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One of the most recognizable sites in Hawaii, this volcanic ash cone overlooks Waikiki’s coastline—a tectonic memory from an explosion half a million years ago, measuring almost 3,500 feet across. British sailors named it Diamond Head in the 1800s, mistaking calcite crystals in the crater’s soil for jewels. Despite its volcanic grandeur, the ascent takes most hikers an hour or so, clocking in at 560 feet of elevation gain and 1.6 miles round-trip. At the top, on a clear day, you can see all of Oahu’s south shore, from Koko Crater and Waikiki to the mountains of the Wai’anae Range.

The stars shine every night at the Ogunquit Playhouse, a theater with a rich history and an enviable reputation. Broadway professionals bring this 750-seat summer-stock theater to life from mid-May through October. Born in 1933 out of the Little Theater Movement, the current space dates from 1937 and is listed on the National Register of Historic Places. Don’t miss attending one of the five musicals, ranging from Broadway hits to world premieres, staged each season. Insider tip: Plan ahead to book a 90-minute Behind the Scenes Tour or a 45-minute Stage Door Tour to view the greenroom, wig and sound rooms, and original dressing rooms used by luminaries including Bette Davis, Myrna Loy, and Steve McQueen.

Pizzeria Antico’s Italian decor couldn’t be more bella, from the distressed chairs to the white marble bar to the vintage road bicycle perched above the open cucina. Flatbread aficionados will find familiar fare such as the Margherita, funghi, and quattro formaggi along with house-made pastas like gnocchi di Antico. The gnocchi, made with Pemberton potatoes grown nearby and dressed simply in a garlicky tomato sauce, are absolutely sublime.

This isn’t your average shopping mall. Forget about fast-food courts and trinket shops. Phipps Plaza is home to more than 100 stores, including those with names like Tiffany, Saks Fifth Avenue and Versace. Phipps also has an AMC movie theater, Legoland Discovery Center, and a handful of restaurants including Davio’s Northern Italian Steakhouse, The Tavern at Phipps, and Twist.

The Huaxi Night Market ((華西街觀光夜市), also known as ‘Snake Alley’ is famous for selling various snake-based goods such as medicine, soup, and wine. It’s best known, however, for the shots of snake blood that one can take. Pictured, from left to right, are snake blood (mixed with liquor), snake bile, and snake venom ‘antidote’. Of course, there are plenty of other traditional Taiwanese dishes available for the less adventurous. If you’d like to see somebody actually drink the snake blood shot, you need not visit Taipei. Just check out the video that Kevin Wu (who provided the photo) posted on his blog.

Poor Little Rich Girl may be off the beaten path but once discovered, the curated selection of hand-picked affordable vintage finds will keep you coming back. Whether looking for a full outfit or that unique accessory to make a current outfit pop, PLRG is the place to discover something original. Catering to all styles and budgets, PLRG even lets you rent in the right situation.

This Lisbon restaurant, more than 30 years old, is known for its creative take on Portuguese gastronomic traditions. An extensive wine list represents the many regions of the country offering opportunities to explore by simply ordering a glass. Other bonuses: the restaurant’s glorious views over the river and its location, behind the Santa Apolónia train station, less than five minutes from the National Pantheon.

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.

Cherubs hang from the ceiling and flying pigs decorate the bar. Aquarium bathtubs covered in glass are the tables and funky, modern art with Christian themes decorate the walls. Behind the bar a disco ball glitters the rows of liquor bottles and the bartender. The food is modern and classic: cuy and alpaca along a long list of beef tenderloin specialities.

It doesn’t happen often (does it?), so doing it right is key. You’re going to Vegas, you’ve got two nights and only so many hours to party, so...like I said...do it right. Get tables. Get bottle service. Live it up. Enjoy the dancers. Dance in the confetti. Stay out until breakfast. Heck, stay out past breakfast. It’s Vegas!

There are now 35 locations of Eataly, the massive Italian food hall, around the world, with 18 of them in Italy itself. The New York City one at Fifth Avenue and 23rd Street, which opened in 2010, was the first in the United States (it’s been joined by others in Boston, Chicago, and Los Angeles, as well as by a second outpost in Manhattan, near the World Trade Center site at 101 Liberty Street). For connoisseurs of all things Italian, this is a must-visit—or, more accurately, a must-shop and must-eat stop. Covering more than 50,000 square feet, Eataly NYC Flatiron includes five different restaurants (plus occasional pop-ups) offering opportunities to graze on antipasti, fish, pizza, and other dishes. A popular rooftop beer hall is open all year round (thanks to space heaters and a retractable roof). While you will want to eat your gelato on the spot, there are also a number of stores where you can buy gifts from biscotti to olive oils to take home a little bit of Italy via New York.

Ollantaytambo’s namesake archaeological site is one of the best examples of Incan architecture in the region. It’s easy to spend a half day exploring the temples and other structures there, especially if you factor in time to hike up beyond the ruins. Meanwhile, the quaint town itself remains much as it was in Incan times, with original houses, streets, and waterways. Some buildings are open to the public, offering a fascinating glimpse into a centuries-old way of life. Most Machu Picchu–bound trains leave from the station here.

In a fantastic location just a few minutes walk from the Honky Tonks lining Broadway, Holston House Nashville is a fun new Music City sleep that also happens to be very dog friendly (this author’s service dog, Bobbi, had a fabulous visit). And if you’re traveling without pup, but find yourself in need of a little canine loving, don’t fear, the Holston House has plans to adopt a house dog, who will reside at the property. The hotel, which is part of the Unbound Collection by Hyatt, has partnered with Miranda Lambert’s non-profit MuttNation that promotes and facilitates the adoption of shelter pets and will adopt the pup through this organization. Additionally, MuttNation receives 100% of the fees the hotel charges for your pup’s stay.

Dogs aside, the Holston House is an eye-catching meticulously restored 1920s Art Deco boutique property that comes with a side of modern country flourishes like sliding barn doors. Even the standard rooms are quite spacious for a city sleep with the most delightfully comfortable beds draped in silky sheets and soft duvets and plenty of light streaming in from big windows overlooking the city. The bathrooms are massive with toilets separate from the shower space. There are also four plush one-bedroom suites and two signature 12th-floor Penthouse Suites that are massive and come with stunning views and catchy decor.

The food and beverage program here is excellent with the signature restaurant serving up hearty portions of southern American comfort fare that is hard to stop eating: it is that good. The TENN Bar is responsible for the delightful craft cocktail menu that includes a number of locally distilled spirit choices served in a speakeasy style environment overlooking the lobby with a performance stage for live music. Up on the rooftop you’ll find TENN on Top, the bar next to the vibey outdoor swimming pool — it becomes quite the scene on hot summer weekends, although it is not open to the public — that offers stunning city views and more drinks from the in-house mixologist.

Away from the hotel there is much to experience in Nashville, where country music stars from Taylor Swift to Blake Shelton got their starts, including amazing live music at seemingly every bar on Broadway. And country music aside, Nashville is one of America’s top music cities in general and is home to Jack White’s Third Man Records Studio where visitors can cut their own track on a 33 RPM single using the 1947 Voice-O-Graph recording booth White first debuted with Neil Young on the Tonight Show with Jimmy Fallon for just $20.

A whole lot of history converges at the Fairmont San Francisco—as do all of the city’s cable car lines, which offer easy transportation to the Financial District, Union Square, and Fisherman’s Wharf. The hotel was built in 1906 but damaged in the Great Earthquake and subsequent fires before it even opened, so celebrated architect Julia Morgan was brought in to repair the building. Once it debuted, the hotel quickly became a city favorite, hosting more than its share of historic events, including the series of meetings in 1945 that resulted in the formation of the United Nations. The hotel’s storied bar, The Venetian Room, also featured big names, from Ella Fitzgerald and Nat ‘King’ Cole to Tony Bennett, who first performed I Left My Heart in San Francisco here in 1961 (Bennett still frequents the hotel).

Today, the Tonga Room & Hurricane Bar is a draw for tourists and locals seeking a kitschy, iconic San Francisco experience, with live music, Polynesian food, and Mai Tais severed against a backdrop of occasional staged thunderstorms. Other dining options include Laurel Court for all-day coastal California fare and the famous Afternoon Tea, a local tradition since 1907. The opulent design of the hotel extends from its lobby—with marble floors and sumptuous fabrics—to the 606 luxurious rooms, each outfitted with comfortable furnishings and modern technologies. Of the 62 suites, 10 also include balconies with city and bay views.

A must-stop on the traditional handicraft circuit, this massive market—stretching four city blocks in Miraflores!—is home to stall after stall of kitschy bric-a-brac, pre-Columbian–style pottery, alpaca everything and an endless array of Andes-inspired arts and crafts. Come and shop around.