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More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.

Though better known for its high-quality, wide-ranging craft beer menu, Mapacho, in Aguas Calientes, merits culinary attention, too, regional suds or no. Lunch and dinner choices are varied and delicious with choices like trout ceviche and osso buco, as well as a wide selection of Peruvian favorites like lomo saltado (a Peruvian beef stir-fry). The atmosphere is casual; service top-notch. Arrive early or late to snag a coveted river-view table.

La Madame is one of the most forward-facing dining spots in San Sebastián. It’s one of the only place in the city where you can find well-executed fusion cuisine, with touches of American, Japanese, French and Basque cuisine and perhaps THE only that has a real cocktail program in place. It’s a dark, vibey spot. Call ahead for reservations and go hungry. Mondays are special menu days, each with a different theme.

Propped up on stilts, each of Jungle Bay’s 35 cottages feels like a private tree house, complete with an open-air shower. Overlooking Point Mulatre Bay, the hillside resort offers a full schedule of outdoor activities, from walking along the White River to swimming at the base of roaring Victoria Falls.

Luxury yoga retreats are one of the hottest trends in travel—experience it firsthand at Jungle Bay. This award-winning boutique wellness resort seamlessly blends adventure, relaxation, and creature comforts, like a pampering foot massage at the Spa du Soleil—an ideal way to unwind after a day of hiking. Practice yoga in two expansive outdoor studios overlooking the Caribbean Sea, dine on local specialties made with freshly caught fish and organic ingredients, and stay in one of 30 eco-villas outfitted with bamboo furnishings, hand-painted beddings, and jungle spa bathrooms.

—This appeared in the November/December 2010 issue.

In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

If you were to picture the perfect Caribbean beach, it would probably look something like Salt Whistle Bay on Mayreau. Here, clear, turquoise waters lap at 2.5 miles of sparkling white sand, while palm trees, seagrape plants, and flowering bushes provide shady spots for lounging. At one end, you can walk the few yards of land that separate the Caribbean and Atlantic sides of the island. The only catch is that you’ll need a boat to reach the beach, so rent your own or book a day sail to Mayreau.

The Caribbean’s first long-distance hiking trail runs 115 miles south to north. Fourteen segments break Waitukubuli into manageable day hikes—important for rule-followers, as camping is tolerated but not technically legal in Dominica’s reserves and national parks. Brace for lofty peaks, precipitous valleys, and riotous tangles of rain forest vegetation on this trek, which bears the island’s original indigenous name, meaning “tall her body.” Consider hiring a local guide for expert advice on trekking the steep, corrugated landscape, which Christopher Columbus once described by simply crumpling up a ball of paper.

Opened in 1962, Curtain Bluff is Antigua’s oldest luxury resort, and one of the island’s finest. It is the kind of place guests return to through the generations, with the same expectation of timelessness they’ve experienced for as long as they can remember. Located at the southern end of the island on a promontory that divides an often roiling Atlantic from a much calmer bay, the resort offers sea views from every room, two beaches, a top-notch tennis center, a pair of restaurants that can boast one of the Caribbean’s most outstanding wine cellars, and a staff whose commitment has often been passed from parent to child. And except for spa treatments, a premium bottle of wine, and the occasional Cuban cigar, there is little that’s not included in the rate, making a stay a better value than the price might at first indicate.

The Antigua Yacht Club is the center of so much of Antigua’s world-class sailing experience. Right in the heart of English Harbour, this prestigious yacht club has been serving the island for over 40 years. It hosts the Classic Yacht Regatta, the RORC Caribbean 600, Sailing Week, the National Sailing Academy that serves the community with free watersports education, and even the Caribbean Dingy Championships. This is the place to stock up on last-minute supplies at the shop, or grab a bite at Cloggy’s or Club Sushi. Yeah, The Antigua Yacht Club is a hub for sailors of all stripes to talk shop whether coming in or leaving for some time on the water.

This hotel is on our list of The 11 Best Hotels in Chicago.

Following a much-needed $60 million makeover in July 2022, the Park Hyatt Chicago is once again a contender for one of the best hotels in town. Located in the bustling Magnificent Mile neighborhood at 800 N. Michigan Avenue, the storied property has been a landmark destination since it opened in 1980 as the first property to bear the Park designation. The renewed sanctuary now delivers a true sense of place, with a refreshed lobby design that’s more of an urban living room, an updated Library, and a vibrant new art program spotlighting some of Chicago’s most talented creatives. Critically, the hotel’s signature restaurant NoMI (named for the location on North Michigan Avenue) now has three different concepts: NoMI Kitchen, which emphasizes American cuisine with French techniques, NoMI Garden, a terrace space that’s ideal for lunch, and NoMI Lounge, which includes a six-seat sushi bar.

The Park Hyatt Chicago, facing ever stiffer competition from newer luxury hotel entries in the Magnificent Mile orbit, nevertheless remains a great choice for families because of the central location optimizing sightseeing and kid-heaven treats. Budding geologists will love the geodes, minerals, and marine fossils in the lobby alcove. Chefs at the seventh-floor NoMI restaurant, known for fine wines, city views, and standout American contemporary cuisine, take young foodies to the open kitchen’s soft-serve ice cream dispenser. The 7,000 square foot fitness center includes a 25 yard lap pool with skyline views, or borrow a complimentary Jamis commuter bike to ride the scenic Lakefront Trail four blocks east on the beach side of Lake Shore Drive. Guestrooms have notable design flourishes such as padded window seats, Eames chairs, and Mies van der Rohe–designed Brno desks from which to view the city’s famous architecture. Pets are welcome, and the hotel donates 100% of its standard pet fee to one of the city’s largest animal shelters.

You probably didn’t think of traveling to Peru for world-class French cuisine, yet here it is. The minute you walk in, you leave the Andes behind in favor of a European vibe, reflected in music, decor, and, of course, what’s on the table. Everything on the menu is French, including the expansive choice of wines. The five- or seven-course tasting menus are the perfect way to sample as many flavors as possible, but if ordering à la carte, save room for sumptuous desserts and a delicious coffee, picking your personal ideal from a wide range of blends.

Peru hotly contested a UNESCO recognition of Mexican food as cultural heritage, arguing its cuisine was equally worthy. While diners wait for that second designation to be made, they can drop in at San Miguel’s La Parada—literally “The Stop”—and enjoy a local taste of the Andean nation. Owner Juanito is best known for his ceviche—seafood cured in citrus juices—but also offers Los Fresquitos, coastal dishes served tapas-style; romantics should order the arroz afrodisiaco, accompanied by an artisanal Peruvian cocktail, such as the most authentic pisco sour in town. Visitors dining in large groups often go for the whole tapas menu.

The newly opened Carlo e Camilla in Segheria is Michelin star chef Carlo Cracco adventure in family style chic cuisine. Everyone eats together on a long table in a former woodworking factory illuminated by Venetian chandeliers. The is a delicious interpretation of contemporary Italian cuisine including dishes such as spaghetti alici, cipollotto, lime e caffè (spaghetti with anchovies, green onions, lime and coffee).

Opened in 2010 by a Dutch couple, Baoase Luxury Resort is an intimate spot with fewer than two-dozen rooms. Despite its size, however, it has all the amenities of a larger property, including a spa, health center, boutique, and more. A 10-minute drive from the center of Willemstad, the Balinese-style spot feels secluded and tranquil, especially when swimming off the lagoon-like beach or sitting next to the banyan tree in the lantern-lit garden.

Privacy and a high level of service are very important here. Only during low season are non-guests welcome at the resort, and even then, they must have a reservation for a beach-day pass. All rooms come with outdoor space overlooking the gardens or pools, and half feature private plunge pools. For something even more discreet, book the exclusive island in the Spanish Water Bay, which features its own four-bedroom retreat. When not relaxing in your room, you can ask the hotel to arrange a motorboat and permit to use during your stay, or visit the on-site restaurant, which is known for beachfront fine dining and a weekly Asian cuisine night. If all the privacy leaves you feeling extra romantic, you can even have the restaurant set up a picnic dinner to enjoy on the beach or under a gazebo.

Opened in 2003, Carlisle Bay is set on a lush, isolated section of Antigua’s south coast and has a 21st-century design that feels more contemporary than Caribbean. With muted shades of grays, whites, and greens, the hotel projects an uncluttered, understated luxury. Its most remarked-on feature, though, is the way it appeals to both couples and families by keeping the two separate. Each group has its own cluster of rooms at its own end of the beach, and never the twain have to meet, except perhaps for lunch at Ottimo, the poolside Italian restaurant. The crescent of beach is tucked into a sheltered bay, so the waves seldom do more than whisper up onto the white sand, against a backdrop of forested hills. It’s all very restful, but the long list of free non-motorized watersports and the extensive kids’ club ensures everyone has plenty to do.