5 Warm Winter Holiday Escapes

Follow the sun to these beaches in big city destinations or Mexico and the Caribbean.

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With fewer daylight hours and colder temperatures, it’s no wonder so many of us pack up in the winter months in search of sandy beaches and a warm dose of sunshine.

If you’re ready for a break, we’ve pulled together some of our favorite warm winter holiday escapes, along with recommendations for what to do and Fine Hotels + Resorts® and The Hotel Collection properties to suit your travel style.  

When Platinum Card Members book a Fine Hotels + Resorts property through American Express Travel, they get access to an exclusive suite of benefits* that includes daily breakfast for two, guaranteed 4pm check-out and a $100 credit to use towards eligible charges1. Other benefits include 12pm check-in and a room upgrade2 upon arrival, both when available.  

When staying two nights or more at The Hotel Collection properties*, Card Members receive a $100 credit towards eligible charges1. They also get a room upgrade upon arrival2, 12pm check-in and late checkout, all when available.

Read on for five of the destinations worth visiting for a sun-drenched getaway in the depths of winter. And remember, you can explore with no foreign transaction fees3 on purchases made abroad with your Platinum Card.

Sydney, Australia

 

More than just beaches and surfing, Sydney has made its mark as a global culture hotspot year-round, with plenty to keep you entertained this winter.

What to Do

Overlooking Sydney Harbour, the sprawling Botanic Gardens of Sydney showcases Australia’s remarkable plant and animal life. Be sure to check out The Calyx  to admire the impressive, curved glass and living walls.

For a unique adventure in the heart of Sydney, visit the Archie Rose Bar & Cellar Door in Rosebery where you can try spirits blending, bartending, or mastering cocktails.

Of course, whatever the season, a trip to Sydney wouldn't be complete without visiting Bondi Beach. Big crowds are inevitable, so head there early in the morning or catch the last of the afternoon sun to avoid the rush.

Where to Stay

If you like to be in the thick of things, consider the Hilton Sydney (The Hotel Collection) with its stunning city center views. Be sure to visit the lobby to admire the bespoke sculpture ‘Vine’ by Australian sculptor Bronwyn Oliver. The piece is among the longest sculptural works in Australia.

For those looking to unwind, The Langham, Sydney (Fine Hotels + Resorts) offers a slice of serenity; indulge at the hotel’s luxurious spa, or head out and explore the quaint cobbled streets and historic brick buildings nearby. Take advantage of The Langham, Sydney's signature British Pink Taxi, dropping you off throughout the Sydney metro area.

To get the full Sydney experience, treat yourself to unparalleled views of the Harbour Bridge and Royal Opera House with a stay at Four Seasons Hotel Sydney (Fine Hotels + Resorts). Elevate your stay and enjoy artisan Epic and Signature cocktails at Grain Bar or sample modern Australian dining at Mode Kitchen & Bar. As a Platinum Card Member, you’ll receive a $100 credit which you can use towards dinner at Mode Kitchen & Bar.

Riviera Nayarit, Mexico

 

Crystal clear waters, sun-drenched 80 degree weather, beaches made for sunbathing and surfing, and breathtaking sunsets make Mexico a prime destination for a winter getaway. Consider Riviera Nayarit, which includes regions like Punta de Mita and Puerto Vallarta among its coveted destinations.

What to Do

Shoes and shirts are optional for many of the activities that draw sun- and pleasure-seekers to the Riviera Nayarit region. From horseback riding at sunset along the white sand shoreline to surfing the clear blue waters, you’ll want to spend almost all your time outdoors.

Adventurous travelers can embark on an ATV or zip lining tour through the Sierra Madre Mountains, while those who prefer their recreation at a slower pace can wander through Vallarta Botanical Gardens or hit the local golf courses.

At sea, families and couples can book a variety of nautical excursions, from whale watching and deep-sea fishing to snorkeling above colorful reefs teeming with vibrant sea life.

Where to Stay

For an elevated, surf-style experience, try Susurros del Corazón, Auberge Resorts Collection,(Fine Hotels + Resorts), a contemporary oceanfront resort marked by the surrounding airy and natural beauty. Be sure to inquire at reception about surf lessons tailored to any skill level.

And as an eligible Platinum Card® Member, you can make the most of your new surfing skills with more time to catch the waves thanks to a complimentary fourth night offer at this property (available for bookings through March 27, 2025).

If you’re traveling with family or friends, consider Marriott Puerto Vallarta Resort & Spa (The Hotel Collection), an all-inclusive, family-friendly resort steps from the beach with much to do for the whole crew, starting with the many swimming pools, including a relaxing infinity pool and Kids Club pool.

Put your $100 credit toward a restorative treatment at the resort’s Ohtli Spa or a round of margaritas at the Ceviche & Tequila Bar.

For a more secluded stay, opt for Conrad Punta de Mita (Fine Hotels + Resorts), a tranquil haven in a luxe community with a private beach for the ultimate unplugged getaway. You might even take part in a traditional sweat lodge ceremony, guided by a local shaman, at the onsite lodge.

Miami, Florida

 

Miami is a great place to escape the winter blues and while there are plenty of glorious beaches to bask on, Miami has more to offer than just sunbathing.

What to Do

Miami Beach features stunning beaches, vibrant parks, wellness retreats, and a rich cultural scene. Soak up the sun at South Beach, explore Lummus Park's natural beauty, and discover art in lively neighbourhoods like Wynwood and the historic Art Deco District. Check Resy well in advance to reserve your spot at coveted local tables like Torno Subito from acclaimed Italian chef Massimo Bottura.

Explore our Miami travel guide for more insider recommendations.

Where to Stay

Designed by Morris Lapidus in 1955, Eden Roc Miami Beach (The Hotel Collection), combines timeless glamour with modern beachfront vibes. Spacious ocean-view rooms, three pools, and a private beach create the perfect tropical escape, with nightlife and cultural attractions nearby.

Lovers of sleek design should head downtown to the Kimpton EPIC Miami hotel (The Hotel Collection). Contemporary interiors, breathtaking views of the city and the bay, two gorgeous rooftop pools, and incredible food await. This property in The Hotel Collection goes beyond the standard benefits and offers complimentary daily breakfast for two.

It’s easy to see why the Mandarin Oriental, Miami (Fine Hotels + Resorts) is a Card Member favorite. Elegant and serene, this seaside city spot and its tri-level spa offers a truly relaxing experience. There’s even a private beach where you can linger thanks to guaranteed 4pm check-out. Any seasonal stress will be a distant memory.

St. Barths


St. Barths has long been known as an upscale Caribbean retreat for those seeking a luxury beach vacation with a distinctly European feel. A small island marked by pristine beaches, lush foliage, and a dynamic social scene, St. Barths is a great getaway for couples or friends seeking an escape from the everyday (and the cold).

What to Do

St. Barths makes it easy to bask in the good life; couples and friends can sun on the beach, shop chic boutiques, and stay out late at fine-dining restaurants and cocktail bars.

But the island has a family-friendly side, too, and activities for any adventure seekers. You might charter a private boat, spend a day hiking the picturesque hiking area Colombier, or commandeer the resort’s paddleboards and kayaks to explore the scenic waters at your leisure.

Where to Stay

A secluded resort set upon 18 acres of beautifully manicured property that overlooks two beaches, Rosewood Le Guanahani St. Barth (Fine Hotels + Resorts) comprises 66 colorful yet tasteful suites, some with private pools – if there’s availability, you’ll be treated to a complimentary room upgrade upon arrival.

In the heart of St. Jean’s Bay, one of St. Barth’s most popular beachside towns, Tropical St Barth (The Hotel Collection) is a boutique hotel perfect for those who like to be at the center of the area’s shopping, dining, and nightlife scene – and just steps from the beach. Suites feature private terraces and sweeping ocean views, and you can enjoy it all the longer with late check-out, when available.

Sunbathers might consider Cheval Blanc St-Barth (Fine Hotels + Resorts), a Card Member favorite on Flamands Beach, the longest of all the area’s stunning white-sand beaches. Nestled among lush tropical gardens, the resort’s suites feature white décor and soft wood accents that both echo and complement the beauty of its location. After soaking up the Caribbean sunshine, put your $100 credit towards a spa treatment like the Sun Prelude Ritual, which hydrates the skin.

Singapore

 

A fascinating blend of cultures, cuisines, and sights, Singapore offers a change of pace like no other. And while our winter does align with theirs, expect a tropical climate; temperatures tend to be around 75- 85° F.

What to Do

Singapore certainly knows how to make a good first impression. Home to not only the world’s tallest indoor waterfall, but also a butterfly garden, Singapore Chiangi Airport will excite you the minute you touch down.

But don’t get too comfortable – there’s plenty to enjoy in this bright and welcoming city-state. Tuck into something tasty at the bustling hawker centers, hit the beaches and Gardens by the Bay, or wander neighborhoods like Little India, full of Hindu temples and street art.

Explore our 4-day Singapore itinerary for more insider recommendations.

Where to Stay

The reimagined Mandarin Oriental, Singapore (Fine Hotels + Resorts) is a luxurious sanctuary nestled along the iconic Marina Bay. Perfect for exploring the city’s vibrant culture, arts, and high-end shopping, it also offers serene indulgence. Unwind at the spa or by the outdoor pool with skyline views from poolside cabanas.

The Conrad Centennial Singapore (Fine Hotels + Resorts) rises high above Marina Bay with panoramic views of the Singapore skyline. Enjoy spacious rooms and luxury suites, elegant restaurants, an outdoor pool, and an intimate spa. The hotel is near iconic landmarks such as Esplanade, Merlion Park, Suntec Convention Center, and the Singapore Flyer, as well as world-class art museums and galleries.

When you book a Fine Hotels + Resort property through American Express Travel, Platinum Card Members receive a room upgrade when available, as well as guaranteed 4pm check-out.

Alternatively, experience life at the W Singapore Sentosa Cove (The Hotel Collection) , an urban oasis lifestyle hotel with a relaxed approach to luxury and stunning Marina views. Relax in one of our 240 vibrant guest rooms and suites, explore flavorsome dining outlets or while away an afternoon at AWAY Spa and WET Deck, one of Singapore’s largest 24 hours outdoor pool. Plus, this property goes beyond the standard benefits of The Hotel Collection to provide complimentary daily breakfast for each day of your stay.

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