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  • Norzagaray 204, San Juan, 00901, Puerto Rico
    Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

    Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.
  • Carrer Dues Palmeres, 25, 17230 Palamós, Girona, Spain
    La Fosca is one of the most popular beaches around Palamós. It’s a five-minute drive or a 20-minute walk north of the town’s marina. The sandy interior of the cove is divided by a rocky promontory in the middle, while the ruins of the Castle of San Esteban de Mar are at the north end of the bay. During the busy summer months, there are ample services available at La Fosca, including lifeguards, seaside restaurants, bathrooms, showers and beach-chair rentals.
  • 54 N Orange Ave, Orlando, FL 32801, USA
    Orlando’s theme parks all have their venues for hosting big concerts. But when indie bands come through town, you’ll almost always find them playing downtown at The Social, an intimate little club with exposed brick walls, excellent acoustics, and an all-star cast of past performers. The venue is a full-service bar, too, but many of the shows are 18 and up (with wristbands given to those of drinking age). Because of the cozy space, shows sell out fast here. So keep an eye on the online calendar and book tickets as soon as you’re ready to commit.
  • Sandy Point Town, St Kitts & Nevis
    Located just off shore in the shadow of Brimstone Hill, Sandy Point National Marine Park is renowned for its scuba diving. The area features large coral formations, canyons for divers to swim through, and a mooring site called Anchors Away, where a half-dozen anchors were dropped on the reef centuries ago by sparring French, English, and Spanish warships.
  • Jirón Ayacucho, Trujillo 13001, Peru
    Head to the Central Market in Trujillo not so much for the stuff as for the scene: an authentic, non-touristy sprawl of local vendors in the historic center of town. On the other hand, among the meats, fruits, veggies, clothes and sundries, you may well find a souvenir knickknack or two.

  • 21 Ulica kardinala Stepinca
    This large, modern hotel on the Lapad peninsula—about a 15-minute bus ride from the Old Town—overlooks the green hills above Lapad Bay, the Adriatic, and the beachfront. Completely refurbished in 2015, its lobby and lounge feature floor-to-ceiling windows, low furniture, and white decor, so nothing distracts from the views of the sparkling sea and sky. For even more gorgeous vistas, guests can go just below the hotel to the long pedestrian boulevard, which is filled with cafés and restaurants with plenty of outdoor seating. Guest rooms here are done up in restful tones of sisal and cream, with oversize charcoal sketches by a Croatian artist hung on wall panels behind the beds. The full-service spa has an indoor pool, Finnish sauna, and steam room, while a large deck features a bar and outdoor pool. Also on site is a restaurant with a wide terrace, and the top-floor Zenith Bar, which is best for sunset views.
  • Sharp Island, Hong Kong
    Located in the Hong Kong UNESCO Global Geopark in the eastern and northeastern reaches of New Territories, teeny-tiny Sharp Island offers a great way to get a gander at Hong Kong’s fascinating ancient geological past. Set off on a two-mile trek that weaves around the island. The walk starts at the pretty crescent-shaped Hap Mun Bay Beach, also known as Half Moon Bay (pack your swimsuit and towel), and ends at the Sharp Island Pier. Along the way check out the volcanic rocks—some even resemble pineapples. For fun, when the tide is low, walk across the rocky tombolo, or spit, to the tiny islet of Kiu Tau. To get to Sharp Island, take MTR Diamond Hill Exit C2, then hop aboard bus 92 to Sai Kung Town; next, take a 15-minute kaito (ferry) boat at the Sai Kung Public Pier to Hap Mun Bay; then leave the island from the Sharp Island Pier.
  • 3300 Newport Blvd, Newport Beach, CA 92663, USA
    Location, location, location—it’s an adage that holds true at Lido House. Opened in 2018, the boutique hotel took over Newport Beach’s former city hall complex—putting it in the center of town and, most notably, right down the street from the stylish shopping and dining hub Lido Marina Village. The hotel’s rooftop bar (the only one in Newport), spa, and cabana-lined saltwater pool have also become destinations in and of themselves. An upscale Cape Code sensibility prevails in the 130 guest rooms and suites; there are also five three-story cottages, each with a private roof deck and one-of-a-kind furnishings selected by a local interior designer. The Lido Limo provides surfboards, bikes, and shuttle service to the beach a few minutes away. At the hotel’s restaurant the Mayor’s Table Pacific Pub & Kitchen, it’s worth splurging on the eight- to 14-course no-menu meal at the chef’s counter, where executive chef/partner Riley Huddleston makes magic with the freshest ingredients available. Fair warning: Morning mimosas from the champagne cart and Dungeness crab doughnuts at night might become hard-to-break habits.
  • 1072 Avenida Lisandro de la Torre
    Argentina is too vast a country to see on just one trip. But there’s a taste of real gaucho (i.e., Argentine cowboy) culture at the Mataderos Fair on the edge of town. For many, the main attraction is the various food stalls that hawk yummy, traditional comfort food. Try different versions of the ubiquitous empanada alongside delicacies from the provinces you won’t see on many in-town menus, like locro, a hearty stew with beans, corn, squash, and meat; or humita, a kind of Argentine corn-and-cheese tamale steamed in a corn husk; or the more familiar tamal, with meat instead of cheese. The fair runs on Sundays from 11 a.m. to 8 p.m. most of the year, or on Saturday nights starting at 6 p.m. in hot, sunny January and February.
  • One S Ocean Rd, Nassau, The Bahamas
    Since its opening along a dazzling stretch of sand known as Cabbage Beach in 1962, The Ocean Club on Paradise Island has been the preferred stay of old-money patriarchs and traditionalists. Though much at the serenely posh resort has remained unchanged, the 105-room property has been modernized to meet today’s standards with spa-sized marble bathrooms, sweeping WiFi, and a restaurant run by star chef Jean-Georges Vongerichten. But it’s the feeling of a privileged, unhurried yesterday that continues to draw an appreciative upper-crust crowd. An on-site tennis pro provides tips for improving your backhand, Versailles-inspired gardens complete with a 12th-century Augustinian cloister offer moments of quiet contemplation, and rounds of golf end with martinis at the resort’s bar. These details, plus knowing that a personal butler and afternoon champagne and strawberries are included in the price, keep guests returning year after year.
  • 11 Kronprinsensgade
    Every city needs a stand-out confectionery store, and in Copenhagen that role is filled by Summerbird. Locals love the delicious organic chocolates and candied almonds, and flødeboller—chocolate shells that encase super-soft marshmallow—are the specialty of the house. You can buy individual truffles or get them boxed in beautiful packaging for a perfect small gift to take home or give to a Danish friend who’s invited you over. The fairy-tale-pretty products are available at Summerbird shops and other retail outlets around town.
  • 107 Beach Rd W, Unalakleet, AK 99684, USA
    Sitting on the edge of the Bering Sea, the village of Unalakleet is, of course, stunning in its stark beauty. But the off-the-road-system village also offers plenty of surprises, including damn good pizza. Even full-on pizza snobs won’t thumb their nose at the thin-crust pies coming out of the ovens. The price of the pizzas is kind of a killer (it costs bundles to get foodstuffs shipped out there, so any restaurants have to charge a bundle to make a buck), but the payoff is dandy. Crust that has the right amount of crunch and tenderness. Proper cheese bubbles! And a light, bright tomato sauce. Chow down and then go explore this marvel of a town.
  • 4460 Homer Spit Rd, Homer, AK 99603, USA
    The Homer Spit is home to, for the most part, summer-only businesses that cater to tourists, fishermen, and weekend adventurers aplenty. So there’s long been an emphasis on fried halibut and other related goodies. The Spit’s food cred took a serious bump up when La Baleine opened. Though the restaurant has a seriously casual beach-town vibe, the food is not your everyday sandy-feet fare. Emphasizing organic and local ingredients, chef Mandy Dixon—who grew up in the kitchens of her parents’ Alaska lodges (Within the Wild)—serves up elegant but generous dishes, including salmon bowls with brown rice and roasted root vegetables and miso-marinated sablefish. The breakfasts are hearty enough to take you through a full day of paddling the bay.
  • 111 Lake Louise Dr, Lake Louise, AB T0L 1E0, Canada
    One of Canada’s most iconic hotels, the Fairmont Chateau Lake Louise is cradled by the Rocky Mountains, its grand, castle-like structure surrounded by towering peaks and the pristine, protected wilderness of Banff National Park. The hotel was founded in 1890 by Cornelius Van Horne, the general manager of the Canadian Pacific Railway, who envisioned creating a refuge for “the outdoor adventurer and alpinist.” What began as a one-story log cabin ended up helping to kick-start tourism in the Canadian Rockies, launch the Canadian mountaineering scene, and draw a host of notable names to the region, from Marilyn Monroe to Queen Elizabeth II.

    Today, guests arrive in a grand lobby outfitted with imposing chandeliers and sweeping staircases. Common areas are decorated with old-timey photos from the hotel’s past, while the 552 spacious rooms and suites are all about showcasing views of the stunning turquoise lake and snowcapped Victoria Glacier. There are plenty of activities to enjoy year-round, from canoeing, hiking, fishing, rafting, and horseback riding in warmer weather, to skiing, snowboarding, ice skating, and snowmobiling in the winter. In between, savor everything from European alpine dishes, authentic Italian fare, and Canadian comfort food to a large selection of bourbons and whiskeys at the seven dining outlets, or head to the spa and health club for a pampering treatment or dip in the indoor heated pool.
  • 110 E Colorado Ave, Telluride, CO 81435, USA
    You might not expect a restaurant in a teensy town to have taken top prize in Parma, Italy’s Pizza World Championship, but that’s part of Brown Dog’s understated charm. The pizza here is unexpectedly delicious—especially the award-winning Pesto pie, with house-made pesto, fresh mozzarella and feta, and a dotting of cherry tomatoes. Bonus: Brown Dog serves Detroit-style, Chicago deep-dish, and classic American pies, so you can pick your pizza poison.