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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.

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.

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.

Owned by Terry Kaljo—a former model and founder of the Contemporary Hotels collection of upscale rental homes and villas—the Medusa Boutique Hotel offers 18 unique accommodations in Darlinghurst, an eclectic area and the epicenter of Sydney’s gay community. The 19th-century home is filled with wacky touches, from red Alice in Wonderland–style carpeting that runs up the grand staircase to pastel-pink walls studded with maple leaves in the entryway. The midcentury-modern rooms—with their retro primary colors, geometric patterns, and vintage chaises longues—attract fashion, media, and design professionals looking to get beneath the surface of one of Sydney’s liveliest neighborhoods. But there’s still the opportunity to relax, as guests can settle in next to the fireplace in the lobby to read the newspaper, enjoy a complimentary pastry, or make new friends. Longtime staff members offer the kind of local knowledge and personal attention that keeps guests coming back.

While many area hotels offer a subtle interpretation of Southwestern design (adobe walls, kiva fireplaces, local art), there’s nothing understated about the Inn at the Five Graces. The inn is a showcase for designers Ira and Sylvia Seret’s far-flung finds: Navajo bedspreads, Uzbek and Pakistani rugs and tapestries, iron and woodwork from Mexico, Peru, and India. It’s the epitome of East-meets-West. First opened in 1996 as Serets’ 1001 Nights, the hotel is located on one of the country’s oldest inhabited streets and is comprised of 17th- and 18th-century adobe buildings connected by a maze of courtyards. In 2002, the inn was renamed to reflect Afghan and Tibetan artifacts in its collection and the eastern idea of the five graces (sight, sound, touch, smell, and taste). In 2009, it became a Relais & Chateau property.

The award for most prized piece of Sydney real estate must go to the Park Hyatt. The hotel is tucked directly beneath the Harbour Bridge, and many rooms showcase head-on views of the Sydney Opera House, perfectly framed in floor-to-ceiling windows and doors. In 2011, the Park Hyatt was layered with sandstone and marble to reflect the local Rocks neighborhood, which was built from sandstone in the Georgian period. Carvings, sculptures, paintings, and photographs by eight renowned Australian artists—including Robert Billington and Bruce Armstrong—further connect guests with the hotel’s setting. Travelers get what they pay for here; every room, no matter the price, comes with a balcony, butler, and harbor views from the tub. Guests also have access to the coveted rooftop pool deck—where a sunset cocktail is highly recommended. The Park Hyatt is unbeatable for New Year’s Eve, the Vivid Sydney festival, or really any time of the year.

Barefoot Bar is a place that’s known for just that: bare feet. Located on the shores of the Caribbean Sea, Barefoot is a Placencia staple where locals and visitors mingle, drink, and eat great Belizean food. The bar is known for the lobster grilled cheese—a huge grilled cheese sandwich stuffed with catch-of-the-day lobster. Buy two: one to eat now, and another to bring home for later. Barefoot also makes perfectly crispy salbutes, which are a great tacolike light lunch to go with your $3 drink special.

The bold color palette of this reimagined motel reflects the hues of 14 different desert wildflowers. Nearly every room has a balcony or patio and art installations and photography from local artists can be found throughout the hotel. The young crowd hangs by the pool, which has two hot tubs and a poolside bar. The Saguaro also has two restaurants: El Jefe offers small plates inspired by the street food of Mexico City, while Rocco’s Electric serves Mexican-inspired brunch every day.

Copenhagen (and Denmark) are famous for being incredibly environmentally friendly. Windmills play a huge role in making that possible. One of the best places to see the large windmills installed just off Copenhagen’s coast is from the beach at Amager Beach Park. I find that the fact that they are marine windmills makes them even cooler and more fascinating than those installed on land.

Just minutes from some of the world’s best surf breaks, the Four Seasons has its own surf school offering lessons for all ability levels, from novices to big-wave riders. Surfari Splurge and book a boat trip aboard the Four Seasons’ Explorer, a three-deck catamaran that can get you to some of the area’s most remote atolls. See the Best Every August the resort hosts a week-long international surfing competition that draws both locals and elite athletes such as Tom Curren. You can buy day passes to watch the action. Sleep Therapy Wellness treatments linked to the lunar cycle are scheduled from 10 p.m. to 1 a.m. at the resort’s spa, which sits on its own island.

Po’boys are on just about every New Orleans visitor’s list of must-eats. They’re a longtime local favorite—built on long, thin-crusted bread that is satisfyingly audible on first bite. Killer Poboys embraces tradition and then adds to it, with inventive fillings that go beyond the traditional roast-beef-and-fried-oyster, like rum-glazed pork belly with lime coleslaw, or roasted sweet potato with a black-eyed-peas-and-pecan spread. Two locations are around the corner from one another in the French Quarter; one of them operates in the back of the Erin Rose bar. If it’s not too busy, order your sandwich there and enjoy it with a frozen Irish coffee.

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Every time I get a chance to spend some time in NOLA, you’ll find me on Frenchmen Street, Marigny, Bywater, 9th area. This art market, while not really a hidden gem, is always worth a visit. Grab a cocktail and catch some music to loosen up and chat it up with the incredible artists and business owners selling really fun swag in the heart of The Frenchmen Street party.

Zurriola beach is slightly off the radar, or at least as much off the radar as one of a city’s three beaches can be. The only tourists that typically venture over are of the surfing persuasion, and sitting to watch the sunset on the wall that borders the beach. Surf lessons are available from the stores that line the promenade. It’s the locals’ spot for hanging out, and the one beach that you should spend your days on if you are slumming in San Sebastián.

Housed in a Victorian home in the center of town, Explore Booksellers is an Aspen institution. Inside, books on business, history, art, travel, and more are crammed into every corner, with an entire room dedicated to children’s literature. The shop also stocks numerous regional titles as well as cards, journals, and gifts and regularly hosts events with local and visiting authors. When you’ve finished shopping, grab lunch on the second floor, where Pyramid Bistro serves healthy, veggie-forward fare.

The Raiatea Lodge Hotel located on the island of Raiatea is one of French Polynesia‘s only 3-star hotels (most are budget pensions or luxury resorts). Guests can enjoy comfortable and stylish accommodations in an intimate boutique hotel that features 15 rooms. Room amenities include balcony views overlooking the garden and pool, rain showers, air conditioning, sumptuous bedding, a television and free WiFi. Make sure to wake up early to see the sunrise over the lagoon from your balcony and hear the birds singing early in the morning. Moreover, they offer a range of free activities, like snorkeling in the lagoon, kayaking to the nearby Motu Miri Miri and cycling around the island, as well as guided tours for a fee. Don’t leave without having an artisanal breakfast or piece of fresh fish from the lagoon in their restaurant, or a cocktail enhanced with fresh local fruits and flowers from their bar.