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The drive from Launceston through the Tamar River Valley meanders for 37 miles past orchards, lavender farms, and more than 30 vineyards. For good vibes alongside your cool-climate wines, head to Goaty Hill, which occupies a beautiful perch in Kayena. The chalet-style Jansz cellar door, or tasting room, pours premium sparkling wines, and Holm Oak Vineyards is loved for its pinot noir, chardonnay, and cider. The mascot there is a well-fed pig named Pinot, and kids are encouraged to toss apples to him over the fence. End the day at Narawntapu National Park for a picnic and bubbles overlooking Badger Head and the Bass Strait.

This steep hike is about eight miles out and back, but many are willing to make the trek because of the photo opportunity that waits near the summit. Potato Chip Rock is a sliver of granite that protrudes from a boulder. Since it’s sturdy enough to stand on, hikers often head to the edge and strike creative poses to post on Instagram. Located in Poway, the trailhead is 27 miles from downtown San Diego, but well worth the drive—the panoramic vista from the top offers a great perspective of San Diego County’s canyons and hilly topography. In addition to Potato Chip Rock, be sure to check out the other large boulders and rock formations that litter Mount Woodson.

Capitol Hill’s Melrose Market is a spacious, sunlit, vintagey-looking indoor market with a variety of artisanal and locally made foods: Rain Shadow Meats, Calf & Kid cheese, the Marigold & Mint flower shop, and Taylor Shellfish. There are also a few wine bars and restaurants in here, like Sitka + Spruce, Homegrown Sustainable Sandwiches, and Bar Ferd’nand. There’s outdoor sidewalk seating when the weather is nice, and some indoor tables and bars. You could put together one heck of a fancy dinner party with just one shopping trip (Sonic Boom Records next door can provide the background music) — but it’ll cost you.

A short walk from the city sits imposing Castillo San Felipe de Barajas, covering almost the whole of San Lázaro Hill, 135 feet above sea level. The castillo bit is something of a misnomer, as the structure is not technically a castle but a fort; it happens to be one of the most impressive the Spanish ever built, resisting a number of land and sea attacks. Allegedly its tunnel system was engineered so that the slightest sound anywhere within it would reverberate a warning of approaching danger or attempted escape. Audio guides, available in English, Spanish, and other languages, recount the full story. The castle also happens to be one of the best spots in the city from which to watch the sunset.

No matter what kind of getaway you have in mind, you can find a guestroom to fit at Castle Hill Inn. Rooms in the main house vary in size and décor, but each is kitted out for romance with a fireplace, a king-sized bed, oversized tubs, and windows looking over the water and expanses of lawn. The Turret Suite, a bi-level space, has a bedroom on the first level; on the top floor, a soaking tub on a raised floor takes advantage of the 320° wrap-around windows. Below the main house, the Harbor House’s modern guestrooms feature front-porch views of Newport Bridge and the hotel’s Grace Kelly Beach. At the far end of the 40-acre property, the Beach Cottages and Beach Houses are set along the private beach, offering views that take in both the mansions along Ocean Drive and the wild Atlantic itself. The cottages, slightly smaller and closer to the beach, have peaked ceilings with rafters. The airy Beach Houses, compactly outfitted with galley kitchens, sunny decks, ceiling fans, fireplaces, and curated shelves of books, cast a kind of never-leave spell.

The Argentine restaurant that took Sydney by storm in 2010—and even rose from the ashes of a fire that originated in its charcoal grill—finally outgrew its Cleveland Street Surry Hills digs and reopened on Holt Street in late 2016. The old parilla and asado fire pits were transplanted to the new location, this time positioned behind the counter of the open kitchen, and the rockabilly vibe lives on, albeit in a bright, plant-filled, parquet-floored space decorated with vintage sports and movie posters. Old menu favorites like the grilled Wagyu skirt steak and deep-fried Brussels sprouts can now be paired with a seafood cocktail, or wood-fired pumpkin tamales smothered in mole. End with the flan or melon ice cream served in the rind.

Up a dirt road that feels more like someone’s private driveway, past the village cemetery with its handmade crosses framed against a dusty hillside, the Penitente Morada in Abiquiu sits crouched on the earth, a wonderful secret, discreet against one of Georgia O’Keeffe’s signature vistas. A simple bell and three wooden crosses hint to the secret society that gave rise to this chapel, recently restored but dating back to the 1700s. New Mexico‘s depth of history always astounds at these northernmost reaches of the search for Cibola. I like to remember I was hardly trying for a perfect shot when I framed this picture after a two-hour private tour of O’Keeffe’s home; my senses were already on overload. Everything is just clearer and crisper in the high desert light.

Situated at the top of the hill on Park City‘s iconic Main Street, the Italian restaurant Grappa occupies a beautiful 100-plus-year-old renovated building that over the years has been a brothel, bar, and bed-and-breakfast. The name comes from the Italian brandy distilled from the leftover grape skins, stems, and seeds from the winemaking process. And, of course, Grappa serves it! Founder and owner Bill White blends French culinary influences with regional Italian dishes to bring bold and delicious flavors to his customers. When the weather is appropriate, there are five levels of patios, complete with plants and water features for alfresco dining.

...or take the elevator (seriously!) to experience this network of temples and intricate sculpture. Incense is sold throughout the complex, and people sell all kinds of marble wares on the street level.

Located in Manhattan’s “Curry Hill” (a play on the neighborhood’s formal name, Murray Hill) and surrounded by Indian restaurants frequented by taxi drivers for quick to-go plates, Kalustyan’s is a must-stop for nuts, spices, and other specialty foods sourced from around the globe. It’s easy to lose yourself among the bins, boxes, and bags, and you may end up bringing home new finds—say, French de Puy lentils or hibiscus flowers in their own syrup (great for DIY cocktails). Head upstairs for a bite at the modest in-store restaurant.

People love the inclusive, hill country (i.e., Austin-like) vibe of Cedar Creek. It has a solid food menu, wide selection of beers, and refreshing frozen cocktails. The Frozen Mimosas are a brunch must, or if you’re there later in the day, go for a Country Ass Tea. Photo via Cedar Creek Facebook page

If you’re driving out to the beaches or bars of St. Kitts’ southeast peninsula, make sure to stop for an envy-inducing photo op at the top of Timothy Hill. Up here, your 360-degree view includes the Atlantic Ocean, the Caribbean Sea, Friar’s and Frigate bays, Nevis, and the hilly peninsula itself.

Nestled within Positano’s hillside tangle of pastel residences and stepped alleys, Le Sirenuse is a legendary boutique hotel that feels more like a private home. Run by the Sersale family since its opening in 1951, the crimson-hued house is filled with antiques, potted plants, and oil paintings that lend it a friendly atmosphere devoid of any snootiness. White-walled guest rooms are accented with Vietri floor tiles and heirloom walnut furniture, while marble bathrooms have whirlpool tubs and Eau d’Italie toiletries, the hotel’s bespoke line. Dining is excellent: The Michelin-starred La Sponda restaurant is as tasty as it is charming, illuminated in the evening entirely by candlelight. There’s also a champagne and oyster bar that commands dazzling views from a panoramic terrace; the vistas are no less stunning from the pool deck, where potted lemon trees scent the air. The hotel also has a top-notch spa, plus fun perks such as free daily excursions on its vintage wooden boat.

Located in the exclusive Banjara Hills neighborhood, Lamakaan is an open event space that promotes art, literature, and dialogue. The non-profit center hosts concerts, book releases, plays, seminars, and poetry readings. Lamakaan also presents film screenings and exhibitions, including the Queer Art Fest and a monthly flea market held by the Tree Huggers Club. Check out the calendar for upcoming events and experience an eccentric space where tradition meets modernity. Not interested in the art scene? Grab a chai and samosa from the canteen and surf with free wifi.

On the steep hills above the truffle-obsessed town of Livade in central Istria, Croatia, a man named Vlado Tomažič makes olive oil on his family’s farm. When my husband and I rented the apartment, Casa Maršić (casamarsic.com), adjacent to the farmhouse, we found it the perfect base for exploring the nearby medieval hill towns. We visited Motovun-Montona and Oprtalj-Portole, where we ate fuži, traditional Istrian pasta, with fresh mushrooms and grilled lamb chops at the fantastic Tončić agritourism (agroturizam-toncic.com). We happened to be at the farm during the October harvest and helped Vlado’s friendly crew rake the olives from the trees, taking frequent breaks for gemišt—white wine and sparkling water. Classic Journeys offers seven-night tours of Istria. This appeared in the August/September 2014 issue.