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Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

This former industrial site is a one-stop shopping spot for last-minute souvenirs. Weave in and out of the countless alleys and stalls; among the art galleries, toy shops, crafts stores, farmers market and waterfront restaurants, you’re likely to find something tasty to sample or so unique that you have to bring it home.

The medieval round Galata Tower built in 1348 has played many roles for Istanbul over the years: A watchtower for Bosphorus trade, an observation deck for spotting fires, the setting of a legendary flight across the Bosphorus, and now a tourist attraction offering 360 degree views of Istanbul. Hands down, it’s the best way to see how the city spreads across its European and Asian sides. Go for sunset, but arrive early to beat the queue.

Part of the Dorchester Collection, this Palace-designated hotel is deeply connected to its setting on the avenue Montaigne, the historic home of haute couture in the Triangle d’Or (Golden Triangle). Just across the street, Christian Dior opened his first shop in 1946 then showed his inaugural collection at the hotel. To this day, the subterranean Dior Spa (currently under renovation before a September relaunch) celebrates the link to the designer. The 154 guest rooms and 54 suites are likewise imbued with a chic couture vibe, whether you choose the classical style or newly renovated art deco rooms, punctuated with pops of red to echo the facade’s geranium-filled window boxes.

Voted Philly’s best French bakery, Miel is a charming and comfortable café that serves great coffee, inexpensive lunch options (hot and cold sandwiches, and soup), and of course, the best pastries. Get here early or the croissants will be gone! Enjoy free wi-fi with your treats.

Give your senses a jolt at Sky Costanera Observatory, on the 61st and 62nd floors of the Costanera Center. A 50-second elevator ride takes you almost 1,000 feet into the sky for a thrilling 360-degree view of the city, population over five million, with the snowcapped Andes as a backdrop. Guides are on hand to point out cityscape highlights. Not for scaredy-cats. Note: In case of rain, return first thing the following day, the best time to visit for the clearest view.

For one of the best views and best meals in Santorini, try Red Bicycle. Located at the tip of Oia on the northern part of the island, the restaurant is housed in a 19th-century Santorini mansion with a 180-degree view of the famed sunset and the volcano caldera. It was heavenly. Soft island breezes on the open-air terrace. The best food I had in Greece (fresh, local Mediterranean dishes with Greek/Santorini influences). A warm hostess who was incredibly kind to our two children. We ate here twice during our weeklong stay - I definitely hope to go back.

This hotel is on our list of The 11 Best Hotels in Chicago.

Set directly across from the Art Institute of Chicago, this former members-only men’s gymnasium is now the Chicago Athletic Association, which is part of Hyatt’s Unbound Collection. Enter at street level off Michigan Avenue and walk toward the back to find a staircase that leads to the old swimming pool, now a venue for parties and pop-up concepts. Take the nearby elevator to the restaurant, Cindy’s, easily the best rooftop scene in the city, with highly Instagrammable terrace views overlooking Millennium Park, the swooping Frank Gehry–designed bandshell, and Anish Kapoor’s Cloud Gate (aka the Bean).

Park yourself in the second-floor lobby and hang with locals as they tap away on their laptops and sip lattes by the two oversize fireplaces. Walk through that expansive by Roman & Williams–designed room, where light beams in through ornate stained-glass windows, and you enter a warren of table games and darts, all festive and typically open to the public. There’s also the secret six-seat bar, the Milk Room, a relic of Prohibition, and the James Beard Award–winning Cherry Circle Room—a sexy, dark restaurant with a circulating martini cart and a meat-centric menu.

Upstairs in the 1893 landmark, 240 guest rooms reflect the building’s former life, with gym horses as foot beds, working fireplaces in some rooms, plasterwork ceilings, ornate carved wood wainscotting, and a clubby vibe. Some of the rooms are rather small, but the location is hard to beat, and the cozy, wintry ambiance makes it a popular (and fun) place to spend a weekend. And because the CAA keeps an eye on its water conservation, sources its food locally, and adheres to strict recycling standards, eco-conscious travelers can feel good sleeping here.

Boat-building as an industry has existed on Bequia as far back as the 1800s. At one point, the island was even known as the “boat-building capital of the West Indies,” having produced the largest wooden vessel in the region. While construction has slowed over time, it still occurs—albeit on a much smaller scale—at places like Sargeant Brothers Model Boat Shop, just up the road from the ferry landing in Port Elizabeth, where Benson Phillips and other craftsmen make and sell their models. Handcrafted using hand planes, chisels, and carving knives, their boats are incredibly detailed and realistic. Choose from whale boats, sailboats, power boats, and wooden schooners, or commission Phillips to build a custom model of your own yacht. The simplest models take about a week to make, but there are always a few boats available for immediate sale, ranging in price from around $250 all the way up to $7,000.

Getting to Onar Andros requires a fair amount of determination. A ferry from Athens or Mykonos takes you to one of the northernmost Cycladic islands (there’s no airport nearby); once you arrive at the port in Gavrio, it’s a slow 25-mile drive to the hotel. Your reward, however, is a tiny slice of Eden, an enclave of 10 stone-and-timber cottages set amid a lush river valley that’s only a five-minute walk to Ahia Beach, arguably the most beautiful in all the Cyclades. Built and maintained by the owner, Mateo, the accommodations are deliberately spare yet modern and comfortable, each with a pergola-shaded veranda with loungers and a hammock. Meals are served at a communal table, and what Mateo doesn’t grow organically, he sources from local fisherman, farmers, and bakers. Guests can even accompany him to pick fruits and vegetables to be used in that night’s dinner. After all, this is a place to ditch your devices and surrender to your surroundings.

This NoMad hotel was developed with a community of influential, savvy travelers in mind. Case in point is the upscale-urban design by studio MAI, which includes both modest and globally-inspired décor (think raw-bronze shelving, rich fabrics, and hand-carved benches in a carefully devised layout to maximize space). MADE Hotel, developed by The Devli Group, also anticipates travelers’ needs with a variety of venues, from Paper (a neighborhood coffee shop serving serious caffeine fixes) to Ferris (a new American eatery with plates like lobster toast with kombu and sesame). If you decide to venture out, the team still has you covered—literally. Sutterheim raincoats and Foak sunglasses are available to rent, rain or shine.

The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.

Even with the summer crush on the French Riviera in full swing, there are quiet escapes to be found. In particular, I like to take walks along the Sentier du Littoral, the coastal footpath that stretches the length of the French Mediterranean coast. My favorite segment is in St. Tropez, where I head by boat from Ste. Maxime (the Bateaux Verts leave every 10 minutes). From the ferry landing, I start walking—through the narrow streets and old port, under the imposing citadel that has guarded residents since around 1600, past the cemetery, and onto a narrow path that ribbons around the St. Tropez Peninsula. The 7-mile route takes me by inlets of crystalline water, hidden villas whose residents I always wonder about, and past dozens of little beaches that are significantly more serene and less crowded than the frenzy of those found along Pampelonne Bay, where this piece of the trail ends. You can hoof the two miles back to the village, or take the bus.

This open-air bar and restaurant is right at the ferry dock in the heart of Cruz Bay. It’s a great spot to have lunch between island adventures, or just to grab a drink and enjoy some people-watching along the dock. The menu lists barbecue ribs, fish tacos and Caribbean-style roti, as well as a variety of sandwiches and salads.

Spring is a wonderful time to visit Trelissick Gardens in Cornwall. Once a stately manor this country estate is now a magnificent garden on the banks of the River Fal. This is a garden where the plant hunters and travellers have left their mark with rhododendrons, magnolia and camelias blooming in springtime. Plant hunters were nineteenth century explorers who brought botanical species back to England and Cornwall has a sub tropical climate making it perfect for these varieties from the Himalayan Regions to grow.There are daffodils too, with Cornwall seeing these charming flowers earlier than other parts of England, formal flower beds and trails leading to secret corners of the garden. The clunking noise of a chain sounds in the distance. This is the nearby King Harry Ferry which takes cars across the river and a path leads to this historic form of transport at the bottom of the garden. Trelissick is a splendid place to visit and walk amongst the floral displays, the woodland and to enjoy the gardens with the river below. I particularly enjoy it in springtime.