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An archipelago within an archipelago is already an astonishing fact to grasp, but Îles des Saintes, made up of nine islets, only two of them inhabited, is full of yet more surprises. Hop on a daily ferry ride south from Trois-Rivieres in Basse-Terre to these gorgeous offshore islands around a stunning aquamarine bay dotted with sailboats and hugged by coral reefs. Also known as Les Saintes, these islands combine a traditional Caribbean setting of secluded beaches, forts, and towering palm trees with a chic French village lifestyle. The streets here are free of cars, the winding roads to be explored by electric scooter or on foot. Hike to Fort Napoleon for a breathtaking panoramic view over Les Saintes Bay, explore the surrounding waters by catamaran, go diving off the bluffs, sample some of Guadeloupe’s best French and Creole fusion restaurants, and shop the boutiques for French fashions and local jewelry.

Scattered with Victorian mansions, St. Paul’s tree-lined Summit Ave. is one of the most beautiful residential streets in the Midwest, with famous former residents including author F. Scott Fitzgerald and early railroad entrepreneur James J. Hill. Guided tours are offered from the James J. Hill House Wed–Sun, but it is also a worthwhile independent stroll. Make sure to start or end at the gorgeous St. Paul Cathedral, overlooking downtown St. Paul.

Cartagena’s culinary scene has been sizzling lately, with a growing number of restaurants that specialize in contemporary updates of Colombian classics popping up around the city. María Cartagena is one of them—a place that privileges local ingredients, especially those from the sea. Look for grilled octopus and crab rémoulade, and pair your pick with one of María’s popular cocktails. The modern-tropical décor includes funky pineapple-laden chandeliers.

The surprises at this excellent Italian restaurant in Disney Springs start right when you arrive and gaze upon the airy dining room. Complete with 50-foot-high ceilings, a grand staircase, and sweeping views over Lake Buena Vista, it’s themed after an abandoned airline terminal, with lots of fun travel touches that include a vintage-style glove dangling like a giant chandelier overhead. Chef Theo Schoenegger is a native of Italy, and his menu spotlights specialties from Rome and Sicily. Delicious Italian cheeses and cured meats are perfect starters for sharing. And signature dishes include Sicilian arancini di carne (rice balls with meat) and a spiral pasta dish topped with crab called busiate con granchio. Italian red, white, and Prosecco wines star on the well-informed wine list. And don’t miss a plate of cannoli to share for a sweet finish.

No visit to Antigua is complete without taking in the sunset atop Shirley Heights Lookout at its weekly Sunday sundowner party. The view from Shirley Heights is without a doubt the most famous, most photographed, most celebrated vista gracing Antigua. Immediately below, English and Falmouth Harbours clutch their bays. On clear days you can see Guadeloupe to the south and Montserrat with it’s still active volcano to the south west. It does get busy, so expect a crowd and while there might be a couple locals sprinkled in here and there, it’s mostly visitors. Around 7ish, the tunes crank up with either some reggae classics, some pumping soca, or even live a steelpan band. Smoke from a collection of barbecues compete with the music to fill the air and stimulate your senses. Expect chicken and ribs slathered in local flavors, plus burgers for the less adventurous. I did have some trouble getting grilled fish on my last visit, but once I found some, it was charred to perfection.

When you’ve had enough of the hectic hustle of tourists and traffic in Times Square, seek refuge at Haven, a rooftop lounge located on the top of the Sanctuary Hotel on 47th Street between 6th and 7th Avenues. The owners of this chic establishment spent a considerable amount of time in Saint-Tropez and have made an effort to make their guests feel like they have been transported there. Chill at the bar, relax under oversize umbrellas at one of their cedar tables, or go all out in an open air cabana, swathed in sheer white drapes while re-fueling with foods from their French inspired menu. You can even get your anti-oxidants while you drink by ordering a Night Sky- one of their signature cocktails made with acai blueberry vodka and fresh lemonade, garnished with a skewer of blueberries. The manager Katerina was wonderful, making sure we had everything we needed and even shaking cocktails herself to help out the busy bartenders. If you’re looking for some excitement after your rooftop recharge, Haven hosts a rotation of DJs, features events such as burlesque shows, and has a VIP area overlooking the main roof that is available to rent out. With plans to install heating and encase the rooftop, Haven will soon be able to provide the refuge you need before a show, after work, or after hours all year long.

Named for its owner’s “poz-itive” vibe, this casual, welcoming restaurant ranks among Dominica’s best. Expect Cajun, Creole, and Caribbean fare in the mix, along with fusion dishes and strong vegetarian options. Menu standouts include callaloo soup, veggie rice, and snapper in coconut-curry sauce, but the lobster, grilled with lemon-garlic butter, tends to steal all the headlines—or at least those not occupied by the fresh juices and home-infused vodkas. Open for dinner only, Poz is quite small in size, so make a reservation to avoid waiting for a table.

Deep in the wilderness about an hour’s drive north of Kingstown, Dark View Falls cascade off a cliff and into a pair of natural pools, where everyone gathers to swim in the crisp, clear water. The hike to the falls takes only about 10 to 15 minutes, but involves crossing a jungle-style bamboo bridge across the Richmond River. After passing through a clearing in a picturesque bamboo grove, you’ll arrive at the first fall, where you’ll find a gazebo, changing room, picnic area, and viewing platform for enjoying the beautiful scenery. Another short, more difficult walk will take you up to the second fall, directly above the first.

A two-minute ferry ride from St. Vincent’s Villa Beach brings you to Young Island—the first of the Grenadines. Here, the Young Island Resort welcomes guests and visitors alike to its beachside restaurant for casual breakfasts, local curry buffet lunches, prix-fixe dinners, and barbecue parties. Seated in an open-air hut surrounded by tropical flowers, you can dine on local specialties like freshly caught fish and lobster while enjoying the ocean breeze. Whatever you order, pair it with the restaurant’s signature bread, which comes in banana, coconut, cinnamon, white, wheat, and raisin varieties and gets sliced tableside right before your eyes. Just know that reservations are required to eat here, no matter the time of day.

Near the far northeastern tip of Bequia, the Sugar Reef Café is a breezy spot just steps from the crashing sea. Here, diners can enjoy healthy, locally sourced dishes for both lunch and dinner, from fish roti with mango chutney and papaya-black-bean salsa, to blackened chicken and Callaloo lasagna with Caribbean spinach and rosemary. Sugar Reef’s own estate produces the honey and fruit, while St. Vincent farmers and fisherman are responsible for the fresh produce, meat, and fish. The restaurant even uses coconut milk instead of dairy and coconut oil for frying. Daytime is casual, while evening brings a more romantic vibe.

Even though it’s just 200 yards off the coast of St. Vincent and accessible via a two-minute ferry ride, Young Island feels worlds away from the cares of mainland life. The resort’s 29 guest cottages, which are outfitted with tropical-chic wicker furnishings, stone walls, and louvered windows, provide a plush landing spot after days spent diving among sea turtles and sea horses, hiking neighboring trails to spot the ruins of Fort Duvernette, and swimming up to the Coconut Bar, located on a floating platform 30 feet offshore. Each week, the on-site restaurant serves up Caribbean barbecue favorites like pigeon-pea-and-pumpkin stew, corn fritters, and molasses-glazed wings, making for a delicious stay.

Dasheene, the restaurant in the award-winning Ladera Resort, is a magical place unlike any other on the island. The open dining room, overlooking the sea, is so close to the Pitons that you feel as if you could reach out and touch the peaks. The menu, which focuses on ingredients sourced from local farms and plantations, puts a creative spin on classic St. Lucian cuisine, including plantain gratin with a coconut rum sauce, and roast conch. The restaurant is open for breakfast and lunch as well, but there’s no beating the romantic atmosphere and sunset views at dinner, which make a meal here well worth the high price.

The worldwide success of this Montreal-born leather goods brand, which now has stores everywhere from Paris to Tokyo to Hong Kong, is no secret: m0851 bags are beautifully crafted here in the city by artisans who have worked for the Mamarbachi family for decades. The no-sweatshop mentality surprisingly doesn’t equate excessive prices, and the best thing is, these bags are designed to last, made in materials that change and improve as they age. Every year brings a new palette of beautiful earthy colors, and in addition to the bags and travel gear, there are coats and clothes perfectly suited to any Canadian season. This is the flagship location, but you’ll find three other sales points within greater Montreal.

Contemporary art can sometimes be pretentious or obscure, but DHC/ART adds an edgy sense of wit, with exhibitions ranging from the visual puns of Ceal Floyer to the exuberant portraits of John Currin. 451 rue St.-Jean, (514) 849-3742.

Hagios Demetrios is known as the largest church in all of Greece, and while this interior doesn’t look as large as other European churches, the entire building and grounds are a true showing of historic periods coming and overlapping one another. You’ll find ancient ruins with Christian worship, and many relics and antiquities to see.