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  • 300 Gravier St, New Orleans, LA 70130, USA
    This English-inspired hotel has been the place to stay in New Orleans for basically forever—well, since it opened in 1984, at least. It’s plush without being pompous, stately without being too serious, though it should be said that this is the kind of place where gents might wear a pocket square and watch fob and feel right at home. The $8 million art collection, which includes original works by Reynolds, Gainsborough, and Huysman, is museum-worthy (you can even take an audio tour), and the 4,500-square-foot spa, part of the 2012 $22 million renovation, is one of the city’s most luxurious. Other notable upgrades include the lobby cocktail bar—a more feminine alternative to the leather-clad Polo Club Lounge, and an outdoor pool.
  • Crocus Hill 2640, Anguilla
    One of Anguilla’s most secluded beaches, Little Bay is tucked beneath a series of bluffs on the island’s northwest. Usually reached by boat or kayak from Crocus Bay, this tiny, undeveloped stretch of sand hugs a cove with calm turquoise waters filled with small tropical fish, sea turtles, and starfish. Bring drinks and snacks, rent gear from Da Vida Restaurant, and kayak (or boat taxi) over in the morning to avoid the crowds and spend a couple of blissful hours away from it all.
  • Camps Bay, Cape Town, 8005, South Africa
    While in Cape Town, be sure to take the red bus route and head to Camps Bay Beach. Camps Bay is a beautiful spot to enjoy dinner and watch the sunset for a perfect way to end the day. Many restaurants have outdoor seating facing the beach so you can enjoy a bottle of delicious South African wine while admiring the last rays of sun in the afternoon. Camps Bay has really cool rock formations and the views of the Twelve Apostles mountain chain.
  • 1 Tram Way, Palm Springs, CA 92262, USA
    Golf and sunshine are the main magnets that draw visitors to Palm Springs, but a 10-minute ride will take you up into a snowy evergreen forest. The Palm Springs Aerial Tramway climbs up to a mountain wilderness at 8,500 feet (2,590 meters). The Swiss-built tram floats over Chino Canyon and is the only rotating tram car in the Western hemisphere. From the top, look out over the irrigrated grids of Palm Springs and the other Desert Cities of the Coachella Valley, which descends to below sea level. Across to the northeast, beyond the San Andreas Fault, are the low mountains of Joshua Tree National Park. A network of hiking trails branches out from the tram chalet into the San Jacinto Mountains National Monument, which includes the highest peaks in Southern California. (Winter weekend crowds can be crazy; you’ve been warned.)
  • Port Antonio, Jamaica
    This stunning white-sand stretch, just a five-minute drive east of Port Antonio, is the only beach in Jamaica with waves high enough to surf. Boston Bay is also one of the few remaining public strands on the island. It continues to attract more locals than tourists and as such is nearly vendor-free. You can watch kids splashing about on their boards, or you can rent your own for a Surfing 101 lesson. Be forewarned: As at many beaches, sometimes the waves are flat, but you can console yourself with a short stroll down the beach to the famous Boston Bay jerk chicken stands.
  • 15 Fort St, Québec City, Quebec G1R 3Z8, Canada
    Old Québec can be a little hard on the wallets of budget travelers. It’s not that the restaurants are overpriced, but they definitely cater to the tourists who fill its streets most days, especially in the warmer months, and who are happy to pay a little extra for the location and the opportunity to enjoy a long meal savoring some Québecois dishes. Le Chic Shack is a good option, however, if you are looking for a quick meal that’s a good value. The restaurant’s gourmet burgers include beef, bison, chicken, and veggie ones, all served on brioche rolls. There are also three different choices of poutine—classic cheese, braised beef, and wild mushroom. Try the restaurant’s rendition of a milkshake, or lait frappé, spiked with Baileys, Kahlua, or whiskey if you are in the mood for something stronger.
  • Te Nuku, 43 Ballarat St, Queenstown 9348, New Zealand
    Combining fine-dining flair with the relaxed ambience of a mountain resort town, Rata in Queenstown is one of the New Zealand eateries operated by well-known Kiwi chef Josh Emett. With a CV that includes cooking stints in the United States and London, Emett has crafted a menu that deftly marries a range of international influences to proudly local produce. Sharing plates include New Zealand octopus with saffron aioli or Marlborough salmon with horseradish and green apple, while local venison and merino lamb are standout main courses. The colors and feel of the forest inform the stylish decor—the eponymous rata is a tree native to New Zealand. Two- and three-course lunch menus are both a good value.
  • 5344 Ballard Ave NW, Seattle, WA 98107, USA
    A little gem of a store located on a cobbled brick side street in Ballard, Horseshoe has a fun, casual hipster-boho-chic aesthetic and beautiful clothes and jewelry, whether you’re shopping for a professional work look or a wedding outfit. Their flattering clothes feature graphic prints, bold colors, and edgy, asymmetrical details, and if you’re feeling spendy, you can top off your look with timeless Frye western boots or a beautifully worn-looking leather tote. Want to represent your home state? They also carry Kris Nations’ charming state-name necklaces in gold and silver — a thoughtful present for a friend.
  • 200 Santa Monica Pier, Santa Monica, CA 90401, USA
    The Santa Monica Pier embodies what Southern California is all about: fun in the sun. Popular with tourists and locals alike, this iconic boardwalk adjacent to the Pacific Ocean—filled with all the amusement rides, midway games, fried food, ice cream and cotton candy you can dream up—is a fantastic place to spend a nice day. My favorite attractions are the Santa Monica Pier Aquarium and the world’s first solar-paneled Ferris wheel, which provides breathtaking beach and ocean views as you ride ‘round and ‘round. Be sure to dip your toes in the soft Santa Monica sand, too. Nearby, you’ll find the Third Street Promenade, a bustling entertainment district filled with wonderful eateries and shops.
  • While all of the beaches in St. Vincent and the Grenadines are technically public, some of the best ones are accessible only by sea. If you’re lucky enough to be cruising around the Grenadines, be sure to stop for a swim at the beautiful, remote Mahaut Bay Beach on the northern tip of Canouan. You won’t find any restrooms or facilities here but you’ll likely have the beach all to yourself.
  • On the leeward side of Union Island, remote Chatham Bay Beach—one of a dozen on the island—is a favorite anchorage for boaters, a peaceful spot for sunbathers, and a great location for snorkelers. If you’re coming by land, there’s a trail that leads right down to the beach. There’s also a bar and a couple nearby restaurants should you get hungry from all that relaxing.
  • You’ll be hard pressed to find anything other than postcard-perfect scenery in the Exumas, and if you’re ambitious and up early enough, there’s a good chance that you can have Horseshoe Bay in Saddle Cay all to yourself for a few hours. A trip to a private Bahamian island isn’t out of reach for the intrepid traveler, as plenty of outfitters offer affordable tours, overnight adventures, and sightseeing cruises to these gorgeous islands.
  • 1135 Hwy W, Sullivan, MO 63080, USA
    With a nickname like the “Cave State,” Missouri certainly isn’t short on impressive caverns. Of the more than 6,000 across the state, however, Meramac Caverns is the largest—and stays open year-round for tours. Said to have been a hideout for the outlaw Jesse James in the 1870s, the seven-level, 4.6-mile-long natural wonder was purchased by Lester Dill in 1933 and opened as a tourist attraction in 1935. Today, visitors can take guided tram tours past the cave’s complex mineral formations, stopping at a “wine room” (named for its grape-like botryoids and accessed by a long stairwell). While exploring, keep your eyes peeled for the resident tricolored bats that call Meramac home.
  • 18 W 56th St, New York, NY 10019, USA
    Crosby Street Hotel founders Tim and Kit Kemp are behind this Midtown property, which opened its doors in February 2017. Each of the 86 guest rooms exudes a personality of its own, complete with playful pieces of artwork and color-forward design by Kit. High ceilings, long foyers, and walk-in closets help guests feel more at home than on the road, as does a stop at the Drawing Room before lights out. It’s here that floral curtains, oversize armchairs, and book-lined walls greet guests who want a nightcap from the honor bar, which is always stocked with top-shelf liquors, wines, and pre-batched cocktails. Pick your poison and enjoy it in your deep-soaking tub, where a TV and lineup of bespoke bath products await. Come morning, head to the light-drenched Orangery for well-executed breakfast favorites like avocado toast, acai bowls, and brioche French toast.
  • 97450 Overseas Hwy, Key Largo, FL 33037, USA
    When it opened in 2016, Playa Largo, part of Marriott’s Autograph Collection, was Key Largo’s first new luxury hotel in 21 years, and its casual, sun-drenched luxury was a welcome addition to the mellow Upper Keys. The resort’s 177 rooms and suites offer a range of accommodations—most with great bay views. Upgrade to one of the ten bungalows for a private back porch surrounded by lush gardens and a second-level balcony. For ultimate privacy—and luxury—book the Beach House with three master bedrooms, wrap-around balconies, a private pool, event lawn, and private beach. The property’s four restaurants (the toes-in-the-sand Sand Bar is ideal for watching sunset), spa, fitness center, pool, and beach offer plenty of ways to relax, or partake in activities like snorkeling, diving, kayaking, paddleboarding, parasailing, fishing, sailing, or a glass-bottomed boat ride. Pro tip: Hobnob with the school of more than 100 tarpon that linger near the resort by hand-feeding them from the resort dock.