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  • Charlotte Amalie, St Thomas 00801, USVI
    Modest in keeping with the sometimes understated influence of its namesake, the Camille Pissarro Gallery is a rare treat in Charlotte Amalie, St. Thomas. One of the original French Impressionist painters, Pissarro was born on the island in 1830. The gallery is located in his childhood home, the loft section of a merchant’s building at 14 Main Street. Several of Pissarro’s Caribbean-inspired works are on display at the gallery, along with those from about two dozen other artists, including Jenine Wesselman and Sylvia Kahn.
  • 52 Estate Whim, Frederiksted, VI 00840
    The Estate Whim Plantation Museum, billed as the only sugar plantation museum in the Virgin Islands, is set on magnificently landscaped grounds occupying 12 acres of what was formerly a 150-acre property. The restored early-18th-century buildings include a great house, fully restored windmill, and sugar-factory ruins that are open to visitors and can be toured alone or with a docent. Sugarcane still grows in one of the plantation gardens.
  • 100 Dorado Beach Drive, Dorado, 00646, Puerto Rico
    It may be only 22 miles west of San Juan, but Dorado Beach, a Ritz-Carlton Reserve feels a world away. The resort has a spectacular location on a three-mile stretch of beach on Puerto Rico’s north shore, where Clara Livingston once ran a sugar plantation—and Amelia Earhart visited before departing for her fateful world tour. In 1958, Livingston sold the property to Laurance S. Rockefeller, who turned it into the first of his legendary Rock Resorts. Known for his green streak, he designed the hotel to respect the local beauty, mandating that buildings could not be taller than the surrounding palm trees.

    The Ritz-Carlton—which reopened in October 2018 after a meticulous restoration following Hurricane Maria—pays homage to that original vision. Here, every room is beachfront, with floor-to-ceiling sliding doors that disappear into ocean views, plus deep soaking tubs, outdoor showers shaded by gardens, and either spacious balconies or private plunge pools. As part of the property’s renovation, rooms were refreshed with a color palette that amplifies the natural beauty just beyond the doors. Additionally, the grounds showcase 3,000 new plant species, the spa is offering new locally inspired treatments and cuisine, Encanto Beach Club Bar & Grill features a refreshed dinner menu, and the Positivo Sandbar debuted an omakase and ceviche bar directly on the sand. There’s even an entirely reimagined signature restaurant, Coa, which serves farm-to-table fare cooked on the grill. Still standing strong on the verdant, 1,400-acre grounds are the five 18-hole championship golf courses. The biggest challenge is pulling yourself away from the luxury of the resort to tee up a shot.
  • Norman Manley Blvd, Negril, Jamaica
    Despite the industrialized patty chain stores across Jamaica, the love for handmade patties continues in some parts of the island. Miss Sonia’s entrée-size, crusty patties are served at a small roadside restaurant across from the beach in Negril. She offers traditional fillings like beef or callaloo, as well as others like lobster and conch that she introduced at the suggestion of her numerous return visitors to Jamaica. When you get your order, be sure to shake on some of the secret spicy sauce—Miss Sonia won’t tell you what’s in it—and then dig in.
  • 1207 Duval Street
    Located in the heart of Old Town Key West, Gingerbread Square Gallery is the island’s oldest art gallery and a cornerstone of its creative community. Housed in a beautifully restored Victorian building with signature gingerbread trim, the gallery has been showcasing fine art since 1974. Inside, you’ll find an eclectic collection of paintings, limited-edition prints, hand-blown glass, ceramics, and sculptures by a mix of nationally acclaimed and local artists. From vivid tropical landscapes to imaginative contemporary works, the curated exhibits reflect the island’s vibrant spirit and artistic diversity. The gallery also regularly hosts artist receptions and seasonal showings, making it a dynamic space for both collectors and casual browsers alike. Whether you’re a serious art enthusiast or simply exploring Duval Street, Gingerbread Square offers a glimpse into the creative soul of Key West.
  • Christiansted, St Croix 00820, USVI
    Sure, it’s the largest town on St. Croix, but it’s the charming Danish-influenced architecture that makes it most noteworthy. The city center is a protected national park lined with candy-colored buildings and historic churches, while the streets are made of cobblestones and punctuated by stone archways. At the waterfront, which was a focal point of the island’s sugar trade, a wharf is populated by restaurants, bars and water sports shops. There’s also an 18th-century fort.

  • Kingston, Jamaica
    Jamaica’s primary public art museum, the largest of its kind in the Caribbean, is a key part of the island’s history. Established in 1979, it houses more than 2,000 pieces ranging from pre-Columbian works to those of contemporary Jamaican artists and also mounts temporary exhibitions on various aspects of Jamaica’s history and culture. The collection continues to expand and now includes videos, graphic designs, and street art. Guided tours are available, and there’s an on-site coffee shop and gift store.
  • Though from Guadalajara (he never let friends forget), Pritzker Prize–winning architect Luis Barragán lived much of his life in Mexico City, where he designed and constructed this, his last residence, completed in 1948. A UNESCO World Heritage site, the home is open to be toured by small groups—by appointment only; English-language guides are available upon request—who want a chance to tap into Barragán’s brand of minimalism, which involved bold monochromism and a masterful use of light; striking horizontality and framing applied to windows, gardens, and views; a highly sui generis Catholic spirituality; and, not least of all, the architect’s bizarre need for control, in everything from what staircases guests might use to what records got played in different rooms.
  • 100 E San Francisco St, Santa Fe, NM 87501, USA
    With its historic pueblo-inspired architecture and Spanish Revival style, this landmark Santa Fe hotel looks like it dates back much earlier than 1922, when it was designed by two of the area’s top architects: Mary Elizabeth Jane Coulter and John Gaw Meem. And, in fact, despite the imposing building’s relative youth, the legacy of La Fonda dates back to the 1600s. An inn or hotel has stood on this site since the city’s founding at the end of the Santa Fe Trail.

    Now, as one of the city’s most iconic luxury hotels, it presides over the historic Plaza and boasts some of the best views of the city and surrounding mountains and desert. Thanks to a complete (and completely faithful) renovation in 2013, rooms are now bright and airy, outfitted with handcrafted furnishings, local artwork and textiles, energy-efficient casement windows, and all the luxuries expected of a modern grande dame. The fine-dining courtyard restaurant is one of the most romantic dining destinations in town—trumped only by the rooftop Bell Tower Bar, whose sunset views and margarita menu draw locals and in-the-know visitors alike. Throw in a heated outdoor pool (open year-round, a rarity in Santa Fe) and a decadent spa, and it’s no wonder that La Fonda has maintained its reputation for superlative hospitality for so long.
  • Circuito Perimetral S/N, San MIguel del Milagro, 90720 Natívitas, Tlax., Mexico
    Nearly 1,000 years after the once-powerful central Mexican city of Cacaxtla was abandoned, would-be looters of the hilltop palace ruins came across fantastically well-preserved and still colorful murals painted in a somewhat puzzling Mayan style. Excavation continues today under an enormous protective shed roof. The Mural del Templo Rojo, pictured, adjoins a stairway leading to the Governor’s Room. The huge nearby Mural de la Batalla, dating from 700 CE or earlier, is a grisly blood-and-guts depiction of a fierce battle between “jaguar” and “bird” warriors. The relatively un-touristed site is a short drive from Tlaxcala, slighting longer from Puebla. You come away from a slow stroll through the labyrinthine ruins with the feeling that centuries of mysterious history have seeped into your heart and bones.
  • According to local legend, this little hideaway off Pine Island inspired Jimmy Buffet to write his famous “Cheeseburger in Paradise.” To get to the 100-acre Cabbage Key, take a private boat or water taxi from Pineland Marina. Then, head straight to this charming restaurant, where you can sit by the marina for Gulf shrimp cocktail, Key lime pie, or, you guessed it, a cheeseburger. Paradise found, indeed.
  • 15183 Captiva Drive
    Many patrons arrive by boat to this popular waterfront restaurant, overlooking the Intracoastal Waterway in Captiva. As much for the pretty scenery, they come for the delicious Florida seafood, which ranges from stone crabs and oysters to shrimp and conch chowder. Owned by a Swiss man, the restaurant invites guests to soak up the Pine Island Sound views while enjoying an ambience that’s all Florida—with a special European touch.
  • 3343 Kuhio Hwy #3, Lihue, HI 96766, USA
    Famous for its poke (raw fish salad), this bustling lunchtime hotspot also serves Hawaiian plates and gourmet bento boxes packed with goodies like grilled salmon and baked teriyaki chicken. Other standouts include a Cajun fish sandwich with honey French dressing and wok-seared island fillets in a yellow Thai coconut-curry sauce.

  • 281 Dartmouth St, Boston, MA 02116, USA
    Fish from tins, fish whose fins were in the sea just this morning—they’re all stars at Saltie Girl, a compact seafood bar and restaurant in the Back Bay from Kathy Sidell of MET restaurant fame. Whether you love your seafood raw, smoked, fried, or—yes—out of a can, settle into one of the 11 stools in front of the active kitchen to watch as your dinner is prepared or, well, opened. Of course, you’re not paying top dollar for Chicken of the Sea here: The tinned seafood comes from small artisan producers, sustainably sourced, packed fresh, and shipped from around the world. Caviar, squid, anchovies, cod liver, and cockles are among the savories served cold with dipping sauces and crusty bread.
  • Washington 61, Noord, Aruba
    Located in a former home built more than 100 years ago, this intimate restaurant excels in ambience and Caribbean specialties. Outdoor tables sit next to a pool and pretty tropical gardens, while the dining room boasts an array of European antiques. A son of the restaurant’s original owners, the current chef specializes in such dishes as bouillabaisse, crunchy okra, and cinnamon-and-brown-sugar sweet potato mash. Also on offer is seafood prepared with local spices and coconut milk. Whatever you choose, don’t miss the wine cellar, which once functioned as the home’s cheese room and now features nearly 2,000 bottles by 120 labels.