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Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.

A historic property, Hiiragiya has hosted many a notable writer, artist, celebrity, and imperial family member since its opening in 1818. Operated by the same family for six generations, the ryokan is steeped in centuries-old tradition, etiquette, and service, with the aim of making guests feel at home during their stay. Rooms are spread across two buildings—the original with its classic style, and the newer, sleeker wing, where the color palette is a bit brighter and the windows and doors are more modern. Both feature updated amenities, however, including flat-screen TVs, minibars, and free Wi-Fi. Among the hotel’s other highlights are the kaiseki-style meals, during which kimono-clad guests enjoy course after beautiful course at low tables. Breakfasts and dinners are both included in your stay, and feature seasonal bites served in locally made lacquerware bowls and boxes.

The hippest kid on the block has risen from the most unlikely of origins: the Fenway Motor Hotel, a run-down mid-century relic that once housed all manner of misbehaving musicians. Today the hotel feels more like an of-the-moment Los Angeles enclave, with mid-century furnishings, floor-to-ceiling Mondrian stained-glass windows, and upscale bathrooms. Local music and pop-culture memorabilia decorate the rooms and foyers, from framed Boston Phoenix covers (the city’s now-defunct alt-weekly) to vintage speakers and ‘70s-era phones.

In keeping with the rock-and-roll theme, both the lobby and the outdoor pool area regularly host live music. Lansdowne Street, home to legendary clubs like House of Blues, is just steps away, and of course no visit to Boston is complete without a stop at next-door Fenway Park (tours of the ballpark are available daily and year-round).

One&Only Royal Mirage, the calmest and most elegant of Dubai’s mainland beach resorts, consists of three Arabian-styled palace hotels set amid a lush, 65-acre palm garden fronted by a three-quarter-mile white-sand beach. The Palace, the oldest and largest hotel, still has the feeling of an intimate escape despite the past decade’s frenetic high-rise construction along the coastal highway. The Arabian Court draws local couples and, in winter, sheikhs who take trained falcons to tea in the lobby. The most exclusive joint, the Residence, is closest to the spa where guests indulge in massage-themed vacations. All rooms share a French-Moroccan decor and courteous staff who continually offer fruit skewers, cold towels, and drinks around four of the U.A.E’s most beautiful outdoor pools.

A delightful peach-colored villa set directly on Treasure Beach, this Jamaican-owned guesthouse is a gem, and feels more like a vacation home than a hotel. There are six spacious guest rooms and two larger suites, each with their own patios or balcony with a glorious sea view. The interior is intricately decorated with carefully chosen African-themed paintings and sculptures, and the owner—who returned after many years in the US—takes pride in providing true Jamaican hospitality. There’s a bar and no restaurant on site, but that doesn’t prevent the large kitchen and staff cook from taking your daily orders for breakfast and dinner, dishing out excellent local specialties that are served poolside with the sea in front of you. It’s one of my favorite places to stay and get away from it all.

A massive stretch of soft white sand calls you to the Caribbean at Cancún’s largest public beach, a quiet spot amid Hotel Zone resorts. The waves can be a bit rougher than elsewhere, so it may not be great for swimming, but the strand is one of the city’s few surfing spots. Playa Delfines also goes by the name El Mirador, thanks to its spacious hilltop deck overlooking the ocean and hotel skyline and its large, colorful “Cancún” sign that’s perfect for photo ops. Among the other welcome amenities: restrooms, a playground, small shady palapas, and an outdoor gym.

You can’t go wrong with any of the Intercontinental David’s rooms, all 555 of which look out onto the Mediterranean, but those seeking the ultimate view should at least consider the Jaffa Suite for its privileged perspective on Old Jaffa, or the Tel Aviv Suite, where the panorama includes Jaffa, Tel Aviv, and the sea. On the other hand, this hotel is so centrally located that you could simply walk to anything you want to see, from the evocative old city of Jaffa with its minarets, stone walls, and bobbing boats, to the Neve Tzedek district full of bohemian cafes and boutiques. Although you’ll be tempted to fill up on produce, halva, and pastries at the nearby Shuk HaCarmel market, save room for at least one dinner at the Intercontinental David—especially the traditional Shabbat meal that takes place in the third-floor Jaffa Court on Friday nights.

At Lizard Island, luxurious amenities meet an ecologically diverse island paradise. The sole resort on the island, the exclusive spot features 40 rooms as well as 24 private beaches, all but guaranteeing your own pristine sliver of paradise. Accommodations range from posh villas set apart from one another (including the two-bedroom, cliff-top villa, with its 26-foot pool and endless views of the Coral Sea), to garden-view rooms with private terraces and pathways leading directly to Anchor Bay beach. Furnishings follow a tranquil white-and-gray color scheme, while amenities include LCD smart TVs and Apple docking stations. Guests also receive their own motorized dinghy, standup paddleboards, clear-view sea kayaks, and snorkeling gear for exploring Giant Clam gardens and the schools of brightly colored fish in the surrounding waters. The more adventurous can even arrange for private deep-sea dives to locations accessed exclusively by the Lizard Island Marine & Dive team, ensuring you’ll have the coral reefs all to yourself.

Why we love it: A centrally located stay near Laguna’s best beaches, parks, and restaurants

The Highlights:
- A dreamy setting right above Main Beach
- Delicious breakfasts and daily wine receptions
- A location within walking distance of Laguna’s best restaurants

The Review:
Galleries, restaurants, and nightlife lie just steps from the Inn at Laguna Beach, while Heisler Park sprawls along the nearby bluffs, offering a place to stroll, see art, or simply lounge in the sun on a grassy lawn. Still, guests don’t even have to leave the hotel to enjoy sand, surf, and epic Pacific sunsets. Here, the 70 guest rooms mix modern comforts (European-style duvets, pillowtop mattresses) with coastal style (louvered shutters, rattan furniture). Some even include private patios or balconies, but all feature extras like newspaper delivery, iHome docking stations, and loaner umbrellas and beach chairs.

Following a multimillion-dollar renovation in 2012, the Inn now boasts a more sustainable design, complete with low-VOC paint, renewable bamboo furniture, low-flow faucets and showers, tile made from recycled stone, and birchwood key cards. Not everything is paired back, however, especially the hotel’s signature breakfast, which includes artisan pastries, bacon brioche sandwiches, and bowls of fresh sliced fruit. Guests can also look forward to a daily wine reception, chilled milk and cookies in the lobby every evening, and cocktails at the Pacific Terrace Bar, which sits high above Main Beach. Best of all, the Inn is dog-friendly, so you can bring along your four-legged friend for a couple of days on the beach.

This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.

When I hear the word lagoon, I don´t envision it being a place I´m going to want to swim. Laguna de Apoyo, located between the cities of Masaya and Granada, completely changed my mind. This warm, fresh water lagoon (actually the size of a lake) with a stunning view of the Mombacho Volcano, is the perfect place to spend a hot day in Nicaragua. You can access the water either from the public beach or through a hotel like Posada Ecologica la Abuela. If you access it through a hotel you’ll either have to pay $6 or spend about $8 at the restaurant. It’s an easy trip from either Managua or Granada, and you can hang by the Apoyo during the day and make an afternoon trip to the Artisan Market in Masaya.

Just a few blocks from the hotel, the Surquillo Market bustles with daily life, as locals shop the stands for their fresh groceries. You’ll find stalls selling a bounty of seafood, vegetables, fruits, meat, herbs, and many surprising and unfamiliar indigenous items. For an insider’s look at the market, book the Belmond Miraflores Park’s private Gastronomic Discovery experience, which includes a guided market tour—during which you’ll shop for ingredients—followed by a cooking class back at the hotel and then lunch at Tragaluz. Photo by Carolina Murga Portella/Flickr.

Home of the Venice Film Festival, the Lido is also where you’ll find Venice‘s beaches—Shelley and Byron went horseback riding here back in the day—as well as the Grand Excelsior Hotel, whose bar is often crowded with celebrities during the festival (and other times of the year, as well). If you’re a classic film fan, the hotel might look familiar: Luchino Visconti’s Death in Venice was shot here. The island has a decidedly lively feel compared with Venice itself, less a museum piece and more a buzzing destination, popular with Venetians and visitors looking to spend a day by the sea.

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.

My husband treated me to an unforgettable 40th birthday present - a trip to beautiful Iceland. The country had so many remarkable things to offer: gorgeous Icelandic ponies; dramatic, icy waterfalls; rocky black-sand beaches; brillant, dancing Northern Lights. One of my favorite features though was the gorgeous lighting that the short winter days cast. The sun rises around 10:30 a.m., stays just above the horizon all day, and then starts to set at around 4:30 p.m. The result: landscape bathed in a soft alpenglow all day, a photographer’s dream lighting. Vik, the southernmost village in Iceland, was a scenic coastal town with just around 300 residents. Vik’s black basalt beach that contrasted dramatically with the bright white snow on the mountains created a breathtaking scene, especially when coupled with the pinks and blues cast by the setting sun. My husband and I look forward to returning to Iceland in the summer to see what the landscape looks like covered in bright green rather than snow and for some amazing hiking.