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Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

The only existing French plantation house on St. Kitts, the Fairview Great House was built circa 1701 and originally housed French military officers. Today, guests can tour the beautifully restored property, taking in the period furnishings, kitchen, apiary, chapel, and bathhouse before exploring the two-and-a-half acres of botanical gardens, filled with tropical flowers, fruit trees, and monkeys. Visitors can also purchase day passes to the property’s swimming pool and sunny deck, or sign up for cooking classes and tastings of St. Kitts’ own Brinley Shipwreck Gold Rum.

Stirling Castle is one of Scotland’s most impressive castles, particularly for its role in Scottish history—several kings and queens were crowned here, including Mary Queen of Scots. Tour the Great Hall, the lavish Royal Palace, the elegant Chapel Royal, and the Great Kitchens, then check out Argyll’s Lodging (Scotland’s finest 17th-century town house, built just beyond the castle walls for a great nobleman serving the royal court). Also worth exploring are the peaceful Queen Anne Gardens and the Stirling Heads Gallery, which features 16th-century oak medallions carved with images of royalty, Roman emperors, and characters from the Bible. When you’re done roaming the interiors, head outdoors and walk the ramparts to appreciate the castle’s commanding position above the Royal Burgh of Stirling.

The islands of Tahiti have given the world a lot of popular ideas: This is the birthplace of the overwater bungalow, of surfing, the tattoo, and also . . . the food truck? Yep! Well, maybe not officially, but dozens of years before food trucks became popular, Tahiti was rocking the game with their roulottes. These trucks, which serve everything from traditional island fare to cheeseburgers, pizza, and Chinese food, can be found all around Tahiti, but the greatest concentration is in Papeete, where dozens of the colorful trucks congregate at Vaiete Square. Come for dinner or dessert.

A staple among Upper East Side hotels since it opened in 1963, the sophisticated Loews Regency boasts a Park Avenue address and location convenient to Central Park and Manhattan’s best museums. Following an extensive renovation, it reopened as a fresh and chic retreat in early 2014. The bones of the hotel remain classic, but the approach is modern, with touches that today’s traveler will appreciate, such as free Wi-Fi. Its elegant lobby—with a striking art installation from Brooklyn artist Nina Helm—impresses with its 24-foot ceilings and the on-site salon and spa, from acclaimed hair stylist Julien Farel, is a neighborhood destination for visitors and locals alike. No classic New York hotel would be complete without a standout watering hole; you’ll want to order a cocktail at the low-lit Regency Bar.

Cap your trip to Machu Picchu with a pisco sour on the Orient-Express train ride back to Cuzco. After boarding this luxury train for dinner and the return journey, everyone meets in the bar car for a drink. Live music, the rocking of the train, and the excitement from just experiencing Machu Picchu is a buzz to remember. Soon all the passengers are dancing as they travel through the steep mountainsides under the stars. —Lauren Maggard This appeared in the August/September 2013 issue. Image courtesy of Orient-Express

The splendor of this neo-Gothic parliament building—the third-largest parliament building in the world—is obvious from the outside, but consider these facts: This place has 691 interior rooms, 10 courtyards, 88 statues of Hungarian rulers on its facade, and 12.5 miles of staircases. The outside is stunning but the inside doesn’t disappoint, either: King Steven’s crown jewels are on display within, as are rooms filled with art and crafts made throughout the ages. Take a guided tour to get more context of it all, and don’t miss passing by the building at night, when it’s lit up like a Disney palace.

Why we love it: A hotel-cum-art-museum with a historical pedigree

The Highlights:
- 6,200 square feet of on-site exhibition space
- Historical details like the art nouveau dome in the lobby
- A hip restaurant with great cocktails

The Review:
This downtown hotel is the eighth property in the 21c collection, a concept founded by art collectors and preservationists Laura Lee Brown and Steve Wilson that blurs the lines between a boutique hotel and a contemporary art museum. Housed in what was once the Savoy Hotel and Grill—a luxurious destination for train travelers in the early 1900s—the 21c Kansas City pairs historical details (stunning stained-glass windows, original hotel sinks in each room) with modern art (including curated exhibitions, site-specific installations, and cultural programming). Designed by architecture firm Deborah Berke Partners and the Kansas City–based Hufft Projects, the 120 spacious rooms and suites carry the juxtaposition even further, complementing high ceilings and large windows with punchy purple sofas and original artwork.

Located between Kansas City’s Power & Light District and River Market, the hotel is ideally situated for exploring the city’s best dining and shopping, as well as the 100-plus market stalls selling produce, baked goods, and flowers. When you don’t feel like leaving the property, however, there’s The Savory at 21c restaurant, housed in what was once the oldest restaurant west of the Mississippi and a favorite of prominent figures like President Truman (his preferred booth still sits in the bar and lounge area). Here, Kansas City native Joe West now serves a creative take on classic Americana, with a traditional cocktail list to match. In case you feel yourself slipping into nostalgia, just head out to the lobby, where a massive glowing chandelier by Ken+Julia Yonetani will remind you that you’re at one of Kansas City’s most modern stays.

Following a multi-million-dollar overhaul in 2015, this ranch-style Hill Country resort—which is part of the Destination Hotels collection and less than 20 minutes from the airport—has emerged as a spot where both families and the adults-only crowd feel at home. For the former, there are plenty of places for fun on the 550-acre property, including five pools (one is just for kids, with two water slides and a toddler splash area), an arcade (for ages 13 and up), tennis courts, and miles of scenic trails. The hotel even has a partnership with high-end baby gear label Babiege, which grants guests discounts on crib, stroller, and accessory rentals they might need to enjoy a day out. Meanwhile, grown-ups will appreciate amenities like two championship golf courses, Texas-inspired treatments at the Loma de Vida Spa & Wellness (set on one of the highest points in San Antonio, with views to match), an adults-only pool, and private poolside cabanas (available for a fee), which come stocked with fridges, HDTVs, local snacks, and a personal attendant.

The 496 guestrooms also cater to a variety of needs. The main rooms and suites feature great views, NEST products, rain showerheads and plush furnishings, while the villas set on the golf course offer plenty of space for families, plus a separate reception, complimentary golf carts, oversized tubs, and their own pool bar, cafe, and market. For those seeking some privacy, there’s SEVEN, a 21-and-over floor with a dedicated concierge, lounge, upgraded bath products, private check-in, and more. As you might expect, the selection of eight restaurants and bars is equally varied, ranging from a grab-and-go market, poolside grill, and casual cantina, to the fine-dining Signature, with menus by James Beard Award-winning chef and San Antonio native Andrew Weismann.

Running for more than eight miles through the southwest part of the island of Montréal, the Lachine Canal is a window onto the city’s industrial history, reborn in recent decades as a place where nature and the city meet. Originally opened in 1825, the canal, with its five locks, allowed ships traveling between the upper St. Lawrence River and the sea to avoid the treacherous Lachine Falls. (Before the canal opened, ships would typically off-load their cargo at the village of Lachine, which would then be loaded onto another ship on the other side of the falls.) The canal’s banks would soon be filled with small factories, but by 1950 the area had started to decline, in part due to the success of the railway. In 1970, it was closed to shipping completely. Recent efforts to clean up the canal have been successful, and now bikers and walkers take advantage of the paths that line it, while many of the former factories and warehouses have been converted into luxury lofts and condos. In 2002, the canal was opened to boats again—pleasure crafts, not barges—that travel its length. If you decide to explore the canal, the Atwater Market was one of the early projects to redevelop the area, and it remains a great place to buy all the items needed for a picnic.

Surrounded by swaying palms, tropical flowers, pink sand, and sapphire waters, the 100-acre Fairmont Southampton is Bermuda’s ultimate luxury destination. The 593 rooms and suites are among the largest on the island, and feature marble baths stocked with Le Labo products and private balconies that look out onto the Atlantic Ocean, Great Sound Harbour, or the lush landscaping of the on-site Turtle Hill Golf Club. A pool, beach club, dive center, kid’s camp, and tennis courts—plus that 18-hole championship course—offer plenty to keep guests busy. If you prefer to kick back, opt for a lavender-oil massage at Willow Stream Spa, a sprawling space complete with a well-stocked health club, sauna, and steam rooms, or grab a sundowner at one of the resort’s 10 restaurants, bars, and lounges.

Cavas Wine Lodge is the quintessential romantic retreat. Located on a secluded vineyard in the heart of Mendoza’s wine country, the peaceful property offers 17 very private villas, which appear to have grown organically amid the 55-acre working vineyard. The boutique hotel is named after its 3,000-bottle wine cellar, where the in-house sommelier hosts complimentary wine tastings each evening. There’s also a tranquil spa, delicious restaurant and, during the February through April harvest, an array of exciting activities at the lodge.

The hotel’s dynamic husband-and-wife owners, Cecilia Diaz Chuit and Martin Rigal, personally attend to guests with a warmth that permeates the entire experience. Designed for romantic getaways, each villa has a secluded sun deck with a panoramic view of the snowcapped Andes Mountains, plus a wood-burning fireplace and a private plunge pool.

Everyone who visits Santa Fe walks along the famed Canyon Road. Originating as an old footpath that once accessed water, it now primarily showcases an expansive range of shops and galleries with Native American art and landscape paintings. A stroll is not complete without a stop at one of the award-winning restaurants, a la Geronimo and the Compound.

St Stephen’s Green is a welcome spot of calm and green set in a Georgian square in the centre of Dublin. At around 20 acres, it’s large enough to feel you have escaped the bustle, but not so large that you can’t easily return to the fray once you are ready. There are formal manicured lawns and gardens in the middle, a large lake to the north - good for swan-watching - a bandstand and play area, and plenty of benches and other picnic spots. St Stephen’s is probably not the sort of place you’d deliberately set out to visit, but chances are good you’ll end up there anyway: it’s just off Grafton Street (one of the main shopping streets), and near other attractions dotted around what is known as Georgian Dublin, such as Merrion Square and Leinster House (the seat of Irish parliament).

When in Kingston, make time for a stop at Devon House, a grand 1891 Georgian mansion that was built for George Stiebel, Jamaica‘s first non-white millionaire. The lovely upright house and its 11 surrounding acres are now protected as a National Heritage Site, but that doesn’t mean that there’s not fun to be had. The sprawling grounds include shops, restaurants, a bakery, and a popular ice-cream shop, I-Scream. House tours can be arranged, but the grounds, landscaped with stately palms and fountains, are the highlight—it’s a great spot to take a stroll, read, shop, or dine. The mansion and its manicured lawns are also used for weddings and lavish events.