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Located next to Main Beach, the much-quieter Cleo Street Beach is a favorite of scuba divers, who come here to explore the Foss 125 Barge. The wreck, which sank just offshore in 1958, is submerged in a mere 55 feet of water, making it easily accessible to even the novice diver. Those up for the adventure will find an extremely well-preserved site, wrapped in coral and surrounded by Laguna’s Marine Reserve, which boasts everything from seals and otters to colorful fish and even some larger sea life. If you’re not a diver, Cleo Street Beach is still worth a trip to stroll the sand with a coffee from the nearby Orange Inn in hand. Just be sure to bring your four-legged friend along, as the beach welcomes dogs.

The renowned Meadowood Resort mixes the grandeur of a chalet with the amenities of a five-star resort—located in a private canyon within minutes of downtown St. Helena. The shaded, secluded property revolves around 99 rooms, most of which have high and exposed ceilings, private patios or balconies, wainscoted walls, and beds so comfortable you may never want to get up. Other amenities make Meadowood distinctive, too: Many rooms have heated bathroom floors; some also have deep soaking tubs. Elsewhere on the 250-acre property, all guests have access to the on-site spa, which was renovated in 2017; an on-site fitness center; hiking trails; tennis courts; and a daily wine reception. There’s even a croquet lawn—feel free to grab a mallet and hit some balls or sign up to take lessons with the Napa Valley’s only croquet pro. Of course the on-site restaurant, The Restaurant at Meadowood, is another big draw. More casual meals can be ordered from The Grill. Guests are entitled to a complimentary house car for transport into St. Helena or Yountville.

Generally speaking, shopping isn’t a big draw on St. Vincent, but if you’re searching for the perfect souvenir, you can’t do better than Nzimbu Browne’s famous banana art. Besides tourism, banana production is a driving force behind St. Vincent’s economy. By using the industry’s waste products—the banana leaves—Browne creates sustainable art with a strong sense of place. His works depict local scenes, brought to life with snippets of dried, multicolored leaves. If you’re not into art, he also makes goat-skin drums and tie-dye clothing. His studio is located on McKie’s Hill in Kingstown, but he often sets up shop in front of the Cobblestone Inn on Upper Bay Street.

Even with the summer crush on the French Riviera in full swing, there are quiet escapes to be found. In particular, I like to take walks along the Sentier du Littoral, the coastal footpath that stretches the length of the French Mediterranean coast. My favorite segment is in St. Tropez, where I head by boat from Ste. Maxime (the Bateaux Verts leave every 10 minutes). From the ferry landing, I start walking—through the narrow streets and old port, under the imposing citadel that has guarded residents since around 1600, past the cemetery, and onto a narrow path that ribbons around the St. Tropez Peninsula. The 7-mile route takes me by inlets of crystalline water, hidden villas whose residents I always wonder about, and past dozens of little beaches that are significantly more serene and less crowded than the frenzy of those found along Pampelonne Bay, where this piece of the trail ends. You can hoof the two miles back to the village, or take the bus.

Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.

Dinner at Le Toiny Restaurant is a full frontal assault on the senses; as if the spectacular ocean-side setting were not enough, the culinary witch doctors at Le Toiny, led by executive chef Jean-Christophe Gille, whip whimsical French classics into contemporary Caribbean masterpieces with just the right amount of gusto. Le Toiny is open daily for breakfast, lunch and dinner, and features the Tuesday Fish Market, and the Sunday “Brunch du Toiny.”

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.

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.

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.

Vesper Bar at The Cosmopolitan is our favorite spot for a serious Old Fashioned—or Elderfashioned, the house’s riff, which gets a dose of St. Germain.

Milliner Mona Strand makes hats for the rich and famous - and for anyone else who would like one. The Philip Treacy of Oslo, Mona Strand has made hats for the Crown Princess of Norway and regularly holds exhibits in many parts of Europe. Her hats also appear on stage, on TV, and in film productions. She makes bespoke hats (appointments needed) and sells ready-to-wear hats in her shop in cosy area St. Hanshaugen.

Locals all agree this is the home of Zurich’s—perhaps Europe’s—best sausage. What they’re divided on is which is better, the St. Galler bratwurst or the Servelat—both superbly juicy, flavorful, and with excellent snap—and divine with a crusty bürli roll and super spicy mustard. After a two-year renovation (during which the grill operated out of an airstream trailer nearby), the original 1963 location reopened its doors in 2013 with roomier, more modern digs.

Directly off the northern highway is Columbus Park, overlooking the scenic harbor at Discovery Bay, where Columbus was thought to have first anchored—although recent indications are that he sailed there from St. Ann’s Bay. The park is the only open-air museum in Jamaica, displaying artifacts dating back to Arawak times. Take in the glorious views, ideal for a photo op, and step back into a slice of Jamaica’s history.

Along with the beautiful scenery, parents will appreciate the many amenities that make Bermuda’s beaches the perfect place for beach bums of all ages. Lifeguards, gentle water, and nearby facilities are always a welcome sight for parents of small children. Clearwater Beach, on the eastern end of the island, has clear, shallow water and a 36-acre public park with restrooms and a playground. Picnic facilities, shade trees, and gentle water make Shelly Bay a good choice for the smallest of surfers, swimmers, and shell seekers. Horseshoe Bay Beach has lifeguards, showers, restrooms, and a nearby café. John Smith’s Bay, Elbow Beach, and Somerset Long Bay are more great beaches for families with kids.