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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.

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).

An Old World grande dame of the 19th-century tradition, the InterContinental Amstel Amsterdam presides over the Amstel River from its waterfront perch at the eastern edge of the original city. An imposing example of a Dutch take on French Renaissance Revival architecture of the period, the hotel—known initially as the Amstel Hotel—was conceived of by well-to-do Amsterdam doctor Samuel Sarphati to attract wealthy Grand Tour–goers to the struggling city. Since then, dignitaries from Queen Elizabeth II to former President Bill Clinton, and celebrities from Audrey Hepburn to George Clooney, have entered the imposing lobby—with its grand staircase, marble columns, and gilded chandeliers—and taken up residence in its opulent suites.

While in its latest iteration the hotel has updated itself in all the right ways, it still offers each guest the superlative but understated service that such royals (of both state and silver screen) would expect, down to the private butler service that comes with each room. The current French-inspired decor channels the building’s original architecture and includes romantic hand-drawn wallpaper in bedrooms. The unfussy, seasonal cuisine and craft cocktails in the restaurants and bars infuse the traditional space with modern sensibilities. Even the health club has its feet in both past and present: The thoroughly modern facilities were inspired by one of the forefathers of physiotherapy, who took up residence in the hotel and treated such distinguished clients as Empress Elisabeth of Austria there.

This is not your everyday burger joint. From the outside, Burger Bar looks like a typical fast food dive, with a neon sign above a door leading into a narrow, brightly lit interior. Outside tables are likely to be packed with Amsterdammers and there might be a wait for a stool at the bar or one of a few tiny side tables. There’s no ambiance whatsoever, but when your order arrives, you’ll know why you came. For simple, quality food, from juicy burgers to chicken and portobello mushroom sandwiches, Burger Bar does not disappoint. Especially if you’re looking for a quick snack or meal at 4am. With three outlets in Amsterdam, this local favorite offers gourmet burgers in 200- or 270- gram sizes. For a few euros more than a Bic Mac, bite into a juicy patty made with 100% freshly ground Irish, prime aged U.S. Black Angus or Wagyu beef—pure Kobe deliciousness on a locally-baked sesame seed bun. Burgers are grilled as you watch and served with fresh lettuce, tomato, pickle and creamy sauce. Optional toppings include bacon, cheese, grilled onions or mushrooms, avocado, fried egg and/or jalapenos. A side of Belgian fries—crunchy on the outside, fluffy on the inside, delectable with mayo, samurai sauce, blue cheese or other gooey toppings—completes your meal. The outlet on Reguliersbreestraat is a great spot to grab a meal before a movie at the Tuschinsky, around the corner. Others on Kolksteeg and Warmoesstraat fit the bill after the bars and everything else in town has closed.

Dutch restaurants are not renowned for their customer service. But at Yumi Sushi off Max Euweplein, you control when and what you’re served because you fetch your own selections from a rotating conveyor belt. Plates are color-coded according to price and the bill is calculated by counting plates. At €2.25‒6/plate, you can rack up quite a bill if you’re not careful. But the food is fresh and delicious (nothing stays on the belt for more than two hours), and you can be in and out quickly if time is an issue. The concept is not new, but it’s especially nice in Amsterdam, where hospitality personnel are paid more than servers in America, thus typically don’t exert themselves for tips. Here, you’re on your own at the bar, where fresh offerings come around immediately after they’re prepared by Dutch and Asian sushi chefs as you watch. The interactive component adds to the fun. The sleek, contemporary restaurant is adjacent to Leidseplein, so you have an overview of the people parade through big windows that keep the place bright. It’s not the most gezellig dining option in this bustling area, but it’s a great spot for a fast, no-frills (if somewhat pricey) meal. At tables, €12–40 menus come with miso soup, rice, dumplings, 12–40 pieces of sushi, and fried bananas with ice cream—a better deal than the rotating sushi if you don’t mind the chef’s selections. Hot dishes like chicken yakitori, breaded shrimp, gyoza dumplings and grilled asparagus also can be ordered at the bar.

Wynand Fockink founded his namesake distillery on this narrow alleyway off Dam Square in 1724 (and the building is even older, dating to 1679); some 70 varieties of jenever (Dutch gin), fruit brandy, and liqueur are still produced here today. In the small, beautifully preserved tasting tavern you can learn about—and more importantly, sample—both oude (old) and jonge (young) jenevers, as well as classic Dutch liqueurs like Bruidstranen (bride’s tears), an orange-flavored cordial with flakes of silver and 22-karat gold. Let the bartenders guide you on the traditional method: Bend down and slurp from the tulip-shaped glass—no hands allowed! You can also sign up for a one-hour tasting session and tour of the distillery; the cost is €17.50 (about $20).

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.