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Cayo Espanto is one of those fantasy vacation spots, the kind that one might think exists only in daydreams. But this private island actually is the stuff of dreams, with powdery sand and private beaches lapped by the clear Caribbean waters, doting service, and plenty to do—or not. Cayo Espanto, one of Belize’s hundreds of cays (off-shore islands), sits three miles off the coast of another Belizean island, San Pedro, and can boast what few other properties can: a location right along the second-largest barrier reef in the world.


Each of the seven villas occupies its own private slice of the cay, and an excess of amenities is included: airport pick-up service, boat transfers to and from the island, personal butler service, three customized meals per day, snacks and drinks, and all non-motorized activities, including the use of kayaks and a sailboat. Villas are painted in tropical hues and are exceedingly comfortable, with windows that open right up to ocean views. Some have private infinity-edge plunge pools.

The world’s largest chocolate shop also includes two restaurants and is a dream come true for travelers with a sweet tooth. At the Chocolate Café, you can fill up on hot chocolate, tortes and chocolate treats. The Chocolate Restaurant specializes in incorporating chocolate, as well as cacao, into savory dishes. You’ll want to pick up some gifts for friends at home—or just snacks for later in the day—at the shop.

Kimana Sanctuary is special for a number of reasons. Not only was it the first community-owned conservancy in Kenya when it was established back in 1996, it’s also located in a crucial wildlife corridor that links Amboseli National Park with the with the Chyulu Hills and Tsavo protected areas, providing animals with a route though the narrowest part of the space between two settled areas. When elephants pass between the areas, they are able to use this corridor; sometimes they will just pass through the Sanctuary and other times they will stay for months.

Accommodation for guests is available either by camping in a tranquil spot by the river or staying at the dreamy Kimana House, a four-bedroom self-catering property that comes with an on-site manager to do the washing up. Two notable organizations are involved: Big Life Foundation manages the Sanctuary in partnership with the Sheldrick Wildlife Trust.

Coney Island’s history dates back to the 1800’s, when it was envisioned as a working man’s paradise. For pocket change, you could enjoy rides and hot dogs. While you’ll need a little more than pocket change now, this venture outside Manhattan has a true charm, and can connect with most anyone’s inner child. Over the summer you’ll find packed beaches, Friday night fireworks, and the famous Nathan’s hot dog eating contest on July 4. But if you’re coming from Midtown or the Upper East/West Sides, be sure to take an express train or you’ll be in for a ride not quite as amusing as the Cyclone.

Being in Santorini was like a dream come true. The breathtaking views were like none other I had ever seen. The white buildings against the beautiful blue sea. I spotted these two dogs and thought to myself, “Wow! What a life. What I wouldn’t give to be able to live here and enjoy this view on a daily basis.” They looked so relaxed sitting in the warm sunlight. Every time I look at this picture it takes me back to that moment. I was literally speechless. Just soaking in my beautiful surroundings. We were on a tour, headed to a wine tasting, and we stopped for pictures. I had never seen anything so beautiful in my life. This was an unforgettable trip, better than I could have ever imagined.

Dreaming of chasing fresh, untrammeled powder? Then Tsaina Lodge, widely regarded as the birthplace of the Alaskan freeskiing scene, is for you. Its location on Thompson Pass, a gap in the Chugach Mountains known for its record-setting snowfalls (averaging over 700 inches a year), and dramatic slopes combine for epic heli-ski exploits on runs that average a steep 3,500 feet. Come summer, the repertoire of helicopter-assisted adventure excursions widens: Fly out to fish, hike, or glacier trek the seemingly limitless surroundings. Après-activity luxuries await back at the lodge, which is situated on the grounds of what had once been an avalanche-safe roadhouse, built in 1949. The dilapidated building was bulldozed and rebuilt in 2012, and the result is a boutique hotel that stands out for its modern, contemporary design. Floor-to-ceiling windows look out onto either glacier or forest from each of the 24 rooms, and there’s a gym, yoga space, and spa—along with a fine-dining restaurant with a focus on local seafood, meat, and game, and the reopened Tsaina Bar, legendary among early freeskiiers.

So where are we now? Could this be Vienna in central Europe in the early 20th century? Or maybe Paris in the same era? No, this is a small Gothenburg hotel, restaurant, and bar that fulfills the dreams of owner Thomas Peterson. Coming from a well-renowned family in the restaurant business, Peterson wanted to create his personal vision of an extraordinary restaurant and hotel that paid homage to childhood memories of his grandfather hosting celebrities and artists at home and in his restaurant. Try the afternoon tea, or have a drink on the roof terrace. No matter what you eat or drink, the ambiance is a large part of the experience.

The two owners of Galapagos Safari Camp dreamed up the idea for this luxury tent camp while sitting in a tree and admiring the views on the 135-acre farm where the lodge now sits. Opened in 2007 in the highlands of Santa Cruz’s transition zone at 1,575 feet above sea level and bordering Galapagos National Park, the camp is modeled after African safari camps but sports an Ecuadoran theme. The main lodge, complete with a 15-foot Balinese teak dining table and a glass wall looking out to sweeping vistas of the Pacific Ocean, anchors the rural property. The luxury tents are connected to the lodge by a volcanic rock path and sheltered under three layers of covering to protect from sun and rain. They sit on elevated platforms and are outfitted with balconies and en-suite bathrooms with hot showers. Part of the owners’ vision for the property has been to rid the former cattle farm of invasive species, allowing the endemic plants that are better protected in the national park to once again flourish. These measures will increase the activity of the giant tortoises that occasionally make their way onto the property.

A Hawaiian fantasyland on Oahu’s more remote leeward coast, about 40 minutes from Waikiki, Aulani is so seductive—for all ages—that many guests are loath to leave the property at all. And who can blame them? The beach is an idyllic cove (albeit a man-made one) stocked with kayaks, boogie boards, and everything else little beach bums could want. Then there are the three pools, including one for adults only and one filled with tropical fish for snorkelers-in-training, two impressive waterslides, and the biggest crowd-pleaser of them all, a 900-foot-long lazy river where guests, big and small, splash around on inner tubes as they meander around a faux-rock grotto. Goofy, Minnie, Mickey, and the rest—all in their vacation outfits—make occasional cameos at the breakfast buffet or by (sometimes, in) the pool. But while Aulani is most assuredly every kid’s dream, it is not every parent’s nightmare. The resort decor is more traditionally Hawaiian than obnoxiously Magic Kingdom; the lobby is built to recall an old canoe house, on a grand scale, and is covered in murals, painted by local artists, depicting island life. Hawaiian storytellers gather around a fire pit at night, and rooms have warm woods, with a single subtle reference to the Mouse King—a wooden carving of Mickey with a surfboard and ukulele that doubles as a desk lamp. Perhaps best of all, the Aulani has an outstanding, supervised kids’ club that’s free to guests ages 3 to 12. Babysitters are available for kids as young as six weeks old.

Active from the 13th to 15th centuries and considered an influence on the pre-Renaissance movement, the Sienese School of painting is identifiable by its themes—always religious, and usually with a focus on Biblical miracles—and its signature style, a dreamy mix of Roman, Gothic, and Byzantine influences that often feature dazzling gold backgrounds. Opened in 1932, this museum boasts one of the world’s largest collections of Sienese School works, as well as a number of Renaissance and late-medieval pieces from Italian artists. Wander through the impressive building—a combination of two 14th- and 15th-century noblemen’s palazzi—to find works like Duccio’s Madonna and Child, Michelino da Besozzo’s Mystical Marriage of Saint Catherine (celebrating the “calling” of Siena’s native daughter), and Bartolo di Fredi’s expansive Adoration of the Magi. Paired with a visit to Florence’s Uffizi, coming here offers insight into the differences—and longtime rivalry—between the two cities.

Ask someone who’s stayed at Number 31, a downtown Dublin house-hotel, what it’s like and he or she likely won’t get past the breakfast: the pears poached in vanilla syrup, Wexford strawberries, eggs scrambled with smoked salmon from the west coast, and slices of zesty cranberry loaf. Such homey food served in a sunlit dining room is part of what makes Number 31 feel less like a hotel and more like the pied-à-terre you’ve always dreamed of. Comfortable rooms and unobtrusive staff add to the urban townhouse vibe; the hotel owners, Noel and Deirdre Comer, manage to be warm and welcoming while also leaving guests to make themselves at home around the peat fire in the sunken lounge.

A wild garden separates the hotel’s two buildings, a Georgian terrace house and the coach house, and the overall modernist-meets-classic design owes to architect Sam Stephenson, who lived in the house as he renovated it in the 1950s. Number 31 is a favorite of Dublin insiders, from artists to architects to the designer John Rocha.

In recent years the construction of Roppongi Hills Mori Tower and Tokyo Midtown has made Roppongi a high end shopping destination. Tokyo Midtown and Mori Tower combine art and fashion. Tokyo Midtown tauts stores like Pleats Please Issey Miyake, Boss Orange and museums including 21_21 Design Sight and The Suntory Museum of Art. While Mori Tower has The Mori Art Museum, and designer shops including Alexander McQueen, Diane Von Furstenberg, and Kate Spade. Both complexes have a rich assortment of traditional Japanese restaurants and global cuisine. Sukiyabashi Jiro Sushi is the Roppongi Hills sushi restaurant run by the son of Takashi Jiro, Tokyo‘s famous sushi chef featured in Jiro Dreams of Sushi.

Gonçalo Alves and his wife, Marta Fonseca, spent eight years turning an abandoned chicken farm on Portugal’s wild Costa de Prata into their dream retreat. “We wanted a big house to share with people,” says Alves. Their hotel, located a 45-minute drive north of Lisbon, is a whimsical escape with a hippie vibe. Each night Alves and Fonseca invite guests to join them for wine and traditional folk music around a bonfire. The architecture is modern, but the interiors have a fashionable flea-market feel. Inside the 10 rooms and four villas you’ll find bedding, rugs, and light fixtures from Morocco and India, driftwood-frame beds, and fireplaces that hang from the ceiling. Doubles from $345. 351/2-6193- 6340. This appeared in the October 2013 issue.

Perched on a not-so-lonely nude beach on the northern end of Sauvie Island is an enigma. Well above waterline lies a 30-foot orb that piques the imagination and challenges explanation. The “spaceship” origin is not interstellar but certainly presents itself as other-worldly. The craft is actually a ferro cement experimental boat built around 1970 just upriver. It was designed as a self-righting sailboat and carried a local family on adventures for a couple decades before it got away. Now covered in moss and graffiti, it sits as a testament to Oregon innovation and exploration. To do some of your own exploring of this mysterious craft, take Reeder Rd out to where the pavement ends at a spot called Collins Beach, aka the nude beach. (Yes, if you venture out in summer, you will see naked people.) There’s a parking area (permit required) and trails down to the beach. Sitting up in the trees, just above the sand, sits the stripped-out hulk of a dream. The tri-hulled beast looks more like a lifeboat than a spaceship, but alien nonetheless. Be careful climbing around if you decide to explore inside. The rusting steel framework is losing its cement skin in places and can be dangerous. Cycling to the site is a great way to spend an afternoon on the island and get a great workout in the process.

This isn’t the first time I’ve seen this, but it was the first time I had my phone on me while I was hiking up Meadows Canyon Trail. Not only is this spot one of my favorite places for a sunset in the East Bay, it’s apparently also a great spot to journal, paint and dream. If you head in to Tilden Regional Park, I’d suggest you park at the Loan Oak Trailhead. From there, you’ll head left up the Meadows Canyon trail. Once you’ve gone 1.43 miles you’ll hit the Curran Trail and you’ll want to make a left to be able to head up into the Inspiration Point parking lot, so that you can see the view from the far side. Then, return the way you came and head south on the Curran Trail. You’ll quickly descend to the intersection where you can take a right on the Wildcat Gorge Trail that will lead you all the way back to the same place you parked your vehicle. The entire time you’re on the Wildcat Gorge Trail, you’re in the shade of the trees and following the stream. Roundtrip, the hike is only about 4 miles. Welcome to the East Bay, a place that Monet would have loved to paint, after all that time in Giverny, France.