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The Hoxton is one of Downtown Miami‘s newest hotspots. The bar and restaurant is located in Brickell, usually the home to steakhouses and pub, but the Hoxton is a breath of fresh air. The 2-story bar and restaurant is like a beach house in the middle of a totally urban environment. You don’t even feel like you are in downtown once you enter the outdoor patio. You’ll feel like you are in the Hamptons with a variety of plush couches, mood lighting and soft music. The menu includes several seafood favorites including mussels, oysters and chilled Florida shrimp. The cocktails include fresh fruits, juices and herbs, each filled with the exotic flavors of South Florida. Be sure to stop in for happy hour. There’s music and live entertainment nightly, transforming the restaurant into a hot spot for dancing and jamming.

Since 1993, Philadelphians Wendy Born and James Barrett have shown a deft hand in the kitchens of their multi-location Metropolitan Bakery. Artisanal breads – able to rival any venerated loaf from Europe– are their claim to fame but their cookies, cakes, croissants and locally-sourced jams and spreads are equally as divine. They have several locations in Philadelphia, including my favorite in Chestnut Hill a bit further afield, but consistency is assured in each outpost. You can also expect to see the duo’s vision (and baked goods) played out at FARMiCiA, the organic/local restaurant they co-own in Old City. If you have a hankering for something sweet, don’t leave without picking up one of their toothsome chocolate chip cookies (or a few).

Talk about first impressions: Carved sandstone elephants welcome guests into a two-story chandeliered lobby at this palace-style hotel. Attentive service starts at check-in, with gifts of bindis and fresh jasmine necklaces. At 550-square-feet or larger, rooms are palatial themselves, and richly decorated with oriental carpets, jacquards, and hand-embroidered brocades. Those on higher floors offer panoramic city views, but many visitors choose spaces overlooking the internal courtyard or expansive garden (and away from a 16-lane highway) for a sense of calm. The hotel’s Edwardian-inspired bar draws locals and guests alike with its 25-page whiskey and scotch menu, as does a rooftop pool with stunning vistas over New Delhi’s urban landscape. Unique amenities include an on-call astrologer and, for women travelers, the option of an all-female service staff, including butler, gym instructors, and private city guides.

Port Royal, once known as the wickedest city on earth and the Sodom of the New World, revels in its pirate past. The once-great city, now a fishing port, was at its height in the 1600s, when numerous brothels and drinking establishments thrived on pirates’ plundered gold. In 1692, the effects of an earthquake submerged part of the port, a tragedy that has actually preserved the town from being torn down or built over. Entire buildings and streets are clearly visible just beneath the water. The town that remains on dry land offers visitors fascinating archaeological sites to explore, including fortified walls, cannons, and crumbling buildings.

Peter Tosh, the reggae artist and cofounder of the Wailers, was born in the scenic coastal village of Belmont, and it’s here you’ll also find his tomb and memorial. Fans can visit Tosh’s burial site on sprawling property maintained by his surviving family as the Peter Tosh Estate. Stop by the grounds and chat with family members, who will tell you about the life of Tosh, one of the most popular Rastafarians in the world, and let you visit his grave in exchange for a donation. Die-hard reggae fans will want to include this stop on the way around the western coast.

Frenchman’s Cove is more than a beach. It’s an idyllic escape. After paying a small entrance fee—used to preserve the grounds—you’ll hike about five minutes through verdant gardens flanked by an emerald river stream, before the views open onto a glorious beach and the Caribbean Sea. This cove was once a favorite romantic escape for Elizabeth Taylor and Burt Reynolds, and it’s not hard to see why. When you tire of the beach and waves, hop over to the river and swing from the vines into the fresh water. It’s an ideal spot to spend the day, for couples or for families.

A signature experience in Negril is to go on a two-hour glass-bottom boat snorkel trip, toward the cliffside or to the nearby reef around Booby Cay. Truth be told, snorkeling isn’t a must if you’re not up for it—but floating on a small boat amid deep jade and turquoise waters and being able to see marine life 20 feet or more below through the glass is a memorable experience. If you do want to snorkel, the cliffside has stunning limestone formations and underwater caves, while the reef is filled with all sorts of marine life, from stingrays to barracuda. A glass-bottom boat ride shouldn’t cost you more than US$20 per person. Look out for Famous Vincent‘s boat—the best pick—or approach one you see resting along Seven Mile Beach, across any reputable resort. The boats—including Famous Vincent—occasionally ride along the cliffside resorts in the mornings or afternoons, looking for anyone interested in an impromptu adventure.

Remember the oldie “Under the Boardwalk” by The Drifters? The owner of Drifters Bar, Luddy Samms, tells stories of his career with The Drifters, as well as tales of singing with Eric Clapton and Stevie Winwood and Bruce Willis. Samms opened this hot-spot bar and performance venue on Seven Mile Beach in 2011, and expats, locals, and tourists flock here for cold Red Stripe, good food, and lots of live music in a variety of genres. Because this is an authentic Jamaican beach bar, though, reggae is king.

From its location in Denver’s Union Station, Mercantile Dining & Provision makes delicious and nutritious meals accessible to commuters and travelers passing through. This is the second eatery by Alex Seidel, a committed restaurateur who purchased a farm east of Denver to better understand the journey food takes from field to plate. The on-site market offers artisan-made provisions from spices and pickled beets to jams and jellies to coffee and potato chips. In the dining room, chef and partner Matt Vawter serves dinners so good you may miss your train—the spicy mussels (served in a tomato-butter broth perfect for mopping up with bread to console yourself after the shellfish and fennel sausage are gone), the housemade pastas, or the rotating selection of fire-roasted meat and fish entrees, can make the most fastidious traveler lose track of time.

Named for country music legend Townes Van Zandt and located on Rainey Street, just steps away from some of Austin’s most legendary live venues, the Kimpton Hotel Van Zandt strikes a mellifluous note from the moment you step through the doors. The chandeliers in the lobby are crafted from French horns, an installation in the lounge features birds made from vinyl records, and the cabana-lined pool deck pumps tunes underwater. The 319 guest rooms act as a soothing counterpoint to late-night jam sessions, with Frette linens and views of downtown and Lady Bird Lake. For the ultimate in relaxation, opt for one of the spa suites, which include oversized bathrooms and deep soaking tubs. When you’re not blissing out in your room or partying the night away, the hotel’s fleet of loaner bikes await to take you on a tour of the city.

Action-packed Hellshire Beach, the easy beach choice for many Kingston residents, is lined with dozens of wooden food shacks. Aunt May’s is a solid pick for a classic Jamaican beachside meal, serving fresh fish with festival (fried dumplings) or bammy (cassava flour flatbread), lobster, and other seafood. Hellshire is particularly busy on weekends, when locals take a break from their workweek, and sees relatively few tourists, so it has an authentic Jamaican vibe like few other beaches.

Among the 20 percent of Aruba that’s protected land, Arikok National Park boasts lava fields, limestone terrain, and a small beach, all crisscrossed with picturesque hiking trails. Paths lead to gold mine ruins, former plantations, and paintings by the island’s native Arawak people, making for an exciting place to visit. Explore the park by mountain bike, horseback, or car, or take a free walking tour with a park ranger (reservations must be made at least 24 hours in advance). You’re likely to see snakes, owls, bats, lizards, and myriad birds, as well as goats and the local donkeys.

There’s a reason Blue Cave Castle (affectionately dubbed “BCC” by return visitors) has a following. Designed in the shape of a castle, it’s impossible to miss this dominating blue structure on Negril’s cliff side. Tower rooms offer dramatic views 50 feet above the sea, and yet surprisingly, rates start at $50 night and go up to only $120 for a stunning 2-floor “penthouse” suite on the top floor. Blue Cave is one of the West End’s best-kept secrets. Going to sleep in a castle to the immediate sound of crashing waves is a unique experience. Even if you don’t get to stay here, be sure to stop by the on-site Hideaway Eatery, owned and run by Chef Teddy, for a delicious lobster dinner.

Skip the shops and the hassle along the tourist-packed “Hip Strip” in Montego Bay and instead, catch a taxi ride to the beautiful Half Moon Resort’s Shopping Village. Just 15 minutes by car from MoBay, this outdoor mall with over 25 shops is open to outside visitors and offers original items, from gorgeous local designer summer wear--don’t miss Staysie’s--to local crafts and duty free items. There are two restaurants and an Irish pub on site, for breaks after all your shopping. If you’ve got extra time, head to The Bob Marley Experience theater to watch a free hourly documentary screening on the life of Bob Marley.

Adventurous souls should plan on a moonlit dip in the bioluminescent Glistening Waters, also known as Luminous Lagoon. Boats leave from a marina, located an hour north of Montego Bay, on scheduled night tours. As your tour boat speeds out into the dark of night, you’ll spot fluorescent blue streaks in its wake—bioluminescence that’s created when living microorganisms (in this case, dinoflagellates) are disturbed. You can jump in for a swim, too, and glow in the dark as you splash about. It’s an amazing phenomenon to witness, and it’s said to exist in only five lagoons or bays in the world. Back at the marina, the Glistening Waters restaurant offers beautiful views, as well as pre-cruise drinks and food.