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Soak up the endless horizon on this 15k tramp alongside Lake Wanaka. Why is this worth your Kiwi time? The rolling and winding track that follows the lake’s edge provides an unobstructed and ridiculous view of the snowcapped mountain tops (head over in spring for sunny skies and cool winds). Park your car in one of the lakefront car parks in town and head clockwise along the lake. You’ll pass Waterfall Creek and the small Damper Bay before you reach Glendhu Bay. The only thing that is missing here are sculptures of hobbits, dwarves, and trolls (just saying).

In the winter months Waimea Bay is a favorite surf destination and home to the Eddie Aikau Big Wave Invitational competition. Eddie is a legendary Hawaiian surfer and the first lifeguard of the North Shore of Oahu. Eddie Would Go, T-shirts and bumper stickers abound, immortalizing the courage of this lifeguard that would swim out to rescue surfers when no one else would. The Eddie Aikau surfing tournament started in 1984, but in the 25 years running has only been held eight times due to the condition that waves been at least 20 feet high. We just happened to be there for lucky number eight as Waimea delivered an event of legendary proportions as waves of up to 50 feet rolled in for the 25th Anniversary. If you are in Hawaii...GO TO WAIMEA BAY! It is gorgeous, whether you’re hanging out on the beach or hitting the waves. We hiked to a sacred burial site located just up the cliffs from Waimea while we were there.

From the porte-cochère entry at the Westin Puntacana Resort & Club, you’ll catch an inviting first glimpse of coconut palms, manicured grass, and a long swimming pool that seems to end at the sea. The view only gets better upstairs, where all 200 rooms—including 16 suites—offer swoon-worthy ocean vistas. On the hottest of days, the high-ceilinged, open-air lobby is a great place to hang with a cold one while catching the ocean breezes. When it’s cooler, have lunch by the pool or at the beachside La Palapa, and plan for dinner at the open-air Brassa. As a guest at the Westin, you also have access to Puntacana Resort & Club’s eight restaurants, two golf courses, tennis center, Six Senses Spa, aquatic center, and Grupo Puntacana Foundation activities.

Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.

The hot-air balloon captains of the Masai Mara see themselves more as sailors than pilots. Despite the fact that they are flying, they guide the balloon through the air, adjusting the pulleys and controlling blasts of hot air like sailors harnessing the wind with canvas. The anticipation of takeoff is exhilarating: Guests arrive to an open field in the darkness and lie down on the grass to be hoisted up into the basket, with the roar of the flames overhead. The ride itself is tranquil and relaxing, drifting through the sky, admiring the balloon’s shadow on the golden ground as the sun rises. Rides can be booked in advance while staying at Angama Mara, one of Kenya’s most luxurious lodges.

Only in Berlin could a hulking, aboveground World War II‒era concrete bunker, right in the center of the city, be turned into an art gallery. The structure—too bulky to be blown up after the war—was transformed in 2008 by collector-curator Christian Boros, who lives in a penthouse on top of the building. After extensive renovation, the lower floors house the Boros Collection, around 500 works of art spanning sculpture, installations, paintings, and photography. Works change every couple of years but always feature big international names such as Damien Hirst, Olafur Eliasson, Elizabeth Peyton, Wolfgang Tillmans, Manfred Pernice, Ai Weiwei, and Michel Majerus. You can view the collection only on weekends, as part of a guided tour; book an appointment via the website.

This 12-cottage luxury hotel, 3,100 feet up in the Blue Mountains, is Jamaica without the beaches. It is the Jamaica of misty mornings, cool, cuddle-worthy evenings, and a musical heritage recognized worldwide. First as a private estate belonging to music producer Chris Blackwell and then as part of his Island Outpost collection of hotels, Strawberry Hill has been a creative refuge for performers including Bob Marley, the Rolling Stones, and Willy Nelson. After Hurricane Gilbert destroyed the estate’s great house in 1988, Blackwell commissioned Jamaican architect Ann Hodges, who specializes in historic reconstructions, to build the cottages, a restaurant, and a pool, which were opened in 1994. Yet despite the rock and roll history, and the hanging with like-minded souls up in the mountain mists, what guests seem to remember most is the far-below views of Kingston, especially at night, when the lights glow and sparkle from what must certainly be another world.

Formerly Blue Sydney.

Carefully constructed around support beams and pipes from a 100-year-old wheat and wool wharf, this hotel offers a beautiful mix of old and new that juts out into the Woolloomooloo harbor. The Heritage Level is where you’ll find original wooden pier pilings, metal wheels, and conveyor belts that date to 1910, but classic touches such as early-20th-century photographs of Sydney are scattered throughout the property. Goose down bedding, plush furnishings, walk-in showers, and in-room iPads make modern travelers feel right at home, and the bar that runs the length of the central atrium—hanging Swarovski crystals shine pink and purple in the evening candlelight—often hosts fashion shows and cocktail events. Most rooms have sliding glass doors that take advantage of the hotel’s over-water location between the Royal Botanic Gardens and Rushcutters Bay; they open to either the city skyline or the Potts Point naval base. Maritime history buffs should book the latter and check out the site on the wharf from which sailors boarded ships for Gallipoli.

The bleak, windswept landscape of Connemara in the West of Ireland is characterized by bogs, lakes, mountains, and miles of stone walls. Connemara National Park is one of the best places to appreciate this unique landscape, with more than 7,000 acres of national park encompassing mountains, including some that are part of the Twelve Bens range, plus Western blanket bog and treeless plains that are home to red deer, sheep, and Connemara ponies. Explore for yourself, and find traces of history dating back thousands of years, including 4,000-year-old megalithic tombs and abandoned farms.

The #1 thing recommended to me to see in Portland was the Saturday Market. It lived up to its hype! I spent a few hours Saturday morning wandering around the market and was floored at the talent of the vendors. I was also shocked at how reasonably priced everything was. I purchased a catnip-filled body pillow to bring home for my cat and two hand-painted, extra-large ceramic mugs ($20 each). My only regret was that I didn’t have enough room in my suitcase to bring more stuff home!

Rumour has it that there are over 10,000 chocolate shops in Belgium, and that it would take a full 6 months to tour all of them. To this I say: challenge accepted. (Remind me to pack my stretchy pants) Eating chocolate is undoubtedly one of the most iconic things to do in Belgium, and Antwerp is the perfect place for that. Between the beautiful architecture of the train station, the history of diamonds, the Jewish quarter and the ancient squares, Antwerp doesn’t disappoint. And if somehow it does, make your way to DelRey, my favorite chocolate shop in the city. I visited several, and the owner of this particular one was extremely enthusiastic about his products, and more than willing to give me a free sample. That may or may not have biased my judgement. I will never tell.

After the Grand Ole Opry left the Ryman Auditorium, country legend Roy Acuff said the redbrick building with its Gothic arches and stained glass windows might as well be torn down. The Ryman had been home to performances and broadcasts since the 1940s, but it was in poor condition and lacked air-conditioning and proper dressing rooms. Fortunately, its legacy as “The Mother Church of Country Music” prevailed and, after years of sitting practically empty, the auditorium was renovated and began hosting shows once again. Originally built as a church, the grand hall has spectacular acoustics and a lingering magic in its pews from all those years spent witnessing country music history. A trip here is practically obligatory when visiting the Music City.

Go for the scene, not the food, and enjoy the Art Deco décor and great people-watching at this buzzy Left Bank landmark. Despite a limited menu and steep prices, the place is packed day and night. Order a chocolat chaud and sit on the terrace, watching the world go by.

Declared one of the best clubs in the world by the Grey Goose–sponsored World’s Finest Clubs, Le Palace is everything you’d expect from the brand. Glitzy and glamorous from the moment you drive down Hivernage’s palm-fringed, villa-lined avenue to get there to sipping champagne at the mirrored bar. It’s the latest project of local entrepreneur Nouredine Fakir, who with this opening proves that he’s made it. Clubby, sophisticated, and peopled with international and Moroccan players on the see-and-be-seen circuit—formal evening attire is expected—Le Palace is a riddle of intimate lounges and dining rooms that ooze a nonchalantly laid-back sort of sophistication. Full-time deejays, cigar bars, a packed restaurant serving dishes such as the signature Crying Tiger steak ensure that once firmly ensconced within its gilded chamber, you too will feel like you’ve made it.

Tempt fate at the Monkey Paw’s Book-O-Matic machine, where for the price of a toonie you’ll be delivered an archaic tome in the vein of Elementary Arabic, Vol. 3. I’ll let you know how my studying gets on. The Monkey’s Paw is an eclectic vintage bookstore on Dundas with a collection of unique books, vintage maps, and bugs preserved in Lucite.