Central Park. Those looking for indulgence will find it at The St. Regis New York, where timeless glamour, impeccable service, and festive champagne sabering rituals make every stay unforgettable.

For an extraordinary dining experience, reserve a table at Eleven Madison Park, one of the world’s most celebrated Michelin-starred restaurants, where a plant-based tasting menu redefines modern fine dining. Afterward, sip a handcrafted cocktail at Darling Rooftop atop the Park Lane Hotel, the only rooftop bar overlooking Central Park, and take in breathtaking winter views of the city skyline glittering below.

New York City delivers all the magic of the holidays and the sophistication to match.

Experience New York City's magic with our Christmas Fairytale of New York Journey.

1. Paris, France

There’s no place in the world that captures the magic of the holidays quite like Paris! In December, the City of Light glows even brighter with glittering displays along the Champs-Élysées and Christmas markets lining the Seine. Wander through the festive streets of Le Marais, or ice skate beneath the glass dome of the Grand Palais for an unforgettable winter moment.

For a culinary experience to remember, reserve a table at Arpège, Chef Alain Passard’s three-Michelin-star restaurant, where artful vegetable-driven haute cuisine takes center stage. Then, toast to the season at Bar Hemingway inside the Ritz Paris, where perfectly balanced cocktails and timeless glamour set the scene for a night to remember.

Indulge in a luxurious stay at Le Meurice, a palace hotel that embodies Parisian elegance, just steps from the Tuileries Garden. Its refined suites, marble baths, and iconic views of the Eiffel Tower make it a dream escape for the season.

From luxury shopping on Rue Saint-Honoré to candlelit evenings in Montmartre, Paris shines brightest in winter. It's a city of romance, beauty, and indulgence that makes it the #1 holiday bucket list destination in the world.

Explore Paris on an unforgettable journey with our Christmas in France and Switzerland Itinerary.

Are you ready to travel? Start planning your vacation with Keytours Vacations, your expert in personalized travel experiences. 

Choose Keytours Vacations and make your next vacation one to remember. Browse from one of our many customizable itineraries or contact a Personalized Travel Expert to get started.