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Skip the shops and the hassle along the tourist-packed “Hip Strip” in Montego Bay and instead, catch a taxi ride to the beautiful Half Moon Resort’s Shopping Village. Just 15 minutes by car from MoBay, this outdoor mall with over 25 shops is open to outside visitors and offers original items, from gorgeous local designer summer wear--don’t miss Staysie’s--to local crafts and duty free items. There are two restaurants and an Irish pub on site, for breaks after all your shopping. If you’ve got extra time, head to The Bob Marley Experience theater to watch a free hourly documentary screening on the life of Bob Marley.

Capitol Hill’s Melrose Market is a spacious, sunlit, vintagey-looking indoor market with a variety of artisanal and locally made foods: Rain Shadow Meats, Calf & Kid cheese, the Marigold & Mint flower shop, and Taylor Shellfish. There are also a few wine bars and restaurants in here, like Sitka + Spruce, Homegrown Sustainable Sandwiches, and Bar Ferd’nand. There’s outdoor sidewalk seating when the weather is nice, and some indoor tables and bars. You could put together one heck of a fancy dinner party with just one shopping trip (Sonic Boom Records next door can provide the background music) — but it’ll cost you.

Love local beer? You can’t get much more local than the Elysian Brewery, which brews its beer in Georgetown, a neighborhood in south Seattle. They offer 20-plus different beers at their three locations. They’re possibly best known for their Night Owl Pumpkin Ale, but the Jasmine IPA is refreshing and novel, and the spiced pear ale sounds downright delicious. (There’s a full bar for non-beer-drinkers.) The food is actually pretty good, too, and a bit fancier than what you might expect at a pub: hummus platters, vegan curry, steamed clams, and tofu salad. Of course, they also have more typical fare like burgers, fries, and sriracha wings. If you’re curious to try Seattle’s microbrew scene, the Elysian is a convenient and convivial stop.

Treehouse Truck in Orlando, FL is a local food truck roaming the streets throughout Central Florida. If you’re lucky, you might even find them in Ft. Lauderdale or Miami! Known for some jaw dropping menu items, they have some other must try items. “Rachel’s Goat Cheese Burger” is quickly becoming a favorite amongst many local Orlando folks. This is a burger topped with Goat Cheese, Tomato, Fresh Arugula, and drizzled with a Balsamic Glaze served on a Toasted Bun. Treehouse Truck should be on your list of “must dos” if you are traveling to Orlando on vacation. If you are lucky enough to live here, you are lucky enough to be able to eat at Treehouse Truck almost any day of the week.

The Salt Cellar is perched at the top of Gold Hill in Shaftesbury with sweeping views across the Blackmore Vale. This very picturesque hill is really steep and has been used in films. This is a very popular cafe with locals and sits underneath the town clock in Shaftesbury.When visitors come to look at Gold Hill they often walk by without noticing the cafe. If only they turned around. There are benches outdoors and highly sought after window seats indoors with views to enjoy. And then the food. Delicious locally produced salads, sandwiches, daily specials and coffee and cakes. Worried about the calorific value of any of this food? Just walk up and down that hill a few times.

The Red Herring in Noordhoek is a local pub that is a nice place to dine in all seasons. In the summer, you can toast the sunset over Noordhoek Beach from the rooftop balcony (but arrive early to ensure you get a seat). In the winter, you can dine downstairs next to this cozy fireplace. Their pizza is a delicious, too. Their large, crispy pies and rival that of the nearby pub The Toad. The setting and menu are varied enough that you can eat there more than once.

“Dude” is a word that’s used a lot around Rancho Pescadero, a small hotel in the surfing town of Todos Santos, located in the Mexican state of Baja California. The rooms here, however, don’t reflect the dude aesthetic, which is to say they are clean and classy. Spacious suites offer comfortable spots to relax, with most having retractable glass doors that eliminate barriers between indoors and outdoors and open up onto terraces that have hammocks or lounge beds. Terra-cotta tile floors, rattan and wood furniture, and locally made accents—such as hand-embroidered throw pillows—are some of the decor elements found in rooms. Surfers won’t feel totally out of their element, though; world-famous breaks are less than 10 minutes away and staff can give pointers on the best spots to hang ten. Apart from surfing, the hotel encourages guests to spend a lot of time relaxing and immersing themselves in the laid-back Baja lifestyle.

Why we love it: A conveniently located boutique property where history meets hip

The Highlights:
- A location just steps from bustling Market Square
- Handcrafted furniture and local art throughout the property
- A popular speakeasy that draws guests and locals

The Review:
From the team behind the recently refurbished Hotel Clermont in Atlanta and the design-forward Fairlane Hotel in Nashville, The Oliver shares the same dedication to historical preservation and cool, minimalist design as its sister properties. It’s also extremely convenient, with a location near Knoxville’s popular Market Square and some of the most beloved restaurants in the city. The circa 1876 building was home to a bakery, a drug store, and a dancing hall before becoming a hotel in time for the 1982 World’s Fair. When two young developers took control of the property in 2011, they set out to create a hotel that honored that history but also offered the modern amenities guests crave. Their success is your gain at this boutique stay, which features 28 elegant rooms filled with regional art, handcrafted furniture, and fixtures created by local artists.

Dining options include Oliver Royale, which uses ingredients from local farms and purveyors in its elevated comfort food, and an outpost of the popular farm-to-table Tupelo Honey café, where guests can enjoy lunch, dinner, and weekend brunch just steps from the hotel lobby. Most notable, however, is the much-buzzed-about Peter Kern Library, with its speakeasy vibe and craft cocktails. Now that the word is out, patrons line up under the red lamp in the alley that marks the secret entrance, but hotel guests can just stroll in through a door in the lobby like they own the joint.

Located near the National Constitution Center and Philadelphia’s historic district, Franklin Square is an urban oasis that offers fun family activities. One of the city’s five original town squares, it has evolved into a fairground with both daytime and evening attractions. Highlights include the nostalgic Liberty Carousel, a playground, fountain, and a charming Philly-themed miniature-golf course. Visitors can refuel at the popular SquareBurger restaurant. Special events include a winter holiday festival in December, when more than 50,000 lights illuminate the area. During the festival you can also do some holiday shopping, or kick back with a local brew (there’s also a hot-beverage menu just for kids). The park is open from March through December.

The Hong Kong-based Swire Hotels launches in the U.S. with their 352-room EAST, Miami, located in city’s bustling financial district. L.A.-based Studio Collective and New York’s Clodagh Design paired up to design the interiors, which mix intricate woodwork with sleek furnishings. Original artwork from notable names such as China-born Zha Songgang and Miami-based Alexander Mijares hangs throughout the hotel, along with photographs that highlight Miami’s colorful scenery and Modernist architecture. Quinto La Huella, an outpost of a famous seafood restaurant in José Ignacio, Uruguay, promises to draw locals and visitors alike, while the hotel’s rooftop space serves Asian-inspired tapas with views of the skyline. From $259

Think of My 420 Tours as your gateway to the new Denver marijuana-scape. Tour local dispensaries or take a cooking class, where you’ll learn how to make and cook with cannabis oils—and yes, you’ll walk away with goodies.

Locally hand-crafted braidings are something of a St Barths specialty item, and the perfect souvenir to pack into your bag. You’ll find them at shops and boutiques throughout the island, though Latanier’s are considered among the finest.

When traveling, I love to spend Saturday morning at the farmers market. There’s no better way to meet the locals and get to know the town culture. What produce do they love? What coffee do they sip? What’s the overall mood? One of the best Saturday morning farmers markets I’ve been to was in a giant park in Portland, Maine. The stalls were packed with reasonably priced, locally grown produce (of course, Maine blueberries were abundant). Despite the chilly morning temperatures, children played in a splash park and adults sipped locally made apple cider while listening to the various jazz musicians who had set up around the farmers market. Despite the crowds, parking was abundant (such a rarity!) as was the “Maine nice” that we found around the entire state.

A-ji-shi is a stand-up sushi bar located in Taipei’s Shidong Market. There’s only a fixed menu and it is pricey by local standards. But the fish is fresh and the sushiman well-trained.

Why we love it: A boutique stay in Faubourg Marigny that’s full of history, character, and style

The Highlights:
- High design mixed with historic details
- A restaurant from a James Beard–nominated team
- Character-filled common spaces like the parlors and sun room

The Review:
Located in New Orleans’s culturally rich Faubourg Marigny neighborhood, the 71-room Hotel Peter and Paul comprises a historic church, rectory, schoolhouse, and convent, all built in the 19th century. When converting the site, local resident Nathalie Jordi and New York–based interior design firm ASH NYC took pains to preserve original features like cypress wood moldings, stained glass windows, and marble fireplaces, while adding signature details like antique chandeliers and custom rugs handmade in India. As a result, each guestroom has a personality all its own, evident in touches like canopy beds, Italian linens, and trays of locally sourced snacks.

That love for local eats extends to The Elysian Bar, where the team behind James Beard–nominated wine bar Bacchanal serves regionally focused fare like roasted Gulf shrimp and braised beef short ribs, and Sundae Best, which offers small-batch ice cream made with seasonal, locally sourced ingredients. Also on site is a cheery cafe for coffee and pastries; two grand parlors for reading the paper in a vintage rattan chair; a sun room modeled after Claude Monet’s Giverny home; an amber-hued bar serving low-proof spritzes for aperitivo hour; and a tranquil brick courtyard lined with palms, ferns, and vines. More impressive still is the decommissioned Catholic church, designed by famous New Orleans architect Henry Howard. Here, the hotel hosts a mix of private and public events, from weekly concerts to yoga and floral design classes.