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The Maiden’s Tower, which seemingly floats in the Bosphorus off Asia, is one of the more popular symbols of the city. Once a Byzantine tollbooth and later an Ottoman lighthouse, it’s most famous for a legend involving a princess and a prophecy that she would die from a snakebite. Her father exiled her to the tower in the hope of protecting her but, alas, the prophecy could not be avoided—a snake made its way to the island, either in a bouquet of flowers or a basket of grapes (depending on the version of the tale).

Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

Big baggy aloha shirts—that could double as canoe sails—goodbye. Instead head to this Chinatown boutique, featuring the sharp, tapered designs of the eponymous Roberta Oaks. She draws on her hippie, farmhouse childhood and mid-century modern Hawai‘ian flair to create prints, which she then combines with a more fitted and form-flattering modern silhouette. These fabrics also take a star turn on graceful day dresses and even doggie bandanas. Open since 2009, this alluring boutique goes beyond attire, selling jewelry, candles, surf photography, and scents like Sándalo (a moody meditation on the islands’ vulcanism with ash, patchouli, and Royal Hawai‘ian sandalwood).

Sailors place the Grenadines, with its 32 breathtakingly beautiful islands and islets, among the world’s best places for boating. For help getting out on the water, turn to Horizon Yacht Charters, which rents monohulls and catamarans (either bareboat or crewed) out of Blue Lagoon Marina on St. Vincent. Enjoy a multi-day or week-long sail around the Grenadines, or opt for the one-way charter and sail south through the Grenadines all the way to Grenada, where Horizon has another facility.

Why we love it: A stylish stay that brings contemporary luxury to island life

The Highlights:
- A minimal design that highlights the stunning natural scenery
- The longest pool in the Caribbean
- A lavish spa equipped with a hammam

The Review:
When Silversands Grenada opened its doors in 2008, it was a game-changer for the island. A member of Leading Hotels of the World, the oceanfront property offers an unmatched level of luxury, which starts as soon as you’re picked up from the airport in the house Tesla. Once on site, sleek design and clean lines let the ocean be the focus, though superior rooms, the longest pool in the Caribbean, two restaurants, and a rum and cigar bar also deserve attention. There’s even an incredible spa with a hammam, experiential shower, and ice room; a state-of-the-art fitness center; and a heated pool shaded by slatted wood and decorated with Foscarini ceiling lights hanging overhead.

Still, you could be perfectly happy just staying in your room. The 43 suites—some of which are among the largest accommodations on Grenada—all feature outdoor space as well as king-size beds surrounded by remote-controlled curtains for a touch of romance. A white, teak, and neutral-toned palette creates a bright, airy feel, while light-filled bathrooms include a double vanity, soaking tub, and rain shower. For even more luxury, opt for one of the nine villas, each of which comes with three or four bedrooms, plus a private pool.

Some may scoff at the absence of beachfront acreage, but what all-inclusive Capella Marigot Bay lacks in sand it makes up for in amenities, including a cabana-lined pool area with swim-up bar and a ferry to nearby LaBas Beach. Backed by a see-and-be-seen marina that offers some of the island’s best people-watching, the hotel features 124 luxurious rooms and suites that are studies in restraint, with dark-wood accents and four-poster beds trimmed in mosquito netting. Guests are surprised with complimentary snacks each day, from house-made plantain chips to local Piton beer, but nourishment is also in abundance at the resort’s four restaurants—think fresh-caught snapper, jerk-spiced ribs, and lionfish ceviche—and during three happy hours. Meanwhile, the celestial-inspired Auriga spa offers locally focused treatments to those less interested in the fitness center and weekly activities such as body-scrub-making workshops and zip-line tours.

Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.

Tahiti invented the concept of the overwater bungalow so, when visiting, you’re almost compelled to stay in one. The island’s top luxury resort, the InterContinental, offers 32 surprisingly affordable options, plus a few hundred rooms in three beachside buildings, two infinity pools, a swim-up bar, a private beach, and a lovely spa. Modeled after traditional Polynesian fare houses, the bungalows reach out over the lagoon and include roofs woven from pandanus leaves, private jetties that provide direct access to the water, and terraces ideal for watching the sunset. When hunger strikes, head to the onsite Tiare Restaurant, which features an open kitchen and nightly Tahitian dance performances, or Le Lotus, which is set in an overwater building and gives off a romantic vibe with live piano, gorgeous views, and French cuisine. The resort is also home to the Tiki Bar, a favorite local watering hole that serves cocktails in coconuts.

Secreted away on Giudecca Island is the glamorous, lagoon-facing Belmond Hotel Cipriani, originally opened in 1958 by Giuseppe Cipriani, founder of the infamous Harry’s Bar and the creator of that ubiquitous brunch cocktail, the Bellini. The peach-hued 15^th-century palazzo is styled with Murano glass chandeliers and Fortuny and Rubelli fabrics and has a Michelin-starred chef in house and several knockout restaurants all set on manicured grounds. The hotel is kept safe from the prying eyes of paparazzi behind a castlelike wall. No wonder it’s the luxury hideout of choice for celebrities (Mick Jagger is a fan) and the jet set.

If guests do feel like venturing out, the hotel offers one-of-a-kind outings with expert local guides such as a nighttime photography stroll, a visit to area wineries and farms via boat, and a kayak paddle on the lagoon.

This three-mile stretch of white sand is the only public beach at the gated Puntacana Resort & Club. Even so, non-guests can only reach the beach after dining at the resort’s oceanfront Playa Blanca Restaurant. It’s worth it, though, as the calm turquoise water is ideal for swimming, kayaking, and catamaran sailing. A mesh barrier keeps seaweed out of the swimming and beach areas, ensuring pristine water and sand as far as the eye can see.

The Caves, just west of Negril, is aptly named. While the 12 cottages and one villa sit atop honeycombed cliffs, the Blackwell Rum Bar, a private dining venue, and the massage table of the hotel’s Aveda Concept Spa are actually in underground grottos open to the sea. The setup is very Treasure Island, and the flicker of candlelight and the echo of waves off cave walls make it uniquely romantic. Each of the thatch-roofed cottages is as colorful as a paint box, and each gives a sense of being alone at the end of the land. This is one of music mogul Chris Blackwell’s Island Outpost properties, so the vibe at the Jacuzzi, sauna, or salt-water swimming pool is hip but relaxed. Although famed Seven Mile Beach begins almost where the cliffs end, the hotel itself has no beach, which is why a tradition at the Caves is to begin the day by jumping from the cliffs into the usually calm Caribbean below—or at least thinking about it.

On the ultra-exclusive island of Mustique, Basil’s Bar is a stargazer’s paradise—and not just at night. It’s a favorite of celebrities, meaning you never know just who will be seated at the next table. A series of roofs cover the open-air deck to shade diners from the hot sun and occasional shower as they enjoy tropical cocktails and freshly grilled lobster. Come for the dance party on Wednesday, the happy hour on Thursday, or the sunset jazz every Sunday at 5:30 p.m. Basil’s also hosts the Mustique Blues Festival at the end of January, with live music each night for two straight weeks.

Hong Kong’s tram system dates back to 1904 and still plies some of the same routes, stopping on average every 820 feet. Locals affectionately call the trams Ding Ding because of the bells rung when the trams approach a stop. The main line runs across the whole northern edge of Hong Kong Island, along what was once the waterfront, between Kennedy Bay and Shau Kei Wan Road, passing through the Central Business District and bustling Causeway Bay area. The six routes cover 19 miles and more than 100 stops. Most cars are double-decker and were rebuilt in the 1980s or later, but No. 120 dates back to the 1950s and still sports seats made of rattan and teakwood.

Boasting some of the best views in Kauai, this dreamy eatery serves up spectacular sunsets alongside splurgeworthy lunches and dinners. Start with the signature Monkeypod Mai Tai: A potent blend of Old Lahaina rums and orange curaçao, graced by honey foam. Then try the Thai-inspired coconut crab cakes, followed by the oven-roasted Jidori chicken with goat-cheese polenta or the wasabi-crusted fish with passion-fruit beurre blanc. Vegetarians won’t go hungry either, thanks to dishes like coconut corn chowder sweetened with local lemongrass and slow-roasted beets with tomato-cilantro salad and tempura asparagus. Often voted the island’s top restaurant by Honolulu Magazine, Beach House has also won a steady streak of awards from Wine Spectator.

Between the rugged coastline of the Banks Peninsula and the snowcapped peaks of the Southern Alps, the Canterbury Plains, formed by mountain rivers, make up one of New Zealand’s most fertile regions. The aerial view of the patchwork of green farms intersecting at Charing Cross has become an iconic New Zealand image. The plains are traversed by the TranzAlpine train, a scenic rail journey sweeping from Christchurch to Greymouth on the South Island’s west coast, taking in Arthur’s Pass National Park, the glacial Waimakariri River and many of Canterbury’s hill country farms.