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With a 20-foot waterfall, a deep turquoise pool, and underwater caves, the Irie Blue Hole is a special find. You’ll need to hire a guide in nearby Ocho Rios to bring you up the mountain to explore this off-the-beaten-track place, but it’s one of Jamaica’s most stunning swimming holes. The lush setting, surging blue waters, and options for cliff-jumping will keep you there for hours. This gorgeous blue hole is now attracting more visitors, but it never feels too crowded. Yet!

In a square mile of West Texas, Chris Colin finds family and traces his roots back to a wilder America.

Hammond’s Bakery sells Jamaica‘s most popular and affordable snack: the patty. And not just any patty but Tastee patties, a brand many Jamaicans claim to be the best. Lines of customers stroll in and out of this bakery for the crusty, thin pastry filled with spiced beef, chicken, cheese, or vegetables. The bakery also sells coco bread and juices. Located in Negril Square, between the beach side and the cliffs, it’s the ideal pitstop while exploring Negril on foot.

Just a short ferry ride away, St. Kitts’ sister island is perfect for a day trip to climb Nevis Peak, sip a Killer Bee at Sunshine’s Beach Bar, or visit the birthplace of U.S. founding father Alexander Hamilton.

Going to dinner at Little Ochie is as fun as it is delicious. Pick your dinner—from a cooler of freshly caught fish—by species and by weight, then pick the style in which you’d like it cooked: jerk, grilled, escoveitch, and more. Pick a side of bammy, a thick round of cassava bread, to go with it. Your next decision is where to eat—head outside and choose a picnic table under one of the thatched huts carved in the shape of a fisherman’s canoe. The combination of beachy atmosphere and great fish makes this relaxed yet lively slice of Jamaica well worth the hour-long drive from Treasure Beach.

Negril, or the “Capital of Casual” as it’s known in Jamaica, is everyone’s favorite getaway, from locals to the visitors who return year after year. The buzz of activity on Seven Mile Beach’s powdery white sands is tempered by the breathtaking, serene views of the West End’s cliffs towering over the Caribbean. Lots of bars, hotels, and restaurants line Seven Mile Beach, and local eateries and smaller boutique resorts are perched up on the cliffs. While there’s more hustle and bustle and throngs of tourists on this end of Jamaica, the region still offers many secluded spots and unique experiences.

The county of Fife and the northeastern district of Angus are both a short distance from Edinburgh. Fife boasts royal connections and the iconic St Andrews Links, while Angus is home to the up-and-coming city of Dundee, which has recently emerged from its postindustrial strife to become a hub of innovative art and design.

Chill out from the sun at the Blue Hole Mineral Spring, a 50-foot deep turquoise natural pool sitting 20 feet below a cave opening. Jump off the cliff edge like the Jamaican divers on site, if you’re feeling brave. Otherwise, head down slowly on the ladder and let go from a closer distance (like I did). There’s a small entrance fee to this park--located about a half-hour drive south of Negril in the town of Brighton--which includes access to an on site bar and restaurant, as well as an outdoor traditional swimming pool. But my guess is you’ll be too tempted by the underground shimmering and therapeutic fresh water.

Located across the way from Half Moon Resort, Sugar Mill Restaurant is set on the grounds of an old plantation. Couples and small groups dine at candlelit tables either on a covered terrace or out on the lawn, and the splashing of the mill’s waterwheel and the chirping of crickets are an accompanying sound track to the top-notch service and Caribbean fusion menu. Order a bottle from the well-stocked wine cellar, visible as you enter the restaurant. For special occasions, a private table beside the waterwheel can be reserved. (In the mood for a lighter, slightly more casual meal? A tapas menu is available in the restaurant lounge.)

New Orleans takes its sandwiches as seriously as it takes its festivals (which is to say, very seriously). And a trip to the Big Easy isn’t complete without a muffuletta from Central Grocery, a debris sandwich from Mother’s, and a po’ boy from Parkway Bakery & Tavern, a banh mi from St. Roch Market, or maybe one of the tasty meat concoctions from Cochon Butcher, like maybe a duck pastrami slider. In short, make room for sandwiches.

Uncorking Switzerland’s Secret

Although you can find most cuisines in Berlin now, Jamaican food is nowhere near as ubiquitous as it is in, say, London, and it’s mostly relegated to shacks or pop-up stalls at festivals. Enter RosaCaleta, a full-service restaurant run by two transplants from Jamaica via New York who have created a perfect balance of traditional Jamaican dishes playfully reinvented for a European palate. White walls and a wood floor set the stage for a menu that includes oven-roasted pork fillet, fiery jerk guava chicken served with fluffy dumplings, and vegetarian dishes such as vegetable stews and lentil salads mixed with mango and ginger. The restaurant also has a superlative rum collection, used for an inspired cocktail list that is as fruit-filled as it is potent.

James Beard Award–winning chef Gavin Kayson returned to his Midwest roots in 2014 to open Spoon and Stable. Here, he uses techniques learned from around the globe to transform the Heartland food that he grew up eating into an upscale experience, all inside an actual old stable.

Ferries between St. Vincent and Bequia run frequently, all day and evening. The one-way trip takes about an hour, and the fare is about $10 each way or $17 round-trip. En route, passengers have breathtaking views in all directions, including volcanic St. Vincent and Kingstown Harbour, Young Island, Mustique and Canouan in the distance, and Bequia’s lovely Port Elizabeth. Once on Bequia, take an island tour, have lunch, go for a swim, or explore Port Elizabeth before heading back to St. Vincent at sunset. If you’re traveling in the other direction, spend the day on St. Vincent walking around historic Kingstown, touring the Botanical Gardens, or hiking the Vermont Nature Trail.

Bourbon Beach, a popular beachfront music venue on Negril’s Seven Mile Beach, hosts local bands, reggae artists, or themed parties on an almost-nightly basis, to the delight of tourists and locals. People-watching at Bourbon Beach is great, the drinks stiff, and you get to dance in the sand to live reggae in Jamaica. The music starts up around 10 p.m. and continues until 2 a.m. Upstairs, a wide-open deck is open for stargazing or getting away from the crowd. Cover charges are only collected on nights when a recording artist performs. Alfred’s, nearby, is another longstanding option, offering live local acts three times a week for a US$5 cover.