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Just a mile off Messinia’s coast is the beautiful Proti Island, which is said to resemble a crocodile in shape, and is a haven for history buffs. On land, you’ll find archeological sites and ruins from ancient temples and citadels. Additionally, Proti Island is great for diving due to its clear visibility, 15 dive sits and mix of reef, cave, wall, wreck, canyon, and drift diving. As you swim through turquoise Mediterranean waters, keep your eyes peeled for blue-spotted rays, painted combers, damselfish, sea turtles, and myriad colorful corals and sponges. One company that can take you diving off Proti Island is Navarino Sea by Aqua Divers Club, a Padi Five-Star IDC Resort.

Adobe streetfront: door...window...sky. Color. Much of Tucson, like most western U.S. cities, is devoted to strip malls and parking lots, but the historic core still has blocks of 19th-century Sonoran-style row houses. In the 1960s, acres and acres of the Barrio Viejo was razed, but fortunately not all of it. Today it’s a combination of gentrification and the pleasantly decrepit: attorney’s offices, student rentals, and family homes share this yard-less streetscape in a bilingual neighborhood. In reading about the history of the neighborhood, I came across this description, written back in the 1930s by Dr. James Harvey Robinson of Columbia University, who was visiting Tucson for the first time: “But this cannot be the United States of America, Tucson, Arizona! This is northern Africa - Tunis! Algiers! - or even Greece, where I have seen as here, houses built flush with the sidewalks with pink, blue, green and yellow walls, flowers climbing out of hidden patios and overall, an unbelievable blue sky. And the sweet-acrid smell in the air? Burning mesquite. Lovely! And the people - charming. But all this is the Old World, not America.” The Barrio Viejo is perfect for a bike ride. You do feel as if you’ve left reality-TV-obsessed Gringolandia...if only for a few blocks...

Being in Santorini was like a dream come true. The breathtaking views were like none other I had ever seen. The white buildings against the beautiful blue sea. I spotted these two dogs and thought to myself, “Wow! What a life. What I wouldn’t give to be able to live here and enjoy this view on a daily basis.” They looked so relaxed sitting in the warm sunlight. Every time I look at this picture it takes me back to that moment. I was literally speechless. Just soaking in my beautiful surroundings. We were on a tour, headed to a wine tasting, and we stopped for pictures. I had never seen anything so beautiful in my life. This was an unforgettable trip, better than I could have ever imagined.

Brit-born cycling fanatic Gareth Jones first opened a bike shop called Vicious Cycles, then expanded into the next-door space with the Handlebar, a funky restaurant/bar/“cycle” cafe on a grungy, graffiti-lined backstreet in the increasingly touristy Psirri neighborhood. The simple brunch, bagels, and (mostly vegan or vegetarian) snacks fare here consistently earns rave reviews, and so do the DJs’s mad mixes of house music and more. The beer is cheap, and the young, edgy crowd is consistently enthusiastic. The bar closes at midnight so this isn’t a late-night venue. But where else can you eat well, drink inexpensively, listen to great tunes and get your bike fixed, all at the same time? Keep an eye out for occasional record launches, live gigs, and street parties.

Follow the twinkling sconces down a path framed with pink bougainvillea and gnarled olive trees into the complex of stone dwellings that is Kapsaliana Village Hotel. Once an 18th-century village tucked quietly in the hills above Rethymno, the site was abandoned and left to crumble before being renovated by architect-owner Myron Toupoyannis into a low-key resort with 19 luxe yet understated guesthouses in 2008. Surrounded by one of Crete’s largest olive groves, the property is arranged around a turquoise pool that stretches toward the Aegean, providing beautiful backdrops at every turn. Nearby, couples gather on the restaurant terrace with a glass of rosé or licorice-scented raki. Pitharia, or large clay storage vessels, are sprinked throughout the public spaces, while accommodations display historical elements like arched doorways, exposed timber beams, and stone walls. For a real trip back in time, stay in the 1763 olive mill suite, where a breakfast of homemade bread and local eggs and honey is served in front of the fireplace, then visit the village’s 17th-century church and sit in on olive-oil tastings.

We picked up some gyros to-go during our stroll through the historic Plaka neighborhood below the Acropolis. Thespidos street was particularly memorable for the cafe we stopped at and discovering Brettos bar, which we decided to come back to enjoy as the end a lovely evening.

It’s little wonder why the cerulean infinity pool at Perivolas has graced more than its fair share of magazine covers. Overlooking shimmering Aegean waters to the Santorini caldera beyond, it feels like heaven on earth. But in fact, the luxury hotel had humble beginnings: Onetime fishermens’ residences in the typical yposkafa style—with cave-like rooms excavated from native volcanic stone nearly three centuries ago—the property has been a family-run boutique lodging since 1983. All 20 rooms have a sea view with terraces to take in the Greek sunsets; some suites feature private infinity pools and Jacuzzis, while the Perivolas Suite is the ultimate indulgence, claiming not only a huge indoor hot tub, but also a steam room and swim-out pool that stretches from inside the cave to the terrace. Furnishings are minimal but sumptuous, with occasional pops of fuschia and purple to add contemporary flair and skylights that flood the whitewashed walls with light. If you can peel yourself away, Perivolas is an easy 15-minute walk from Oia. But with its own highly regarded Greek restaurant, that gorgeous pool, and a cliffside spa with sauna, steam room, and outdoor hot tub, is there really any reason to leave?

There are two Paradise Beaches on Kos. One is northeast of Kefalos. It’s quite nice with facilities, a bar, and crystal clear waters. The other is southwest of Kefalos. It’s also quite nice with facilities, a bar, and crystal clear waters. The difference is the first one is very easy to get to and prone to getting covered in a crush of humanity while the second one (pictured above) is found at the end of a loooong, winding, dirt road (complete with sheer drops!) and only very lighted spotted with a few clothing optional occupants. Don’t worry, the way is clearly marked with signs pointing the way to Kavo Paradiso Beach FKK. FKK of course short for Freikörperkultur — a German movement whose name translates to Free Body Culture. Now when I say it has facilities, I mean it has around 7 or 8 umbrellas to rent with accompanying chairs. And when I say it has a bar, I mean it has a teeny-tiny shed manned by a blissfully quiet Greek fellow selling Mythos beers for 2 euros a bottle. And when I say it has crystal clear waters, I mean it! This was by far my favorite beach on a recent trip to Kos and well worth the death defying drive to reach it!

Families traveling with children will love Ecoism, located at Costa Navarino’s Navarino Dunes. Here you’ll find 100 percent organic children’s clothing and eco-friendly toys crafted from natural materials. Their selection of high-quality wooden toys is especially interesting, with clocks, puzzles, and doll houses.

Often described as a Greek paradise, the Polilimnio Waterfalls in Polilimnio Gorge offer something different from Messenia’s usual beaches. Visitors are immersed in a scene of lush greenery, gushing cascades, and green lakes filled with fresh-water crabs perfect for a relaxing dip. And if you’re adventurous, cliff diving is also an option at the highest and deepest of the pools. The hike to the Polilimnio Waterfalls takes about an hour and a half, with the trailhead beginning in Haravgi Village. Follow the paved road until it turns into dirt and you’ll eventually come to a car park at the start of the trail. Make sure to wear sturdy shoes, as the ground can be uneven or slippery—especially after it rains—in some sections. For a guided experience, Navarino Outdoors offers an Ancient Messene & Polilimnio Falls Excursion where you’ll explore the area’s historical stadium and theater; eat traditional Greek food; and visit the beautiful Polilimnio Waterfalls.

In Greek mythology, Heracles slew all the sons of the King of Pylos except Nestor, who became king of Pylos himself. Nestor appears as a sage elder in both the Iliad and the Odyssey, expounding on how things were really tough back in his day. If you visit Voidokilia Beach, about 12 kilometers (7.5 miles) from Pylos, you can take a 15-minute walk to see Nestor’s Cave. First, enjoy your time on the beach, which is renowned for its natural beauty. Then climb over the dunes at the beach’s southwest end and follow the hillside path to the cave, which sits just below the ruins of the Paleo Kastro, the old Pylos castle. As legend has it, this cave is where Hermes hid the 50 cattle he stole from Apollo. The trip is worth it for the views alone: The higher you go, the more you’ll see, as the panorama takes in Voidokilia Bay, the Gialova lagoon, the Bay of Navarino, the Peloponnesian hills and the city of Pylos.

Mylopotas Beach is one of the most popular destinations on Íos island, but since it stretches over one kilometre long, you’ll rarely find it overcrowded. Cafes and restaurants stretch the length of the beach, but the Far Out Beach Club reigns supreme. It’s part hotel, hostel, and campsite, and you’ll be surprised by how fabulous the food is.

Offering a mix of affordable and designer brands, Tsamis Eyewear Boutique at Costa Navarino’s Navarino Dunes sells glasses, contact lenses, sunglasses, fashionable frames, and related accessories. Staff here really know their stuff when it comes to glasses, and can help you choose frames that best suit your face. Moreover, as Messenia features a sunny, Mediterranean climate it’s important to protect your eyes with sunglasses.

Owned by the world-renowned art collector Dakis Joannou and smartly decorated by quirky Brazilian designers the Campana brothers, the New Hotel is the city’s coolest upscale design-centric property, with 79 rooms (including seven suites) and an intimate restaurant. Although centrally located, just a five-minute walk to Syntagma Square, it’s tucked back in a modernist building on a side street so it feels hidden and discreet. The interiors are both playful and smart; the Campanas created much of it with items recycled from the previous hotel. Imagine puzzlelike walls and chairs constructed of layered, repurposed wood intermingled with sculptural chairs of their own design. In the rooms, they had fun riffing on Greek cultural objects, like the Karagiozis, a shadow puppet, and multiple versions of the glass “evil eyes” used to protect against ill omen. Bottom line: stylish contemporary design, excellent location, and friendly service.

Blink and you might miss it. There’s not even a sign to alert you to Cantina Social, a hidden gem of a dance bar. It’s nestled into a vacant space at the end of an alley, wedged between two buildings in Monastiraki. By day, antique dealers and actors chat over coffee and cigarettes in the secret courtyard. After dark, the cool kids of Athens congregate at absolutely all hours to drink and groove in a low-key, intimate atmosphere. Simple but funky decor, intentionally inexpensive drinks, neighborhood regulars, and great music by resident DJs that veers wildly from indie pop to disco beats are standard; the occasional exhibition or event spices things up. Always open.