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Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

Every story about Chatham Bars Inn surely features the veranda, a wide porch with companionable groupings of wicker armchairs and table service that alleviates the need to fetch your own drink—so you never have to look away from the serene view of sailboats and swooping seabirds.

Chatham Bars Inn excels memory making and, in addition to spaces like the verandah that make you feel you’re part of a generous and grand tradition, this Cape Cod resort has created intimate places (a small library, a settee in front of a fireplace, a private deck outside your cottage, chairs arrayed around a fire on the beach) where your private traditions will be forged.

It faces the aptly named Pleasant Bay, calm waters sheltered from the Atlantic surf by barrier islands. And you’ll find it’s impossible to forget where you are: The fleet of sailboats and fishing boats and runabouts keep the ocean top of mind while the creative menus in the dining venues (centered around the catch of the day and the seasonal produce from their own eight-acre farm) are likely the most locavore of any property of this caliber.

Originally built as a private hunting lodge, the inn has been in business since 1914, which means many guests have been coming here since childhood. This curated version of a Cape Cod beach vacation is a decades-long habit for those guests—and one that new arrivals may be inspired to adopt. Pride of place is strong here and guests get caught up in it, too. While you don’t have to shuck the clams or dig the potatoes yourself (though those could probably be arranged upon request), you will never feel insulated from the experience of this distinctive part of New England.

With its dreamy sunsets and endless sandbanks, the Maldives is the perfect place to celebrate a special occasion, and the Four Seasons Landaa Giraavaru kicks the romance factor up a notch with its memorable dining options. Guests can be whisked away on a speedboat to a secluded white-sand beach and enjoy a barbecue dinner prepared by a private chef at a table lit by the glow of candles and sparkling stars. The ocean awaits those who prefer a meal over the water—a private wooden platform hovering above a tranquil lagoon is just a brief sail away.

Dream about a Caribbean beach bar and chances are you’ll imagine someplace like MooMba, just south of Palm Beach. Here, you’ll find oversize palapas, tiki torches at night, and a crowd looking for fun with their feet in the sand. From its lounge chairs positioned under swaying palms to its extensive list of tropical cocktails, the watering hole is really what an island vacation is all about. To eat, there’s a buffet, with Sunday’s beach barbecue theme being your best bet. Go at happy hour, which is timed to coincide with the sunset, then stay into the evening for live music and DJs.

From October to February, sperm whales, humpback whales, and pilot whales make their way from the cold Atlantic to the warm waters of St. Lucia to breed and mate. Whale-watching tours leave from Castries and some of the other towns on the west coast and sail north to south to spot the whales, breaching and spouting, from a safe distance. Over the last few years, sperm and pilot whales have more frequently been spotted than humpbacks. It’s not unusual to see schools of spinner and bottlenose dolphins along the journey. Some whale-watching trips offer lunch as well as a chance to snorkel and swim, so shop around for the excursion you want.

Owned by the Franklin restaurant team, Peppermint Bay Hotel in Woodbridge is a destination restaurant not only for its modern Aussie fare cooked up with farm-fresh produce (a lot of it grown on-site). It’s also beloved for its panoramic views of the D’Entrecasteaux Channel and regular concerts featuring the likes of Justin Townes Earle and Marlon Williams, which travelers can sail to on a Peppermint Bay cruise from Sullivans Cove in Hobart. While you’re in Woodbridge, pop by the tasting room at Woodbridge Smokehouse to sample ocean trout and Atlantic salmon smoked over a variety of hardwoods including shavings from the surrounding apple orchard.

Anguilla’s most social beach is full of local flavor. From visiting boats to residents who flock here for the best island-style bar-and-nightlife atmosphere—home to Johnno’s, Elvis’ Beach Bar, and the Pumphouse—there’s never a dull moment on Sandy Ground’s long, soft strand. The water here is calm, making it an ideal stretch of sand for families as well. Sandy Ground is also the site of Anguilla’s August Monday, the most important day of the summer carnival season, when the entire country seems to be in the same location to celebrate J’ouvert: some folks on the beach, some on boats blasting music. By 1 p.m., the August Monday sailboat race kicks off—the first round of qualifying for the final carnival boat race at week’s end.

At the end of a secluded peninsula, right on Coco Point, which is Barbuda’s southernmost tip, Coco Point Lodge is one of only a few modern hotel resorts on the island. Although not five-star fancy, this all-inclusive property, is plenty comfortable offering a mix of rooms and private cottage rentals in small buildings scattered across the grounds. Bordered by some 2.5 miles of gorgeous white sand beach and safe, reef-protected swimming in the clear turquoise waters of Cocoa Bay, it is a good choice for active types as included activities feature everything from sailing to snorkeling, waterskiing to windsurfing and sea kayaking. Deep-sea, reef or bone fishing expeditions can also be arranged, as can day trips to the Frigate Island Sanctuary for birds.

The Grand Place in Brussels is the magnificent main square in Brussels. The square is the main tourist attraction in Brussels and is surrounded by numerous cafes and shops. Most of the buildings were constructed in the late 17th century, although market activity in the square dates back to the 12th Century. It’s a great place to hang out, grab a coffee or a liege waffle, and people watch.

A visit to Hong Kong isn’t complete without a ride on a sampan. Head to the Aberdeen Promenade along the southwestern shoreline of Hong Kong Island and hop aboard a sampan, one of the small local boats operated mostly by elderly Tanka and Hoklo women who hail from the traditional boat-dwelling seafaring community. For the equivalent of about $10 per person, get a 30-minute ride around Aberdeen Harbour, under Ap Lei Chau Bridge, and past the other junks, houseboats, trawlers, fancy yachts, and even giant cargo vessels and cruise ships. For a voyage with a bit more emphasis on sightseeing, try one of the two popular red-sailed junks—the historic 36-passenger Duk Ling and the replica 80-passenger Aqua Luna—that can be boarded either from the Tsim Sha Tsui Piers or Central Pier 9.

A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful builder, owner, and operator. Just be sure to call ahead, as Ramage keeps flexible hours.

A pioneer of the Hawaii Regional Cuisine movement, chef Mark Ellman showcases his thoughtful approach to cooking at Mala Ocean Tavern, a harbor-front eatery with dramatic sunset views. Come here for well-executed fusion fare like ahi bruschetta, whole wok-fried Hawaiian fish, and a vegan mushroom Bolognese pasta with local shiitakes, as well as signature cocktails like the Spa Day (cucumber, vodka, fresh watermelon juice) and the LBC (gin, passion fruit, basil simple syrup, fresh lime, and soda). Party animals will be happy to learn that the restaurant also offers a late happy hour each evening from 10 p.m. to midnight, plus live music and DJs spinning vinyl on Friday nights.

Islands trace the Great Barrier Reef up the northeastern coast of Australia, clustering in the clear blue waters known as the Whitsundays. There, nestled on Hamilton Island, Qualia has set a new standard for Australian tourism—and resorts worldwide. What is magical about Qualia, however, is not just the champagne on arrival, or the fact that some rooms have their own plunge pools. The winning feature here is how perfectly the resort fits into the natural beauty of the island, almost disappearing into the eucalyptus trees of the surrounding rain forest. Understated and sophisticated, Qualia fosters a sensitive connection to the environment, allowing guests to experience Australia without all the usual tourist fanfare.

Rooms look through natural bushland out to the water and surrounding islands, where dolphins are frequently spotted. They also come with their own electric golf carts, which guests can use to tour the entire island. In the epic Long Pavilion, floor-to-ceiling windows on the seaward side open to an infinity pool, while glass windows at the other end offer views of the resort’s bright tropical landscaping.

The town of Gamboa lies at the center of a rain forest on the banks of the Panama Canal, where Lake Gatún and the River Chagres meet about 20 miles from the capital. Gamboa’s Summit Park is home to Panama’s national bird, the harpy eagle, as well as to Soberanía National Park and the Panama Rainforest Discovery Center, where visitors can walk the Camino del Oleoducto (Pipeline Road), a famous bird-watching path where up to 300 avian species can be spotted on a single day. Another tip might be sailing the Chagres in piraguas (local pirogues or handmade dugout canoes) that plumb dense jungles and give visitors the chance to interact with the Emberá Quera indigenous community. This historic community lives off fishing, farming, artisanal craft-making, and tourism. Native-led tours showcase various local customs such as dances as well as vegetable-dye body-painting techniques and their meanings (known as jagua), in addition to the people’s relationship with nature. Navigating the rain forest with a traditional Emberá botanist is a singular experience.

Two architectural wonders helped put Dubai on the map: the Burj Al Arab hotel, which resembles the sail of a ship out on the gulf waters, and the Palm Jumeirah, a residential development on a manmade archipelago that fans out in the shape of a huge palm tree. But in 2010, the sleek Burj Khalifa stole their thunder. Now the world’s tallest structure, the tower soars 830 meters (2,722 feet) into the sky. Visitors can zoom by elevator up to the 124th floor to experience incredible views and explore interactive displays on Dubai’s history and the tale behind the building of this futuristic marvel. Another observation deck is even higher, on the 148th floor.