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Not far from Kelowna driving along Lakeshore Drive and passing aging vines of lush with grapes for harvesting, sits the goats of the Camelis Alpine Goat Cheese Artisan. Exiting the vehicle you hear the playful singing of goats in the distance sensing the arrival of someone new. On a fall day the blue Okanagan Lake and the autumn colours create a visually robust cornucopia and you can’t do anything but drink it in. The gift shop is similar to an old fashioned western candy store as the entire building is a converted farmhouse. To my right is a display of local olive oils and vinegars. To my left is an enticing display of house made goat cheese gelato and before me is an array of goat cheeses that I didn’t know existed. From goat cheese with delicious ribbons of mouldy blue, a goat cheese that mimics a camembert and a yogurt cheese ideal for spreading there is a cheese to match all tastes. Open from May 1st - October 31st.

Get a bird’s-eye view of Laguna and its famous sunsets at the Rooftop Lounge, which sits atop La Casa del Camino hotel. Drinks here include a lengthy list of red, white, and sparkling wines as well as specialty cocktails like mojitos in strawberry, mango, and ginger flavors. To pair with your sips, there’s a range of small bites, from barbecue meatballs with blue cheese slaw to bacon-wrapped dates and coconut-breaded shrimp. Just be sure to come prepared with sunglasses and a hat, as shade is limited, and bring your four-legged friend—the bar is dog-friendly.

At the Wine Gallery, oenophiles and wine novices alike gather to sip old favorites or try new varietals. The team here crisscrossed the globe to curate an impressive menu of limited-edition wines, 25 of which are available by the glass. All are well-priced and accessible to even the most basic of tastes, but should you have trouble choosing, the friendly staff is available to make suggestions and help you discover new flavors and aromas with every sip. Once you’ve picked a wine, pair it with something from the food menu, which is built around the restaurant’s wood-fired oven. Options range from small plates like oven-roasted meatballs to charcuterie boards, crispy pizzas, and entrées like flatiron steak with hand-cut herbed frites. Swing by on a night when there’s live music, or make plans to attend one of the regular tastings to learn even more about the wines on offer.

At this rooftop bar on the South Coast Highway, guests can pair breathtaking ocean views with well-made cocktails and delicious bites. There’s also nightly live music and plenty of high-def TVs throughout the space, making this the perfect place to party the night away or simply catch a game. Drinks range from craft beers and 22 wines by the glass to specialty cocktails like cucumber-jalapeño margaritas, while the food leans Southern, with options like gumbo, butter brisket, and jambalaya. Check the website before you go to see who’s playing that night; it could be anyone from a local DJ to a ’90s rock cover band.

Come for the history, stay for the chowder. Bostonians have been slurping down oysters at America’s oldest continuously operating restaurant since 1826, and while you won’t find Union Oyster House on any haute dining lists, it’s well worth a stop when you’re walking the Freedom Trail or exploring the area around Faneuil Hall. Sidle up to the semicircular oyster bar right inside the front door just like Daniel Webster once did, or feast on a classic New England shore dinner in the upstairs dining room, away from the crowds. There you’ll find a plaque marking the booth where JFK liked to scarf baked beans and clam chowder—one of the restaurant’s many reminders of its long history of catering to celebrities.

We were offered the chance to visit Pompeii or Herculaneum when we docked at Sorrento. People rave about Pompeii because it’s absolutely huge and gives you a great sense of just how sophisticated Roman civilisation was. Herculaneum, by contrast, was a Roman seaside town, a sort of holiday resort, and doesn’t offer the same kind of scale. Still. I remembered my Latin lessons, and how we’d learned that while Pompeii’s buildings were smashed and burned by the falling volcanic ash, Herculaneum was actually preserved in the thick mud that engulfed it. And it’s true: wandering around the archaeological remains of the town, you feel like you’re in a place that’s only recently been abandoned. The wine shop (above) still has its amphorae stacked to the side, the houses have beautifully preserved frescoes and mosaics. What it lacks in size it more than makes up for in detail.

Hampden is known for beehive hairdos, cat-eye glasses, kitchsy decor like the pink flamingo, and ladies who call everyone “hon.” Now, though, Hampden is Baltimore’s hipster neighborhood with an array of thrift stores, antique shops, boutiques, and restaurants. It’s worth taking at least a half day to browse the many shops, grab a great meal, and maybe buy some Baltimore souvenirs. On First Fridays (of the month) many shops serve wine, stay open a little later, and offer special deals. John Waters’ Baltimore, from the musical Hairspray, manifests itself in Hampden, specifically on 36th Street, which is simply called “The Avenue.” The proprietress of Cafe Hon (featured on Kitchen Nightmares) has worked to maintain the John Waters-inspired vibe as a tourist attraction, which can really be seen during Honfest where beehives and kitsch take over in early June. Some favorites in the area include: Trohv for Baltimore souvenirs; Ma Petit Shoe for shoes and chocolate (can’t go wrong there); Wine Source for an impressive array of beers and wines; Daniela Pasta and Pastry (for pastries); Spro for coffee; and the Golden West, Grano (Grano Emporio and Grano Pasta Bar), Corner BYOB, or the Food Market for dinner.

Whether you come for a drink, an appetizer, or a full meal at Flow Wine Bar and Kitchen in downtown Kingstown, you won’t be disappointed. The atmosphere is cool, with flickering candles and soft music, and the kitchen serves a wide range of small plates, entrees, flatbreads, sandwiches, and pastas, all perfect for pairing with the extensive wine selection. When you’re finished here, try sister spots Flowt Beach Bar at the Blue Lagoon Hotel & Marina (for cocktails and grilled fare), or Bungalow on the Villa Beach boardwalk (for pizza).

In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

With its Spanish moss-draped oak trees and beautiful stucco buildings, the College of Charleston‘s campus is long on atmosphere and makes a great place for a stroll. Randolph Hall, a magnificent edifice built in 1828 and one of the six college buildings on the register of National Historic Landmarks, has appeared in movies from The Patriot to Dear John, and in the Civil War miniseries North and South. Also of note, the President’s House, once the parsonage of St. Philip’s Church, is the oldest building on campus.

A loud mix of hipsters, college students, and professionals enjoy three floors of entertainment and fun at this traditional-themed British pub. Nosh on favorites like fish and chips, bangers and mash, and the “Brixton Burger” with bacon and fried egg on its first floor restaurant. Down a pint of Fuller or St. James at the second floor’s Lodge Bar adorned with wood paneling, brick walls, antler lighting fixtures, and leather furniture. Or head upstairs one more level to bask in the panoramic views of D.C. and the surrounding U Street neighborhood on its rooftop deck.

Jamaican food is not all jerk and meat patties! You can sample one of the island’s most popular snacks, pepper shrimp, along the south coast. In the town of Middle Quarters, roadside vendors cook the shrimp in big steaming pots on outdoor grills. The shrimp, caught in the Black River, are boiled in salty water and then spiced with chopped scotch bonnet peppers, sea salt, vinegar, and black pepper. Plastic bags of the fiery little shellfish are peddled to drivers passing on their way home from work and to lucky tourists for a messy and addictive snack.

The Te Papa museum combines New Zealand’s dramatic history with its high-tech present. Don’t miss the traditional greenstone and wood carvings or the 60-foot wall of constantly changing images, videos, and words manipulated by remote-control-wielding visitors. 55 Cable St., 64/(0) 4-381-7000. This appeared in the October 2012 issue.

View along hike between these two villages.

If the coffee scene in Paris is as robust as it is today, it’s thanks in large part to Thomas Lehoux, one of the city’s star baristas and co-owner of Ten Belles, just off Canal St-Martin. He collaborated with two Englishwomen, Anna Trattles and Alice Quillet from Le Bal Café, to open this intimate espresso bar in the fall of 2012, and success was immediate. Lehoux and his team turn out some of the finest, if time-consuming, drip coffees in the city, while Trattles and Quillet serve up a small menu of comforting fare—soups, sandwiches, and salads—that rotates daily. The Anglo-inspired desserts—cakes, scones, peanut-butter brownies, and raspberry crumb bars—go down beautifully with a host of coffee drinks. Escape the crowds by heading to the mezzanine, where there are usually seats available, along with a view of the bar from above. But if the weather permits, grab one of the stools and take your coffee outside, or opt for a takeout cup and enjoy it alongside the canal.