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One of the island’s best lookouts, Drake’s Seat offers a panoramic view of Magens Bay and the U.S. and British Virgin Islands to the east. The site is named for Sir Francis Drake, who is said to have kept watch over the harbor from this vantage point. (Was Drake benevolently watching over his own fleet or looking for ships to plunder? The answer will depend on whether you subscribe to the British’s regard of him as a celebrated explorer or to others’ belief that he was a brutal privateer.)

Chef Alex Seidel is more than a chef, he is the farmer of most of the fresh food being served. On his 10-acre farm, he tends to herbs, fruits, vegetables, flowers, pigs and bees. With the addition of sheep in 2010, he created Colorado‘s first Artisanal Sheep Dairy and Creamery. The Carbonara, which is the only item consistently on the menu, is infused with his delicious cheese. The cavatelli pasta is also topped with crispy pork belly and a poached egg for you to crack and mix into the meal. The rest of the rustic menu rotates seasonally and is a favorite among foodies.

Cattle Track is one of Scottsdale’s best-kept secrets. This clutch of 1930s adobe structures may be located in a typical residential neighborhood, but Cattle Track’s story as an artist colony is extraordinary. Fritz Scholder, an influential Native American painter, lived and worked here. So did sculptor Louise Nevelson. Philip C. Curtis, Cattle Track’s most famous artist-in-residence, went on to found the Phoenix Art Museum and was regarded as the dean of arts in Arizona. Today, artists of all types—painters, dancers, photographers, and even blacksmiths—set up working studios that can be toured for free Monday through Saturday.

Tennessee has thousands of caves and Chattanooga itself is full of them. One such is Raccoon Mountain, a family-run cavern and campground that was discovered by Leo Lambert, the same man who turned Ruby Falls into the region’s most recognized tourist attraction. Raccoon Mountain is significantly more understated, located on the other side of Lookout Mountain, and hosts families in the summer. The caves are over 5 miles long and their Crystal Caverns tour will give you a taste. Their Wild Cave expeditions allow you to get down and dirty, exploring even more of the cave system. You can even arrange to stay underground overnight.

Apparently, you don’t need a rockin’ house or an haute hotel to throw a massive pool party. The only thing missing from the poolside shindigs at these downtown Scottsdale bars are the floaties. First, there’s Spanish Fly Mexican Beach Club with its private cabanas and day beds. Then just down the street is Maya Day and Nightclub, which not only has private plunge pools but also a taco bar, LED video screen and floating stage that hosts DJs and live music. Rounding out the trio is El Santo, a cantina and patio bar with a 15,000-square-foot Mexican resort-style pool.

The Miracle Mile is a large loop of shops, restaurants, and entertainment options wrapped around the edge of Planet Hollywood. This mall is accessible and bright, with name brands like H&M, French Connection, Urban Outfitters, Victoria’s Secret, and Roxy. The restaurants tend to be on the casual side, and V Theater, located in the middle of the Miracle Mile, is home to several shows that run throughout the day and into the evening. The mall is easy to reach from Las Vegas Boulevard, and its central location on the Strip makes it a hassle-free stop for some shopping.

Move over cupcakes: Popsicles are the next big dessert craze in Orlando. After my stroll around Lake Eola, I stopped at the popsicle shop Hyppo. You won’t find the popsicles of your childhood here. Hyppo’s version is inspired by Mexican paletas (ice pops) and comes in two varieties: milk-based and ice-based. When you walk in, you’re greeted by a colorful cooler of pops with seasonal flavors that might include pistachio-coconut, the Elvis (peanut butter, banana, and honey), cantaloupe-black pepper, strawberry-basil, key lime, and even some bourbon-based options.

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.

Tucked off the casino floor, the Bellagio Gallery of Fine Art holds its own when it comes to well-established works of art. The gallery is small compared to the massive museums found in the likes of Paris and Washington, DC, but it is more than adequate for its intentions. In the city, few places are as quiet and thoughtful as the BGFA. Partnering with fine art institutes from around the world, the BGFA features a couple rotating exhibits each year. Past exhibits have featured work by Andy Warhol and Monet as well as Fabergé pieces.

Located between Boulder City, Nevada, and Kingman, Arizona, off of US 93, Chloride is the home to a massive rock mural painted by Roy Purcell. The mural is painted across several rocks that are located on the far side of the town. The entire collection of paintings stands 30 feet tall and is known as “The Journey.” It depicts several symbols that have spiritual meanings such as the yin and yang, the serpent and the sun and moon. Purcell originally painted the rocks in 1966 and 1967, and they have been restored since then, so the colors are bright and vibrant.

Po’boys are on just about every New Orleans visitor’s list of must-eats. They’re a longtime local favorite—built on long, thin-crusted bread that is satisfyingly audible on first bite. Killer Poboys embraces tradition and then adds to it, with inventive fillings that go beyond the traditional roast-beef-and-fried-oyster, like rum-glazed pork belly with lime coleslaw, or roasted sweet potato with a black-eyed-peas-and-pecan spread. Two locations are around the corner from one another in the French Quarter; one of them operates in the back of the Erin Rose bar. If it’s not too busy, order your sandwich there and enjoy it with a frozen Irish coffee.

Every city worth its salt has at least one great pizza joint. So why go out of your way to visit this one? Three reasons: (1) the pizza, (2) the neighborhood, and (3) the pizza. The eatery started as a delivery pop-up, with thin-crust pies made in a shared kitchen, and its hours and phone number shared among Bywater residents like state secrets. The name proved as accurate as it was uncreative; demand was vast, and the place finally landed its own spot. Pizza Delicious doesn’t attempt to be cute or overly wry with toppings, but it sets itself apart with fresh ingredients and an eye to perfection. Pro tip: Get a pie to go and head over the arching footbridge at the end of the block and enjoy dinner at Crescent Park with its waterfront view.

In warm-weather months, the Penn’s Landing waterfront area along the Delaware River is always busy with activity. On the Great Plaza there are ongoing free festivals, summer concerts, a movie series, and Fourth of July fireworks. Other attractions here include the RiverLink Ferry to New Jersey, the Independence Seaport Museum, and kayaks and swan boats available for rental. In winter, Penn’s Landing is host to one of Philadelphia‘s most spectacular outdoor ice rinks, the Blue Cross RiverRink. Historic ships, including the Moshulu, a beautiful 1904 four-masted steel sailing vessel, are moored at the waterfront. The Moshulu now features a popular restaurant on its deck, and the tall ship is dramatically illuminated at night.

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Every time I get a chance to spend some time in NOLA, you’ll find me on Frenchmen Street, Marigny, Bywater, 9th area. This art market, while not really a hidden gem, is always worth a visit. Grab a cocktail and catch some music to loosen up and chat it up with the incredible artists and business owners selling really fun swag in the heart of The Frenchmen Street party.

Fanciful accommodations are the name of the game in Las Vegas, and especially during a weekend for two. Each property has its own brand of prime suites reserved for special occasions. Try the two-story Skylofts at MGM Grand, which boast dramatic views of the Strip, or Bellagio’s Cypress suites, which offer his- (bath with steam shower) and-hers (soaking tub) bath amenities. Some of the most famous are Cosmopolitan’s corner suites with Sub-Zero fridges, balconies, and setting-the-stage dining rooms, The Villas at Mirage, which feature a fireplace and backyard, and Aria’s Sky Suites, which are up to 7,000 square feet.