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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.

While few in number, Milan‘s canals can be charming. Naviglio Grande, the largest, is my favorite to walk along. Lined by shops, outdoor cafes and bars, there is life alongside the water anytime of day. If you’re lucky you’ll catch the Antique Market that fills up the walkways on some Sundays. It is a treasure trove of pottery, jewelry, vintage designer clothes, and Murano glass—Milanese have impeccable taste for both the old and new.

San Diego’s first food hall is housed in the city’s former naval training center, a 361-acre site in Point Loma that now features a lively business district with wide lawns, a waterfront park, and historic Spanish Revival–style buildings. Here, vendors serve everything from coconut-curry chicken sausages to ahi tuna poke bowls, providing the makings of a casual lunch or dinner. Take your food to the patio, or sit inside at the high-top tables near the bar and enjoy the untouched murals that line the upper walls. Painted by naval recruits in the 1950s, they depict various vessels, from a late 18th-century sailing ship to a World War II aircraft carrier.

The second hotel from the jewelry and fashion house of the same name when it opened in 2006, Bulgari Resort Bali is an Italianate stunner sitting 525 feet above sea level on the cliffs of Uluwatu. While the hotel’s sophisticated vibe stays true to the brand’s roots, hand-hewn volcanic rock, Javanese mahogany, carved antiques, and locally made fabrics in the 58 pool villas reflect the heritage of the archipelago.

Asian-European duality is a prominent theme here: One restaurant, Sangkar, focuses on Indonesian fare, while the intimate, dinner-only Il Ristorante – Luca Fantin is a prix fixe journey through coastal Italian cuisine. There’s a working temple at the highest point of the resort that staff use to perform daily rituals; guests can take part in blessing ceremonies here too. Flexible check-in and check-out times, an on-call private yoga instructor, village walks, and butler service are additional gratis perks.

The elevator that descends dramatically down the cliff to Bulgari’s serene beach club is a privilege only for guests, as are lunches at the seafood-celebrating, cliffside-hugging La Spiaggia. The Bulgari Bar is the place to be for sunset hour, when Italian canapés are served alongside the sapphire Indian Ocean. It would be a shame to miss a trip to the spa, where pampering treatments draw from the rituals of Balinese royalty. From $1,300


Related: The 15 Best Luxury Resorts in Bali and the Indonesian Islands

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.

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.

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.

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.