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A narrow strip of land divides the northern Atlantic and southern Caribbean sides of Frigate Bay, making it easy to walk from one section to the other. Many visitors do just that, as hotels like the St. Kitts Marriott Resort and Sugar Bay Club are on the north side, while the beach bars of The Strip sit on the south side. The sand and scenery around the resorts is better, but the nightlife on South Frigate Bay is among the island’s best.

Inspired by a former Ford car dealership that once sat on the site in upscale Mission Hills, Fort Oak’s interior mixes old and new; hexagonal tiles and brass accents give the space a vintage feel, while a black oak communal table and plank flooring bring a modern industrial vibe. Executive Chef Brad Wise excels at wood-fired cuisine—the exhibition kitchen has a 7,000-pound grill and range where he fires up 45-day dry-aged ribeye and Australian wagyu beef—but what really sets Fort Oak apart is a raw bar serving seafood towers and buttery hamachi poke. For a decadent night out, slide into Fort Oak’s chef’s counter for a six-course tasting menu cooked by Wise (offered Wednesday and Thursday nights every other week; reserve ahead).

When you’ve had enough of the hectic hustle of tourists and traffic in Times Square, seek refuge at Haven, a rooftop lounge located on the top of the Sanctuary Hotel on 47th Street between 6th and 7th Avenues. The owners of this chic establishment spent a considerable amount of time in Saint-Tropez and have made an effort to make their guests feel like they have been transported there. Chill at the bar, relax under oversize umbrellas at one of their cedar tables, or go all out in an open air cabana, swathed in sheer white drapes while re-fueling with foods from their French inspired menu. You can even get your anti-oxidants while you drink by ordering a Night Sky- one of their signature cocktails made with acai blueberry vodka and fresh lemonade, garnished with a skewer of blueberries. The manager Katerina was wonderful, making sure we had everything we needed and even shaking cocktails herself to help out the busy bartenders. If you’re looking for some excitement after your rooftop recharge, Haven hosts a rotation of DJs, features events such as burlesque shows, and has a VIP area overlooking the main roof that is available to rent out. With plans to install heating and encase the rooftop, Haven will soon be able to provide the refuge you need before a show, after work, or after hours all year long.

A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.

Known as The Blue City for its many homes painted to denote them as Brahmin residences, Jodhpur is a chaotic hodgepodge of blue blocks at the foot of mighty Mehrangarh Fort. Interspersed with the sacred color associated with Lord Shiva, the city projects a galaxy of shades ranging from the jewel-toned saris of traditional Rajasthani women to muted tones of the 16th-century wall that protected Jodhpur in medieval times. Long before Mark Zuckerberg used blue for its soothing effect on Facebook users, Jodhpur’s citizens apparently knew of its psychological impact on a city.

The Limelight has a storied past. The property was originally the Ski and Spur Bar, serving outlaws and skiers. In the 1950s, new owners dubbed it “the Limelite,” and it became a popular nightclub. In 2005, a brand-new lodge went up on the site, and in 2008 the Limelight received a makeover ushering it into eco-chic modernity. Rooms come in a range of styles, from dog-friendly one-bedrooms to two-bedroom suites with full kitchens and dining rooms. All rooms have balconies to take in mountain views. The Lounge has become an après hangout and is known for its great beer selection and for hosting local bands Thursday through Monday nights. The hot tub is the perfect spot to relax after a day of hiking or skiing, while the rooftop terrace is a private oasis to take in mountain views. Travelers who want to get a local’s perspective of Aspen will love the hotel’s complimentary activities.

This 12-cottage luxury hotel, 3,100 feet up in the Blue Mountains, is Jamaica without the beaches. It is the Jamaica of misty mornings, cool, cuddle-worthy evenings, and a musical heritage recognized worldwide. First as a private estate belonging to music producer Chris Blackwell and then as part of his Island Outpost collection of hotels, Strawberry Hill has been a creative refuge for performers including Bob Marley, the Rolling Stones, and Willy Nelson. After Hurricane Gilbert destroyed the estate’s great house in 1988, Blackwell commissioned Jamaican architect Ann Hodges, who specializes in historic reconstructions, to build the cottages, a restaurant, and a pool, which were opened in 1994. Yet despite the rock and roll history, and the hanging with like-minded souls up in the mountain mists, what guests seem to remember most is the far-below views of Kingston, especially at night, when the lights glow and sparkle from what must certainly be another world.

If you’re visiting Tahiti with a large family or group of friends and hoping to surf the island’s most powerful wave, you’d be hard-pressed to find a better, more affordable place to stay than Green Room Villa. The 1,500-square-foot, four-bedroom property—the only vacation rental in the sleepy surfing village of Teahupo’o—practically opens up to the water and offers a unique place to rest your head. The main house is shaped like an octagon, with a huge mangosteen tree growing out of the open center, plus a large covered deck, teak flooring, and brightly painted walls that show off the owner’s creativity. The property even works well for a small destination wedding, as there’s a “honeymoon bungalow” near the fruit tree garden. Built on stilts, it sits over a purple-hued, lily-filled pond. It’s also the only room with air conditioning, although breezes keep the main house relatively cool. On a very local part of the island, Green Room Villa is extremely private, providing a relaxed place for your group getaway. Note: the owners require a credit card damage deposit and a three-night minimum stay.

Better known as MOHAI, this collection dives deep into local history, from the region’s maritime history to its tradition of technological innovation. Highlights include Boeing’s first commercial plane, the 1856 Petticoat Flag sewn by women during the Battle of Seattle, and the original Rainier Brewing Company neon R sign. Behind the stunning building—overlooking Lake Union—bob National Historic Landmark vessels: most notably the star of the 1934 MGM movie Tugboat Annie and the 1921 Virginia V, a steamer that opens its decks for balls, excursions, and trivia nights. The Center for Wooden Boats has displays and rents vessels on the neighboring docks (cwb.org).

La Dolce Vita is a charming, Italian cafe & restaurant in the trendy Park Road, known for great restaurants and high-end boutiques. It’s sometimes known as “that cafe with the eiffel tower” because despite being now an Italian place, it is still built around a replica of the eiffel tower and one of the roofs is a replica of the glass pyramid of The Louvre. It was formerly, as you may have guessed, a French cafe called Savoir Faire. I always get a savoury breakfast when I’m out but today I had an unusual pancake craving - these are some of the best pancakes I have ever had! Delicious vanilla bean gelato topped thick fluffy pancakes, surrounded by a variety of berries. Super yum! Unfortunately I was halfway through before I thought to take a photo! ‘Dolce’, as its known to locals, is a popular spot for the friendly owner who likes to chat with customers and dish out life advice and the relaxed atmosphere - unlike many restaurants, you’ll never feel pressured to leave once you’ve finished your meal. A little slice of Europe in the heart of Brisbane! Note: It also goes off on soccer nights, especially during the soccer world cup - all of Park Road has a street party!

Go for the scene, not the food, and enjoy the Art Deco décor and great people-watching at this buzzy Left Bank landmark. Despite a limited menu and steep prices, the place is packed day and night. Order a chocolat chaud and sit on the terrace, watching the world go by.

There’s a carefree summer camp spirit at Ruschmeyer’s, a boutique retreat in Montauk where a central garden full of hammocks and picnic tables creates a relaxing backdrop. First built in 1952 in a shaded stretch of lakeside woodlands in Montauk, the hotel now features recently renovated rooms inspired by camp cabins with cedar-plank walls, a hammock, and some with an outdoor charcoal grill. Ruschmeyer’s has an appetite for culture, seen in a rotating series of music performances, guest DJs, and artists-in-residence. This is a place to play, and the hotel happily arranges paddle boarding, fishing, and yoga. Start your stay on the central lawn, called the Magic Garden, with a game of ping-pong before drinking and dancing the night away at the hotel’s bar, the Electric Eel.

Actually, the lobby of the Sapphire Hotel is as far as you’ll get when you visit these days. And for all intents and purposes, it’s far enough. The Sapphire maintains the edge its enjoyed since its inception in the early 1900s. Then a gathering place for the quirky and lightly mannered; cool before cool was cool, it now is the great-grandparent of PDX hip. The candlelit scene keeps the conversation low and the alcohol levels, therapeutic. With cocktails like: You’re Not My Real Dad, Retrosex, Winter Isn’t Coming and Floozie, what could possibly go wrong. The hotel rooms are long gone, but the kitchen still hangs around. The menu maintains a simplicity and charm of another era. An order of the salmon corn cakes with a Sapphire salad will easily sustain, but why stop there. Go for the fully-loaded Sapphire burger, have another pop and regroup for the ginger-vanilla bean creme brûlée. The best thing about the Sapphire is the hang time. It’s out on the bleeding edge of Hawthorne, so once you get out there, you’ll tend to want to linger. The atmosphere encourages it with a sharp wait staff supported by bartenders that roll the dice to delver concoctions you can’t get just anywhere. Happy hour tends to evolve into happy evening, even happy night. I’d say it was a gem, but that would be stating the obvious.

Gonçalo Alves and his wife, Marta Fonseca, spent eight years turning an abandoned chicken farm on Portugal’s wild Costa de Prata into their dream retreat. “We wanted a big house to share with people,” says Alves. Their hotel, located a 45-minute drive north of Lisbon, is a whimsical escape with a hippie vibe. Each night Alves and Fonseca invite guests to join them for wine and traditional folk music around a bonfire. The architecture is modern, but the interiors have a fashionable flea-market feel. Inside the 10 rooms and four villas you’ll find bedding, rugs, and light fixtures from Morocco and India, driftwood-frame beds, and fireplaces that hang from the ceiling. Doubles from $345. 351/2-6193- 6340. This appeared in the October 2013 issue.

If you are looking for a fun, buzzing eating scene in the Wall Street area, this is it. Stone Street is a narrow, cobblestone street lined with restaurants and bars and filled with outdoor, communal tables. During lunch on nice days, an energetic crowd of casual business types from the Wall Street area fill the alley with loud laughter and clinking glasses. And after work—especially on Wednesday and Thursday nights—it’s a busy social scene. Stone Street was the first paved street in NYC. It starts at Hanover Square (off William Street 2 blocks south of Wall Street). Look for the imposing brownstone India House with the famous Harry’s Bar in the basement and walk around the building. Directions may sound complicated, but once you get in the area, follow the buzz of the crowd or ask one of the locals. About ten years ago, this historic corridor had a $2 million restoration of its cobblestone streets and vintage lamp posts, which helped usher in the new restaurants and the young crowds. Popular eateries include Adrienne’s Pizza Bar, Vintry Wine & Whisky and Ulysses Pub. Also on this street is Harry’s; opened in 2006, it is a new generation offshoot of the historic Harry’s at Hanover, a high-profile eatery in the financial district from 1972 to 2003. Food festivals also attract a hungry crowd. Look for Stone Street Fest in May and the Oyster Festival in September.