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Running from the waterfront to Montréal’s City Hall, at the opposite end of a gently sloping hill, Place Jacques-Cartier has been a center of the city’s street life for more than two centuries. It was laid out at the beginning of the 19th century after the Château Vaudreuil, which had stood on the site, burned down in 1803. Originally known as New Market Place, the square stays true to those roots with the many vendors who sell flowers here in the summer. You’ll find them on sunny days alongside the outdoor tables of the cafés that line the square. In December, Place Jacques-Cartier is dressed for the holidays with rows of Christmas trees. Given the name of the square, you might expect the column at its western end to be topped with a statue of the French explorer. Instead, the English admiral Lord Horatio Nelson looks over the city from the perch. Erected in 1809, it is Montréal’s oldest public monument and preceded London‘s column honoring Nelson by three decades. To this day, the choice of hero to honor still causes some resentment in this largely francophone city.

One of South Africa’s most famous sights, Robben Island is located four miles to the west of Cape Town. Its history as a prison is almost as old as the first Dutch settlement on the cape, dating all the way back to the 17th century. Today, the island is a UNESCO World Heritage site and museum, offering guided tours by former prisoners. After visiting the graveyard and maximum-security facility, guests can finish with a stop at the cell of the island’s most famous prisoner, Nelson Mandela. The half-hour ferry ride to Robben Island includes breathtaking views of Cape Town and Table Mountain. Just note that the ferry only runs three times a day in the low season; in the spring and summer, there’s an additional departure in the late afternoon. Book your tickets far in advance.

This small little wonder of a shop is located at 87 Rua do Carmo, the most fashionable street in Lisbon after the superseding Rua Garret. It is the last shop in the whole of Portugal, which is exclusively dedicated to the bespoke hand manufacture of leather gloves. The cream of the Lisbon society has been its avid clientele since 1925, procuring high quality leather tailor made gloves for those days when the sunshine is not enough to warm the hands. At about 50€ per pair, depending on the model and leather, you do not have to go to Italy to get a product of this tremendous quality. A woman from Chicago once told me that she had visited Lisbon ten years ago, where she had the opportunity to purchase a single pair. She was so impressed and the gloves had left such a good memory that she was here to get three or four more pairs in case she did not have the opportunity to come back to Lisbon for another ten years.

Lesser-known ski fields are often run by clubs and have the benefit of thinner crowds and the opportunity for skiers and boarders to glide and carve where others haven’t. Rainbow Ski Area near Nelson on the South Island is great for boarders and offers lessons from novice to expert. Further south, Porters Ski Area outside Christchurch features such runs as the appropriately named Big Mama and other trails that cater to intermediate and advanced riders. In the North Island, try the Manganui Ski Area on Mount Taranaki for cheap no-frills skiing (meaning no gear rentals on-site). And on the eastern side of Mount Ruapehu, there’s the friendly club-run Tukino ski field, which is often open when the rest of the mountain is shrouded in clouds.

The Cranbrook Educational Community is one of the most revered names in Michigan, and under the umbrella of that name is an art museum, a secondary school, a graduate program, the institute of science, a research center, and historic homes with extensive gardens. The Cranbrook Art Museum was one of the earliest institutions in the U.S. to feature contemporary art. A few of the more recent exhibitions have included the works of George Nelson, the Italian design factory Alessi, and Danish ceramist Anders Ruhwald. There is also an annual graduate students’ art show. Even the building that houses the esteemed museum is worth a visit, with its mixture of neoclassical, art deco, and contemporary architectural details.

Cape Town already feels like it’s at the tip of the world, but the sensation is magnified at Tintswalo Atlantic, where guests get cozy in suites just a few feet from the ocean. Park in the lot just off famed Chapman’s Peak Drive and take the hotel van, which winds its way down a steep road and drops guests at a collection of semi-detached units. Each is themed after a different island—Zanzibar, Antigua, Sicily, and, oddly enough, Robben (where Nelson Mandela was imprisoned). The details are thoughtful, however, from the elaborate, wood-carved headboards to the seashell-encrusted bathroom walls and idyllic paintings. It’s hard to find a setting more romantic and remote. In the unlikely event that you want to venture out, there’s a shuttle that whisks guests to Cape Town, just over 30 minutes away.

South of San Pedro is the award-winning luxury resort of Victoria House. The plantation style property is unlike any other on Ambergris Caye, offering some of the best views of the Caribbean Sea. Despite being one of the larger properties with 42 rooms spread out over 10 acres, Victoria House is one of the most intimate resorts. A majority of the staff at Victoria House have been there for years and it shows. Their love for Victoria House and its guests is genuine and evident throughout every part of the resort. Look for several dining options on property, including the more casual Admiral Nelson Bar, perfect for daytime dining, and the more high-end Palmilla, an ideal spot for a romantic dinner. Meal plans are available for guests looking for a more all-inclusive experience. Victoria House offers a range of room styles, from staterooms and plantation rooms to private suites and villas. Rates start at $195 for staterooms all the way up to $1,775 for a five-bedroom villa.

Vilakazi is perhaps the most famous street in Soweto—or all of Johannesburg, for that matter. It’s the only street in the world to have produced two Nobel Prize winners—His Excellency Nelson Rolihlahla Mandela and The Most Reverend Desmond Tutu. It’s also where 13-year-old Hector Pieterson was shot dead, sparking the riots on June 16, 1976.

At the corner of Vilakazi and Ngakane streets, you’ll find the Mandela House, which serves as a beautiful testament to Madiba as well as to the greater fight for equal rights in South Africa and around the world. The rest of Vilakazi Street, however, is pretty average—a place where people live and work every day. In its simplicity, it proves that greatness can come from the most ordinary of places. Since it’s still home to so many people, approach the street with respect. Hire a local guide and take care when exploring the surrounding neighborhood of Soweto.

From the royal ambience of the lobby (bedecked with Murano glass chandeliers and a grand piano) to the classical elegance of the rooms, the Grand Hotel Oslo pulls out all the stops in making guests feel like visiting dignitaries—which should come as no surprise since the hotel has played host to countless actual visiting dignitaries. Nobel Peace Prize winners including the Dalai Lama and Nelson Mandela give interviews and greet crowds from the balcony of the eponymous Nobel Suite, but junior suites offer the best views overlooking buzzing Karl Johans Gate. Be sure to make time for a visit to the hotel’s Artesia Spa, where birch tree trunks separate the chromatherapy pool from a rooftop sun terrace.

A modest three-story building in the Ferreirasdorp area of Johannesburg, Chancellor House once contained the first black law firm in South Africa, opened by Nelson Mandela and Oliver Tambo at the height of apartheid. It was here that the two attorneys fought for those accused of crimes against the state—many of which they were also held accountable for later in life.

Left to languish for years, Chancellor House was restored to its former glory in 2010 and now features a freedom struggle museum on the ground floor. One particularly fascinating display includes a timeline with photographs and interesting events from Mandela’s life, including a picture of him sparring with Jerry Moloi on the rooftop of the South African Associated Newspapers Building. Many of the displays are also visible from the street so passersby can learn more about Mandela and Tambo while exploring the surrounding neighborhood.

In operation for almost 160 years, this renowned Belle Époque resort on the shores of Lake Geneva in Lausanne is steeped in important history and culture. The treaty that broke up the Ottoman Empire was signed here in 1923, and guests have included everyone from Charlie Chaplin and Gary Cooper to Rod Stewart and Nelson Mandela. From 2012 to 2014, the hotel received a nearly $30 million makeover, helmed by famed interior designer Pierre-Yves Rochon, which complemented the timeless elegance of all 168 rooms and suites with such luxuries as Murano glass chandeliers, expansive mirrors to bring the views indoors, and entertainment screens discreetly embedded in bathroom mirrors. There are four restaurants on the property, most notably the exquisite Anne-Sophie Pic, which has two Michelin stars. In the summer months, the hotel also serves dinner on its own turn-of-the-century, steam-powered paddleboat as it plies the waters of the lake. The state-of-the-art spa, offering a wide selection of restorative treatments, opens up onto the resort’s 10-acre park and includes separate saunas and hammans for men and women, a Jacuzzi, two heated pools (one indoor, one out), and two tennis courts.

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.

District Six was originally a mixed community of freed slaves, merchants, artisans, laborers, and immigrants. Marginalization and forced removal of the residents began early in the last century and, in 1966, the neighborhood was declared a white area. By 1982, more than 60,000 people had been relocated to a barren spot aptly known as the Cape Flats, and their houses in District Six were flattened by bulldozers. An agreement about what to do with the land that was District Six has yet to be reached, and those who were forcibly evicted are still awaiting a fair settlement.

Established in 1994, the District Six Museum preserves memories of the area through photographs, traffic signs, and videos, and also focuses on forced removals in general. A large map of the district covers the floor of the museum and includes former residents’ handwritten notes about where they once lived.

Why we love it: A Mission Revival property that blends Hollywood history with hang-ten culture

The Highlights:
- A location just minutes from the secluded Cress Street Beach
- A rooftop lounge with sweeping ocean views
- Guest rooms designed by iconic surf brands

The Review:
Once the haunt of writers, filmmakers, and Hollywood celebrities, this historic hotel on the Pacific Coast Highway famously hosted a lobby backgammon game between J. Paul Getty and Howard Hughes in the 1930s. Today, the pet-friendly property maintains its original grace with Spanish-style stucco and domed arches, but 10 of its 41 suites have moved on to a decidedly different sort of California cool. Created in collaboration with iconic skate and surf brands like Etnies, Roxy, and Billabong, the Casa Surf rooms feature hand-painted surfboards, underwater photo murals, and George Nelson furniture, fully immersing guests in Laguna surf culture. For something more traditional, book one of the Spanish rooms, which include wrought-iron accents and ornately carved dark-wood furnishings.

La Casa sits just a stone’s throw from Cress Street Beach, where hotel guests enjoy access to chairs, umbrellas, and beach towels as part of their resort fee. Also included in the fee is daily breakfast, access to the nearby Art of Fitness gym and its juice bar, and reservations at the on-site Rooftop Lounge, where you can sip mojitos while watching the sun set over the Pacific. When you’re in the mood for something more substantial, head downstairs to K’ya Bistro, with offers small plates full of Mediterranean flavor.

Why we love it: An upscale stay in Victor with special fun for families

The Highlights:
- Proximity to Headwaters Club and its golf course
- Spacious log cabins that can accommodate large groups
- Tons of activities in every season

The Review:
Jackson Hole, on the Teton Range’s east side, hogs most of the high-end traffic, but this westside resort offers an appealing alternative, with big, open skies and out-the-door golf on a Byron Nelson–designed course at Headwaters Club. Guests here can also look forward to a 5,000-square-foot spa with a fireplace-equipped relaxation room, an on-site restaurant serving grill fare, and an outdoor heated pool with two hot tubs and a geyser play area for children.

Accommodations are spacious and appealing to families. Luxury suites feature fully equipped kitchens, dining areas, and living rooms with gas fireplaces, while freestanding log cabins—available in three-, four-, and five-bedroom configurations—afford groups some extra privacy. When not relaxing in your room, take advantage of the resort’s extensive activities, including hiking, kayaking, horseback riding, and hot-air ballooning in summer and heli-skiing and snowmobiling in winter.