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Pier 1’s greatest appeal is its setting: The open-air restaurant and nightclub occupies a pier that extends out into the Caribbean in Montego Bay. By day and into the early evening, the restaurant draws visitors and locals interested in a good meal with a stellar water view. At night, regular parties start late and run into the wee hours of the morning. Skip the noisy chain restaurant-bars down the street and try something more Jamaican, instead.

From the luxury Oetker Collection, Le Bristol is one of the first hotels in France to obtain Palace distinction. Occupying nearly an entire block on Rue du Faubourg Saint-Honoré near the Élysée presidential palace, this soulful property has been a gathering place for Parisians since 1925. The 190 guest rooms, which feel like private apartments, are decorated with precious fabrics, paintings, and 18th-century antiques. The on-site attractions include a spa by Le Prairie, a teak-lined pool resembling a yacht, and a courtyard garden fragrant with jasmine. For more than a decade, chef Eric Frechon has held three Michelin stars at Epicure, where menu fixtures include the macaroni stuffed with black truffle and foie gras. Frechon’s culinary dominions are a portal into French gastronomy itself: The hotel has its own chocolate factory, cheese cellar, flour mill, and boulangerie.

Get a bird’s-eye view of Laguna and its famous sunsets at the Rooftop Lounge, which sits atop La Casa del Camino hotel. Drinks here include a lengthy list of red, white, and sparkling wines as well as specialty cocktails like mojitos in strawberry, mango, and ginger flavors. To pair with your sips, there’s a range of small bites, from barbecue meatballs with blue cheese slaw to bacon-wrapped dates and coconut-breaded shrimp. Just be sure to come prepared with sunglasses and a hat, as shade is limited, and bring your four-legged friend—the bar is dog-friendly.

At this rooftop bar on the South Coast Highway, guests can pair breathtaking ocean views with well-made cocktails and delicious bites. There’s also nightly live music and plenty of high-def TVs throughout the space, making this the perfect place to party the night away or simply catch a game. Drinks range from craft beers and 22 wines by the glass to specialty cocktails like cucumber-jalapeño margaritas, while the food leans Southern, with options like gumbo, butter brisket, and jambalaya. Check the website before you go to see who’s playing that night; it could be anyone from a local DJ to a ’90s rock cover band.

After a five-year, $30 million renovation, The Adelphi is Saratoga’s grande dame once more. Housed in a stately building from 1877, the hotel takes its design cues from the Victorian era, featuring everything from ornate wall moldings to brass lighting fixtures and tufted-leather headboards. Modern conveniences also abound, including hidden storage cabinetry and marble bathrooms with freestanding tubs and glass showers. Downstairs, carved horseheads at Morrissey’s bar are the only reference to Saratoga’s racing heritage, but the area’s farmers get their due at the Blue Hen, the hotel’s farm-to-table brasserie, and Salt + Char, its rustic-chic steakhouse.

Founded in 1519, In’t Aepjen is one of the city’s oldest brown bars (the Dutch version of an English pub), and the cozy room regularly draws a large crowd given its proximity to the main train station. It’s also curiously decorated with monkeys—monkey statues, stuffed monkeys, monkey posters—a nod to its name, which translates to “In the Monkeys.” The legend goes that sailors returning from the Dutch colonies were cash-poor, so they settled their bill with exotic pets (namely monkeys) acquired on their journeys. You’ll have to pay with euro, but the beer selection is decent and you can also try the local spirit, jenever.

The modern minimalism of Le Méridien Chambers boutique hotel is accented by all things art. Graffiti-covered stairwells and hallways lead to rooms, each with their own original piece of art by the likes of Brits Damien Hirst and Gary Hume. Located in the vibrant Theatre District, entertainment from live music to stand-up comedy is just outside the door. As a guest, you’ll be granted free admission to the popular Walker Art Museum one mile away. Aside from the art, there are thoughtful amenities like the rain shower and heated floors, and fresh Italian cuisine at the hotel’s Marin Restaurant & Bar.

No signs designate this speakeasy-style bar located near Dupont Circle, but rather a green light and a relief of Senator Morris Sheppard, namesake and architect behind the Sheppard Bone-Dry Act of 1917 banning booze in DC. Upon seeing the green light, enter the lobby and take an escorted elevator ride to the second floor where a 35-seat small, sexy, dark place with banquettes, chandeliers, and photos from DC’s prohibition era awaits you. While enjoying the bevy of rotating cocktails and snacks like deviled eggs with caviar and key lime pie, honor the following rule: no photography inside.

Slip up the steep wooden stairs beside French expat favorite Laundry Bar and you’ll find a big, high-ceilinged, light-filled space that is home to Christine’s. A handful of airy rooms are home to racks of quirky clothes and tables and shelves displaying original bags, accessories, jewelry, and knick knacks that stylish Christine has sourced from accessories and clothing Christine has sourced from Cambodia, Southeast Asia and abroad. I’m a big fan of Waterlily, a fun range of jewelry by another Phnom Penh-based expat made from recycled buttons, cables and other bibs and bobs. I also like Mitsou’s line of striking French-designed Cambodian-made fashion.

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 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.

Mexico City’s Centro Histórico has some fine bars, clubs, restaurants, and hotels where you can enjoy a copa or a cocktail, but if you’re looking for a side of good jazz to go along with your drink, then, the place is Zinco. Housed inside the vault of a former bank, Zinco feels old-school atmospheric and its small size keeps things intimate. Shows feature both Mexican (yes, there’s a thriving jazz scene in Mexico and international artists. Arrive early to ensure you snag one of the few tables and a waiter who will dedicate himself to refreshing your cocktails throughout the night.

The meal, drinks, and bar car are only part of the experience. Getting to stand out on the viewing deck while perched over the rushing Arkansas River, then passing under the Royal Gorge Bridge, all while enjoying a pint of Fat Tire or Colorado wine ... well, it’s a pretty unique experience and the worth the money (from $39 coach adult tickets). Look for special events like murder mysteries, Santa Express, and, pictured above, the four-course dinner train with its extensive wine list, and the train’s own micro-brew, Royal Gorge Rogue. Season begins in early March.

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.

Chilean society is quite conservative by many standards with the younger generations finally starting to cut loose. Get more playful. Be expressive. US expat Jayne Morgan saw the opportunity to fill the niche for erotic toys in the capital, starting as private bachelorette parties. The idea was a runaway success and she’s expanded to now have two stories in Providencia and Barrio Lastarria to satisfy the demand. Sex toys, games, outfits, and erotic books, all imported of high quality and good taste, are all laid in her attractive stories with attentive staff. Monjitas 580, 2nd Floor (in Bar The Clinic Building) Phone: 56 (2) 2632 5988