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The Thompson Hotel, Toronto, opened in 2010 as a modern, translucent glass building soaring above its low-rise, red-brick neighbors and staking a claim as a symbol of glitz and glam in the King West neighborhood. Thanks to its fashionable in-house bars and restaurants, the hotel is a popular fixture both with locals and with the Hollywood set who visit each September for the TIFF film festival. The acclaimed Studio Gaia team designed the rooms, which have bold, dark-wood flooring and hot accents of orange playing off cool white walls. Heated marble floors in the bathrooms, spacious tubs, and sheets with high thread counts all contribute to the sense of luxury, and floor-to-ceiling windows ensure that rooms are flooded with natural light. After check-in, guests can use their room key to access the private elevator up to the rooftop bar, with its 360-degree views of the city. The rotating menu of seasonal cocktails is especially delicious.

Under 20 minutes by car from Québec City (or, if you are feeling ambitious, less than an hour by bike, with most of the ride on a well-maintained path), Chute-Montmorency (Montmorency Falls) is the area’s most impressive natural wonder. If you visit the Musée National des Beaux-Arts du Québec before you go, the sight will look familiar: Montmorency has long been a popular subject for local painters. Think Niagara is impressive? The cascade here is a full 99 feet higher—272 feet to the Horseshoe Falls’ 173 feet. In winter, spray from the falls freezes into a hill at its base, known as the Sugarloaf, and snowshoes are available for rent if you want to explore the nearby trails. In the summer, there’s a zip line for those in search of an adrenaline bump. Year-round, a cable car carries passengers to the top of the falls, providing bird’s-eye views en route.

Tucked away on a side street between King Street and Blue Jays Way in the heart of Toronto’s entertainment district, Hotel Le Germain is a cozy escape from the bustle of the city. The lobby has a library area where guests can curl up on sofas and, in wintertime, enjoy the atmospheric crackling of the wood-burning fire. In summer, the rooftop putting green on the 11th floor is the place to relax. Following a full renovation project in early 2015, the minimalist rooms are monochrome with colorful accents, and the generously sized bathrooms have glass-walled rainfall jet showers. The hotel piles on a raft of extras, such as free Wi-Fi, newspapers, and in-room Nespresso coffee machines. There is also a complimentary breakfast that includes croissants and pastries.

Fleetwood Mac front man Mick Fleetwood is behind this bar and restaurant, located on a third-floor rooftop in Lahaina. Here, guests sip drinks under beige umbrellas while taking in views of the dreamy blue Pacific. To pair with award-winning cocktails like the Heart of the Jungle (Cynar, Velvet Falernum, coconut rum, and lemon juice), which comes in a tiki artichoke, executive chef Eric Morrissette serves a menu of elevated bar bites, fresh local fish, and meatier dishes like filet mignon with peppercorn reduction. If you’re not a cocktail person, know that the robust drink menu also features beers from Maui Brewing Co. and Kohola Brewing as well as exclusive wines like Krug Brut from Reims, Luberri Gran Reserva rioja, and even a Chateau Musar red blend from Lebanon.

At this Charleston hit, James Beard Award–winning chef Sean Brock reinterprets traditional Southern dishes with a steadfast commitment to local and regional ingredients—the restaurant even has its own garden. Constantly changing, the menu is filled with inventive new takes on Southern cuisine, such as pig’s ear lettuce wraps done up “buffalo” or “Kentukyaki” style.

Don’t miss the Carolina Grouper—it’s one of the most beautiful dishes at this establishment, and a regional classic you have to try while visiting Charleston.

Note that the restaurant also has locations in Nashville, TN and Savannah, GA.

Local chef Donnie Masterton long ago refined the art of matching sensory experience to fine food, and The Restaurant, on Sollano in the Centro, offers thrills on every level. Dinner here is an occasion for shirts with collars for men and shoes otherwise reserved for dancing for the women. (Dancing, by the way, often erupts in the bar in the wee hours, so it’s good to be prepared.) And while every night at Donnie’s proves a visual treat, Thursday nights are the see-and-be-seen scene, when locals stop in for gourmet burgers—available that night alone—with their Chateau Puy Blanquet St. Emilion Grand Cru.

Tucked away on an eight-acre estate at the top of St. Helena’s main street, Harvest Inn could easily be mistaken for a private country manse somewhere in England, or even northern France. Its lush gardens are traversed by winding pathways, and its brick-accented, Tudor-inspired architecture suggests somewhere far more Old World than upstart Napa. Even its sinuous pools and cozy rooms (many with fireplaces and private outdoor hot tubs, mind you) are reminiscent of a style somewhat less rustic-chic than tends to be in vogue here in wine country. Indeed, by Napa Valley standards, the intimate inn is part of the old guard, its original 25 rooms dating back to 1975, just after the famed Judgment of Paris tasting brought the region’s New World wines into the international spotlight.

But the Harvest Inn is no less luxurious than the new resorts popping up all over Napa Valley. It has one of the most desirable locations in one of the most desirable parts of the world, surrounded by celebrated vineyards and presiding over arguably the most picturesque town in wine country. It also features a popular restaurant, Harvest Table, which serves dishes full of ingredients from the hotel’s on-site vegetable and herb garden.

Formerly the private residence of Gioacchino Murat, king of Naples and Napoleon’s brother-in-law, Palazzo Murat has the mark of aristocracy—white-walled interiors are outfitted with elegant antiques, oil paintings, and decorative tiled floors—but also the welcoming atmosphere of a dear friend’s home. The 18th-century villa is tucked away behind cascades of bright bougainvillea and greenery-filled grounds fragrant with jasmine and citrus trees yet centrally located in Positano’s pedestrian zone, making it an ideal base for shopping holidays and seaside idylls alike. The pool is especially impressive, flanked by a lawn studded with chic sunbeds and backed by a storybook scene of pastel-hued houses stacked higgledy-piggledy along the hillside. Just steps away is the charming Al Palazzo restaurant, which incorporates ingredients from its vegetable patch and twinkles with candlelight in the evenings. As for the guest rooms, soothing white spaces are accented with pops of blue and lemon yellow, and French doors open onto lovely balconies with views of the gardens, town, or sea.

Saline is the most beautiful and the most famous beach in St. Barths. From the shore, you cannot see any building: no fancy bar, no posh restaurant, nothing. Just the wild beach and you. Saline Beach never really gets crowded, as the island is too small to have actual crowds. But it is a true luxury, early morning, to come there for a nice swim. More than once, I’ve been able to be the only one there. This long, beautiful, renowned beach was just mine! It is okay to do nude sunbathing in Saline, but it’s better if you do it on the far sides of the beach. Indeed, the middle part is where the trail arrives from the parking lot and you do not want to make families feel uncomfortable. Even if nobody really cared. Again, early morning, it is just a couple of people here and nobody minds if you swim naked in this pure Caribbean blue water. Vive la liberté ! My tip: Bring a bottle of water if you are planning on staying for long, as there is no store on the beach. Nothing!

At Point Udall, on the east coast of St. Croix, a sundial called Millennium Monument was erected for the New Year’s celebration in 2000. The stark sculpture represents the azimuth of the first sunrise of that year, the new millennium, at this easternmost point of the United States. Point Udall also affords visitors panoramic views and marks the starting point of a hike that leads to the beach at Isaac Bay.

With a playful menu divided into sections named “warm-up,” “game,” “set,” and “match” sections, Le Filet volleys some exceptional dishes at guests. Opened in 2011, the restaurant specializes in seafood but does an equally good job with meat dishes, including duck and venison. It comes recommended highly by Ritz-Carlton concierge Simon Bajouk.

You’ll want to spend hours in this cheerful second-floor boutique, trying on everything in sight with the help of the knowledgeable staff. The unique collection of goodies includes Montreal fashion brands like Pajar alongside international favorites including Citizens of Humanity, James Perse, J Brand and Free People. The seasonal lookbook is casual, sophisticated, adaptable and fresh, with a focus on natural, flowing textiles and muted colours, with a few punches of high-octane hues. The accessories collection alone is worth the trip, especially the handbags.

Located in some of the last remaining coastal canyons in Southern California, Laguna Coast Wilderness Park offers some 40 miles of hiking trails that wind through oak and sycamore woodlands and up onto ridges with sweeping ocean views. The park is also part of the Natural Community Conservation Planning program, which helps protect rare and endangered species, so visitors should keep their eyes peeled for animals like the California gnatcatcher and the orange-throated whiptail. You might even spot mule deer, long-tailed weasels, bobcats, and red-tailed hawks while exploring the park’s 7,000 acres of pristine wilderness. Stop by the Nix Nature Center on your way in for maps, information, and anything else you might need for an epic hike.

Established in 1993, Dawson Cole Fine Art is one of Laguna’s top galleries, with works by such big names as Picasso, Matisse, Chuck Close, Wayne Thiebaud, and more. Here, the focus is on contemporary and modern art, with everything from sculpture to drawings to prints on display. When you’re done browsing the showroom, head out back to the stunning sculpture garden, where you can check out even more art while soaking up the California sunshine.

You can find stunning tide pools all along the coast of Laguna Beach, but the ones at Wood’s Cove are unique because they’re deep enough for swimming. Part of a rocky outcropping called Cactus Point—which is also home to Orange County’s only blowhole—the pools are full of exciting marine life, from hermit crabs and sea stars to colorful sea anemones. When swimming here, just be sure to leave everything exactly as you found it. The tide pools fall within a protected area, meaning that taking shells, rocks, sand, or other objects is strictly forbidden. And keep an eye on the tides—it’s best, and safest, to visit at low tide when the risk of crashing waves is minimal.