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Perched just up the hill from the white sands of Oneroa Beach on Waiheke Island, the Boatshed fulfills the wainscoted, shuttered, pitch-roofed holiday images that dwell in the minds of beach lovers the world over. Originally the vacation cottages of designer David Scott, the Boatshed now offers six sun-drenched accommodations that complement the laid-back island vibe—a magnet for a free-spirited set of artists, vintners, chefs, and water lovers. Many furnishings were custom-designed by the Scott family and exude the feeling of a boat cabin, especially when placed among the built-in shelves and cabinetry of the bachs—the local word for an authentic New Zealand beach shack. Accommodations range from old boat sheds to a three-story tower that feels like a lighthouse, and outdoor decks provide many opportunities to enjoy the sea breeze. The boutique hotel was the realization of Daniel Scott’s dream—to share the simple pleasures of the beach life with travelers from around the globe.

A mineral lick for wild game and a swimming place for the Nez Perce and other Native American tribes, the Lolo Hot Springs, “discovered” by Lewis and Clark in 1805, became a health resort for dudes and wealthy Westerners in the late 1880s. Today the Lolo National Forest in west central Montana, 32 miles southwest of Missoula, is a paradise for camping, hiking, fishing, and in winter, cross-country skiing and snowmobiling. In a prime location to explore 500 miles of trails and scenic drives, the Lodge at Lolo Hot Springs offers weary adventurers the chance to relax in two indoor natural hot spring mineral baths in enclosed grottoes. Built to suggest a Western fort, lodge rooms are lined with white pine logs and log furniture and have large picture windows overlooking the forest. The lodge rents ATVs and snowmobiles to guests. Lodge-based activities include geocaching, Frisbee golf, horseshoes, croquet, and volleyball.

In 2012, a forgettable Radisson was reborn as the indie-luxe Revere Hotel, today one of the hippest hotels Boston has to offer. The 356-room space underwent a dramatic transformation that was completed in March of 2017, with the decor now dramatically modern. It’s the only hotel in Boston where every room has a private balcony, and with guestrooms starting on the ninth floor, everyone is guaranteed a legitimate skyline view. Personal touches abound as well, from the hotel’s pillow library to cool towels on hand for guests post-morning runs or on a hot day.

The hotel is centrally located to downtown and the Back Bay, catering to most visitors’ shopping and dining desires, while theater enthusiasts will appreciate the close proximity to the city’s most iconic venues. Come summer, the seasonal Rooftop at Revere offers luxe cabanas, outdoor fitness classes, and one of the most popular social scenes in the city.

Housed in side-by-side 19th-century townhouses amid the gas streetlights and cobblestoned streets of Boston‘s Beacon Hill, the high-end Beacon Hill Hotel retains a distinctly European feel. The original owners and neighborhood residents Peter and Cecilia Rait bought the properties with the intent of opening a hotel and bistro. Nowadays, the property is managed by Saunders Hotel Group, but the who’s-who clientele hasn’t changed. Since the hotel opened in 2000, the intimate property has hosted innumerable A-listers seeking a lower profile, including Todd English.

Each of the 13 rooms has plantation shutters, pedestal sinks, flat-panel TVs with DirecTV, and windows that actually open for fresh air. The second-floor common area invites guests to meet and mingle. Plus, the hotel has a private, residential-feeling roof terrace overlooking Charles Street, perfect for morning coffee or afternoon reading.

It is not quite accurate to say that this 13-room beachfront property on sparsely populated South Andros Island is off the beaten path. Sure, there are no roads to bring you here, and the only neighbors are the denizens of the 125-acre nature preserve that surrounds it, but a seaplane flight from Nassau will have you wading ashore in just 15 minutes. Once settled into their thatch-roofed private villas, guests gravitate toward the Great Room for fruity drinks, fresh-caught meals, and tall tales. While there is every kind of watery diversion, from bonefishing to scuba diving—and nature tours, too—it’s the kind of place where kicking your feet up is the most strenuous thing you’ll do all day, and where privacy is so valued that beach butlers won’t intrude unless, in one of the older nautical traditions, you raise a flag to indicate that you require food and drink.

Built in 1906 as a private residence and converted in the 1950s, Rosedon Hotel is a low-key alternative to Bermuda’s pricey chain hotels. Despite being located in the bustling heart of Hamilton, the property’s lush tropical gardens have the feel of a country estate where geraniums always seem to be in bloom and balmy breezes waft through elegant, colonial-style rooms. The 40 individually appointed accommodations have enough chintz to please a dowager aunt, plus iPod docking stations and private balconies to satisfy everyone else in the family. Laid-back pleasures await in the public spaces: sample weekly changing finger sandwiches during afternoon tea or dine on fresh-caught specialties at Huckleberry, the on-site restaurant, or simply lie in the sun on one of the white chaises that surround the small pool. Though the resort doesn’t have a beach of its own, a free shuttle is on hand to take you to pink-sand shores nearby.

Santa Fe Spirits is a laid-back downtown tasting room showcasing their small distilleries production which includes a well-balanced portfolio of gin, vodka and silver whiskey to a barrel-aged apple brandy accompanied by a few bar snacks. Try a few pours of the gin infused with osha root and and sage and kick up your heels.

The French chef Daniel Boulud made his name in New York, where he oversees seven restaurants and has since expanded his culinary empire to six other outposts around the globe. His venture in Montréal makes perfect sense, with Québecois cuisine combining French traditions and techniques with New World ingredients—not unlike Boulud himself. The space—by Super Potato, one of the hottest design firms today—is elegantly restrained, with smoked glass details, wooden floors, and a contemporary enclosed fireplace warming and lighting the room. Boulud uses the best of Québec’s produce in dishes centered on local foie gras, duck, and salmon. The result is refined yet soulful contemporary French dishes, prepared by Maison Boulud executive chef Riccardo Bertolino. In warmer months, guests can dine alfresco, while in the winter you can take in the snowy scene from the restaurant’s enclosed greenhouse. Image courtesy of Ritz-Carlton Montreal.

Modern, elegant, and focused on service, the Hotel 1000 is an excellent choice for travelers wanting luxury amenities in a smaller downtown property. Opened in 2006 two blocks from the Seattle Art Museum and the pier, this hotel puts an emphasis on technology—its rooms are equipped with individual Wi-Fi networks for guests’ Internet needs and heat sensors so the staff knows when not to interrupt. Some of the rooms are configured with open baths (with optional privacy screen) to allow for a view of the bay while soaking in the deep bathtub that fills up from a spout in the ceiling—a feature in even the standard rooms. The entire hotel underwent a major renovation in May 2017 after it became a part of the Loews Hotels family.

The 1926 brick building that houses Hotel Ändra has an interesting history: Originally built as efficiency apartments, it served as a transfer station for the Women’s Army Corp from 1945 to 1947. Although this downtown site has operated as a small hotel since the 1970s, it was fully redesigned in 2004 to become the Hotel Ändra, now a showcase of design using Pacific Northwest materials like wood and stone, combined with Scandinavian style—a nod to the city’s Nordic roots. Even though it’s at the nexus of the city, the hotel feels cozy. The fireplace in the living room–style lobby and the casual, inviting atmosphere make it a refuge from the buzz of the streets outside. The restaurant, Lola, is a partnership with one of Seattle’s best-loved celebrity chefs, Tom Douglas, making Hotel Ändra an excellent home base for those in town to experience Seattle’s abundant local restaurants.

By law, every beach in Antigua is public. But at this all-inclusive resort surrounded by 140 acres of undeveloped land on the island’s west coast, guests feel “their” beach belongs almost exclusively to them. The hotel is a 35-minute drive from the airport, and it’s accessed by an unpaved road. Seclusion is a big part of the appeal at this adults-only (except in July and August) hideaway. Its 27 minimalist but spacious cottage suites begin on the beach and are scattered up a hillside that overlooks a picture-perfect bay. All the cottages have outdoor showers, king-size beds with mosquito netting, and at least a partial view of the sea. Expect to see a lot of honeymooners and other romantically inclined couples here, but don’t expect to see much of them, except at meal times, when the foodie-approved mix of European, American, and Caribbean dishes draws out even the most recently married.

Even during Antigua Sailing Week, when English Harbour is chock-a-block with yachts from all over the world, the 28-room Inn at English Harbour remains serenely detached from the chaos. The inn is five minutes by water taxi from the center of things at historic Nelson’s Dockyard, but its tucked-away location on a white-sand beach backed by 19 leafy acres (and a no-kids-under-10 policy) ensures tranquility. Four snug rooms, with marble floors and queen beds, occupy two beachside cabanas, while 25 more generously proportioned suites, all with dark mahogany floors, four-poster king-size canopy beds, and verandas or balconies, are in three wooden buildings sitting farther back among the tropical greenery. Although the Terrace Restaurant and Stone Bar are in the property’s original stone house, the rooms, despite their colonial look, are relatively modern, which means there is a flat-screen TV, an iPod docking station, and Internet access.

Chef Chuck Hughes’ first flagship restaurant remains one of the best good-time spots in Old Montreal, featuring a blackboard menu full of seasonal dishes and insane cocktails. The Caesar is a must-try and comes with a salad’s worth of vegetables and a whole snow-crab leg sticking out of a monster mug. After feasting on lobster salad, short ribs with cauliflower mash, or pan-fried sea scallops with carrot butter, hang out in this dimly lit joint and watch the night turn into a party, with the drinks flowing and the music thumping louder and louder as the cooks and waiters from nearby restaurants file in after their shifts.

Craft cocktails and modern Asian cuisine reign at this hip noodle bar in Honolulu‘s Chinatown. Dig into a bowl of ramen, garnished with sesame seeds, green onion, ginger, a soft egg, and wakame (dried seaweed). From there, things get lively with additions like oxtail won tons and togarashi shrimp with housemade kimchi. Other standouts include lamb lumpia and pork belly bao (buns). Adventurous eaters should try the uni gnocchi—made with creamy urchin gonads—enhanced by leeks, tomatoes, and butter cream sauce. A popular late-night stop, Lucky Belly serves its full menu until 12 a.m. every night except Sunday. Its takeout window serves specials—announced via @_dawindow on Instagram—until 2 a.m., Thursday to Saturday.

This designer budget hotel, set in a former brothel, is the brainchild of Andre Saraiva, a graffiti artist and nightlife entrepreneur who worked with Parisian artists and designers to pull off an edgy balance of style and substance. Rooms, which are on the small side, are painted in unconventional palettes and decorated with graffiti, and curated flea market and auction finds, vary in their level of provocation, though each could double as a contemporary art gallery installation or soft-porn concept store. While traditional services are nonexistent, the hotel is perfectly located for exploring SoPi, the more upper-crust residential part of the 9^th arrondissement just south of the transvestite cabarets and tourist zones of Montmartre, where classical mansions and 19th-century buildings are being colonized by young Parisians and expats opening bars, restaurants, vintage shops, and fashion boutiques. The restaurant that occupies most of the lobby and garden is a perennial favorite among Parisians of all ages for dinner and Sunday brunch.