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Situated on Northeast Portland’s Alberta Street, smack in the middle of the Alberta Arts District, Caravan is an unique alternative to the same old hotels or vacation rentals. The hotel is comprised of six tiny, individually styled houses for rent, from the cabin-like Skyline (made mostly from upcycled material) to the Amazing Mysterium (a vaguely steampunk affair modeled after a vardo gypsy wagon, with lovely additions such as stained-glass windows and lots of built-in shelving). In true Portland style, the houses are clustered together in a “pod,” similar to how many of the city’s famous food carts are arranged. In lieu of a lobby, there’s a central outdoor common area with a fire pit (s’more-making is encouraged, and supplies are provided). Note that live bands perform for guests and a limited number of community members on Wednesday evenings during the summer months, and the whole area gets busy on the first Thursday of every month, when Alberta Street transforms into a pedestrian-only night market-cum-street party that lasts well into the evening.

The perfect souvenir for the food-loving traveler? Slim bars of chocolate wrapped in paper patterned with groovy midcentury designs. Or a pale blue box tied with a satin ribbon, holding a treasure of pralines, caramels, and squares of dark chocolate. Vestri is a family-run establishment that has been turning out delicious chocolate creations for more than 30 years. The clan owns its own cocoa plantation in the Dominican Republic, which ensures the quality and ethical sourcing of its products. The shop also sells modern confections like white chocolate with salt and sesame, as well as sweets based on ancient Florentine recipes. Take decadence to the next level and indulge in a scoop of creamy gelato affogato, drowned in hot chocolate, while you shop.

A collection of rambling beach bars, The Strip on South Frigate Bay is the best “lime” on St. Kitts—a beach bash by day that transitions to an open-air dance party, moveable feast, and pub crawl by night. The area is within walking distance of the St. Kitts Marriott Resort, but it’s a popular nightlife destination for locals and visitors from all over the island. Don’t miss Mr. X’s Shiggidy Shack, the most famous bar on St. Kitts, where you can enjoy grilled lobster alongside an ever-changing lineup of live entertainment, from karaoke to fire-eaters. Also worth visiting are Vibes (St. Kitts’ closest thing to a sports bar), ChinChillas (for Mexican food), and The Dock Bar, which offers a more relaxed scene and, as its name suggests, its very own dock. Wherever you land, expect live bands and DJs to keep the dance floor hopping well into the wee hours. If you get tired, cool off and then rev up with a “Ting with a Sting,” a popular drink of local CSR rum mixed with grapefruit soda.

At first glance, the lobby is the place to be at this boutique hotel in the Gaslamp Quarter. At check-in guests are offered a selection of local wine and beer—and again during happy hour. Under soaring ceilings supported by leather-wrapped pillars and surrounded by colorful art, you can sip and socialize. But don’t ignore the scene on the roof, either, where you’ll find a pool with oversized, floating pillows; fire pits with food and drink service; and views of the Coronado Bridge, Mount San Miguel, and the old and new architectural icons of downtown. In fact, the rooftop is so special, you may want to book the only accommodation in the 159-room hotel that grants you direct access to it: the Cabana Suite, where a private staircase leads to your own poolside cabana. On the other hand, if you’re traveling as a family, you may find that another option beats private rooftop access: the Star Suite, complete with three king-size beds, two of which form a custom-built bunk bed. Either way, expect ultra-modern furnishings paired with skyline views.

What’s a roti? The simple answer is the ultimate comfort meal of curry wrapped in a thin dough—borrowed from India and perfected in Trinidad and Tobago. You have to understand — making roti is not an easy task. Like many other traditional Caribbean foods, it takes a lot of time and effort to make something this comfortingly delicious… And perhaps those hours of anticipation actually added a little something to the flavors when you finally got the finished, hot roti in between your hands. It starts with the “skin” or roti (officially, only the skin is called roti, but in the Caribbean, we apply the name to the whole package). This is where a roti becomes a success, or literally falls apart. Any time you buy a roti, this is always the thing most people comment on. “Skin’s too thin.” “Skin’s too thick.” “Skin’s too dry.” Etc. The roti skin has to be just right, or the whole thing will fail. My favorite type of skin is dhalpuri which is just what you’ll find at Roti King — now just ask them to fill it with goat, chicken, or shrimp and you in business!

For Michelin-starred chef Eric Frechon, opening a 110-seat restaurant in the heart of Paris‘s busiest train station (Gare St.-Lazare) was effectively a way to reconnect with his democratic, bistro past. The Bristol Hotel chef is an avowed proponent of no-fuss, simple food executed to perfection. He jumped at the chance to dedicate a space to his special brand of cooking when he was approached by the SNCF transport company to create a restaurant worthy of the station’s newly renovated image—a destination for transients and locals alike, open morning, noon, and night. Frechon stepped in to offer a wildly accessible, haute casual menu of French comfort classics in a gorgeous, lofty space that is equal parts café-bar and swish restaurant. In addition to the full menu, expect daily specials, a robust wine selection, and a standout dessert that will have you returning time and again: the Paris-Deauville, a sweet homage to Normandy, his birthplace, in the form of a caramelized, cold soufflé. The classic brasserie has experienced considerable decline in recent years, but with Lazare, Frechon revives the iconic lieu de vie with deft style.

L’Express, on rue St-Denis in the Plateau Mont-Royal neighborhood, opened in 1980 and has about it the air of a beloved institution. Indeed, with its timeless style, it feels even older than it is. This popular spot serves classic renditions of bistro fare—steak tartare, bone marrow, onion soup—into the early morning hours (2 a.m. except for Sundays, when it closes at 1 a.m.). When the kitchen ventures into new territory, the results are impressive. The spaghetti with mushrooms is unconventional in its presentation (topped with a healthy serving of arugula)—one of those dishes you try on the road and then want to re-create at home. Reservations recommended.

The Flying Biscuit, owned by waitress and chef Delia Champion and Indigo Girls member Emily Saliers, opened in 1993 and since then has expanded its original Candler Park location and franchised all around town. At least 5,000 of their famous biscuits are made every day at each location. As you can tell, those biscuits are the main attraction. They’re sweeter than the standard biscuit and are served with cranberry apple butter. Also recommended: an omelet with a side of their “creamy dreamy” grits or the Eggstra-Ordinary Breakfast, pictured here.

A gloriously eccentric venue, Sketch isn’t a restaurant so much as a collision of ideas, design, food, and frivolity in a large Mayfair townhouse. Its Parlour serves all day breakfast and then evening cocktails in an ambience that’s less Alice in Wonderland and more seriously deranged Hatter. The Gallery is designed by artist and comic genius David Shrigley, meaning that your afternoon tea with one-of-a-kind pastries and cakes come with a side order of wit and a pinch of bitter satire. Upstairs, the Lecture Room and Library delivers a Michelin-starred tasting menu, while there’s breakfast, brunch, and cocktails in the Glade. A trip to the bathroom involves sitting in your own individual egg; try not to be put off by the carpet of red wax oozing down the stairs on your way in.

Every city has a building with great views and Chicago’s most famous is the 103rd floor of the Willis Tower. But a little Chicago secret is that the John Hancock building has better views and their Signature Lounge on the 96th floor has free admission so you can enjoy a cocktail while you take in the sights! My favorite time to visit is late afternoon for a happy hour Old Fashioned while the sun sets and the Chicago lights start to sparkle. It’s a great place to take visitors, it’s a great place for tourists, it’s a great place to start or end an evening but I wouldn’t bother with the food, which is overpriced for the quality and selection. The drinks are pricey but the view is truly worth it.

Its massive size, centrality to daily life in the capital, and easy accessibility (a Metro station opens up right onto the plaza) makes the Zócalo an ideal place for large-scale temporary exhibits. The government hosts occasional exhibits and makes entry free for residents and visitors alike. Past exhibits have included Gregory Colbert’s “Ashes and Snow,” a show of large-format photos of animals and people, and Willy Souza’s “Mexico en tus sentidos” (“Mexico in your senses”), lush, vivid photos of people and places around Mexico. To see if a show is planned during the time you’ll be visiting, check the website of the Secretary of Tourism.

Just a few miles from the world-famous Callanish Standing Stones on the Isle of Lewis sits Dun Carloway, also known as the Carloway Broch—an ancient, circular stone tower that was once 30 feet tall. Impressively, it remains almost the same height today, despite the fact that it’s crumbling on one side. Built around 200 B.C.E., the hilltop fortress features a fascinating double-layered construction and staircases within the walls. It most likely served as a well-fortified residence for an extended family, complete with space for animals on the ground floor, as well as a symbol of power and status in the area. Though it’s not clear how long the broch remained in use, it seems to have been still largely intact in the 1500s, when some of the Morrison Clan sought refuge there after being discovered stealing local cattle.

Why we love it: A Mission Revival property that blends Hollywood history with hang-ten culture

The Highlights:
- A location just minutes from the secluded Cress Street Beach
- A rooftop lounge with sweeping ocean views
- Guest rooms designed by iconic surf brands

The Review:
Once the haunt of writers, filmmakers, and Hollywood celebrities, this historic hotel on the Pacific Coast Highway famously hosted a lobby backgammon game between J. Paul Getty and Howard Hughes in the 1930s. Today, the pet-friendly property maintains its original grace with Spanish-style stucco and domed arches, but 10 of its 41 suites have moved on to a decidedly different sort of California cool. Created in collaboration with iconic skate and surf brands like Etnies, Roxy, and Billabong, the Casa Surf rooms feature hand-painted surfboards, underwater photo murals, and George Nelson furniture, fully immersing guests in Laguna surf culture. For something more traditional, book one of the Spanish rooms, which include wrought-iron accents and ornately carved dark-wood furnishings.

La Casa sits just a stone’s throw from Cress Street Beach, where hotel guests enjoy access to chairs, umbrellas, and beach towels as part of their resort fee. Also included in the fee is daily breakfast, access to the nearby Art of Fitness gym and its juice bar, and reservations at the on-site Rooftop Lounge, where you can sip mojitos while watching the sun set over the Pacific. When you’re in the mood for something more substantial, head downstairs to K’ya Bistro, with offers small plates full of Mediterranean flavor.

Why we love it: A roadside motel reborn as a stylish wine-country hideaway

The Highlights:
- Fun revived-retro style
- Wine country views for days
- Flavor-packed seasonal menus

The Review:
Mid-century roots meet rustic chic at this boutique property set on five acres overlooking the winelands of North Santa Barbara County. Originally built in the 1950s as a motel—it’s conveniently located just off the 101 freeway—the Skyview emerged from a multi-million-dollar renovation with a style that pays homage to its history, but also includes all the needed modern conveniences. Ranging from Cozy and Classic to Deluxe and Junior Suite options, the 33 rooms offer comfort in the form of mid-century-inspired furnishings, warm hardwood flooring and accents, high-speed Wi-Fi, leather club chairs, down duvets, and locally made bath products. Higher categories feature etxras like fireplaces, private patios, outdoor showers, or firepits.

The restored 1950s-era pool is now heated, ringed with striped loungers, and served by attendants (a menu of snacks and drinks is available), while the stylish lobby is the place for complimentary breakfast backed by wine-country views. The lively Norman restaurant culls produce—and wine—from the surrounding region for its fresh, flavorful menus; brunch on the terrace is particularly popular. Unlike in the past, when the motel’s guests were probably just looking for a clean roadside stop, Skylark is now a destination of its own—a hub for exploring wineries, borrowing a bike to visit the galleries and restaurants of historic Los Alamos, or just sipping a drink around the outdoor firepits.

Building on Montreux’s growing popularity as a tourist destination in the early 1900s, two Swiss hospitality pioneers joined an existing hotel with a newly constructed palace section, creating what was then one of the most cutting-edge hotels around—with such “modern” touches as electricity, heating, and private bathrooms. Officially opened in 1906, Le Montreux Palace went on to host everything from glamorous masquerade balls to the signing of international peace treaties, and everyone from New York tycoons to Indian maharajas.

The history lives on in today’s incarnation, which has been under the Fairmont umbrella since 2007. Following several years—and stages—of renovations, the Palace is as majestic as ever, with the 236 rooms and suites all featuring classic décor and balconies showcasing the lake or Alps. The hotel’s location at the edge of Lake Geneva is echoed in the seafood dishes at on-site restaurant MP’s Bar & Grill, where fresh catches (and fine cuts of meat) pair well with top Swiss wines. Additionally, both La Palmeraie and the seasonal La Terrasse du Petit Palais offer flavorful menus backed by spectacular views. Nightlife is big here, particularly at the Montreux Jazz Café and Funky Claude’s Bar, both of which serve casual cuisine, potent cocktails, and a good time. As a partner to the famous Montreux Jazz Festival, Claude’s also hosts live music six days a week, including jam sessions with festival members. Recuperate at the lakeside spa, which has indoor and outdoor pools, a gym, saunas, and a lengthy menu of face and body therapies.