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The soft, gold sand of Batibou Beach stretches along Dominica’s northeast coast, where the Atlantic is calm enough for swimming. Visitors and locals alike come here to relax in the shade of towering coconut trees, or sip rum punch in a hammock at the tiny, rustic beach bar. To reach Batibou, walk 20 minutes down a rough, often muddy trail, or hire a roundtrip ride from the Hampstead Country House. If you’re seeking solitude, avoid Sunday afternoons, when the barbecue scene is particularly lively.

It’s all about creative, contemporary tapas and small plates at the small, popular storefront of La Boca. Find a relaxed mix of locals and tourists and watch chef James Campbell Caruso work his magic on the kale salad, gazpacho and the delicious skirt steak with the salted carmel. Happy Hour is a nice, quiet time to sit at the bar for wine and housemade sangria specials and half price tapas.

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.

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.

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.

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.

Its proper name is Neumos Crystal Ball Reading Room, but pretty much everyone just calls it Neumos (pronounced new-mows, a reference to the previous venue in that space, Moe’s Mo’Roc’N Café). The space includes the Pike Street Fish Fry, the Moe Bar, and a new downstairs venue, the Barboza. Neumos features indie rock, metal, hip-hop, punk, and electronica bands, plus DJ nights and special events. Happy hour is 3-7 p.m. every day, and includes $3 wells, selected $3 shots, $4 mojitos and margaritas, and $5 well shot + beer. On weekends, wells are $2, and Bloody Marys and mimosas are $4.

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.