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This urban icon started as a hippie food truck housed in a surf shop parking lot on Vancouver Island. It has since blossomed into three restaurants, two burrito bars, a taco joint, and two food trucks, located everywhere from Hastings-Sunrise and Yaletown to Gastown and the Financial District. Chef Stefan Hartmann, who once ran a Michelin-starred restaurant in Berlin, now captains these elevated spots along with founder Jason Sussman. Expect nuanced options like chorizo-kale, pork al pastor with pineapple, and chicken with pickled vegetables, all on soft wheat tortillas for six to seven dollars. Also noteworthy are the meat-free dishes like “vegetable scrapple”—a delicious fritter of squash and chickpeas, topped with herbed tomatoes. And don’t overlook the octopus tostada—Tacofino not only sources seafood sustainably but also participates in Vancouver’s Climate Smart program and is working toward being a zero-waste business.

Rising out of the surrounding lush, flat landscape are the pretty pastel-colored turrets of the 12th-century Kalmar Castle. In 1397, the Kalmar Union was signed here—a treaty that brought Sweden, Norway and Denmark together under a single monarchy. In 1592, the medieval castle was redesigned and converted to its current Renaissance style. Take a ghost tour through the halls and dungeons, and don’t miss the permanent historic exhibits.

Guidebooks often lack the practical pieces of advice that could save travelers some rather unpleasant moments, in the Greek Islands one such nugget of wisdom I missed in my reading was that after a late night fueled by Ouzo it is not ideal to ride in a high speed ferry. Thankfully the ferry ride from Mykonos to Naxos is a short one at under an hour. I was greeted at the terminal by part of the family that runs Hotel Grotto, a small retreat perched on the edge of the Aegean sea that would be my home while in Naxos. After weeks competing for beach chairs and being corralled down tight marble alleys in some of the more frequented islands, Hora (also known as Naxos Town) proved the perfect place to relax and experience Greece at a slower pace. Upon arriving to the hotel, the bags were taken out of my hand and replaced with a glass of wine made by “Pappa” along with local olives as I was led out to the pictured patio. The view from patio of the hotel is of the Portara, believed to be the beginning of the Temple of Apollo dated back to 530 BC and is an ideal spot to pack a picnic from the local grocery, and watch the sunset before heading into town for the night. On the walk back to the hotel rising above the town is The Venetian Castle Kastro. During the day it serves as a museum offering tours, on Sunday nights after sunset it hosts traditional music and dance made easier by the accompaniment of Kitron,a liqueur indigineous to the area.

Why we love it: A condo-style property near Pier 60 that’s perfect for traveling families

The Highlights:
- Spacious, residential-style rooms with kitchenettes
- A kids’ club for children and rooftop cantina for adults
- A prime location steps from the Gulf and Pier 60

The Review:
Steps from the ocean and famous Pier 60 stands the flamingo-pink Hyatt Regency, favored for its friendly, attentive service. A residential-style property, the hotel boasts 287 generously sized rooms and suites, complete with some combination of walk-out balcony, kitchenette, dining table, living area, and workspace. Also on site is a 24-hour gym, a serene spa with sun-warmed shell massages, and a heated pool on the eighth floor overlooking the beach.

Though rooms here cater to those who like to prepare their own meals, the hotel still shines with dining options. Guests can start the day with freshly brewed coffee and pastries from the grab-and-go Market and end it with a handcrafted cocktail at Off SHOR or the Latin-inspired Tropicana Rooftop Cantina (order your drink in a souvenir glass and it will come in a coconut carved into a monkey’s head). For dinner, there’s SHOR American Seafood Grill, which boasts a spacious patio and regional seafood dishes like whole local snapper and line-caught Florida swordfish.

Maui’s quiet town of Wailuku is home to some of the world’s most artful doughnuts. The owner of Donut Dynamite!, who goes by her nom de cuisine “Madame Donut,” started the business as a food truck. In 2016, she opened this brick-and-mortar location after she won the “Backyard Barbecue” episode of the Cooking Channel’s Sugar Showdown. Trained at the Culinary Institute of America, she brings a high-concept approach to her signature sweets, with standout flavors including bacon-maple, cheesy hammy, and a lush purple number featuring Molokai sweet potato and poi (a Native Hawaiian staple made from taro roots). Don’t miss the legendary Cinnamon Toasty Crunchy, topped with finely diced croutons made in-house, and be sure to get to the shop early—it opens at 6 a.m. and often starts running low on doughnuts by 9 a.m.

Roseau’s only oceanside dining option, the elegant Palisades pairs sweeping water views with one of Dominica’s best culinary experiences. Here, creative dishes showcase the island’s natural bounty, including produce sourced from local farms and fish straight from the Caribbean Sea. Start with dishes like BBQ jerk octopus and sesame-crusted tuna with a soy-chili dip. Then, move on to the lion fish, served with green-banana croquettes and mushroom sauce. Fancy something lighter? Try a lentil-black-bean cake or callaloo soup, made with baby taro leaves, coconut milk, yam, and green bananas.

Opened in 1916, this Upcountry Maui icon draws hordes of locals and savvy tourists with its racks of sweets, including legendary cream puffs and amazing stick doughnuts. The menu here also features pies, rolls, bread, cookies, cupcakes, turnovers, and irresistible guava malasadas (Portuguese doughnuts), but the bakery is best known for its Long Johns—yeast-risen pastry bars coated with glaze or icing. Go early, as the crowds pick the trays bare by 10 a.m., and be sure to check out the memorabilia of bygone eras tucked among the postcards, pantry staples, and fishing gear for sale.

An ancient atoll, Molokini lies 2.5 miles off Maui’s south coast, where the water is calm, clear, and teeming with marine life. Here, snorkelers and scuba divers can expect up to 150 feet of visibility, allowing for perfect views of yellow tang, parrot fish, black triggerfish, bluefin trevally, and even moray eels. To explore it for yourself, book a tour with Maui Classic Charters, which sails to Molokini in a 55-foot catamaran with a glass-bottomed viewing room. Choose one of the early-morning trips for a better chance of calm seas and bigger sea creatures like octopus and eagle rays, and bring along snacks, sunscreen, and, for those who run cold, perhaps a rash guard or thin wet suit, especially in the winter months.

Yo, ho, ho and oh, my! Up on Government Hill, this watchtower, built circa 1678, is known as Blackbeard’s Castle and is literally the stuff of legends. Although it’s open for debate whether the notorious pirate ever used the five-story tower as a lookout, one thing is for certain: Its views are tops. Nearby the flower-lined 99 Steps (technically there are 103), built in the 18th century of ship-ballast brick, lead from historic Kongens Quarter to some more terrific views of the island.

Why we love it: A vast resort on Table Rock Lake with every imaginable amenity

The Highlights:
- A lakeside location surrounded by miles of Ozark hiking trails
- A full-service marina for exploring the water
- Family-friendly amenities like a kids’ club and movie theater

The Review:
Just 10 miles from bustling Branson, Chateau on the Lake offers luxury accommodations in a serene lakeside setting. Nicknamed the “Castle in the Ozarks,” the property, with its signature blue-green roof peaks, is sprawling. Even the smallest guest rooms measure nearly 400 square feet, each with French Country furnishings, deep-wood accents, and views of the lake—often from private balconies. If you really want to stretch out, book the palatial Presidential or Vice Presidential suite, where four-poster king beds, separate sitting rooms, and jetted tubs make for an upscale stay.

When not relaxing in your room, take a dip in the indoor and outdoor pools, practice your serve on the tennis courts, hit the movie theater, or drop the little ones at the Crawdaddies Kids Club and head to the 12,000-square-foot Spa Chateau for treatments like the Table Rock Hot Stone Massage. Also on-site is a full-service marina for boat rentals, sailing charters, and activities like water-skiing, tubing, and fishing, as well as more than two miles of nature trails for hiking and bird-watching. When you factor in dining options as varied as an award-winning grille, a café and wine bar, a bakery, and a deli, there’s really no reason to ever leave the property—except to swim in Table Rock Lake.

Schloss Elmau, set at the foot of the craggy German Alps, has a fascinating past. A German theologian opened the hotel in 1916 as a place for visitors to commune with nature while attending religious lectures, public readings, and classical music concerts. In the aftermath of World War II, he lost the property to the U.S. Army, but it was eventually returned to his family. Then in 2005, a fire swept through the original Schloss (castle), causing severe damage, and the owners saw the disaster as an opportunity to rebuild and add another, all-suite hotel on the property to serve as a cultural gathering place. Today, Schloss Elmau still hosts music and literary events—more than 170 each year—and, impressively, served as the site of the G7 Summit in 2015.

Impeccably furnished in shades of soft red, cream, and gold, the 162 rooms are elegant yet understated so as not to distract from the sweeping views of the meadows and mountains beyond. Families will appreciate the larger rooms in the new building, but couples may enjoy soaking up the grand feeling of the original property. The real attraction here, however, is the spas. There are six in all, including one for families, with a large indoor pool and five different types of saunas; the adults-only Badehaus, with three pools, saunas, a yoga center, a beauty salon, and relaxation rooms with floor-to-ceiling windows and open fireplaces; and the Shantigiri spa, featuring separate pools and facilities for adults, families, and “ladies.” Another spa is set on 40 acres with a stream. Once you’re sufficiently blissed out, there are 10 restaurants to choose from, including the Michelin-starred Luce d’Oro.

Affectionately nicknamed by locals as the “Castle in the City” for its copper-green, fairytale-like roof, the Fairmont Hotel Vancouver was once a Canadian Pacific Railway hotel—a fact that’s intertwined with the history of the city (and the railroad) itself. Guests can learn some of that story via displays in the vast lobby, where they sit alongside designer outlets like Gucci and Louis Vuitton. The lobby—as well as the Notch8 restaurant and bar, function spaces, Heritage Suites, and 507 guest rooms—recently emerged from a $55 million renovation done in advance of the hotel’s 80th anniversary. A revamp of the Fairmont Gold “hotel within a hotel” concept and lounge will launch in 2019.

The decor in the spacious rooms is sophisticated and classic, with dark woods, polished brass, and plush velvets accenting the crisp, white linens and muted palettes. Some suites even connect, making the Fairmont a solid choice for family travel. Enjoy Canadian dishes, afternoon tea, and bar bites—plus more railway travel nostalgia—in Notch8 (which is named for a train’s top speed), then work it off in the indoor pool or the well-stocked gym, which features Technogym equipment and a Kinesis wall. The Absolute Spa offers signature services using West Coast ingredients.

Expect to be transported back to medieval times during your visit to Château de Chillon. More than 1,000 years old, the beguiling castle has inspired many poetic greats, none more so than Lord Byron, whose poem The Prisoner of Chillon was based on François Bonivard’s imprisonment. Travel across Lake Geneva on a paddle steam boat to arrive at the castle and note that the Rivera Pass, offered by most hotels, grants you half-price admission. Once inside, pick up an audio guide (available in English) and explore everything from cobblestone courtyards and eerie dungeons to secret passageways and castle walls.

Located in the middle of New York harbor, less than half a mile from Manhattan (and even closer to Brooklyn), 172-acre Governors Island feels like a world unto itself, far from the bustling city. It has played a key role in the defense of New York at various points and two fortifications here, Fort Jay and Castle Williams, reflect that history. From 1966 to 1996, the island was a Coast Guard station; since it closed, the city, state, and federal governments have discussed various plans for the island’s development. In the meantime, it is open to the public for six months each year, from May 1 to October 31, when it is possible to wander among the Coast Guard barracks, visit the commander’s house, and bike around the mostly car-free island. Ferries depart from both Manhattan and Brooklyn starting at 10 a.m. and running until 6:15 p.m. on weekdays and 7 p.m. on Saturday and Sunday. During many weekends in the summer, art fairs, food festivals, and other events help draw visitors to the island, but even if you go on a day without anything special scheduled, a journey here provides a refreshingly different perspective on New York.

For those who aspire to travel as trendsetters in Jamaica, it helps to know that Port Antonio, way out on the eastern end of the island, is the destination to head for. And the address to shelter at is the Trident Hotel, whose 13 waterfront villas would not look out of place on South Beach. Nor would the crowd that hangs around its infinity pool or in its restaurant, Mike’s Supper Club, where local musicians and the occasional celeb sit down to knock out tunes on the 1917 Ferrari-red grand piano. The Trident Castle, a kind of fantasy annex, is a former private residence whose grand rooms, sea-view terraces, and dollhouse-size chapel make it ideal for destination weddings. A hard road to get there? Not for guests who avail themselves of the helicopter pad.