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The world’s largest chocolate shop also includes two restaurants and is a dream come true for travelers with a sweet tooth. At the Chocolate Café, you can fill up on hot chocolate, tortes and chocolate treats. The Chocolate Restaurant specializes in incorporating chocolate, as well as cacao, into savory dishes. You’ll want to pick up some gifts for friends at home—or just snacks for later in the day—at the shop.

Housed in a 19th-century French hospital, the Covent Garden Hotel is the oldest and most historic of Tim and Kit Kemp’s celebrated Firmdale hotels portfolio. Opened in 1996 by the husband-and-wife team, it bears a staid style that reflects its early position in the cannon of hotels, which have since become far more exuberant and quirky. The hotel’s muted, pared-back look will undoubtedly appeal to those who crave discretion. It’s not unusual to spot venerable British actors tucked away in a corner, quietly conducting a meeting. This is, after all, the heart of Theatreland—or London’s West End—where a recognizable clientele comes with the territory. However, the Covent Garden Hotel is by no means the see-and-be-seen spot of its media-magnet sister properties, including Charlotte Street Hotel, The Soho Hotel, and Ham Yard. Instead, go here to sequester yourself with a book in the upstairs drawing room, which, with its crackling stone fireplace and wood-paneled walls, resembles the traditional lounge of an English country house.

Constructed in 1867 as the meeting place for the Danish Colonial Council, Government House is used today as the office for the governor of the U.S. Virgin Islands. Several works by Impressionist master Camille Pissarro, a native of St. Thomas, is one highlight of a visit. The building, open to the public on weekdays, is a five-minute walk from the center of historic Charlotte Amalie.

Modest in keeping with the sometimes understated influence of its namesake, the Camille Pissarro Gallery is a rare treat in Charlotte Amalie, St. Thomas. One of the original French Impressionist painters, Pissarro was born on the island in 1830. The gallery is located in his childhood home, the loft section of a merchant’s building at 14 Main Street. Several of Pissarro’s Caribbean-inspired works are on display at the gallery, along with those from about two dozen other artists, including Jenine Wesselman and Sylvia Kahn.

Those looking for some island spirits may be surprised to find that the liquid concoctions at this historic outpost are body products, not liquor. Invented in 1838, the signature blend of bay leaf oils and island-made rum hydrates and nourishes skin. The unisex bars and tonics are infused with various spices, including lime, cinnamon or orange blossom.

Head five miles out of town for great scenery and a fun family outing. Pick your own seasonal fruits and vegetables (or buy them at the farm stand) and enjoy casual farm-to-table dining, Prince Michel, wines and Bold Rock hard cider—all with an impressive view. Thursday evenings until 9 p.m. from May through September feature dinner, live music, hayrides, and memorable sunsets. The Apple Harvest Celebration starts in September.

Yo, ho, ho and oh, my! Up on Government Hill, this watchtower, built circa 1678, is known as Blackbeard’s Castle and is literally the stuff of legends. Although it’s open for debate whether the notorious pirate ever used the five-story tower as a lookout, one thing is for certain: Its views are tops. Nearby the flower-lined 99 Steps (technically there are 103), built in the 18th century of ship-ballast brick, lead from historic Kongens Quarter to some more terrific views of the island.

Head to the edgy Santa Fe Railyard District—just a 20-minute walk from the plaza—to browse the various contemporary galleries that have taken up residence there. Stroll through the small parks, enjoy a meal at offbeat Southwestern eateries like La Choza and Tune-Up Café, and of course, visit the bountiful farmers’ market to check out the local produce and, in season, the famous Hatch green chile peppers.

Owners Bryan Lewis and Eric Gaspard recently opened the Twisted Cork Café, a wine-focused restaurant located in the historic Frenchtown district of Charlotte Amalie. The neighborhood, which is busy with cruise passengers during the day, slows down to a more mellow island speed in the evenings. Daily specials, which often feature just-caught fish and produce from an on-site garden, are recommended.

The Hardest Hard is a quintessential St. Lucian food stop. Set under an almond tree off La Toc Road, this restaurant, with a zinc roof and a blue and yellow exterior that matches the Piton beer bottle, has a windowless interior that may put you off—until you notice the crowds of locals who flock here at lunchtime. Order from the changing menu of home-cooked dishes like fish Creole, goat peleau, grilled pork chops, pigtail bouillon, and pumpkin soup, all served with a healthy dose of side dishes, including rice and plantains. Fresh juices are available daily, as are desserts. The atmosphere is friendly and lively, and you’ll likely be so full you’ll need a nap afterward.

A sense of discovery pervades at this innovative, open-air retail development in Culver City, which opened in 2016. Six buildings house first-to-market concept shops, pop-ups, and creative company headquarters. The place is constantly evolving, with a stylish lineup of businesses stepping in temporarily (St. Frank housewares, Charlotte Stone shoes) or permanently (Bird Brooklyn’s first West Coast outpost, Magasin men’s boutique, design shop Poketo). Be sure to hit some Southern California favorites, including The Edit by Freda Salvador and Janessa Leone, for shoes and hats, and Reservoir L.A. for an impeccable edit of local fashion brands. You’ll also find great iced coffee at Blue Bottle, acai bowls at São Acai, and tacos at the unmissable Loqui. Studded with cacti and succulents, as well as hanging chairs, the outdoor areas encourage leisurely shopping breaks. Keep an eye on the Platform’s schedule of events for outdoor concerts, film screenings, and food festivals. Pro tip: Put aside 35 minutes for an Aesop Express Facial at the cult Aussie beauty shop—it’s one of only four of the brand’s shops worldwide that offers them.

Formerly the headquarters of the U.S. District Court in these parts, the low-slung brick building on the central waterfront now houses the island’s best handicrafts display. The maze features 150 artisans selling everything from handmade dolls and quilts to note cards and wooden serving items. There are also food vendors on site.

A bucolic resort in the Virginia Piedmont, the Boar’s Head Resort is as deeply rooted in Virginia as its owner and neighbor, the University of Virginia. The land has hosted travelers since 1759, with the original Birdwood mansion dating to 1830. A short drive from downtown Charlottesville, Boar’s Head has plenty to keep a visitor occupied without even leaving the property, including an 18-hole golf course, a full-service spa, a fitness center with squash and tennis courts, and three swimming pools. The resort has 175 rooms spread over 573 acres; suites feature a seating area and balcony or patio, and some have fireplaces. Dining options range from healthy café fare (necessary fuel for all those tennis matches), to a grill overlooking the golf green, to an elegant meal in the restored Old Mill Room. The Blue Ridge mountains are renowned for their fall foliage, but visit in summer for fewer crowds (and UVA students) and the English-inspired grounds and gardens in full bloom. Be sure to ask for details on arranging a hot-air balloon ride over the countryside to appreciate all of historic Virginia.

This intimate synagogue, built in 1833, is considered the oldest U.S. in continuous use (a hundred families still worship here). Visit the National Historic Landmark to find mahogany pews, ornate domes, and scrolls that survived a fire. The most famous feature is the sand floor, which symbolizes the Jews’ journey across the desert to find the Promised Land.

Keswick Hall was originally built in 1912 as a family estate and was later a country club before being transformed into a country hotel in the 1990s, and it continues to evolve as a luxury resort in its second century. Experience a bit of the historic grandeur with an elegant al fresco dinner overlooking the countryside at Fossett’s restaurant or with a cocktail at the Villa Crawford bar (named for the original home), before retiring to your room on a bed fit for royalty. (Indeed, the handmade Hypnos mattresses are also commissioned for the British royal family.) Each of the 48 uniquely designed rooms and suites overlook the golf course or gardens, and have minibars stocked with local goodies. You’ll need a good night’s sleep to properly enjoy a full day’s activities on property: a round of golf on the Pete Dye–designed Full Cry course, a tennis match on one of seven courts, or a game of croquet or horseshoes (just a few of the games on offer). Wind down with a massage, signature vinotherapy facial, or raindrop therapy with essential oils at the spa. If you can bear to leave the lush grounds, downtown Charlottesville and the Monticello estate are each a 15-minute drive away.