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In Old Town, locals often frequent the inviting, friendly Monica’s El Portal, a 36-year-old institution, housed in an unassuming building. There’s a range of traditional homemade dishes like blue corn chicken and a hearty green-chile stew. The carne adovada (New Mexican pulled pork) chimichanga is immensely satisfying. Arrive hungry and leave full.

El Be Tamarindo Beach Club will never go out of style. Take your pick between the bar terrace and DJ—ideal for dancing all night—or the Sandbar, where you can relax on the beach. In either spot, you’ll enjoy an authentic Costa Rican kind of party, with friendly locals and surfers, and happy travelers.

Sonny’s has been open since 1944, making it the second oldest continuously operating eatery on Galveston Island. Hit it on a Friday gumbo night if you can, which comes in your choice of shrimp, crawfish, or both. Sonny’s may seem like a hole-in-the-wall, but don’t let that scare you off. It’s just old school and really friendly seafood place. Photo via galveston.com

Shopping on Moody Street reflects the ethnic diversity of the city of Waltham. Up and down the eight-block strip, you can find a wide selection of shops carrying clothing, objects, accessories and food products from the four corners of the globe. Looking to learn more about other cultures? Take a stroll down this active location and chat with the friendly owners, while getting your shopping fix.

Forget any notions you have about boring vanilla, chocolate, and strawberry milkshakes. At Holsteins in The Cosmopolitan, milkshakes are given an innovative twist, and many of them have a spirited, high-proof kick. At its roots, this is a diner-style eatery, so the menu consists of burgers and finger-friendly sandwiches, but none of these meals is made complete without a funky cool treat. Among the favorites on the menu are Drunken Monkey, Frozen Grasshopper, Black Cow Float and Cereal Bowl. If a shake doesn’t sound appealing, an incredibly extensive beer, wine and cocktail list is available.

Singapore may not have bicycle lanes on its roads, but the country does have a wonderful and growing network of bike-friendly asphalt paths along its many canals and rivers that are sometimes joined up with pathways in parks and along old rail corridors (in Singapore, they’re called park connectors). An easy 3-mile round-trip stretch to sample runs along the Singapore River. Join the riverside pathway just off Zion Road near the Great World City shopping mall—you can rent your chariot nearby from Bike Connect, at 23 Hoot Kiam Road—or grab a two-wheeler from the now ubiquitous bike-share steeds parked everywhere. Pedal all the way to the old shophouses of Boat Quay where the river empties into Marina Bay and then the South China Sea at the heart of Singapore’s colonial core. From there, get a glimpse of the grand Fullerton Hotel (once the national post office), the Asian Civilisations Museum (originally intended to be the city’s courthouse), and several historic bridges.

Positioned right on the historic Freedom Trail in downtown Boston, this discreet 19-story hotel caters to guests who appreciate both classic architecture and of-the-moment amenities. The building initially became a hotel in 2002; in 2006 the Kimpton chain took over the property and added its personalized boutique touch.

Though the lobby is all dark woods and polished marble floors, the rooms are chic and urbane, with high-back seating, and skyline views. The hotel’s Cloud Nine Suite and Inspired Suites offer guests space to spread out with separate living and dining areas, as well as enviable high-tech extras, including the Cloud Nine Suite’s state-of-the-art iris scanning security system. Kimpton properties also take pride in their pet-friendliness: complimentary dog beds await all four-legged visitors, and pet sitting, grooming, walking, and even massage services can be booked through the concierge.

Guests congregate in the lobby each evening for complimentary wine, and the general manager hosts morning runs twice a week. The central location also means visitors can easily immerse themselves in the city’s shopping, dining, and nightlife scenes.

Kimpton Seafire Resort + Spa, a Seven Mile Beach favorite on Grand Cayman, combines luxury with sustainability. Here, a 143,000-watt solar array (among the largest in the Cayman Islands) generates electricity. The hotel also harvests rainwater for landscaping and uses aluminum water bottles instead of plastic.

In addition to being family friendly—it has a great kids camp—Seafire is animal friendly. For example, it has special outdoor lighting to prevent distractions for the local turtle population, who use moonlight to guide them to the sea. The property also has trained a group of local divers, deemed “Seafire Guardians,” to help with local coral reef regeneration. The resort’s commitment to the area’s wildlife makes it ideal for travelers looking to support the island in a responsible way.

If you’re looking to go real remote, Folegrandos is the island to do it. Although this island isn’t fully developed for the tourism industry, the slow lifestyle is ultimately part of its charm. Here you’ll find wild coastline interspersed with tiny white homes clustered cliff-side, terraced fields for farming, and endless white beaches. Come here if you need some downtime, especially if you’re looking to meet some friendly locals.

Caps for sale. Since 1946, The Man’s Hat Shop has offered over 4,000 styles of you guessed it, hats. The popular, uber-friendly mainstay caters to a variety of styles (from English barrettes to cowboy hats) and materials (straw to coonskin). Seasoned proprietor Stuart Dunlap and his informed staff dole out advise on size, style and shape (with all budgets in mind). Don’t let the name fool you, women can buy hats too!

There’s no shortage of sex shops or love stores in LGBT-friendly Zona Rosa, but Erotika may be the cleanest and most inviting, with its hot pink color scheme and “No shame here” attitude. This is one of several stores Erotika runs throughout the city. The surrounding neighborhood is filled with gay-themed nightclubs and bars, so you’ll have plenty of choice about where and how to spend an evening in Mexico City.

This tiny hybrid wine shop–cum–wine bar has impressed many local vino lovers with its intimate ambience, tasty mezes, and friendly service from general manager Suleyman Er and his team. It has imported and local wines available to consume on-site or take away at discounted prices, and it’s perfect for a late-afternoon escape from the crowds of İstiklal Avenue—just 300 feet away—a pre-dinner drink, or a nightcap.

Most visitors never cross the river from the Old Part, and the vast majority overlook what has to be one of the most beautiful hikes from here to California. At the edge of Gros, a trail heads up some stairs (at the end of Calle San Francisco) and continues for hours, all the way to the neighboring village of Pasaia. It’s a family-friendly trail in terms of difficulty, and the views are breathtaking. A must-hike.

Bar Diz is nothing more and nothing less than a great neighborhood pintxo bar. Open at just the right times, with friendly service and a range of hot pintxos as well as larger portions and sandwiches, it hits the spot. They also have one of Gros’s best pintxo potes, which take place on Thursday nights from 7-10. A drink and a pintxo is two euros. It’s a madhouse.

I was nervous to head to Yangon, Myanmar this past winter for a week of solo travel. Once I arrived, I found an incredible city with even more fascinating and friendly people. Shut off from the rest of the world for quite some time, Burma is reawakening. There’s charm in everything - from the grand, gorgeous and crumbling architecture to the small moments ... like this rusted can of of milk serving as a peanut container.