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A 100-foot schooner based in Bequia, The Friendship Rose takes passengers on daylong cruises to Tobago Cays for snorkeling and swimming with sea turtles, or Mustique for beaching, bar hopping, and relaxing. Excursions include breakfast, lunch, afternoon tea, and drinks throughout the day, including beer, fruit punch, and soft drinks. Whether you opt for the marine park or the private island, the entire family is sure to enjoy the experience.

Not all the fun happens below the sea here. For fun atop the water, head to Lac Bay, the largest bay in the ABC Islands (Aruba, Bonaire and Curaçao, for the uninitiated). Kayaking through the resident mangroves, you’ll see all manner of birds and fish—particularly if you rent a glass-bottomed kayak. Meanwhile, the combination of consistent trade winds and sheltered shallows makes for some of the world’s best windsurfing—even if you’re new to the sport.

On the island’s easternmost point, this undeveloped, rugged area of Anguilla is great for hiking, exploring nature, and taking a break from sunbathing. Begin your trek at Windward Point Bay, on the southern side of the beach, then hike up toward a rocky landscape dotted with Melocactus and various sharp rock formations, while the rough open sea crashes in the distance and pelicans glide overhead. As the climb continues to the top of the hill, you’ll get views of Scrub Island, St. Martin, and St. Barths ahead on a clear day, and a well-deserved 360-degree panorama.

The Instagram-worthy moments start with views of Bazaruto Marine National Park on the 15-minute flight from mainland Mozambique. From above, the white sand dunes look like swirls of frosting atop the turquoise sea, home to colorful coral reefs. Safari operator andBeyond’s new lodge reflects the Portuguese colonial influence on the island by featuring outdoor showers lined with hand-painted tiles and four-poster beds draped with white linen canopies. Verandas lead to outdoor dining areas perfect for enjoying the region’s famed prawns.

While the climb is quite literally breathtaking (900 steps), the Church of San Rocco, perched on the very edge of the Ligurian Sea, is a gorgeous spot to spend the day. Taking the train to Camogli, you can then spend the morning hiking up to the church and enjoying the beautiful altar piece and frescoes. Coming back down into town, make sure you stop by one of the many seaside restaurants for a celebratory lunch, and grab a gelato from one of the boardwalk stands on your way back to the train station!

Also known as Old Navarino Castle, Paleokastro—built by the Frankish ruler Nicholas II de St. Omer around 1278—is located above Voidokila Beach in Messinia’s Mediterranean area. Make sure to bring your camera, as a trek to the castle awards panoramic views of the Ionian Sea, the city of Pylos, Voidokilia Bay, the Romanou-Petrochori beaches, Gialova Divari lagoon, the olive tree-lined Peloponnesian Hills, the Sykias chanel, Sphacteria island, and Navarino Bay. When hiking, you’ll be taking the same path as you would to reach Nestor’s Cave, a popular cave in Greek mythology.

After New Year’s, tomatoes become the king of vegetables and flood the markets with no end in sight (until March). Many of the shirt-soakers hail from a dusty country town near the coast called Limache. These tomatoes hold a place in most Santiaguinos’ hearts and nearly every restaurant, joint, and household will be making copious amounts of “Ensalada Chilena” (Chilean tomato salad) at this time of year. The ingredients are simple: perfectly ripe tomatoes cut into slices or wedges (no skin), tempered onions, chopped cilantro or basil, a drizzle of olive oil and a pinch of sea salt. Heaven.

Located in the Guanyinshuan National Scenic Area in New Taipei, Taiwan‘s Yehlio Geopark showcases an otherworldly landscape that is not to be missed. It is the only place in the world where you can see the geological features present in this park, like mushroom rocks, sea-eroded troughs, and honeycombed formations that make you feel like you’re walking through a Salvador Dali painting. Make sure to also explore the nearby markets, which offer free samples of local foods.

In swank St. Barth’s, it’s hard to imagine that it’s only the Gucci-clad glitterati that live here. In an effort to see for myself, I rented a jeep and on a quiet Sunday morning drove around the island. I stopped at L’Orient Beach where my question was answered. Families played in the turquoise sea, suntanned, surfed, ate sandwiches while leaning against the colorful surf shack. It was the antithesis of the rosé-fueled scene at Nikki Beach on the other side of the island. I sat and watched for an hour, trying to take photos, but slipped away, feeling very much the interloper.

Founded in 1558, Bayerische Staatsbibliothek is a historic, expansive, and important universal library. With almost nine million volumes and countless reading rooms, this is the perfect place to become lost in a text, work remotely, or explore with the family. Since 1663 they have collected copies of almost every Bavarian printed text—making it a wonderful place to learn about the regional culture and heritage. It’s also a lively cultural space that hosts regular exhibits and events. Come here either to marvel at the architecture, history, and texts or to get lost in a book. If you’re just passing by, be sure to check out the famous stone statues adorning the flight of stairs known as “the four magi.” See if you can guess which scholastic founders they represent!

Wine aficionados set their sights on the Guanajuato Wine Route, now perhaps second only in Mexico to the trails in Baja California’s long-established Valle de Guadalupe. While wineries have existed in this region for several decades, San Miguel only recently received official designation as a wine route, thanks to wineries like Vega Manchón (owner Ricardo hails from Mexico City); Bodega Dos Búhos, where art by Peter Leventhal mesmerizes visitors almost as much as the wine; or Vinícola Toyán. Newcomer labels like Santísima Trinidad have joined the old-timers in hosting vendimia events every weekend in August, with Santísima adding extra attractions like polo games and olive-oil demonstrations. No going Sideways for oenophiles here; they will head home with a new wine destination secret—and a bottle or two.

A year ago I had dinner at the Clifton, then under the supervision of Tucker Yoder. Mr. Yoder was elsewhere that evening, but I spent several hours at the “chef’s counter” in the kitchen, watching executive sous-chef Jarad Adams work his own delicious magic. Naturally Mr. Adams was meticulous with his food prep, but he was also surprisingly generous with his time for me. Imagine my delight when I returned this year to find Mr. Adams had been promoted to Executive Chef. On this visit, Mr. Adams’s tasting menu showed the same attention to detail as I remembered, but with a greater sense of adventure — even whimsy. From the amuse bouche (a spoonful of polenta topped with pork belly, apple, and a sprig of fennel) all the way through to the sticky toffee pudding with candied pecans, dates, and caramel ice cream for dessert, I was enchanted. The tasting menu consists of four courses and varies by the season. My first course was a toss-up between the butternut squash and apple soup and the shaved winter vegetable salad with hazelnuts, black cocoa, and a buttermilk dressing. I had no regrets about my choice of the salad, especially as butternut squash was the foundation of my next course: the most perfectly seared sea scallop I can remember. From there it was onto monkfish with beluga lentils, with Brussels sprout leaves dancing on top. Mr. Adams knows what he’s doing in the kitchen, and the Clifton — and Charlottesville — is lucky to have him.

This hotel is on our list of The 10 Best Hotels in Canada.

Set in the UNESCO World Heritage-listed Banff National Park, the year-round Fairmont Banff Springs was the brainchild of Sir William Cornelius Van Horne, president of the Canadian Pacific Railway. On arrival at Banff, the tourism visionary made the canny observation, “Since we can’t export the scenery, we’ll have to import the tourists;” thus, he set about building a string of great railway hotels across Canada. The original wooden hotel that opened here in 1888 burned down in 1926, but was replaced two years later with the grander castle-meets-baronial-Scottish-hall structure that exists today. The public lobby spaces are vast, and there are countless nooks to curl up in with a book where guests will remain undisturbed. With its signature stone walls, turrets, and winding staircases, Van Horne’s gambit paid off: The Fairmont Banff Springs feels for all the world like an elegant and ancient castle, albeit one with all the modern conveniences.

Rooms in the main building come with quirky period details such as chandeliers and crown moldings, while those in the Stanley Thompson Wing (the old staff quarters) are more spacious and a solid bet for families—who will also enjoy the kids’ club packed with activities such as campouts, science projects, and arts and crafts. The hotel also has 11 different restaurants, cafés, and bars, with the choices so diverse—from sushi, fondue, and Italian to Canadian steakhouse and southern U.S. barbecue—that guests are issued a food guide upon check-in to help them make the most of the hotel’s offerings. Of course, there are also a wide array of activities to help round out your time between meals, from skiing and rounds on the resort’s 27-hole championship golf course to downtime in the expansive Willow Stream Spa, which features indoor and outdoor whirlpools, a European-style mineral pool, and 23 rooms for therapeutic treatments.

The exterior of this Midtown lodging won’t win any design awards—the building previously housed an insurance company—but that’s what makes the art-filled, wood-accented lobby such a pleasant surprise upon arrival. With its plush leather sofas and moody interiors, the Hutton exudes down-home charm with a modern touch: A friendly sit-down check-in coupled with swift service at the lobby’s WestEnd Kitchen & Bar make the hotel a favorite of touring musicians and visiting celebrities. Oversize guest rooms (some of Nashville’s largest) feature soft blue and gray tones, fabric-covered walls, and vibrant artwork. At the 5,000-square-foot on-site music venue Analog, you can sip creative cocktails while listening to some of the city’s top performers, but if you’d like to see the view from the other side of the microphone, the hotel’s Writers Studios is stocked with state-of-the-art equipment for laying down your own tracks.

An epic canyon, Wadi Mujib serves as the last gasp of the Great Rift Valley. Where one of its many mouths opens to the Dead Sea, you’ll find the Mujib Biosphere Reserve—the lowest nature reserve in the world. Within the park, there are a series of marked trails that lead through the canyon or over the hills from the reception center, as well as stylish chalets overlooking the water that guests can book for longer stays. Winter is a particularly good time to visit for bird-watching, as flocks stop here on their migration between Europe and Africa. That being said, most people come for the chance to walk, or wade, up the canyon along the Siq Trail, a nearly two-mile path that ends at a spectacular waterfall. Don’t bring anything that can’t get wet, and know that the Siq Trail is closed in winter and early spring due to the risk of flash floods.