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The Hotel St. Francis lays claim to being Santa Fe’s oldest hotel. Rebuilt in its current location in 1924, after a fire left its predecessor completely ravaged (save the brick chimney), the property formerly known as the De Vargas Hotel played host to elegant ladies and gentlemen in top hats, politicos, and other VIPs during its heyday. After World War II, the hotel lost some of its luster, though it was still popular with government types until the 1960s. In 1986, new owners restored the hotel to its previous grandeur, replaced the barber and beauty shops with a restaurant and bar, and gave the property its current name. Most recently, in 2008, the property was purchased by Heritage Hotels and Resorts and underwent yet another makeover. Inspired by St. Francis, the patron saint of Santa Fe and founder of the Franciscan order, the look is best described as haute-monastic. Think Frette linens and flat-screen televisions paired with neutral hues, wood furnishings crafted by local artisans, and dim, candlelit common spaces.

Locals consider La Soufrière—St. Vincent’s massive active volcano that last erupted in 1979—the “queen of climbs.” Approachable from either the leeward or windward coast, the hike to the 4,000-foot summit is a serious, all-day excursion. You’ll need stamina and sturdy shoes—and a knowledgeable guide from the National Parks Authority—to safely reach the top, but once there you’ll enjoy breathtaking views of the surrounding landscape and sea. Keep your eyes peeled for a rare sighting of the St. Vincent parrot on the way back down.

The cruise ship terminal in Kingstown has about 20 boutiques, stores, and restaurants that cater mostly to passengers but welcome all shoppers. You’ll find your typical duty-free items, but also locally made hot sauces, spices, soaps and lotions, jewelry made from shells and seeds, and other handicrafts. Just know that some shops open only when a ship is in port.

Discreetly tucked away down Dean Street in the heart of Aspen, the St. Regis is a bastion of mountain town luxury. Fresh from an interior remodel (completed in 2012) the property brings urban sophistication to the Rockies. Every guest room features a large marble bathroom with a separate bathtub (perfect for soaking after a day on the slopes). The lobby becomes a social hub in ski season and during big events such as the annual Food & Wine Classic. Order a drink and watch for star chefs as you take in the views of Aspen Mountain. If you’d rather be discreet, sneak away to the Library, and lounge on one of the couches. The signature St. Regis butler service caters to every whim at any hour, from securing lift tickets to scoring dinner reservations. When the weather turns cold, there’s no better place to warm up than the Remède Spa with its hot and cool plunge pools, steam caves, and an oxygen lounge, not to mention some of the best therapists in Colorado.

Sometimes you have to be a tourist to enjoy the great pleasures that travel offers. That’s why a visit to Mountain Top on St. Thomas is a must-do activity for any visitor. In 1949, a British restaurateur began a mission to develop the best Caribbean libation. He finally settled on the now-famous banana daiquiri, which he first mixed on St. Thomas. The drink is still served up daily using the original ingredients at Mountain Top, an emporium of souvenirs and kitsch. Just walk through the mountains of t-shirts to enjoy both the drink and, honestly, one of the best views on the island.

The duo of José Manuel St-Jacques and Simon Bélanger is made in heaven. They design graceful, luxurious clothes for the modern woman who aims at Marlene Dietrich elegance in her every gesture. From crisp white crêpe suits to flowing pleated lamé skirts, their designs are the sort that make you walk taller and feel like you’ve arrived, whether it’s on the red carpet or at a soirée among friends. UNTTLD are masters at blending textures, like see-through evanescent silk worn with a structured cotton pencil pant, and they are known for their unique prints. They sell directly out of their Mile End loft (upon appointment), or through exclusive stores such as Ogilvy.

St. Dymphna, a seventh-century peasant who was eventually canonized, is said to have founded the church that this atmospheric cemetery is centered around. Dymphna is the patron saint of mental and nervous disorders and if you’re uptight or have anxiety, Achill will definitely put you at ease. After all, this aesthetically pleasing cemetery isn’t the only reason to come to Achill Island, Ireland‘s largest island, located in County Mayo on the country’s western shores. There’s a ghostly deserted village, a 26-mile bike trail that leads you to the island (the Great Western Greenway, starting in the town of Westport) and people so friendly you’ll wonder what is in the water (or the Guinness). But the main reason to come to Achill are for the spectacular views. Drive around the periphery of the island—as I recently did—and prepare to be shocked and awed by some of the most stunning scenery your eyes will encounter while in Ireland. You’ll pray to St. Dymphna that luck and fortune will bring you back here some day.

At Paradise Beach Hotel Restaurant on Villa Beach, about 15 minutes south of Kingstown, you can get a meal of local specialties like crab back, Creole chicken, grilled fish, and lobster straight from the holding tank, along with a picture-perfect view of Young Island. There’s live music and dancing several evenings a week, and the Friday night barbecue (called “Grillin’ with the Captain”) is an island tradition.

Housed in the Mariners Hotel overlooking Villa Beach, The French Verandah Restaurant satisfies diners with delicious French cuisine, prepared with a Caribbean twist. Expect such unique dishes as lobster crêpes and fish in green pepper sauce, as well as more standard French fare like grilled beef tenderloin with Béarnaise. Views of boat “traffic” and Young Island set the stage for casual dining during the day, while candlelight and twinkling stars up the romance come evening.

Laguna’s very first restaurant, the White House opened way back in 1918. It’s been updated several times over the years so the menu feels fresh, but you come here for the cocktail lounge anyway. Head straight to the bar for well-made drinks like the Casa Blanca Organico (tequila, lightly muddled organic blackberries, agave, and club soda) and the house Old Fashioned, made with Bulleit bourbon and orange bitters. Some nights bring live entertainment, but there are always several flat-screens going so you can catch the game while you throw back a few drinks.

Just steps from the beach, Sapphire offers outdoor dining year-round on its cozy patio. Run by executive chef Azmin Gahreman for more than a decade, the restaurant is certainly a Laguna institution, but one that’s constantly evolving to stay fresh. Though Sapphire is worth a visit for every meal, it really shines at brunch, when such indulgent dishes as buttermilk pancakes, fried chicken and cheddar biscuits, and eggs Benedict with roasted jalapeño hollandaise are on the menu. Pair your breakfast with bottomless mimosas in flavors like orange, mango, and grapefruit and you’ll have the makings of a perfect morning.

For something different from Laguna’s typical California fare, head to Starfish, where you can get dishes from Thailand, Vietnam, China, Korea, and India. The menu ranges from sushi and satays to dumplings, noodle dishes, whole fish, and more—all perfect for pairing with signature cocktails like the Whiskey Blossom, with bourbon, orange bitters, clover honey, and egg whites. Beyond the delicious food, Starfish is known for its upbeat atmosphere. DJs spin well into the night, while guests linger on the outdoor patio, sipping drinks amid tropical foliage.

Orange County’s first urban winery, Laguna Canyon makes award-winning wines right in town with premium grapes from Napa and Sonoma valleys. Guests can swing by the public tasting room for a range of different experiences, from traditional pours of signature and reserve wines to red wine tastings directly from the French oak barrels. Complete with 62 barrels, a wine press, a bottling line, and an intimate view of the working winery, the tasting room makes for a fun, educational place to spend a few hours downtown. It’s also available for private events upon request.

At Brussels Bistro, best friends Thomas and Nicolas bring a taste of Belgium to Laguna with everything from Belgian beers on tap to large pots of mussels and fries double-cooked in beef fat. Also on the menu is a hearty beef stew served in a traditional Le Creuset pot, and a divine roasted salmon with sun-dried tomatoes, pesto, and Belgian stoemp (a type of mashed potato). Stop by on a Tuesday night and you can get all-you-can-eat mussels and fries for just $29, meaning you’ll have money left over to sample Belgian brews like Bavik, Houblon Chouffe, and Hoegaarden.

You’ll likely do your sunbathing and swimming on the white-sand beaches of the Grenadines, but St. Vincent’s black-sand beaches are also quite stunning. In Biabou, for example, along the windward coast south of Georgetown, you can stare for hours at frothy ocean waves crashing onto the volcanic black sand. With luck, you’ll also catch a rainbow.