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Monemvasia, Greece: Lost in a Labyrinth of Time, Olives, And Wine

Step back in time to Monemvasia, a medieval fortress town in Greece. Explore Byzantine ruins, Venetian mansions, and breathtaking Aegean Sea views. Discover hidden tavernas, local wines, and the magic of this ancient city.

Sunset between historic buildings in Monemvasia, Greece

Let me tell you about a place where time takes a detour. A destination where history hangs heavy in the air, and the only crowds you’ll find are ghosts of Byzantine emperors and Venetian traders. This is Monemvasia, Greece, a medieval fortress town clinging to a rock off the Mediterranean coast, and let me tell you, it’s something else.

Picture this: Christina and I, neck-deep in a bubble bath, sipping wine in a ridiculously historic apartment after a day full of adventures that could fill a book. We had woken up in the postcard-perfect coastal town of Nafplio, explored the towering Palamidi Fortress, and hightailed it out of Mystras, a hilltop ghost town, when a storm practically chased us down the mountain.

But as we cruised down the Peloponnese coast in our trusty minivan (yeah, that’s the reality of family travel), the skies cleared, and Monemvasia revealed itself like a desert mirage. Turquoise water splashing against white sand and coastal forests. A fortress rising from the sea… it was a knockout.

We crossed that narrow causeway, locally called a “tombolo,” leaving the 21st century behind. As we wound our way up along fortified walls, each corner dropped us one hundred years further into the past.

Then something just clicked. This wasn’t just another historical pit stop. This was a place to breathe, to connect, to feel the weight of centuries pressing down on those ancient stones. A place to make memories, the kind that stick with you long after you’ve moved on.

About Monemvasia

Monemvasia is old. Seriously, ancient. We’re talking about the 6th century, the Byzantine Empire, which is kind of old. But here’s the thing: this isn’t some dusty museum town. Walking through those cobblestone alleys, my family immediately felt the history breathing down our necks. It’s etched in the stone walls, it casts shadows within the candlelit tavernas, and you can breathe it within the scent of olive oil and the sea salt hanging in the air.

Looking for 6th-century authenticity? Leave your car behind. That’s right, there are no wheels allowed in this medieval maze. We had to drop our trusty minivan outside of the town’s fortified walls. We all grabbed a bag and hauled them through narrow streets, past shops overflowing with local wine, olives, and honey. We found our home for the night at Kalntermini Suites, a collection of family-run guesthouses tucked away in the heart of the city.

No sterile chain hotels here, just historic apartments and guesthouses. We had one guesthouse for Christina and I and one for her parents and the boys. A rare night of family travel separation. You won’t find many suites fit for large families in this town.

Monemvasia is a place that has seen it all: Byzantines, Venetians, Ottomans, even Crusaders. They all left their mark on the city’s impregnable walls, those labyrinthine streets. We wandered past Byzantine churches and Venetian mansions and climbed to the top of the fortress for a view that helped us to understand why people had been fighting over this rock for centuries.

This medieval fortress town is perched on a rocky island off the coast of Laconia, Greece. And its history is as dramatic as its location. The city is a time capsule, a place where the stories of 1400 years of continuous occupation whisper from every stone.

This UNESCO World Heritage Site offers a journey back in time, where the echoes of history whisper through the ancient stones and the breathtaking views of the Myrtoan Sea inspire awe. Monemvasia is not just a destination; it’s an experience that captures the essence of Greece’s enduring legacy.

Our Visit To Monemvasia

A young boy wearing a backpack strolls through the empty streets of Monemvasia, Greece
Dylan makes his way past local shops to our guesthouse in Monemvasia

Monemvasia is a town that begs you to lose yourself. And that’s actually pretty easy to do here. These streets weren’t built for tourists; they were built for defense. One minute you’re squeezing past a Byzantine church, the next you’re practically scaling someone’s rooftop.

In this city, there are no fences, no property lines, just a jumble of stone and history. And that made checking out all of the things to do in Monemvasia a blast.

Olives and Grapes

The boys and I stumbled upon a little shop called “The Cellar” (or “Το Κελάρι,” if you want to impress the locals), a tiny shop overflowing with local olive oil and wine.

It turns out that the owner’s family has a rich history in Monemvasia, dating back centuries. However, they don’t live within the city walls anymore (according to the owner, only two houses are actually occupied by locals). We sampled candied olives, I sipped some local wine, and ended up walking out with a bottle for Christina and I to enjoy a little “us time” later that night.

The owners of the Cellar can trace their family history back to winemakers who were once one of the most sought-after producers in the Roman Empire. Their wine was shipped throughout Europe from the bustling port of Monemvasia. Now, they are working on rekindling those ancient recipes, which were thought lost to time.

So, if you want a taste of history, this is the place that you’ll want to check out.

Dinner At Oinomelo

I received a message on my phone, a small reminder that we were, indeed, in the 21st century and not the 7th. It was from Christina’s parents. After a day of exploring those crazy streets, they were feeling hungry, so we went looking for a local restaurant to enjoy.

Finding great restaurants in Monemvasia isn’t hard. They’re all pretty good. But in March, low season in Greece, it’s downright easy. There are only a handful of restaurants open for the smattering of travelers that grace the city’s cobblestone streets.

We ended up at Oinomelo. This place is the real deal: stone walls, arched ceilings, sea views, and a menu that takes Greek classics and gives them a modern twist. We devoured plates of souvlaki, saganaki, and grilled squid, sharing stories of our adventures so far. The Parthenon in Athens, the Lion Gate at Mycenae, that storm that chased us out of Mystras… It was a night of laughter, good food, and that warm feeling you get when you’re surrounded by people you love.

Our journey through Greece was still young, though. There was much left to see, including a visit to Delphi and Olympia and the crown jewel of our mainland Greece road trip, Meteora.

A Quiet Night For Two

An asian woman relaxes with a glass of wine in a bubble bath.
Christina relaxes with a glass of wine at Kaintermini Guesthouse

Family travel can damper romance. Shared hotel rooms and cramped spaces don’t leave a lot of room for date nights, especially once the children are old enough to share a bedtime with their parents.

But that night, Christina and I had an escape planned. Our Kaintermini Suites guesthouse was tucked away in a quiet corner, just steps from Oinomelo. We had a hot tub for two and a view that screamed “honeymoon.” We soaked, we sipped that wine from The Cellar, and we reconnected. Sometimes, you gotta ditch the kids and remember why you fell in love in the first place.

Exploring The Acropolis

The next morning, Christina and I snuck out for a pre-breakfast climb to the Acropolis. It was a long climb up, but once we reached the outer walls of the Acropolis, it was worth it. Those ruins are a playground for the curious, with hidden corners and breathtaking views of the Alright, let’s ditch the usual tourist traps and dive headfirst into Monemvasia. This ain’t your average Greek island; it’s a medieval fortress town clinging to a rock, a place where history punches you in the face the moment you step through those ancient walls.

Saying Goodbye to Monemvasia

A family takes a photo during breakfast at Myrtillo Cafe in Monemvasia
Breakfast at Myrtillo Cafe in Monemvasia

We met up with the family for a quick local breakfast with the family. All of the adults enjoyed some delicious omelets and Greek fare, but the kids somehow convinced the friendly owners of Myrtillo Cafe to make them stacks of chocolate pancakes!

Today, we were packing up our trusty steed and heading off to Olympia, chasing the footsteps of ancient prophets and Olympic heroes. Monemvasia, though. That’s a place that stays with you. It’s a taste of the real ancient Greece, a reminder that sometimes, the best adventures are found where time stands still.

Top Things To Do In Monemvasia

Alright, let’s skip the tourist traps and dive headfirst into the best places to visit in Monemvasia. This a medieval fortress town clinging to a rock, a place where history punches you in the face the moment you step through those ancient walls. And it’s worth getting down and dirty when you visit.

Hike to Upper Town

Forget your comfy sandals. You’re gonna need some sturdy shoes for this one (You can check out my guide to the best hiking shoes for men, women, and children). The climb to Upper Town is a bit of a scramble, but trust me, the view from the top is worth it.

When Christina and I made the climb, we found crumbling ruins, breathtaking panoramas of the Myrtoan Sea, and the Agia Sofia, a 12th-century Byzantine church that made us feel like we had stepped back in time. Just watch your step on those ancient stones, and don’t forget the water bottle.

Swim at the Portello

Now, if you’re looking to cool off after that climb, head to the Portello. It’s a swimming spot carved right into the southern wall of the lower Monemvasia fortress. The water can be a bit choppy, but once you get past those rocks, it’s like your own private slice of the Aegean.

If you’re visiting Monemvasia with young kids though, you might want to skip this unless they are very strong swimmers. The water can be rough, and there are rocks. For young families, consider some of the nearby beaches that I’ll mention a bit later.

Monemvasia Archaeological Collection

Okay, I know what you’re thinking: “Museums? Nah.” But this one’s different. It’s housed in a building that’s been everything from a mosque to a prison to a coffee shop. And inside? A treasure trove of artifacts that tell the story of this crazy place. It’s a very quick stop, it helps the local economy, and it’s worth your time.

Yiannis Ritsos House

This one’s for the literature buffs. Yiannis Ritsos, a famous Greek poet, was born and raised in Monemvasia. His house is closed to the public for now, but you can still check out the plaque and bust dedicated to him. Who knows, maybe one day they’ll turn it into a museum.

Local Food & Wine Tastings

Alright, let’s get to the good stuff. Monemvasia is a foodie paradise. We’re talking local wine (the kind Shakespeare wrote about!), honey mead, homemade liqueurs, and those almond cookies that’ll make you wanna slap your grandma. Here’s where to enjoy some tastings:

  • Edodimopolio: This place is a goldmine of local goodies. It’s a deli and shop with loads of local flavors for sale. Book a tasting ahead of time, and they’ll hook you up.
  • To Kelari (The Cellar): Remember that wine and olive shop that I mentioned? This is it. It’s cozy and packed with deliciousness, and the owners are the nicest folks you’ll meet.
  • Byron’s Wine Kamera: A tiny wine bar tucked away in the maze. Perfect for a late afternoon tasting.
  • Monemvasia Winery: If you’ve got wheels, head out to this winery on the mainland for a tour and tasting.
  • Liotrivi Estate: This place is a bit further out but worth the trip. Olive oil, wine, amazing food… you name it, they got it.

Monemvasia Lighthouse

We didn’t make it here, unfortunately. But some friends of mine told me about it afterward. I think I may make a return trip just to check it out. It’s a working lighthouse, but there’s also a small museum dedicated to Greek naval history. Plus, the views are killer.

Shop the Main Street

Okay, I’m not usually one for shopping, but Monemvasia has some cool little places to explore. Check out Malva Gallery for some unique art, Anastasia Livieratou for handcrafted jewelry, and Karavaki for locally made textiles and housewares.

Kinsterna Experiences

If you’ve got some extra time, head to Kinsterna Estate on the mainland. It’s a fancy hotel, but they also offer cool experiences like cooking classes, honey harvesting, and horseback riding. It’s also one of the best hotels in the region for those who can’t find accommodations within Monemvasia itself.

Visit The Nearby Beaches

Alright, let’s be real, the beach in Monemvasia is fun, but it’s small and choppy. If you’re craving some sand and surf, there are some great beaches nearby. Check out Pori Beach, Elafonisos Island (those beaches are legendary), or Plitra if you’ve got small kids with you and want something quieter.

Where To Eat In Monemvasia

The restaurants in Monemvasia are as authentic as the atmosphere. And I’m not just talking about the salty sea breeze. The food here? Forget the moussaka and gyros. This is proper Greek fare, the kind of stuff your yiayia would make if she had access to the freshest seafood and a wood-fired oven the size of a small car.

So ditch the guidebook, skip the donkey rides, and get ready to eat. Here’s where you need to be:

Chrisovoulo

This place is an institution. Tucked away in a hidden alley, it’s the kind of quiet restaurant that’s been feeding locals for generations. Don’t expect fancy tablecloths or menus in English. Just point at whatever the cook is pulling out of the oven and get ready to feast.

Lamb slow-cooked in lemon and herbs? You got it. Seafood stew so fresh it practically swims onto your plate? Absolutely. Just wash it all down with a cup of house wine and try not to lick the plate clean.

Voltes

If you’re looking for a meal with a view, Voltes is your spot. Perched on the edge of the seaside cliff, this place has a panorama that lasts for days. But don’t let the scenery distract you from the food. Voltes serves up grilled octopus with a char that’ll make you weep, salads bursting with flavor, and local cheeses that’ll make you rethink your entire stance on dairy. Just be sure to book ahead. This place gets packed.

Oinomelo

I talked about this place earlier. They have a list of local wines longer than your arm, but the real draw here is the meze. Imagine tiny plates of culinary magic, each one an explosion of flavor. Smoked eggplant dip, spicy sausage, salty olives… it’s the kind of food that’ll have you ordering “just one more” until you can barely walk. And trust me, with the wine flowing, you won’t want to.

Where To Stay In Monemvasia

Monemvasia is not a big place. This hilltop top has been mostly converted to guesthouses and restaurants, but its tiny footprint still doesn’t leave a lot of room for overnight guests. Getting a place here in high season is a bit like winning the lottery.

If you’re looking for great hotels in Monemvasia, you won’t find one. But small, boutique accommodations have lots. Here are my favorites:

Kinsterna Hotel

This isn’t just a hotel. It’s a time machine. A restored Byzantine mansion perched on a hill overlooking the Myrtoan sea. Picture stone arches, hidden courtyards, and a spa built into a cave. You practically expect to see Crusaders wandering the halls in full armor. But don’t worry, the amenities are strictly 21st century. Infinity pool? Check. Michelin-worthy restaurant? You got it. Just be prepared to drop some serious drachma. This kind of luxury isn’t cheap.

You can check their rates and availability here.

Moni Emvasis Luxury Suites

Want to sleep inside the castle walls? This is your spot. Housed in a former monastery (hence the name), this place has atmosphere in spades. Vaulted ceilings, antique furnishings, and views that’ll make you feel like you’re king of the world. It’s the perfect place to unwind after a day of exploring the fortress, preferably with a glass of something strong in hand.

You can find their rates and availability here.

Kalnterimi Suites

Let’s be real: not everyone has a king’s ransom to spend on a hotel. If you’re looking for something a little more down-to-earth, Kalnterimi Suites is the answer. Don’t let the “suites” part fool you. This place is all about rustic, authentic charm. Think whitewashed walls, private balconies overlooking the town, and a rooftop terrace perfect for catching the sunset.

This is our kind of place. One where you can kick off your shoes, pop a bottle of wine, and just soak in the atmosphere. You can check out their rates and availability here.

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