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Taking a nighttime stroll through Brooklyn, retracing George Washington’s footsteps as he was engaging British forces in Brooklyn and Long Island who went on to invade New York City in the summer of 1776 during the American Revolution (I love a good dose of American history). I paused for a moment to admire the ingenuity and design of the Brooklyn Bridge as well as the Manhattan skyline. Then I found myself humming Alicia Keys’ “Empire State of Mind.”

Designed by Oscar de la Renta, who was also a guiding force in the original vision for Puntacana Resort, Tortuga Bay Hotel has 13 freestanding villas comprising 30 suites, each with Frette linens, a kitchenette, and a balcony or terrace with views of the Caribbean or La Cana Golf Club. Hotel guests landing at Punta Cana International receive fast-track passage through customs, pickup by a private driver, personal concierge check-in, and keys to a golf cart for getting to the resort’s Oscar de la Renta Tennis Club, two golf courses, and Six Senses Spa.

Austin’s very own grand dame, this landmark hotel opened in 1886 as the city’s first iconic hotel, both a testament to and display of the success of cattle baron Jesse Driskill, who wanted to build his beloved frontier town a palace to rival those in New York, Chicago, and San Francisco. The city fared better than Mr. Driskill did; financial troubles forced him to sell the hotel just two years after opening, and he died of a stroke just another two years later. After some initial ups and downs, his hotel ultimately flourished, housing a rotating cast of Texas elite and hosting important political events in Austin—in particular, gubernatorial inaugural balls—in the 20th century. President Lyndon Johnson had an especially close relationship with the hotel, from his first date with his wife to awaiting presidential re-election results in one of the suites.

Multimillion-dollar renovations in 2008 restored the hotel to its original grandeur, maintaining its historic charm alongside all the amenities of a modern luxury hotel. Brave guests might request a room on the reportedly haunted fifth floor. And, no stay at the Driskill is complete without a cocktail in the elegant Driskill Bar, where cattle, oil, or railroad barons would still fit in.

This twin-peaked headland—and the ruins of the 18th-century Fort Shirley garrison—preside over Prince Rupert’s Bay, Dominica’s largest wetlands and a docking area for smaller cruise ships. An 1802 revolt here led to the British Empire abolishing all slave soldiers, making this Dominica’s most important historic destination—and now a worthy World Heritage site. A short climb leads to the restored buildings and a splendid viewpoint, complete with cannons. Longer trails spike out into the dry coastal woodlands, populated by crabs and grass snakes (Liophis juliae, known locally as kouwes).

Opened in 1962, Curtain Bluff is Antigua’s oldest luxury resort, and one of the island’s finest. It is the kind of place guests return to through the generations, with the same expectation of timelessness they’ve experienced for as long as they can remember. Located at the southern end of the island on a promontory that divides an often roiling Atlantic from a much calmer bay, the resort offers sea views from every room, two beaches, a top-notch tennis center, a pair of restaurants that can boast one of the Caribbean’s most outstanding wine cellars, and a staff whose commitment has often been passed from parent to child. And except for spa treatments, a premium bottle of wine, and the occasional Cuban cigar, there is little that’s not included in the rate, making a stay a better value than the price might at first indicate.

The world’s seventh-largest public square is best known in the West for the 1989 student protests, but this is also where, on October 1, 1949, Mao Zedong founded the People’s Republic of China. The square was named for Tiananmen (which translates as “Gate of Heavenly Peace”), one of the gates of the former imperial city. It was built in 1651, then expanded in 1958 to four times its original size, and enlarged even further in 1976 with the construction of Mao’s mausoleum. Arrive at sunrise to watch the solemn flag-raising ceremony, performed with pride, precision, and a touch of flair.

New York, Washington D.C., and Chicago get a lot of the good press when it comes to the arts and art museums, but the Detroit Institute of Arts helps Detroit give these cities a run for their money. The diverse collection is spread out over 100 galleries and includes African, Asian, Islamic, and modern and contemporary art (and the list goes on). But don’t ignore the local contributions to the art world. Make sure you take proper time to stand before Diego Rivera’s enormous Detroit Industry fresco to give you some historical context before exploring the rest of the city.

The Pacific Ocean is a force that calls to some to jump in and join the dolphins that frequent its waters. Temperatures are warmest in August and September, but wet suits are available to rent year-round. Go surfing or take a stand-up paddleboard lesson to more fully appreciate the SoCal spirit and connection to the waves. For a more passive yet still exhilarating way to enjoy the coast, you can parasail above the waves or join a sailing charter from Marina Del Rey.

American entrepreneur Michael Evans and Argentine winemaker Pablo Gimenez Riili joined forces to create an unparalleled viticultural paradise for wine lovers from around the world. Set on 1,500 pristine acres in the heart of the Uco Valley, the Vines Resort & Spa is a haven of laid-back luxury with a robust offering of culinary and wellness activities, winemaking endeavors, and outdoor adventures. Every aspect of the hotel is designed to share Mendoza’s natural beauty, superior wines, and Argentina’s warm culture through a tailored guest experience provided by the resort’s “Gauchos”—personal concierges and tour guides who curate one-of-a-kind itineraries for visitors.

The resort’s 22 spacious villas have ample indoor/outdoor living space, with wood-burning fireplaces, open-air fire pits, plunge pools, hot tubs, and private rooftop terraces with 360-degree views. Siete Fuegos, the resort’s signature restaurant, showcases open-flame grilling techniques mastered by Argentina’s acclaimed chef Francis Mallmann. The fitness center and yoga studio look out to the Andes, while three miles of running trails weave through the property’s vineyards. There’s never a dull moment at the Vines, with horseback riding, hiking, biking, cooking lessons, and winetasting at your fingertips—unless lounging is your preferred activity, in which case a cabana next to the 1,000-square-foot infinity pool will be calling your name.

Part of the Auberge Resorts Collection, Solage is one of Calistoga’s top lodging options; the trio of overnight accommodations, spa, and Michelin-starred restaurant practically force guests to unwind and relax. The experience starts in the 89 studios and suites, which are built like stand-alone cabins and are furnished comfortably. Most have private patios; larger rooms and suites have private backyards (some even have sunken hot tubs); all have in-room showers lined with rocks that feel great on bare feet. With three geothermal pools, the on-site spa is second to none in the Napa Valley. The property’s signature treatment, dubbed the Mudslide, revolves around mineral-enriched mud that guests are encouraged to slather all over themselves and later incorporates a session in a soaking tub and time in a sound chair. Elsewhere on the property, at the Solbar restaurant, chef Massimo Falsini gives farm-fresh cooking a Mediterranean twist. The Monterey black cod in coconut-turmeric brodo is a crowd pleaser. Another must-order: the Macallan 18 butterscotch pudding, made with aged scotch.

This 1763 plantation house has an interesting tale to tell. It never employed slave labor, and its owners—descendants of Carib Indians—are commemorated with statues and figures spread throughout the rooms and gardens. Visitors can take tours of the house, gardens, and old overseer’s house, then enjoy beautiful views of the neighboring island of Nevis.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.

My ideal habitat is a warm day on a tropical beach. I’m also a sucker for beauty in all its most unusual forms (part of the reason I’m on the Board of Burning Man). So, when I heard about the Harbin International Ice & Snow Festival in northeast China (Manchuria meets Siberia: that just sounds frozen!), my initial reaction was, “How far would I travel and how cold would I get all in the name of experiencing an aesthetic phenomenon?” So, after 90 degree humidity in Malaysia, two planes delivered me to this cursed, desolate part of China (20 degrees below zero). Amidst the Siberian wind gusts and short days of daylight, Harbin is a revelation, a place where the light of collective aesthetic joy is experienced by 800,000 visitors annually for the Ice & Snow Festival (90% from China as this is one of the country’s top winter destinations). Oddly, I kept having Burning Man flashbacks...night being preferred over day due to the psychedelic visuals enhanced by the dark, the fact that thousands of artists (15k in Harbin) labor 15 days around the clock to create something out of nothing only to know that these beautiful structures will either melt (Harbin) or burn (Burning Man), and, finally, the sense that no picture or video can capture the sensory overload of being surrounded by spectacle. Think: “You had to be there.” Remember the spectacle of the 2008 Beijing Olympics Opening Ceremony? I heartily recommend this trek that takes place late December through February.

Just beyond the western edge of Tucson, you’ll find these Hohokam petroglyphs in Saguaro National Park. No one knows precisely when they were carved into the rocks, but Hohokam settlements in the Sonoran desert date back almost two thousand years. We went on a short hike among the saguaro to end up on this hilltop with this pre-Columbian art—not your typical suburban stroll.