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A waterfront icon in the spirit of Sydney’s Opera House, the South Boston home of the Institute of Contemporary Art showcases the work of artists like Shepard Fairey, Tara Donovan, and Nan Goldin wrapped in glass and steel and bathed in copious natural light. With gallery and performance spaces boldly thrust above the Seaport District waterfront, the ICA also presents an ongoing calendar of dance, theater, film, and live music; come on Thursday night and admission and guided tours are free. You can drink in the views along with a Harpoon draft or a glass of chardonnay at the Water Cafe—it’s in the lobby, so you don’t need to pay for entrance to the museum to visit.

The Black Sheep Bistro, or BSB as the proprietors call it, is an upscale and modern restaurant that features a globally inspired menu. It’s one of the few establishments in Panjim (also known as Panaji) that can rightfully call itself farm-to-table: Most of its ingredients are sourced within a 100-mile radius. Menu favorites include clams and Goan chouriço, osso buco, and crabmeat ravioli. Housed in a traditional Portuguese-style building, BSB has an extensive wine list with an internationally trained sommelier to make pairing recommendations. Cocktails are available, too, with wacky names and taglines like “Hakuna Ma Vodka: It means no worries for the rest of your night!” Check out the menu during the monsoon time, when the wet season’s produce transforms what is available.

Husband-and-wife team Hugue Dufour and Sarah Obraitis have pulled off a remarkable feat, managing to entice gourmets to travel to Long Island City in Queens for a meal. While Obraitis manages M. Wells Steakhouse, Dufour presides over the kitchen. Having honed his craft at Montreal‘s celebrated Au Pied de Cochon, here Dufour reimagines an old-school chophouse by venturing beyond the typical prime cuts of beef to include sweetbreads and pig’s head on the menu. Among the sides, the poutine is a nod to Dufour’s Quebecois roots as are seasonal dishes like the meat pies sold during the winter holidays. Other steak-house classics are updated with touches like candied nuts on the wedge salad. If you want to sample Dufour’s contemporary Quebecois cuisine and aren’t in the mood for steak, the M. Wells Dinette at MoMA PS1 is another option, though it has a limited menu.

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.

One of Bermuda’s most historic resorts—there’s even a 300-year-old sea captain’s cottage on the property—Cambridge Beaches is a traditional rose-hued confection that matches its four pink-sand shores. Though an English country club vibe prevails in many of the public spaces (think tennis whites and croquet on the lawn), the rooms are anything but stuffy, outfitted with vibrant coral and lime-green sofas, zebra-striped rugs, and in some rooms, private plunge pools. Relaxation can be found in the marine-sourced treatments on offer at the Ocean Spa, but if you’re looking to excite the palate, the acclaimed Tamarisk restaurant plates up local takes on creole specialties, from the iconic Bermudan fish chowder to fresh-caught lobster baked in garlic and coconut oil.

The Common becomes extraordinary on winter evenings when the Christmas tree is up and soft lights seem to hold back the twilight chill, but the truth is there’s no bad time to visit the nation’s oldest public park. The former cow pasture has been a focal point for Boston’s history and culture since its inception in 1636—a site for riots and rallies from the Revolutionary War to the Vietnam War era as well as weddings, hangings, and burials. Summer splashing and winter skating at the Frog Pond are local traditions, and you can spend hours wandering from landmark to landmark (like Augustus Saint-Gaudens’s famous bas-relief Memorial to Robert Gould Shaw and the Massachusetts Fifty-Fourth Regiment, or the Soldiers and Sailors monument atop Flag Staff Hill). Or you can just laze in the sun on the park’s west-side lawn.

Beach bars and restaurants comprise the bulk of nightlife options in St. Kitts, the one major exception being The Royal Beach Casino at the St. Kitts Marriott Resort. The 35,000-square-foot casino has more than 300 slot machines as well as blackjack, roulette, craps, and poker tables; the island’s only sports book; and an upscale lounge. If you’re looking for something more local and low-key, there’s also a small casino called MaPau with cheap drinks at the cruise port in Basseterre.

You don’t have to be a guest at El Fenn’s hotel to relish the eclectic surroundings of its gallery and boutique—all ruby red tadelakt around a gleaming silver bar, with a chest-high fireplace and a trompe l’oeil of strutting pink flamingos. As spaces go, it’s a work of art in and of itself. Put it on your list for lunch, dinner, or drinks so that you can also delight in the frequently changing exhibits of contemporary Moroccan and international artworks. Recent highlights featured a showcase of the best of Essaouira art naïf painters and the late, great photographer Leila Alaoui’s moving portraits entitled simply The Moroccans. Peruse the boutique for a carefully curated selection of made-in-Morocco housewares, fashion, and gift items by local designers and artisans before heading upstairs for a long, lazy lunch of market-fresh salads and grilled meat and fish served family style on the rooftop. If it’s too cold for dining alfresco, grab a perfectly crafted negroni from the bar and snag a spot by the fire for an intimate tête-à-tête.

If you love art in all its many forms, the Museum of Fine Arts (MFA) in Boston is a ‘must-see’ destination. They have a great collection of Impressionism and Asian art works, from Monet and Van Gogh, to Chinese furniture and Japanese paintings, as well as the Egyptian collections. In addition, their newly opened west wing contains many stunning pieces of American art. Besides the arts, there is a cafe, a restaurant, gift shops of course, and a mini cinema for special shows. To get there: The MFA has its own subway stop called, what else, the MFA. If you drive, there are parking garage options as well. You can easily spend half a day here—or more!

The Peak 2 Peak Gondola that connects Whistler and Blackcomb mountains was considered a glitzy and expensive PR move when it opened in 2007. Today the 1.9-mile span, the longest unsupported span in the world, ferries hikers, bikers, and of course, skiers and snowboarders to the slopes they seek. Best of all, the Peak 2 Peak provides access to alpine wilderness usually reserved exclusively for the athletically inclined. (This is the adventure I take my 83-year-old mother on in Whistler, and she is blown away, as is her 8-year-old grandson.) Flying through the air, 1,431 feet up with hardly a support tower in sight, is a thrill. The 11-minute ride soars above snow walls, wildflower meadows, Fitzsimmons Creek, and several trails down, around, and behind the Whistler peaks.

Casablanca is known for its seafood, and La Sqala is one of the loveliest places to get a taste of the ocean. Diners sit in a leafy gazebo garden near the 18th-century Portuguese sea walls, and order the catch of the day for lunch. It’s also possible to while away an hour over coffee and fresh juices.

Deli Board, a small SoMa joint, is nirvana for sandwich lovers, with offerings made from the best ingredients found this side of Cleveland, which is where owner Adam Mesnick grew up. Design your own creation from a selection of bread, meats, and extras (pickles and cherry peppers are a must), or order one of his predesigned, prenamed beasts, which are piled-high combinations of meat, veg, sauce, and extras. Zeke is a Californian’s favorite, with turkey, avocado, bacon, cream cheese, pickled onion, sprouts, and mayonnaise on a French roll, while the Leroy Brown satisfies carnivorous cravings with Romanian pastrami, turkey, kosher salami, American cheese, Muenster cheese, pepperoncini, pickles, and homemade sauce. Check the website for daily specials, or just drop in to stock your picnic basket.

Opened in 1950, the Jamaica Inn is one of the oldest and most gracefully aged of the classic Jamaica luxury resorts. It sits on its own private beach, which is rare in Jamaica, and each of the 52 suites and cottages has a Caribbean view. It is a timeless place, which may be why there are no TVs, radios, or clocks in the rooms, with a quiet serenity about it that may have been the appeal to such guests as Marilyn Monroe, Ian Fleming, and Katharine Hepburn. The grounds are immaculately kept, and the dining is as romantic as starlight and live music can make it. But the standout feature is that each suite has an oversize covered veranda that guests could literally live on. On it, they’ll find a full-size sofa, wingchair, breakfast table, coffee table, and, should one want to write home about it, writing desk.

This Paradisus Resorts first adults-only resort debuted recently with 394 elegantly appointed suites including 120 Royal Service Suites, two of which are Royal Service Presidential Suites. The hotel’s 60 swim-up suites enhance privacy allowing guests to access the free-form pool directly from their terrace. Guests of the Royal Service area enjoy adult oriented amenities including a private pool, bar and exclusive restaurant surrounded by palapas and Bali Beds in addition to a private beach. Discreet but efficient butlers offer preferential reservations for specialty restaurants, spa treatments, activities and excursions. Also featured is Passion by Martin Berasategui, a restaurant collaboration with six-star Michelin chef Martin Berasategui, a first for an all-inclusive resort. Paradisus La Perla and sister resort Paradisus La Esmeralda share a common area referred to as El Zocalo, a term in Mexican culture which signifies a city’s social center. Here, Paradisus guests can sample multiple food and beverage options along with the full service YHI Spa, the “Palapa” Activities Center and Theatre. El Zocalo offers 12 restaurants serving Japanese, South American, Mexican, and Mediterranean cuisines, and 10 bars. The resort is 45 minutes from Cancun International Airport and close to attractions such as Playa del Carmen’s trendy shopping district, 5th Avenue and famous Maya archaeological sites including Tulum and Cobá.

Opened in 1946 as a restaurant (where the famous regulars included Churchill and Hemingway), La Maison Arabe later expanded to a small hotel, then grew again under its current French-Italian owner. Today, it features 26 garden- or patio-view rooms and suites, individually designed in either a traditional or slightly more modern Moroccan style. All have air-conditioning and heating (a must for the varied desert temperatures) as well as Wi-Fi, satellite TVs, and marble-and-granite bathrooms stocked with aromatic toiletries. Also available to guests is an idyllic swimming pool, around which the hotel serves a home-cooked breakfast each morning, and the clubby, 1930s-inspired Piano Bar, where guests can enjoy live jazz and pre-dinner drinks by the fireplace. When it’s time to unwind, head to the cozy spa for an array of face, body, and hamman treatments, all performed with products made exclusively for the hotel.

Much like in the past, La Maison Arabe revolves around food. Guests can choose between Le Restaurant, where a gorgeous fountain and hand-painted ceiling set the stage for authentic Moroccan fare, and the intimate, lantern-lit Les Trois Saveurs, which serves a sophisticated menu of French, Moroccan, and Asian dishes. Additionally, the hotel offers some of the city’s best cooking classes, which are open to outside guests. Led by a dada (a traditional Moroccan cook), the lessons take place either at the main hotel or the Country Club—a satellite property located 15 minutes away by complimentary shuttle, where students can also find a larger pool, lush gardens, a restaurant, and a bit of calm away from the bustle of the medina.