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El Burrito is a casual little Mexican cantina that serves excellent fajitas, tacos, and burritos, and legendary coconut margaritas that might make it difficult for you to find your way back to your hotel. But hey, you’re on vacation, and deserve to let loose every now and then. El Burrito sits at the heart of the Puntacana Village complex, a short ride from the beach, Playa Blanca, the Westin, the ecological reserve, and more.

Fifteen minutes south of the Puntacana Resort & Club, Eden Roc at Cap Cana is the most exclusive of the six hotels in the gated Cap Cana Reserve. At this Relais & Châteaux property, guests have their choice of beachfront suites with kitchens; stand-alone suites with private pools, gardens, and verandas; and oceanfront villas that come with butler service. Whichever you pick, you’ll also have access to an oceanfront infinity pool, a 30,000-square-foot spa and wellness center, and a private, Blue Flag–certified beach. There’s even a kids’ club in a lagoon-side treehouse for when adults need some alone time.

When hunger strikes, head to La Palapa for seafood and Caribbean fare, or Blue Grill Bar + Restaurant for Nikkei and robatayaki cuisine. Should you want to venture off-property, know that Cap Cana is home to an 18-hole Jack Nicklaus signature golf course. Bespoke helicopter outings, visits to the Punta Espada equestrian ranch, and days at Scape Park (a natural theme park with attractions like zip-lining and cave expeditions) can also be arranged.

The Bridges of Samaná, also called the “Bridges to Nowhere,” are a string of bridges connecting the small islands that stretch across the outside of Samaná harbor. They are remnants from a project in the 1960s and ’70s by President Joaquín Balaguer to build a restaurant on one of the islands, connected to the mainland by a pedestrian bridge. The restaurant never opened, but the bridges and the shell of the building remain as curious relics of recent history.

Located at the Westin Puntacana Resort & Club, this open-air restaurant specializes in grilled meats and seafood but also offers several delicious pastas. The executive chef hails from Peru, which explains why the menu includes a traditional ceviche with sweet potato garnish, along with a few other Peruvian dishes. Look forward to everything from grilled rib-eye and salmon to penne with chicken and prosciutto, and be sure to save room for desserts like lemon pie and flan.

A UNESCO World Heritage site, this hotel was the home of Hispaniola’s first governor, Nicolás de Ovando, and one of the first colonial structures built at the top of cobbled Calle Las Damas (the first paved street in the Americas). Built in 1502 and connected in 1974 during a reconstruction ordered by then President Joaquín Balaguer, the three stone buildings retain their original coffered ceilings, massive arches, tile floors, and brick and stone walls. In addition to 92 rooms and suites, including a dozen Imperial Club rooms overlooking the Ozama River and Don Diego Harbor (Room 4015 has a particularly stunning view and gorgeous bathroom), you’ll find a lovely reading nook, gourmet restaurant, lobby mojito bar, and tranquil garden, which features herbs and fruit trees used by the hotel kitchen.

Unlike most people who arrive at the property fresh off a plane and short cab ride, I showed up after spending an hour searching for waterfalls on horseback in the Samana wilderness. Basically, I was tired, smelly, dirty… And by no definition sublime. The moment I walked into the shady, chic reception area, everything changed. I was immediately relieved of my bulky, mud-splattered belongings by practiced staff and my newly emptied hands were then wrapped around a fresh coconut. At first, you might think the stylish surroundings would clash with such local, earthen niceties, but you’d be wrong. Sublime makes an art out of weaving local and luxury together in almost every aspect of their experience. In the three-story main building, 50 one- and two-bedroom Suites (16 for guests, the rest privately owned) form an arc around the property’s centerpiece: a sheltered and soothing pool area that’s a mix of interconnecting canals, larger pools for swimming, beds wrapped in billowing fabrics, grassy expanses and simple walking paths. This place is truly Sublime!

Located in historic Memorial Hall in Fairmount Park, the Please Touch Museum has long been a favored attraction for families with kids ages 7 and under. (Parents—who are so often tired of saying no and holding kids in check in public places—are among the museum’s biggest fans.) Not only does the museum’s collection include over 25,000 toys, it houses a working carousel from 1908, and some of its permanent exhibits include a kid-size city, an interactive garden, and a space station. Special changing displays are also part of the fun. Current program updates and discount offers to followers are posted on their Facebook page.

Nestled on beautiful Playa Dorado in Puerto Plata, this elegant hotel features 50 stylish suites, complete with neutral decor, flowering orchids, and private furnished balconies. Some suites can be connected, but for even more space book the penthouse, which includes three bedrooms, a large living room, and a freestanding outdoor tub. In addition to a pristine beach, Casa Colonial boasts a sleek rooftop pool, a restaurant that serves fine French-Caribbean cuisine, and a spa with a treatment gazebo above a tropical pond. When staying here, don’t miss the chance to explore Puerto Plata and its charming main square surrounded by Spanish colonial and Victorian buildings, as well as the more-than-500-year-old remains of Fort San Felipe. Fifteen minutes from the resort, you can also swim in freshwater lagoons in El Choco National Park.

Situated a block from the Canal St-Martin in the 10th arrondissement, Du Pain et des Idées is your favorite corner bakery—only better. The owner, Christophe Vasseur, was named best boulanger in Paris in 2008, and for good reason. From hearth breads to viennoiseries, everything is crafted to perfection. If you’re discerning about your bread, don’t leave without a slab of the signature loaf, the pain des amis—masterfully crusted on the outside and airy and fluffy on the inside, just waiting to be buttered. But Vasseur’s masterpiece is the chocolate-pistachio escargot pastry, a snail-shaped treat with pistachio paste slathered in between layers of puff pastry and punctuated with dark chocolate chips. This isn’t an optional stop along your Paris visit—it’s a must. But be aware: The shop is open only Monday to Friday.

There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.

At this luxury collection of six historic homes—some from the 16th century—guests can book a bedroom or an entire house, all within blocks of Santo Domingo’s most important attractions. You won’t find out which room or home you’ll be staying in until your arrival, but you’re sure to be pleased. Located in the heart of the Zona Colonial, the casas are exquisite. Two were part of former convents, one was a monastery, and another was once the private home of a famous Dominican fashion designer. Each one features unique decor and its own courtyard, and five of the six have private swimming pools. Upon check-in, you’ll receive a loaner iPhone to communicate with your house butler and the round-the-clock concierge team, who can help arrange excursions like culinary tours in the Old City and visits to one of the Caribbean’s largest organic cocoa producers.

The location for the most charming scenes in the movie Amélie, this once-forgotten neighborhood is now a destination for the young and fun-loving. As soon as the weather turns warm, picnickers line the paths along this 19th-century waterway, watching bridges rise and turn to allow barges to pass. Shopping, food, drink, and diversions also abound here: Artazart (83 Quai de Valmy) is recognized as one of the best design bookstores in Europe, while Le Comptoir Général, just across the bridge, offers live music and cheap drinks. Chez Prune has one of the city’s most popular terraces for enjoying a glass of something refreshing and a chance to watch Paris go by.

Live out your Swiss Family Robinson dreams at this small resort, where rope bridges and jungle paths connect 22 treehouses to a main lodge and restaurant serving fresh, organic produce harvested nearby. The treehouses are all set above the tree line; three VIP units feature king-size beds, outdoor showers, and the best views. There’s no Internet, cell service, or TV here, but there is a zip line that starts in the mountains and ends at a waterfall, and a rope swing near the resort’s back entrance. If you desperately need to check your email, there’s Wi-Fi just outside the property at Emma’s Café, where the staff will also teach you to dance merengue, bachata, or salsa.

Named for a Dominican-style fishing boat, this open-air restaurant and bar in Punta Cana’s elegant Marina Estates sits on a wooden deck built over the water. Whether you’re seated under the thatched palm roof or the open sky, you’ll have perfect views of the marina as you dine on fresh seafood like grouper ceviche and grilled Caribbean lobster. Also available are Mediterranean-inspired dishes such as caprese salad, spaghetti with pesto, and glazed lamb shank, as well as an extensive list of international wines.

Quirky is the word for Castle Leslie Estate in Monaghan—near the border between Northern Ireland and the Republic of Ireland—where rooms are arranged at the end of higgledy-piggledy corridors and long flights of stairs. The winding layout and overstuffed armchairs in the lobby make the vine-swathed, 19th-century castle feel like a family residence—and it feels even more homey when you see the castle’s nonagenarian owner, Sir John Leslie, Fourth Baronet (or Sir Jack to guests), chatting with visitors in his pajamas around midday.

There are a thousand acres to explore, three lakes to row around, forests to get lost in, streams to follow, and horse trails to trot along (starting in the equestrian center and livery near the main house). So at the end of the day there’s nothing left to do but sit by the fire and engage Sir Jack in a long chat. Rooms are scattered throughout the estate: in the castle, of course, but also in the former hunting lodge, stable mews, and village cottages.