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Pairings are everything at Ram’s Gate, one of the first wineries on the drive to wine country from San Francisco. First is the combination of sights: the wonders of architect Howard Backen’s open-concept tasting room in a refurbished barn and the panoramic vistas of Carneros and San Pablo Bay. Next is the marriage of wine and food—winemaker Jeff Gaffner’s single-vineyard designate chardonnays and pinot noirs matched perfectly with seasonal small bites from executive chef Taylr Benham Cuneo. The most popular tasting is called “Palate Play,” which marries five wines with five dishes from the kitchen. For a truly unparalleled afternoon, book the three-hour Vineyard Table experience, an immersion for four to 10 people that includes a glass of bubbly, a guided tour of the winery and on-site gardens, and a custom-designed meal with wine pairings served at a table in the vineyard. There are other, less involved ways to experience Ram’s Gate: seated wine tastings, stand-alone site tours, and picnics down by the pond. Whatever your fancy, just be sure to make a reservation before you go.

Fish from tins, fish whose fins were in the sea just this morning—they’re all stars at Saltie Girl, a compact seafood bar and restaurant in the Back Bay from Kathy Sidell of MET restaurant fame. Whether you love your seafood raw, smoked, fried, or—yes—out of a can, settle into one of the 11 stools in front of the active kitchen to watch as your dinner is prepared or, well, opened. Of course, you’re not paying top dollar for Chicken of the Sea here: The tinned seafood comes from small artisan producers, sustainably sourced, packed fresh, and shipped from around the world. Caviar, squid, anchovies, cod liver, and cockles are among the savories served cold with dipping sauces and crusty bread.

The San Francisco Proper Hotel is the hottest new hotel in town. The reason why? International grande dame of maximalism, designer Kelly Wearstler, revamped a down-and-out tourist hotel deep in the heart of the city, and established the Proper as a magnet for trendsetting visitors and locals. When guests arrive at the 131-room hotel and step inside the flatiron building, they’re treated to Wearstler’s signature pattern-on-pattern aesthetic. In the ground floor lobby, Wearstler sets the mood with salon-style seating areas using richly reupholstered vintage furnishings and Cubism-inspired paintings. Michael Adams, formerly of Central Kitchen, oversees the hotel’s main restaurant, Villon. And while the Proper isn’t the place for those looking for a Zen retreat, it is the place to order a Fifi the Flea cocktail (Tequila Ocho Plata, Ancho Reyes, Ancho Reyes Verde, grapefruit, honey, vanilla, lime, smoked salt) at Charmaine’s, the stylish rooftop bar. Between the fire pits and the bird’s-eye view of Market Street all the way to the bay, it’s no wonder the Proper has become the destination to see and be seen.

Along with a great view of San Francisco, Treasure Island is home to a popular flea market, formerly Treasure Island Flea, and now called TreasureFest. Each month around 400 curated vendors set up and peddle their wares. Stalls offer antiques, originally designed art and clothing, and vintage curiosities. You will also find about two dozen food trucks, live music, kids’ games and activities, and some local wine sellers to fuel your shopping fire. The two-day flea market takes place the last weekend of every month. Launched in 2011 to support local artists and entrepreneurs, Treasure Island Flea is now a must-do Bay Area event.

Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

Join throngs of locals on the five-minute ferry ride across Victoria Harbour between the Tsim Sha Tsui cruise pier in Kowloon, on the mainland side, and the Central Pier on Hong Kong Island (a slightly longer ride goes to Wan Chai on Hong Kong Island). This is not just any ferry: The historic green and white Star Ferries have been moving the masses back and forth for decades, with the origins of the company going back to 1880 with the service of a single steamboat, the Morning Star. Today, the classic wooden boats make the trip many times daily, and a ride provides a great view of the city’s famous skyline and a whiff of nostalgia to boot.

While Cape Point is not, in fact, the southernmost tip of Africa—as is often claimed—it is generally accepted that the Indian and Atlantic oceans meet somewhere between here and the real tip, Cape Agulhas. Still, Cape Point is about as dramatic as you can get, with the land falling steeply away on three sides, the wind whipping around the cliffs, and the ocean churning below. The road to the point, at the end of a drive from Cape Town, goes through 20 miles of nature reserve full of baboons and antelopes. For those who don’t want to walk up to the lighthouse, there is a funicular, but to reach the point itself, you’re going to have to hike.

Baseball had nothing to do with the naming of Fenway Park: The stadium gets its moniker from the nearby Back Bay Fens, a stretch of saltwater marsh in the heart of Boston that was landscaped into a park by Frederick Law Olmsted. The Fens are among the wilder parts of the Emerald Necklace, 1,100 acres of parklands running from the Charles River to Brookline that include familiar spaces like the Boston Common and Boston Public Garden but also less-traveled (by visitors, anyway) sections like Olmsted Park, Jamaica Pond, the Arnold Arboretum, and Franklin Park. The arboretum, part of Harvard University and established in 1872, is one of Olmsted’s most unaltered terrains, with paths running up and around 261 acres of woodland interspersed with a curated collection of trees, plants, shrubs, and vines native to New England.

Mile-long Newbury Street, lined with handsome 19th-century brownstone homes, is synonymous with shopping in Boston; it’s also the place to go to get your hair done up nice. Between Arlington Street and Massachusetts Avenue you’ll find an eclectic mix of boutique and designer shops, hair salons, art galleries, and restaurants that generally skews upscale (Tiffany’s, Chanel, Dolce & Gabbana) but also includes the original location of the Newbury Comics record store and a T.J. Maxx. Eminently strollable and dotted with sidewalk cafés, Newbury Street is the hip heart of the Back Bay neighborhood, perfectly distilled at eye-candy drinks-and-dining hot spots like Sonsie and Stephanie’s on Newbury.

Junkanoo is one of the Bahamas’ most colorful traditions, a more than 200-year-old street celebration and parade, like Carnival with a Bahamian twist. It takes place during the Christmas and New Year’s holidays. But visitors can learn about Junkanoo any time of year with a stop at the Educulture Junkanoo Museum on West Street in downtown Nassau. The museum’s exhibits highlight the history of the celebration, along with examples of the elaborate costumes, music, and dances that take place during the events. There’s also an interactive element, with visitors invited to make masks and learn how to dance to Bahamian music. The Educulture Junkanoo Museum is open weekdays from 9 a.m. to 5 p.m.

As a rule, Bermuda’s sense of sophistication includes a certain level of old-school formality. With the opening of this namesake eatery from the internationally renowned and somewhat hipster chef Marcus Samuelsson, the island’s approach to haute cuisine has taken a chic turn. Housed in the Hamilton Princess hotel with its landmark pink facade, the restaurant boasts a vibe that’s contemporary and airy with an emphasis on the turquoise sea. All tables have excellent views of Hamilton’s harbor, and the menu is—as might be expected—seafood-heavy, with dishes like Oysters with Black Rum Mignonette and grilled salmon. The local catch of the day and island-grown onions, along with other dishes, are prepared on a wood-fired grill that’s visible from the dining space.

Started by a British master weaver almost 20 years ago, Mungo weaves a wide range of quality linens, throws, blankets, bedding, towels, and apparel, which are sold internationally. The company says that ethical trading and integrity underpin its philosophy, and it is particular about sourcing quality natural fibers. The linen in raw form comes from Belgium, while the cotton, mohair, and wool are from South Africa. You can view some of Mungo’s weaving on its 19th-century Hattersley looms at its Old Nick Village headquarters, outside Plettenberg Bay. Better yet, just go to the Cape Town store (with its own micromill) on Hout Street and see the products for yourself.

The most stylish spot in Fort Myers’ River District, Firestone occupies a historic, four-story building right on the water. In the restaurant, guests enjoy steak and seafood specialties paired with fresh, local produce. Also onsite is the rooftop Skybar, open daily from 4 p.m. for sweeping views of the Caloosahatchee River and Downtown River Basin, as well as a special martini bar, which welcomes patrons on Friday and Saturday nights.

Described as an inland Ha Long Bay, this sublime area west of the town of Ninh Binh, about 60 miles south of Hanoi, was granted UNESCO World Heritage status in 2014 on account of its “spectacular landscape of limestone karst peaks permeated with valleys, some of which are submerged, and surrounded by steep, almost vertical cliffs.” While the description is accurate, it doesn’t adequately capture the experience of a visit. Boats tackle the waters of the Red River Delta, passing hulking karst mountains and stopping at grottoes along the way. Also popular are the boat trips that depart from Tam Coc, south of Ninh Binh, and wind up a twisting river flanked by limestone peaks and verdant fields.

While it can get busy, Chileno Bay and its beach of the same name—considered by many repeat visitors to be the best all-around beach in the area—offer a calmer vibe than the party-hearty Medano Beach. Those who want to experience Los Cabos underwater should head here for snorkeling or scuba sessions. Expect to see colorful fish, sea turtles, manta rays and sea fans.


There’s a lot to recommend the tourist-corridor beach known as Chileno Bay, or Playa el Chileno. It’s consistently ranked as one of the cleanest beaches in all of Mexico and has earned coveted Blue Flag status multiple times (the award goes to sand stretches that boast excellent water quality, safety, and services). Here you’ll find ample parking, handicap access, restrooms with showers, and nice palapas for free shade. It’s easy to understand why it’s one of the most popular weekend escapes for locals. The swimming and snorkeling conditions are great, especially the farther out you go. During the winter, take a moment to hold your head underwater. You might hear gray whales’ melodic songs in the distance.