Love, Actually…

Starry skies. Moonlit beach strolls. Chocolate delights and live music serenades. With Valentine’s Day around the corner, a vacation can deliver it all in spades. Still, exceeding the expected means thinking outside the box. Ready for romance? How about an after-hours art tour in Miami, dinner amidst lush gardens in St. Barts, or a sleigh ride to a cozy cabin in Aspen. All (and then some) await at these dreamy destinations, which are primed for couple-centric celebrations.  

Jackson, Wyoming

The Adventurists

Romance Ready: Jackson is intimate by nature. The rugged peaks of Grand Teton National Park preside over a charming downtown peppered with mom-and-pop boutiques, cozy restaurants, and endless peaceful trails.  

The Stay: Four newly constructed three-bedroom homes at The Glenwood have fast become a premium destination for The Club and a peaceful, elegant mountain oasis for adventure seekers. 

The Play: If you and yours have a get-after-it mentality, descend some of the best ski slopes in the U.S. Come summer, work up a sweat on hiking and biking trails, including steep ascents that lasso bragging rights. You can also kayak, paddleboard, and whitewater raft on local waterways, where the sightseeing will surely feature majestic wildlife. After hours, Jackson’s charm is best celebrated in front of a cozy fireplace, be it in the heart of downtown or in the privacy of your alpine residence.  

Dominican Republic

The Adventurists

Romance Ready: The heartbeat of the Dominican is its surrounding nature of dramatic coastline and lush inland jungles. If your idea of a perfect getaway includes outdoor pursuits and colorful culture, this Caribbean hot spot should top your list.  

The Stay: Two-bedroom residences at Eden Roc Cap Cana are romantic enclaves offering seclusion, privacy, and enticing amenities. Located on the eastern tip of the Dominican Republic, the resort’s lush gardens and lagoon-style pools overlook the scenic Jack Nicklaus-designed golf course. 

The Play: Surfing, beachcombing, golfing, spa-ing, and Jeep-ing are all daily temptations, as is lounging oceanside. Whether you decide to get out and about or watch the sunset from your private patio, choose-your-own-adventure makes for spontaneous moments of connection with your loved one.  

St. Barts 

The Epicureans

Romance Ready: If there’s one island to be crowned sexiest of all, our bets are on St. Barts. Romance celebrated over cuisine has long been the yard stick of fun on this French isle, where an anything-goes ethos often leads to extended stays.  

The Stays: The four-bedroom Villa Apache is sleek and modern (and just steps from Nikki Beach), while Villa Hemingway, a five-bedroom, two-story villa, offers Members the perfect blend of luxury and leisure. Opt for the scintillating Rosewood Le Guanahani, which hugs the sea and is located among 18 secluded tropical acres on its own peninsula. 

The Play: Ready for the perfect St. Barts day? Start with a morning couples swim in the sea, followed by lunch at Le Toiny Beach Club. Next up, score art and apparel on the streets of Gustavia, then it’s off to sunset sips at the swanky Eden Roc Resort, followed by a table for two at Le Tamarin and a scintillating late-night show at Le Ti.  

Tuscany, Italy

The Epicureans

Romance Ready: Ah, Italy! The landscape alone — rolling hills, cypress trees, vineyards and olive groves — sets the tone for a romantic vacation. Yet any Italy-obsessed traveler will tell you that it’s all about the food and wine.  

The Stay: The largest privately held property in Italy, Casali di Casole recalls the most charming set of your favorite rom-com. Located 40 minutes west of Siena and an hour south of Florence, the property features 32 individually owned homes and a five-star boutique hotel in a romantic castle. Your residence’s private heated pool is nestled beside a scenic hill, providing the ultimate setting for two.  

The Play: For a romantic epicurean experience, go truffle hunting in the Tuscan countryside alongside expert truffle hunters and their skilled dogs, uncovering tasty treasures which will lead to heavenly meals and memories that last forever.  

Phuket, Thailand

The Wellness Warriors  

Romance Ready: Imagine sunset cruises on a private yacht, exclusive spa treatments amidst lush jungles, and intimate candlelit dinners on pristine beaches. The island’s vibrant nightlife and rich cultural experiences add an exotic allure.  

The Stay: Rosewood Phuket ensures coastal bliss, with the Andaman Sea framing some of the most glorious views on earth. This residential-style retreat comes with a master bedroom and king-size bed designed for luxuriously lazy mornings.  

The Play: Take a private helicopter flight over the Phuket Mountain range. Glimpse a bird’s-eye view of forests, villages, and the dramatic coastline as you cruise to Phi Phi Don, with twin half-moon bays that mirror another.  

Austin, Texas

The Wellness Warriors

Romance Ready: Perched above the scenic shores of Lake Travis, Miraval Austin offers a secluded and serene vibe, making it ideal for a romantic retreat.  

The Stay: One-bedroom rooms at Miraval Austin are quiet sanctuaries built to pause and reflect with that special someone. Spa-inspired accommodations invite rest and renewal — a romantic base to greet each vacation day. 

The Play: Balance is Miraval’s mantra, with an environment that lends to heartfelt conversations. With hundreds of mindful classes to choose from (think suspended yoga, nutritious cooking, or heart-pumping HIIT classes), inspiration abounds. When ready to kick back and relax, take in the sunset from the patio of Hilltop Crossings Kitchen, which frames postcard-worthy views.  

Tokyo, Japan 

The Culturists

Romance Ready: Blending Japanese tradition with modern luxury, The Peninsula Tokyo is nestled in the heart of the city, with brilliant views of the city’s skyline and the Imperial Palace Gardens.  

The Stay: The resort is a sanctuary where love flourishes among vibrant urban energy. Located in the prestigious financial district of Marunouchi, the resort features five restaurants, a modern bar, and for the ultimate city respite, The Peninsula Spa.  

The Play: Couples can indulge in Michelin-starred dining, rejuvenating spa treatments, and peaceful moments in lavish suites. Book a private dinner at the Peninsula Tokyo’s Hei Fung Terrace, where interiors are inspired by romantic Suzhou gardens. When ready to hit the city streets, endless cultural endeavors range from theater to art and sports.  

San Miguel de Allende, Mexico 

The Culturists

Romance Ready: A romantic haven with charming cobblestone streets, a vibrant art scene, and beautiful colonial architecture, San Miguel de Allende's rich history and enchanting ambiance is an idyllic setting for couples.  

The Stay: The luxurious Rosewood San Miguel de Allende is the best headquarters from which to take in the city. This colonial-style hotel with spacious suites and a Mediterranean-inspired menu at Luna Rooftop celebrates the enchanting cosmopolitan spirit of Guanajuato’s famed art-centric colonial city. 

The Play: Wander through colorful local markets, savor intimate dinners in cozy courtyards, and revel in stunning sunsets. At the Rosewood, the picnic-for-two features a romantic blanket setup at Los Pirules, the al fresco kitchen and garden, accompanied by champagne, dishes meant for sharing, and personalized treats. 

Miami, Florida 

The Young at Heart

Romance Ready: With a sizzling blend of glamour and culture, Miami is the ultimate romantic weekend escape. Couples can indulge in sun-soaked beaches by day and famous nightlife once the sun sinks into the sea.  

The Stay: Three-bedroom residences at eco-brand 1 Hotel South Beach are nestled along beachfront property, just steps from Miami’s most romantic restaurants and finest boutiques and art galleries. 

The Play: Whether dancing under the stars in South Beach or sharing a sunset cruise, Miami's sultry vibe sets the stage for a sexy getaway. Explore the city's rich cultural tapestry through its art deco architecture, world-class museums, and Cuban-inspired cuisine.  

Aspen, Colorado 

The Young at Heart 

Romance Ready: The rarified alpine air of Aspen seems to attract all kinds of romantic temptation. What’s more, there’s currently an art installation titled “Long Love Aspen” by Yutaka Sone located at the top of Aspen Mountain, where you can snap a photo to remember it. 

The Stay: Revel in the Rocky Mountains at the Hotel Jerome, an Auberge Resort. Considered the pulse of Aspen, this iconic hotel is the idyllic home base for year-round outdoor adventure and lovely long weekends.  

The Play: A must for the hopeless romantic: take a horse-drawn sleigh ride to the Insta-worthy Pine Creek Cookhouse. This cozy cabin in the woods is a top spot for weddings, but also sees its fair share of engagements and meet-cutes. Order a bottle of Veuve and take in the fairytale scenery.  

Kaua'i, Hawaii 

The Solitude Seekers

Romance Ready: With its lush landscapes and secluded beaches, Kaua'i blends serenity and sensuality for an unforgettable escape. The island’s tranquil vibe invites intimate moments, while its natural beauty provides a romantic backdrop.

The Stay: The Club's four, three-bedroom residences at Timbers Kaua’i access every amenity, including a Jack Nicklaus Signature golf course, lush outdoor trails, a freshwater lagoon, a spa and fitness center, two pools, and three restaurants.  

The Play: Couples can explore the island’s stunning waterfalls, hike through tropical rainforests, or enjoy a private sunset sail or day hike along the Na Pali Coast.  

Sun Valley, Idaho 

The Solitude Seekers  

Romance Ready: Sun Valley offers a serene escape with come-hither mountain landscapes, cozy restaurants, and sophisticated spas. Couples can tackle scenic hikes or simply relax by a fire at your Club residence.  

The Stay: As the first U.S. ski resort named the Alps of America, Sun Valley has long been a low-key getaway for both the well-heeled and ski bums alike. The Club’s three-bedroom residence is perched atop the town of Ketchum with views of Trail Creek Summit and offers access to a romantic rooftop pool, hot tubs, valet service, and mountain bikes. 

The Play: Crisp mountain air and starlit skies create an intimate atmosphere ideal for reconnecting. Whether skiing in the winter or traversing wildflower-sprinkled meadows in the summer, romantic alpine living is abundant year-round.