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As is the case with many hotels in the Tulum section of Riviera Maya, Casa de las Olas shies away from the “luxe” label, preferring to promote itself as a simple, eco-friendly retreat where intimate spaces and five-star service are more important than linen thread counts and extra amenities. Bright white walls, mosquito nets, private balconies, and canopy beds are what guests can expect in their rooms. This doesn’t mean that Casa de las Olas is skimpy in any way. The staff are known for their thoughtful attention to guests, and the small size of the hotel—just five suites—ensures they are never overwhelmed by guests’ requests or needs. Plus, each room has views of the Caribbean Sea, and the hotel’s private beach is never more than a few steps away.

If you’re a fan of Chianti—or Italian wine in general—this is sacred ground. Winemaking has been in the Ricasoli family for centuries (some say this is the oldest winery in Italy, and one of the oldest in the world), and it was the 19th-century Baron Bettino Riscasoli—known as the Iron Baron—who invented the formula for Chianti at Brolio Castle in 1872. It’s worth a visit here for many reasons, including the sheer beauty: The castle is surrounded by nearly 3000 acres of valleys and wooded hills, and is home to 580 acres of vineyards and 64 acres of olive groves. The long list of tours and tasting experiences incorporate both the landscape and the history. Choose from a short Classic Tour, with a bit of background and some tastings, or from several options that take you into the vineyards, the ornate castle, and/or the manicured gardens. There’s also an active vineyard trekking experience, a sunset tasting, a private tasting/lunch inside the castle, and a progressive picnic that takes you to three scenic spots.

Coco’s Cafe in Jasper is a shrine to everything that’s wonderful about the first meal of the day. Java snobs will love the Phil & Sebastian Coffee, and health-conscious guests are always impressed with its locally sourced, organic ingredients. The all-day breakfast menu features a wonder wheel of vegetarian, vegan, and gluten-free options, but omnivores need not worry: There are delicious Montreal smoked meats available here, too. The restaurant is probably best known for Coco’s Breakfast Wrap, a curry-infused treat with plenty of fuel for a big day spent hiking in the mountains. If you plan to enjoy a lazy morning repast, arrive early or be prepared to wait in line with the locals.

This local institution has (miraculously) survived Mykonos’s transformation from 1970s boho-gay hideaway to glitzy playground of oligarchs and supermodels. There’s no website, no phone, not even a sign outside the tiny shack above Agios Sostis Beach, but the secret is out. Go early as the lunch queue starts forming long before the place opens around 12:30 p.m. Savor a free glass of rosé and conversations with strangers while you wait for a table, the aroma of pork chops sizzling on the grill stoking your hunger. (Mykonos cognoscenti get their teenagers or nannies to wait in line while they go for a swim.) Octopus, prawns, chicken, and chops are chargrilled to perfection, accompanied with zingy salads and baked feta, eggplant, and potatoes. Kiki’s closes when the food runs out, between 5 p.m. and 7 p.m.

Just southwest of Astoria, Fort Clatsop replicates the encampment built by Lewis and Clark’s Corps of Discovery soon after they reached the Pacific. From December 1805 to March 1806, they hunted and gathered food, distilled salt, traded with the local tribes and documented their surroundings. The center includes the log fort (staffed by costumed rangers), an exhibit hall, a gift shop and films, plus trailheads for the Fort to Sea Trail and the Netul River Trail.

Since 1983, food lovers in the know have headed to Santa Barbara’s renowned Paradise Café. Housed in an early 20th-century brick and stucco building with a relaxed atmosphere, the café’s oak wood grill is fueled by Santa Maria live oak—also known as California live oak—a wood that’s essential for the area’s regional style of barbecue. The flavors brought out by the oak in steaks, pork chops, roast chicken, shrimp and sausage, ahi tuna, rainbow trout, and salmon keep added seasonings to a minimum, so fresh ingredients remain the focus of the menu. The crowd favorite, the half-pound signature Paradise Burger, is grilled over oak, topped with Tillamook cheddar cheese, and placed on an onion roll—and best enjoyed with a glass of Paradise syrah, sourced from local vineyards. If you sit on the patio, give the historic mural more than a glance. It features Leo Carrillo, an old-Hollywood actor best known for his role as Pancho in the television series The Cisco Kid; he is locally beloved for his involvement in preserving and conserving California open spaces.

Restaurants abound in the heavily touristed Gothic Quarter, but few of them are particularly good. Irati is one of the exceptions, a bustling spot popular with locals thanks to its excellent pintxos, traditional Basque tapas served on bread and speared with a toothpick. There’s seating in the back, but you’re really here for the experience of eating pintxos, which means standing shoulder-to-shoulder at the bar and helping yourself to the buffet of bite-size offerings. A sure bet is the jamón, lightly drizzled in olive oil, and the blue cheese topped with quince paste and walnuts. Save room for the hot snacks, like ham-and-cheese croquetas, which are brought out at regular intervals from the kitchen. And don’t toss your toothpicks—that’s how the bill is tallied.

Chiang Mai residents tend to think that their city beats Bangkok when it comes to bohemian spirit. And the presence of occasionally experimental venues such as the North Gate Jazz Co-Op does much to strengthen that case. There’s a blissfully uncommercial freedom to this spot. The shophouse interior is crammed with musicians and patrons, while the party busts outdoors to the tables set on the sidewalk. As you might expect from the name, jazz is the order of the day here. Local and visiting instrumentalists come to play sets and to stretch out in jam sessions. The results aren’t always music to everyone’s ears, but the variety of genres encapsulates the loose, fun ethos of the place.

Another Hong Kong “who knew?"—you can surf right off of Hong Kong Island at the aptly named Big Wave Bay Beach. Follow the local surfers to the scenic eastern end of the island near the Dragon’s Back hiking trails. It’s considered the best spot in Hong Kong for beginners; there are board rentals and lessons, too. Expect weekends to be crowded. While you’re there, check out prehistoric rock carvings nearby that depict animals and geometric designs, similar to other carvings found along the shoreline of Hong Kong. To reach the beach, get out at the MTR Shau Kei Wan Station, Exit A2, and then take the red mini bus marked Shek O.

Palms Court may be known for its statuary gardens, but it’s also home to a restaurant, a freeform saltwater pool, and one of the best gift shops on the island. At Shell Works St. Kitts, you’ll find shell jewelry and artwork made from local materials like driftwood, sugar cane, sand, and tree roots. Spend time browsing the beautiful selection and you might even see craftspeople making new pieces for the shop.

Locally owned and operated, Martha’s offers tasty, home-cooked food from the pleasant covered porch of a private home, in a roadside location handy to Sugar Beach and numerous attractions. Martha’s draws resort guests out of their comfortable rooms and creates a delicious detour for those on their way to visit nearby Sulphur Springs. Plates—heaped with breadfruit balls, fish cakes, panfried chicken or pork, or creole shrimp, and accompanied by at least three to four sides—are served at picnic tables. The prices are quite reasonable.

In recent years, there has been an awesome pizza trend in Las Vegas. Gone are the days when the average toss-it-in-the-oven pie was the only option; today, there are fun local pizza eateries, high-end gourmet pies and even hidden alcoves housing some of the very best bites in the city. Locals love Metro Pizza, which has a handful of locations throughout the city, and Rocco’s Deli, which is all about keeping pizza simple and fresh. Despite that it’s meant to be a secret, one of the best known pizza places is tucked down a hallway in The Cosmopolitan. Five50, located in ARIA, has a menu of interesting pizzas, and the chefs serve from the front counter late into the night.

Named for the beach it sits on and famous for its views, Moonstone Grill is set at the junction of Little River and the Pacific, with a patio and large windows overlooking both. Given its full bar and specialty cocktails, many visitors like simply to enjoy a drink and take in the sunset. That’s a shame, because the food is good, too. The menu consists of local appetizers, seasonal seafood plates, and top-notch steaks. It’s not cheap, and you’ll want to make a reservation: Word has gotten out about this high-end, low-key Humboldt classic.

Take a break from days at the beach with a stroll through these quiet, lush gardens. The nature trail is well marked and easy to navigate. Identify the local birds, including the St. Lucian parrot, with the help of labels and pictures along the trail. The water of the garden’s Diamond Falls is a unique rustlike color due to the minerals picked up along the stream’s path past a volcano, two miles upstream. The waterfall’s colors change according to the recent rainfall. Though you can’t swim in the falls, you can relax in hot mineral spring baths. Visit early in the morning, and avoid cruise-ship days so you can have the place to yourself.

Set in a refurbished Victorian hunting lodge on a 26,000-acre estate, Shieldaig Lodge is the epitome of Highland romance. With everything from breathtaking views of Shieldaig Bay to log fires, cozy lounges, and an extensive whisky and gin collection, the hotel offers Scottish hospitality at its finest, surrounded by stunning scenery. Quietly elegant, the 12 guest rooms come furnished with antiques and luxurious touches like Egyptian cotton sheets, goose-down duvets, and homemade shortbread from the hotel’s kitchen. For utter opulence, book the suite, which features a four-poster bed, separate sitting room, and rolltop tub with views of the bay.

At the restaurant, rare-breed lamb, Highland cattle, and deer from the hotel’s estate provide the raw ingredients for the sumptuous menu. Also available are crabs, lobster, langoustines, oysters, and scallops caught by hand right in front of the property, and vegetables grown in the on-site walled garden. After dinner, grab a nightcap in the Liberator Bar, which stocks an ever-growing collection of more than 110 gins and 250 whiskies from around the world. The next day, visit the lodge’s falconry (home to eagles, falcons, hawks, and owls), or have the concierge arrange a local activity, from deerstalking and fly-fishing to hiking, boating, and pony trekking.