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The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.

Since its opening along a dazzling stretch of sand known as Cabbage Beach in 1962, The Ocean Club on Paradise Island has been the preferred stay of old-money patriarchs and traditionalists. Though much at the serenely posh resort has remained unchanged, the 105-room property has been modernized to meet today’s standards with spa-sized marble bathrooms, sweeping WiFi, and a restaurant run by star chef Jean-Georges Vongerichten. But it’s the feeling of a privileged, unhurried yesterday that continues to draw an appreciative upper-crust crowd. An on-site tennis pro provides tips for improving your backhand, Versailles-inspired gardens complete with a 12th-century Augustinian cloister offer moments of quiet contemplation, and rounds of golf end with martinis at the resort’s bar. These details, plus knowing that a personal butler and afternoon champagne and strawberries are included in the price, keep guests returning year after year.

Featuring Polynesian-Asian-French-fusion cuisine, this contemporary-chic beachfront eatery in Maharepa, owned by French-born restaurateur Bruno Jamais, is a sunny spot where you can indulge in some upscale Papeete-meets-Paris dining—maybe paired with a glass of bubbly. Devotees adore dishes such as marinated tuna tartare with wasabi, avocado and fried shallots. A three-course lunch runs about $60 per person (without beverages).

Québec City has an abundance of elegant restaurants, both contemporary and classic, where you could easily imagine you are dining in Paris or New York. Bistro St-Malo, on the other hand, is a no-pretense, casual favorite, albeit one that still serves excellent renditions of French and Québecois dishes. Steak frites, duck confit, and boudin (blood sausage) are among the classic bistro options served here. The setting is as memorable as the cooking—the stone walls, hung with oil paintings and knickknacks, gives the restaurant a feeling similar to that of the many antique shops that sit near it on Rue Saint-Paul. In the summer, alfresco dining on the street, which runs along the waterfront of Lower Town, adds to the cafe’s popularity.

Félix Meana and Katie Button, veterans of elBulli in Spain, converted Asheville’s former downtown bus depot into a stylish tapas bar. Cúrate means to cure oneself, which diners can do with traditional Spanish dishes such as Catalan sausage bocadillos, codfish salad, and honey-drizzled fried eggplant. This appeared in the July/August 2012 issue. Read Emma John’s feature on the North Carolina bluegrass scene.

With just over a year in business, Green Dot Stables is still new, but owner Jacques and his wife took over a building in Corktown that isn’t. Instead, they took it from abandoned and historical to historical but fresh. The interior still retains its ode to horse racing and is kitschy appeal without being cheesy. An innovative new menu presided over by Les Molnar features more than 20 unusual and classic sliders with a “mystery meat” option that changes often. On the day I visited, the special was Lamb Tongue with Dijon Brown Butter and Fennel Relish. My favorite was the Corned Beef Slider with Wigley’s-Brinery Kraut, Pickle and Mustard Aioli. Local and imported beers anchor the drink list and their soda (or pop as it is known in the Midwest) is mixed in-house with locally made syrup. Optional sides include truffle fries, poutine, chicken and orzo salad, kale & quinoa, or classic mac ‘n’ cheese. Menus items start at an affordable $2 and it is a packed house during the lunch rush so plan accordingly or visit at odd hours to ensure fast service.

The great shopping street of more modern Istanbul, Istiklal Caddesi, is across the Bosphorus from the old Sultanahmet. It’s packed with lovely sidestreets and shops.

Foodies from all over flock to Mama’s Fish House for ocean-to-plate dishes in a postcard-perfect setting. At this tiki bar meets restaurant, the fish is delivered daily by local anglers and many dishes showcase regional ingredients like Maui onions, Hawaiian chili pepper, and Hana ginger. As a young couple in California, owners Floyd and Doris Christenson fell in love with Maui while on vacation. In 1960, they sailed back across the Pacific, navigating only by sun and sextant, and anchored back on their dream island, where they eventually opened Mama’s. Today, the hot spot can be crowded and pricey, but few begrudge the premium for the fresh fare and stunning panoramas. Make a reservation well in advance for an ocean-view table.

The cornerstone of the Kensington Street Precinct, at the heart of the funky Chippendale neighborhood, the Old Clare is the storied pub she used to be and so much more. Tonkin Zulaikha Greer Architects built a glass-and-steel walkway between the former Clare Hotel and the neighboring Carlton United Brewery building, both dating to the early 20th century, to create a 62-room boutique hotel that simultaneously feels historic and edgy. Original wood panels and brick walls blend seamlessly into spotted gum floors and nude-colored walls, exemplifying the creative reuse that pervades the Chippendale suburb, an inner-city district of galleries and cafés situated at the crossroads of Glebe, Redfern, Surry Hills, Chinatown, and the Central Business District. The design echoes other landmark Sydney restorations by Tonkin Zulaikha Greer such as the Paddington Reservoir Gardens and Carriageworks, an arts complex located just down the road. The Old Clare also brings two more standout restaurants to Chippendale, including the first Australian venture by Michelin-starred British chef Jason Atherton. Whether guests soak in the egg-shaped tub in their loft room, take a sunrise yoga class on the rooftop pool deck, or sip a “Ginny Hendricks,” a watermelon-dill concoction with bitters and Hendrick’s gin, at the midcentury-modern bar, they’ll have a story to tell. The Old Clare is a tale that keeps getting better.

The centerpiece of Turks and Caicos is Grace Bay, on the island of Providenciales (known locally as Provo), where the miles-long sugar-sand shore routinely tops “best beach” lists for the Caribbean and the world. The inland area along this stretch of northern shoreline is where you’ll find most of Provo’s hotels, shopping, and restaurants. Grace Bay is part of the Princess Alexandra National Park. It has calm waters and a sandy seafloor with no rocks or corals to step on, making Grace Bay the perfect place for swimming, splashing along the shoreline, parasailing, and stand-up paddleboarding.

Over the past two centuries, the covered market at Borough, not far from London Bridge, has become one of the country’s most famous foodie spots. From Wednesday to Saturday each week hundreds of traders gather to sell homemade breads, hand-reared pork, artisan chocolate and all manner of ingredients—plus excellent coffee, fresh juices and organic wine. Plentiful samples add to the convivial vibe, and restaurants around the market’s edge provide additional sustenance for longer stops.

Prague’s centuries-old connection to music survived occupation by both the Germans and the Communists, so it’s fitting that those deep roots strike a chord at Aria Hotel Prague, where all of the rooms are named after famous composers or singers, from homegrown sons like Dvořák and Smetana to contemporary icons like the Beatles, Ella Fitzgerald, and Elvis Presley. The hotel even has a music director who can point you to the city’s best performances, as well as assist with suggestions in the music library; guests borrow CDs or concert DVDs to watch in their rooms, which are all outfitted with hi-fi sound systems that include Marantz speakers, plus flat-screen TVs, Blue-Ray players, iPads, and Apple TVs. All 51 accommodations were given a head-to-toe makeover in early 2018, resulting in sumptuous rooms decorated in shades of soft peach, dusty rose, and sandy taupe, and combining a pleasing mix of antiques and modern furniture. During summer, the superb CODA restaurant commands stunning rooftop views, while the Winter Garden Atrium is cozy perfection in colder months with its piano recitals accompanying afternoon tea or wine.

Following a multi-million-dollar overhaul in 2015, this ranch-style Hill Country resort—which is part of the Destination Hotels collection and less than 20 minutes from the airport—has emerged as a spot where both families and the adults-only crowd feel at home. For the former, there are plenty of places for fun on the 550-acre property, including five pools (one is just for kids, with two water slides and a toddler splash area), an arcade (for ages 13 and up), tennis courts, and miles of scenic trails. The hotel even has a partnership with high-end baby gear label Babiege, which grants guests discounts on crib, stroller, and accessory rentals they might need to enjoy a day out. Meanwhile, grown-ups will appreciate amenities like two championship golf courses, Texas-inspired treatments at the Loma de Vida Spa & Wellness (set on one of the highest points in San Antonio, with views to match), an adults-only pool, and private poolside cabanas (available for a fee), which come stocked with fridges, HDTVs, local snacks, and a personal attendant.

The 496 guestrooms also cater to a variety of needs. The main rooms and suites feature great views, NEST products, rain showerheads and plush furnishings, while the villas set on the golf course offer plenty of space for families, plus a separate reception, complimentary golf carts, oversized tubs, and their own pool bar, cafe, and market. For those seeking some privacy, there’s SEVEN, a 21-and-over floor with a dedicated concierge, lounge, upgraded bath products, private check-in, and more. As you might expect, the selection of eight restaurants and bars is equally varied, ranging from a grab-and-go market, poolside grill, and casual cantina, to the fine-dining Signature, with menus by James Beard Award-winning chef and San Antonio native Andrew Weismann.

Running for more than eight miles through the southwest part of the island of Montréal, the Lachine Canal is a window onto the city’s industrial history, reborn in recent decades as a place where nature and the city meet. Originally opened in 1825, the canal, with its five locks, allowed ships traveling between the upper St. Lawrence River and the sea to avoid the treacherous Lachine Falls. (Before the canal opened, ships would typically off-load their cargo at the village of Lachine, which would then be loaded onto another ship on the other side of the falls.) The canal’s banks would soon be filled with small factories, but by 1950 the area had started to decline, in part due to the success of the railway. In 1970, it was closed to shipping completely. Recent efforts to clean up the canal have been successful, and now bikers and walkers take advantage of the paths that line it, while many of the former factories and warehouses have been converted into luxury lofts and condos. In 2002, the canal was opened to boats again—pleasure crafts, not barges—that travel its length. If you decide to explore the canal, the Atwater Market was one of the early projects to redevelop the area, and it remains a great place to buy all the items needed for a picnic.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.