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This particular area of the Gold Coast is jokingly nicknamed the Viagra Triangle, but the Thompson Chicago doesn’t discriminate by age. The 247-room hotel is dark and moody, drawing artists of every generation to its swanky lobby bar at the back, peppered with colorful canvases and couples sneaking a snuggle in a booth. The whole town is awaiting the opening of Tavern on Rush, a reboot of the beloved steak house that used to reside just up the block. Rumors say this hangout will become a dining destination, what with its cocktail lounge, main dining room, patio, and private rooms spread across 16,000 square feet and multiple levels.


Set among all the best shopping in the Midwest, the Thompson’s midcentury-style guest rooms with hardwood floors provide the perfect minimalist location to unbox those favorite finds from Michigan Avenue around the corner. Digital nomads can book their work meetings in one of the rooms named after the Chicago Seven: countercultural anti-war protesters charged by the U.S. federal government with conspiracy and intent to incite a riot to stop the Vietnam War. The Abbie Hoffman room is a favorite.

Montauk State Park sits at the head of the Current River, where seven springs converge to form a breathtakingly beautiful area. The park is popular with anglers who come to fish for rainbow trout in the cool waters, but also offers ample opportunity for hiking, biking, and picnicking in shady groves. Visitors can even learn a bit of history during tours of the old gristmill, built in 1896 at the center of what was once a thriving community. For a relaxing day in nature, follow the locals to the river, where they float in canoes with coolers of cold drinks in tow, then spend the night at one of the modern campgrounds, rental cabins, or motel rooms that dot the park grounds.

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.

This property is closed through 2019 for repairs made necessary by hurricanes Irma and Maria.

Caneel Bay, one of the island’s more secluded and protected bays, is home to Caneel Bay Resort, a historic luxury hotel founded by Laurance Rockefeller. After opening the resort in 1956, Rockefeller donated the land on which it lies to become the Virgin Islands National Park, which covers about 60 percent of the island. Day-trippers can easily reach Caneel Bay by taxi from Cruz Bay. The resort has no fewer than seven beaches, including Honeymoon Beach, a short hike away. Come here to relax on the main beach, book water sports at the diving and snorkeling center and have lunch at the hotel restaurant.

Just steps from Pacific Beach Park, Tower23 Hotel has embraced its stunning location to the fullest. Modern rooms and suites reflect inspiration from their natural surroundings. A palette of muted colors translates into a tranquil atmosphere, while teak furniture reinforces beach vibes. If you forget anything, sunscreen and baseball hats are available for purchase in the rooms. New-age features such as chromatherapy baths and electronic “Do Not Disturb” signs set the property apart.

By day choose from a number of nearby recreational activities, including surfing, golfing, fishing, and jet skiing. Hotel staff can help you arrange more adventurous options such as a hot air balloon ride or a yacht charter. In the evening check out JRDN restaurant for its floor-to-ceiling glass beach lookout. This coveted sunset viewing location is best experienced with a cocktail in hand. Don’t leave too hastily, though; the restaurant serves equally memorable California cuisine in a laid-back setting.

Get a small-town experience just a short ferry ride or an easy drive from San Francisco in Sausalito. The town is known for its seaside charm, but there are a few not-to-miss things to do while you’re there.

1. Grab lunch at one of the many restaurants and cafés with views of the San Francisco skyline.

2. Walk along Bridgeway, Sausalito’s main drag, and browse the numerous souvenir shops, boutiques, and art galleries.

3. Sausalito’s houseboat community showcases anything from renovated architectural gems to repurposed barges to vessels that need some serious TLC. These are private homes, so be respectful when wandering around. Liberty Dock and Issaquah Dock are good places to start.

4. The Bay Model Visitor Center, run by the U.S. Army Corps of Engineers, is an acre-and-a-half scale reconstruction of the Bay Area’s waterways. From an observation platform, watch tides ebb and flow every 15 minutes, and marvel at just how big the bay really is.

5. Kayak or stand-up paddleboard. Near the Bay Model, Sea Trek offers several types of classes for both, catering to all skill levels.

6. Stock up on dinnerwear made in Sausalito at Heath Ceramics. Among the houseboats and artist studios is the original 1959 factory, where the clay is made, and the plates, bowls and cups are shaped and glazed. There is also tour each Friday, and weekend tours Saturday and Sunday. The factory is slightly north of downtown.

For travelers who visit Hawaii and want a quiet, tucked-away vacation from the rest of the world, Hilo is a fantastic town to find a condo for rent and sunrises from the local beaches or to enjoy quiet evenings staying in. While no one needs to get lost in a book when there are so many beautiful things to enjoy on the Island of Hawaii, Hilo Bay Books compliments a tucked-away, quiet, beachy lifestyle perfectly by selling secondhand books (their motto is “get used!”) to help you unwind and enjoy the time away from home.

Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.

There are several hidden treasures among the volcanoes on the Big Island of Hawaii. The one that I found most fascinating was a short (0.7 mile) hike from the Chain of Craters road to the Pu’u Loa Petroglyphs. I was most fascinated that this land has been lava coated—and recoated—for ages and yet these petroglyphs still managed to escape centuries of fresh molten lava. I also thought this image, etched in the rock, was the likeness of a couple and imagined some ancient Hawaiian man carefully carving out the images and comically telling his wife: “I lava you a lot.”

Open from first light until late in the evening, this relaxed bar, just around the corner from La Piazzetta, has an entirely different vibe from the fancier options there. You can have a quick caffè (espresso) standing at the bar with the locals or sit under the striped awning and watch the sunset over the Bay of Naples while drinking a spritz. This bar also serves as one of the island’s best bakeries. Try a flaky breakfast pastry with a morning cappuccino, then swing by later to order a lemon or chocolate version of the island’s famous dessert torta caprese, a flourless cake.

A classic New England bed and breakfast with a boutique hotel vibe, the Union Street Inn is housed in an impeccably maintained 1770 whaling captain’s home just off Main Street in downtown Nantucket. A short walk from the Hy-Line ferry and harbor, the inn has a convenient location in town (including parking, a huge perk on the island) and can also outfit guests with beach gear for a day on the sand. A quintessential gray-shingled exterior contrasts with the bright blue chinoiserie patterns and crisp white Frette and Matouk linens in the inn’s 12 immaculate rooms. Union Street’s cherry on top is the made-to-order gourmet breakfast, which might feature fresh peach cinnamon rolls or homemade carrot cake, depending on the season.

Before cotton reigned supreme in the South, tobacco was the money-maker. Planters channeled their profits into increasingly ornate homes, and one of the best examples of this post-Revolutionary architecture can be found in the Harrisburg district of Augusta, Georgia. Between downtown and the Augusta National Golf course (where The Masters takes place every April) is the Ezekiel Harris House, dating from the 1790’s. In later years, the area around the Harris House would become known as Harrisburg, before becoming incorporated into Georgia’s second-oldest city. The South’s first industry grew up nearby after the Augusta Canal was dug in the 1840’s. While the neighborhood is awaiting renewal today, the house remains as a relic to the society and tastes of a fledgling United States. The house is open for tours every Saturday and by appointment during the week. The Smithsonian has called it ‘the finest 18th-century house surviving in Georgia.’

When a place has not only the longest wooden bar in Texas (100+ feet) and is the oldest watering hole on the Riverwalk, you just know it’s worth a visit. But rather than rest on the above laurels, Esquire Tavern churns out some terrific and thoughtful scratch-made eats and drinks. From starters like pink peppercorn-flecked deviled eggs and mashed potato-filled tacos con papas to heartier fare like burgers, chicken mole and shepherd’s pie, the food takes comfort foods to the next level with fresh, well-sourced ingredients and modern executions. And as the icing on the culinary cake, the craft cocktail program here is award-winning and endlessly interesting. Plan for some enjoyable late nights at the Esquire on your next stop in SA.

Since everything seems bigger in Texas, it’s no surprise that the Texas State Capitol holds the title for largest state capitol building in the union (360,000 square feet of floor space in the main building!). The building is also quite beautiful and houses some historical paintings. The inside of the capitol dome, with a lone star at the apex, is an impressive sight. Stroll the grounds to see fountains, old trees, and sculptures of historical Texas figures. The capitol grounds also offer a great view of downtown to the south and the University of Texas to the north. The Texas landmark is definitely worth a visit on a trip to Austin.

One of the best strolls through Venice begins in the neighborhood of Arsenale and finishes on the Island of Sant’Elena. Walk along the main drag of Via Giuseppe Garibaldi, a street full of shops and colourful local life until it dead ends. Make a right on to Viale Giuseppe Garibaldi where a monument to the streets namesake stands. From here the streets become very quiet. Follow Viale Giuseppe Garibaldi to the end and turn left onto the Fondamenta San Giuseppe. This is a mostly residential area where you see laundry hanging from pastel painted houses and hear small fishing boats tapping against the sides of the canal. Make the first right off the Fondamenta and get lost in the twist of back streets here until you come upon the Via XXIV Maggio. From here, look for signs pointing to the Church of Sant’Elena, a beautiful 12th-century monastery on the island.