Greek Islands & Athens- Itinerary
Greece—just the thought of it brings to mind endless sunshine, warm breezes, crystal-clear waters, ancient ruins, friendly locals, family gatherings, delicious food, music, and dancing. These are the vivid images etched in my memory from my many visits to this beautiful country. Over the years, Greek culture, food, and music have become deeply ingrained in my soul.
So, when my friends decided they wanted to visit the Greek islands and asked me to plan the trip, I was absolutely thrilled. However, I also faced a classic traveler's challenge: with thousands of beautiful islands scattered across the Aegean, how do you choose the perfect ones?
Because this was their first-time visiting Greece, I decided to focus on three of the most iconic, spectacular destinations in the Cyclades, framed by the historic capital of Athens. Here is exactly why this combination makes for the perfect Greek introduction:
Ease of Travel: Traveling between these destinations is incredibly smooth. They are well-connected by frequent high-speed ferries and quick domestic flights from Athens, making island-hopping highly convenient and efficient.
Mykonos: Everyone should experience Mykonos at least once in their lifetime. Even though our group isn't into the famous clubbing and party scene, the island's iconic imagery—the labyrinth of whitewashed houses, the historic windmills, the pristine beaches, and the incredibly close proximity to the sacred archaeological island of Delos—is something you simply have to see for yourself.
Naxos: As the largest island in the Cyclades, Naxos offers an incredible variety of things to see and do. It boasts endless sandy beaches, dramatic mountain villages, ancient ruins, and a wonderfully relaxed, authentic atmosphere that is perfect for slowing down and soaking in the local way of life.
Santorini: Like Mykonos, Santorini is a global bucket-list destination for a reason. The island's geology is utterly fascinating, with whitewashed towns perched precariously on the steep cliffs of a volcanic caldera. The famous, blue-domed churches and the legendary golden sunsets are sights everyone should witness firsthand.
Athens: You simply cannot experience Greece without spending time in Athens. It is the historic heartbeat of the country, where ancient monuments stand proudly alongside a vibrant, modern city.
Quick Greece Itinerary at a Glance
| Day | Highlights | Overnight |
|---|---|---|
| Day 1 | This is the travel day. Getting to the airport and overnight flight to Athens. | In flight |
| Day 2 | Fly to Mykonos. Dinner in Mykonos Town. | Mykonos |
| Day 3 | Exploring Mykonos. | Mykonos |
| Day 4 | Sail to Delos and beaches of Mykonos. | Mykonos |
| Day 5 | Leave Mykonos and arrive in Naxos. | Naxos |
| Day 6 | Explore Naxos Town and beach in the afternoon. | Naxos |
| Day 7 | Visit Naxos's ancient sites and the oldest olive oil press. Dinner on the beach. | Naxos |
| Day 8 | Explore 3 beautiful towns on Naxos before a hilltop sunset dinner. | Naxos |
| Day 9 | Ferry from Naxos to Santorini. Sunset viewing and dinner in Fira. | Santorini |
| Day 10 | Hike the Santorini caldera and explore the town of Oia and Amoudi Bay. | Santorini |
| Day 11 | Morning exploring the Santorini beaches and ancient site of Akrotiri. | Santorini |
| Day 12 | Volcano tour in the morning and wine tasting in the afternoon. | Santorini |
| Day 13 | Leave Santorini. Fly to Athens. Cocktails and dinner on rooftop patio. | Athens |
| Day 14 | Acropolis and ancient sites. Museum of Ancient technology. | Athens |
| Day 15 | Free day to explore Athens. Dinner in the Plaka with live music. | Athens |
| Day 16 | Fly home. | Home |
Day 1 - Leave for overnight direct flight to Athens, Greece
Day 2 - Arrival into Athens Airport and flight to Mykonos
Our Greek adventure truly kicked off today as we caught a quick Aegean Airlines flight from Athens to Mykonos. After a smooth landing, we grabbed our rental cars from Budget at the airport and headed straight to our home away from home: the Panorama Blue Villa (a stunning split-level setup) at White Rock Villas & Suites.
Wow, what an absolute paradise! The villa features an enormous west-facing terrace—perfect for soaking in those iconic Mykonos sunsets. We immediately fell in love with the gorgeous pool, fully equipped kitchen, and cozy living spaces. The covered outdoor dining area is a brilliant touch, offering the perfect shield against the famous Mykonos winds while we enjoy our meals. After unpacking and a little well-deserved lounge time by the pool, we headed into town for a magical dinner right by the sea.
Day 3 - Mykonos Town & Explore Beaches
After a great night's sleep, we woke up ready to explore the island. With the weather on our side, our first stop was the Armenistis Lighthouse for some of the most dramatic, sweeping views of the Aegean Sea you can find.
From there, we drove into Mykonos Town (Chora) to deliberately get lost in its maze of tiny, whitewashed alleyways. We started our walking tour at the charming Old Port and meandered our way all the way through town until we hit the famous Windmills of Kato Mili, which stand proudly against the blue sky.
After grabbing a delicious lunch in town, it was time for a beach safari. Instead of the massive party beach clubs, we decided to seek out some of Mykonos' smaller, quieter coastal gems:
Agios Sostis: Wonderfully rugged and untouched.
Fokos Beach: Wild, peaceful, and home to an incredible traditional taverna.
Lia Beach & Agia Anna Beach: Beautifully relaxed spots with crystal-clear waters.
Whether you try to hit them all or just pick one to sink your toes into, you can't go wrong. We eventually made our way back to the villa just in time to watch another spectacular sunset from our terrace, before heading back into town for a wonderful organic dinner at Nice & Easy.
Day 4: Ancient Ruins of Delos & South Coast Beach Hopping
Today, we split our time between ancient history and total relaxation. We started the morning by heading down to the Old Port to purchase our ferry tickets for Delos, a tiny, sacred island sitting right at the literal and historical center of the Cyclades archipelago.
Delos is an absolute must-visit, completely dotted with fantastic, sprawling ancient Greek ruins. Plan to spend a solid half-day exploring the archeological site, and make sure you keep a close eye on the time so you don't miss the return ferry back to Mykonos!
The Ultimate Way to Beach Hop: The Mykonos Water Taxi
Upon returning to Mykonos, we were ready to cool off and check out some of the island’s most famous south coast beaches. The absolute best way to do this without dealing with parking or traffic is by hopping on the local water taxi.
We used Mykonos Sea Transfer, and it couldn't have been easier. For a nominal fee—currently just €20 for an All-Day Pass—you get unlimited, hop-on, hop-off access to a string of incredible beaches. It’s an incredibly scenic and fun way to skip the roads and cruise the coastline in style.
How it works: The boats run a continuous loop connecting the major southern beaches. You just buy your pass at the pier or kiosk and jump on.
The Route: You can easily ride between hotspot beaches like Ornos, Platis Gialos, Paraga, Paradise, Super Paradise, Agrari, and Elia.
It was the perfect, breezy end to an unforgettable day of exploring.
Day 5: Island Hopping from Mykonos to Naxos
We checked out early this morning to make the journey over to our next island destination: Naxos. Before tackling the logistics, we grabbed a relaxing breakfast down at the Old Port to fuel up for the travel day.
💡 Travel Tip - Navigating the Mykonos Port Transition
Moving between the islands takes a bit of planning, and the port system in Mykonos can trip up unwary travelers. Here is exactly how to handle it seamlessly:
Book a Multi-Location Car Rental: When you book your Mykonos rental car, make sure to specify Airport Pickup (if you fly in) and Old Port Return.
Map it out early: The roads and driveways leading to the rental returns near the Old Port are notoriously narrow and easy to miss. Take a look at the map the night before so you know exactly where you're turning.
The Two Ports Dilemma: While your car rental return is at the Old Port, the large passenger ferries depart from the New Port (Tourlos). You will need to travel between the two.
Skip the Taxis, Take the Seabus: Taxis in Mykonos are flat-rated and expensive; even a short ride between the ports costs around €25. Instead, catch the Seabus. It only costs €2 per person, runs frequently, has plenty of room for luggage, and offers a fun, breezy mini-cruise right between the docks. Just be sure to check the daily schedule ahead of time!
Cruising to Naxos
From the New Port, we boarded our high-speed Seajet ferry. The ride over to Naxos was incredibly smooth and fast, taking just about 40 minutes.
Upon pulling into the Naxos harbor, we walked right to the bottom of the ferry pier to pick up our new cars from Naxos Rent-A-Car. The location is incredibly convenient, and there is a massive public parking lot right next to the dock where you can easily keep the car while you grab a bite. We paused for a wonderful lunch at one of the lively waterfront restaurants right in town before hitting the road.
Settling into Villa Tranquility
After lunch, we took a scenic drive down the coast to our accommodation near Kastraki Beach. We checked into Villa Tranquility, and the name fits it perfectly. It's a gorgeous 4-bedroom villa complete with a private pool.
While it's just a short, easy walk down to the soft sands of Kastraki Beach, having a rental car is definitely necessary for exploring the rest of the island and grabbing groceries. We spent the afternoon swimming, unpacking, and relaxing on the patio as a fabulous Naxos sunset painted the sky. To wrap up a perfect first day on the island, we headed out for a delicious dinner nearby at the highly recommended Paradise Restaurant.
Day 6: Historical Treasures, Coastal Forests & True Greek Hospitality
Today was all about diving into the history and charm of Naxos’s main town, followed by a relaxing afternoon exploring the island's spectacular natural coastline.
Morning in Chora & The Temple of Apollo
We left the villa in the morning for the scenic 30-minute drive into Naxos’s main town, Chora. We parked the cars at the large public parking lot right by the beach, which makes accessing the town incredibly easy.
For breakfast, we highly recommend checking out Bossa Cafe, though you'll find plenty of other fantastic waterfront restaurants nearby if you prefer to look around. With breakfast taken care of, we made the iconic walk over to the Portara, the massive marble gate that marks the unfinished Temple of Apollo. Standing on the islet and looking out over the sea is unforgettable. Afterward, we headed back into the heart of Chora, spending the rest of the morning wandering and getting lost in the beautiful, maze-like alleyways of the old town.
Sunsets, Cedar Forests & Secret Beaches
When lunchtime rolled around, we headed back toward the cars to enjoy a delicious bite at one of the many restaurants lining Agios Georgios Beach. It's the perfect spot to take a quick swim and cool off right after eating.
By afternoon, we drove back to the villa to unwind. If you're looking to hit the sand closer to home, you have two world-class options just minutes away:
Kastraki Beach: Steps from the villa, this peaceful stretch of sand could very easily be the absolute best beach on Naxos.
Alyko Beach: Just a short drive away, this spot is a must-visit. Take some time to walk through Naxos’s unique, wild Cedar Forest that grows right along the sand dunes.
To wrap up another perfect day, we watched a fabulous sunset right from our villa patio before heading out to the nearby Faros Restaurant for dinner. We experienced absolutely amazing, unforgettable Greek hospitality at Faros Restaurant. The food was incredible, the family running it was so welcoming, and it was the perfect way to spend the evening.
Day 7: Ancient Gods, Giant Stone Figures & The Oldest Olive Press on Naxos
Today was packed with ancient history, stunning countryside scenery, and some of the best local food experiences we've had on the trip so far.
Step Back in Time: Demeter & The Giants of Faragi
We started our morning by driving into the rolling countryside to visit the Temple of Demeter. This impressive, partially restored temple ruin is dedicated to the Goddess of Agriculture and dates back to the 6th century B.C. The site has a fantastic, peaceful energy to it, and the small on-site museum does a wonderful job of putting the ruins into perspective.
Next, we drove further into the valleys to seek out the Faragi Kouros (the Kouros of Flerio). These are massive, unfinished marble statues of young men, abandoned by ancient sculptors right in the quarries where they were being carved in the 6th century B.C.
📌Traveler's Note: The countryside scenery here is absolutely spectacular, but be prepared for a decent amount of walking. You will need to drive to two slightly different nearby spots to view both of the giant stone figures lying in their shady, historic resting places.
A Legendary Lunch & Eggares Olive Press
By the time we wrapped up our historical tour, we were starving. We made our way north to the village of Eggares. Before diving into our next tour, we stopped for a delicious, authentic Greek lunch at Stella Tavern Cafe, which sits directly across the street from the olive press.
After a satisfying meal, we walked right across the road to the Eggares Olive Press Museum, Naxos's oldest remaining olive oil press. Here is what to expect:
The Tour: A short, fascinating guided walk detailing the history of olive oil production on the island.
The Tastings: You'll get to try high-quality olive oils paired with fresh local foods, and browse a wonderful little shop filled with unique products.
The Highlight: Do not leave without trying their delicious ice cream topped with olive oil—it sounds unusual, but it is incredibly good!
Sunset & A Stunning (But Smart) Dinner Route
After our olive oil tasting, we made the scenic drive from the northern part of the island back down to Villa Tranquility to swim, relax, and freshen up for dinner.
Our evening reservation was at Nikos and Maria in the town of Plaka, where the tables are set literally right on the soft sand of the beach. It's a magical dining experience, but the journey there and back requires a quick safety heads-up:
⚠️ Driving Alert: The coastal dirt road running along the ocean's edge to Plaka has absolutely no guardrails. While it's beautiful during the day, it is incredibly dark and can be very scary to navigate after dinner. For safety, we highly recommend taking the interior main highway rather than the oceanside route on your drive back to the villa after dark!
Day 8: Mountain Towns, Secret Liqueurs & A Farewell Feast in the Hills
For our final full day on Naxos, we decided to take things slow in the morning before heading deep into the island’s mountainous heartland for an afternoon of culture and world-class views.
A Slow Morning at Kastraki Beach
We spent the first part of the day doing exactly what you're supposed to do on a Greek island: absolutely nothing. We alternated between lounging by our private pool at Villa Tranquility and taking the short stroll down to the soft, golden sands of Kastraki Beach. After a relaxed lunch at the villa, we packed up the cars and headed inland. The dramatic shift in scenery from coastal flats to rugged, olive-tree-dotted mountains is spectacular.
Filoti: Life on the Slopes of Mount Zas
Our first mountain stop was Filoti, a picturesque village draped across the steep slopes of Mount Zas (the highest peak in the Cyclades).
Wander the Stairs: Filoti is famous for its marble-paved streets and steep staircases. We spent our time strolling past traditional whitewashed houses and checking out the impressive main cathedral, Panagia Filotitissa.
The Old Days: Don't miss the small, charming folk museum nearby. It offers a wonderful, intimate glimpse into what daily life on the island looked like in the olden days.
Take a Break: After exploring, we did as the locals do—found a shady spot at one of the lively tavernas lining the main road and cooled off with a cold drink.
Halki: Neoclassical Charm & Naxian Kitron
Next, we drove a short distance to Halki(also spelled Chalki), the historic former administrative capital of Naxos. This town feels like a living museum, filled with beautiful Venetian towers, grand neoclassical mansions, and sophisticated art galleries.
Aside from browsing the lovely local boutiques, the highlight of Halki is a visit to the historic Vallindra Kitron Distillery.
The History: Established in 1896, this beautiful, family-run distillery is the oldest on the island and still looks exactly as it did over a century ago.
The Drink: They specialize in distilling Kitron, a rare, aromatic liqueur made from the leaves of the citron tree (Citrus medica—a highly fragrant, gnarled citrus fruit resembling a giant, thick-skinned lemon).
The Tasting: We toured the vintage copper stills and enjoyed a free tasting of their three signature varieties: Green (sweetest and lowest alcohol), White (the middle ground), and Yellow (the driest and strongest). It is a delightfully unique taste somewhere between lemon and orange!
Sunset Dinner at Rotonda Restaurant
To cap off our time in Naxos, we headed even further up into the hills for our farewell dinner at Rotonda Restaurant, located near the village of Apeiranthos.
Calling this spot "impressive" is an understatement. Perched high on a panoramic ridge, the outdoor terrace offers sweeping, unobstructed views over the valleys, Filoti village, and out across the Aegean Sea. Watching the sunset from this vantage point while enjoying incredible, generous plates of Greek-Mediterranean food was the absolute perfect finale to our island stay. The warm hospitality and the incredible view made it a night we won't soon forget.
📌Pro Tip: Because of those legendary, multi-island sunset views, Rotonda is highly sought after. You absolutely must reserve your table well in advance to secure a spot on the panoramic patio!
Day 9: Crossing to Santorini & Settling into the Caldera
Today, we bid farewell to peaceful Naxos and caught our next ferry to the legendary volcanic island of Santorini.
📌 Pro Tip: Ferry delays and cancellations are always a possibility in Greece, especially when strong winds affect sailing conditions. It happened to us while leaving Naxos.
We arrived at the port expecting to board our ferry to Santorini, only to discover it had been cancelled due to high winds. Suddenly, hundreds of stranded travelers were trying to figure out Plan B. Should they book a flight? Stay another night? Fly to Athens and continue the next day? The port quickly became a scene of confusion and long lines.
Our advice is to head directly to your ferry company's ticket office at the port. Being there in person gave us the most up-to-date information and allowed us to understand our options as they developed. One of the ferry agents told us there was a possibility that another ferry would be added later in the day, with more information expected in a few hours.
Fortunately, our patience paid off. About five hours after our original departure time, an additional ferry to Santorini was scheduled, and we were able to continue our trip that same day.
The takeaway? Build a little flexibility into your Greek island itinerary. Staying calm and check with the ferry staff directly.
Leaving Naxos for the Cliffs of Santorini
We packed up our bags at Villa Tranquility, drove back to the port, and boarded our high-speed Seajets ferry for the short journey south. The ride is a quick, comfortable 1 hour and 15 minutes—just enough time to enjoy a coffee on board and watch the dramatic cliffs of Santorini rise out of the Aegean Sea as you pull into Athinios Port.
📌 Pro Tip: Santorini's main port is incredibly busy and steep. To save yourself a major headache, have your transport or rental car pre-arranged. We booked our cars through Car Hub, and they had them ready and waiting for us right at the port so we could drive straight out, or should I say straight up! If you are leaving Santorini by air, make sure you arrange for the cars to be dropped off at the airport.
Our Base in Fira: Villa Thiranthemis
From the port, we made our way to Villa Thiranthemis, located in the island's capital of Fira. We rented four hotel rooms here, and it is an absolute gem of a property:
The Views: Perched beautifully, it offers breathtaking, front-row views of the Santorini caldera, the volcano, and those legendary, world-famous Santorini sunsets right from the property.
The Perks: When we weren't staring at the view, we loved relaxing by the pool. Plus, having a delicious breakfast included in the stay made our mornings incredibly easy.
Once we got settled, we drove into the heart of Fira for dinner. Santorini has a reputation for being expensive, but you can find spectacular local food that won't break the bank if you know where to look.
We recommend checking out these two fantastic, reasonably priced spots:
Aris: A wonderful restaurant offering amazing Mediterranean dishes and local Greek favorites paired with beautiful views.
Noussa: A charming, traditional taverna known for its incredibly warm service and delicious, authentic home-cooked Greek plates.
Both are great choices to toast to our first evening on this gorgeous volcanic island!
Day 10: The Iconic Caldera Hike from Fira to Oia
Today is dedicated to one of the absolute best, most unforgettable experiences you can have in Greece: hiking the rim of the spectacular Santorini caldera.
A Morning Over the Caldera
We started our morning slowly, enjoying a delicious breakfast on the terrace. There is nothing quite like sipping your morning coffee while watching the cruise ships glide into the deep blue caldera, with the dark volcanic islands sitting silently in the center of the bay. It was the perfect, peaceful fuel for the active day ahead.
The Ultimate Santorini Experience: The Fira to Oia Hike
After breakfast, we laced up our running shoes and set off on the legendary 10km trail from Fira to Oia.
Distance & Time: The hike is about 10km (6 miles) and takes approximately 3 to 4 hours at a leisurely pace.
The Route: The trail hugs the very edge of the volcanic cliffs, winding through the charming villages of Firostefani and Imerovigli before opening up into a rugged, windswept volcanic path that leads all the way to Oia.
The Views: Absolutely breathtaking. You get a front-row seat to the island's unique volcanic geology, historic churches clinging to the cliffs, and endless views of the sparkling Aegean Sea. This was one of the highlights of the trip.
💡Hiking Tip: There is very little shade along the trail, and the Mediterranean sun can be intense. Be sure to head out early, wear hiking shoes, a hat, apply plenty of sunscreen, and pack a generous supply of water and snacks for the trek.
Reward in Oia: Lunch at Melitini & Exploring the Blue Domes
Upon finally arriving in Oia, hot and happy, we headed straight to Melitini for a well-deserved lunch. This cozy, traditional tapas-style restaurant is famous for its incredible, fresh Greek delicacies and fantastic rooftop terrace. It is the absolute perfect place to rest your legs and reward yourself after the long walk.
After lunch, we spent the afternoon exploring Oia:
The Famous Blue Domes: We wandered the narrow, marble-paved pathways to find the iconic, postcard-perfect blue-domed churches looking out over the sea.
The Descent to Ammoudi Bay: If you still have some gas left in the tank, take the steep, winding staircase down the red volcanic cliffs to Ammoudi Bay. It is an idyllic, tiny fishing port famous for its crystal-clear swimming spots and waterfront tavernas.
A Smart Alternative: If your knees are done after the 10km hike, skip the steep stairs and catch a local taxi down to the bay or back to the hotel instead—you've definitely earned the ride!
Day 11: Volcanic Sands, Ancient History & Dining in the Hills
After yesterday’s epic hike, today is all about taking it easy. Whether you want to sink your toes into Santorini’s famous volcanic sands or uncover a city frozen in time, there is a perfect morning option waiting for you.
Option A: The Volcanic Sands of Perissa Beach
For a classic beach day, we drove down to the southeast coast of the island to Perissa Beach, famous for its striking black volcanic sand and dramatic backdrop of Mesa Vouno mountain.
💡Beach Bed Hack: The entire coastline is lined with seaside restaurants. Don't just pay flat-rate rental fees for your sun loungers and umbrellas. Instead, look for a spot belonging to one of the many tavernas that offer a steep discount (or even free use of the beds) if you agree to have lunch or buy drinks there. It's a great way to save a few euros while keeping hydrated!
⚠️ A Hot Warning: Because of the black volcanic geology, the beach is made up of very small, dark pebbles that absorb the Mediterranean heat rapidly. Renting a lounger is an absolute must, and don't even think about walking down to the water without your sandals or water shoes on—that sand gets incredibly hot!
Option B: The Bronze Age Mystery of Akrotiri
If you aren't much of a beach person, or if you simply want to mix some deep history into your day, spend your morning at the archaeological site of Akrotiri.
Located on the southern peninsula, Akrotiri is one of the most important prehistoric settlements in all of Greece. Often called the "Minoan Pompeii," this ancient Bronze Age city was completely buried by a massive volcanic eruption in the 16th century B.C. Because it was covered in volcanic ash, the preservation is mind-blowing—you can walk along covered pathways to look down at multi-story buildings, ancient drainage systems, and incredibly preserved pottery.
Dinner at Metaxi Mas: A Culinary Highlight
For dinner, we drove inland to the charming village of Exo Gonia for a reservation at Metaxi Mas.
Tucked away behind a historic church in the hills, this tavern is widely considered by locals and travelers alike to be one of the very best restaurants on the entire island. It offers spectacular, panoramic views of the rolling hills and the eastern coastline as you dine on the terrace.
The food here is a beautiful blend of traditional Cretan and Santorinian cuisine—incredibly fresh, wonderfully seasoned, and served with legendary Greek warmth. We enjoyed every single bite, accompanied by the scenic, quiet beauty of inland Santorini.
💡 Travel Tip: Metaxi Mas is incredibly popular and relatively small. To get a table on the beautiful outdoor terrace, you absolutely must make a reservation well in advance!
Day 12: Volcanic Adventures, Hot Springs & A Sunset Toast
Our final full day on Santorini was absolutely packed with adventure, starting right in the heart of the caldera itself and finishing with a front-row seat to the island's famous wine culture.
Sailing to the Heart of the Volcano
After breakfast, we headed into Fira and caught the famous cable car down the steep cliffs to the Old Port. It is a quick, thrilling ride that saves your knees from the hundreds of steep steps down.
At the bottom, we boarded our wooden sailboat for a classic caldera boat tour, booked with SantoriniView.
Exploring Nea Kameni: Our first stop was the active volcanic island at the center of the bay, Nea Kameni. We hiked up the rugged, charcoal-black lava paths right to the rim of the active craters. The landscape is completely otherworldly, and you can even see steam rising and smell the sulfur escaping from the vents!
The Volcanic Hot Springs: After hiking the volcano, the boat sailed to the nearby islet of Palea Kameni. Here, you can jump off the boat and swim into the natural warm waters of the hot springs, rich in therapeutic sulfur and warm mud.
📌Hot Springs Tip: The mineral-rich, orange mud in the hot springs will instantly stain light-colored fabrics. Make sure to wear an old, dark swimsuit for this tour, and leave your favorite white swimwear back at the hotel!
A Quick Lunch & Villa Chill
Upon returning to the Old Port, we took the cable car back up to town and grabbed a quick, incredibly delicious lunch at Yogi Gyro in Fira. If you're looking for massive, perfectly seasoned gyros wrapped in warm pita at a great price, this is the absolute best spot in town.
With our stomachs full, we headed back to Villa Thiranthemis to reward ourselves after a busy morning. We spent the afternoon swimming, lounging by the pool, and soaking in the incredible, sweeping views of the caldera cliffs.
Final Evening: Wine Tasting at Santo Wines
To toast our final evening in the Cyclades, we drove to the spectacular, upscale Santo Wines located near Pyrgos.
This cooperative winery is perched directly on the very edge of the caldera cliff, offering what is arguably the most dramatic and luxurious sunset-watching spot on the entire island. We spent the evening doing a flight tasting of Santorini’s famous volcanic wines—including the crisp, mineral-heavy Assyrtiko and the sweet, amber-hued Vinsanto dessert wine—paired with local cheeses and olives.
Watching the sun dip below the horizon, lighting up the caldera and the whitewashed villages in hues of gold and pink, was the absolute perfect way to end our Greek adventure.
Day 13: Back to Where It All Began—The Historic Heart of Athens
Today, we closed the chapter on our incredible island-hopping adventure and flew back to the mainland to spend our final days in Greece’s legendary capital city, Athens.
We checked out of our hotel, packed up the cars, and made the drive to Santorini Airport.
📌 Pro Tip: When returning rental cars in Santorini, agencies can be incredibly strict about fuel levels. Make sure to fill up the tank at a gas station close to the airport. To avoid any potential disputes, ask the gas station attendant to confirm the tank is 100% full, keep your paper receipt, and snap a quick photo of your fuel gauge on the dashboard before turning in the keys!
With the cars successfully returned, we boarded our quick 45-minute flight back to Athens.
Arriving in Athens: Stress-Free Transfers & The Astor Hotel
Athens is a massive, bustling metropolis, and navigating traffic with rental cars is not something we wanted to tackle. Instead, we prearranged a private ride into the city center using Welcome Pickups. Having a friendly driver waiting for us in the arrivals hall with a sign made the transfer directly to our hotel completely seamless.
We checked into The Astor Hotel, located right in the vibrant heart of the city.
The Rooms: Newly refurbished and highly comfortable, the rooms feature lovely private balconies—with several of them offering jaw-dropping, direct views of the ancient Acropolis.
The Perk: The hotel features a spectacular top-floor terrace restaurant where a delicious breakfast is included in the booking.
Monastiraki Shopping & Dinner Overlooking the City
After unpacking and refreshing, we stepped out to explore. The hotel’s location is unbeatable—just a single block away from the city's main pedestrian shopping street. We took a leisurely stroll down the bustling avenue, enjoying the lively atmosphere, street performers, and local boutiques.
Our walk led us right into the energetic Monastiraki Square. To celebrate our first night back in the capital, we headed up to the Attic Urban Rooftop. This chic, trendy rooftop bar and restaurant offers incredible cocktails, fantastic food, and an absolutely mesmerizing, illuminated view of the Acropolis lit up against the night sky. It was the perfect, stylish welcome back to Athens!
Day 14: Walking Among Gods—The Acropolis of Athens
Today is the crown jewel of historical sightseeing on our trip. We spent the day exploring the birthplace of Western democracy, towering temples, and the ancient city’s world-class museum.
Scaling the Sacred Rock
After a delicious breakfast on the hotel's roof terrace—staring directly at the monument we were about to climb—we set off on foot for the Acropolis.
To make this iconic morning run smoothly, a little bit of pre-planning makes a world of difference:
Book Direct & Early: Do not buy your tickets from unofficial third-party resellers on the street. Use the official Greek government e-ticketing platform (hhticket.gr). Because the site uses a strict timed-entry system to preserve the ancient ruins, you'll want to lock in your preferred morning slot well in advance.
Beating the Heat & Crowds: Book the earliest slot possible (usually 8:00 AM). It allows you to hike up the marble steps before the intense midday heat sets in and before the large cruise ship tour groups arrive.
Hiring a Guide: If you prefer a structured historical tour, you can easily hire a licensed, private guide directly near the main entrance gates. It's a fantastic way to hear the fascinating myths and structural secrets behind the Parthenon, the Erechtheion, and the Temple of Athena Nike.
Unveiling History: The Acropolis Museum & Ancient Ruins
After making our descent back down the hill, we continued our deep dive into the past by visiting the ultra-modern Acropolis Museum.
Built over an actual active archaeological excavation (which you can look down at through glass floors!), the museum houses every surviving artifact found on the slopes of the Acropolis. The top floor is a stunning, glass-walled gallery that replicates the exact dimensions of the Parthenon, aligning the original friezes with the monument itself visible just outside the window.
If you still have some energy left in the afternoon, wander through the historic streets to find the other scattered ruins of ancient Athens, including:
The Ancient Agora: The bustling heart of ancient civic life where Socrates and Plato once debated.
The Temple of Olympian Zeus: With its towering, colossal columns standing proudly in the middle of the city.
It was an absolutely awe-inspiring day of walking through thousands of years of human history!
Day 15: The Ultimate Free Day in Athens—A Choose-Your-Own-Adventure Finale
On our final day in Greece, we left the schedule wide open. Athens is a city best experienced by simply wandering, letting your curiosity guide you through its layers of ancient ruins, charming neighborhoods, and bustling markets.
Whether you want to squeeze in a few last-minute historical sights, shop for souvenirs, or find the ultimate panoramic view of the city, here is a curated list of the absolute best ways to spend a free day in the capital:
🏛️ Ancient Wonders & Historic Landmarks
If you haven't had your fill of history yet, these iconic spots are easily walkable from the center of town:
The Temple of Olympian Zeus: Marvel at the colossal columns of what was once one of the largest temples in the ancient world.
Panathenaic Stadium: Visit the magnificent, all-marble stadium where the first modern Olympic Games were held in 1896.
Syntagma Square & The Changing of the Guard: Head to the Parliament building on the hour to witness the famous, highly synchronized changing of the guard ceremony performed by the Presidential Guards (Evzones) in traditional kilted uniforms.
🚶 Neighborhoods to Get Lost In
Athens is a patchwork of distinct neighborhoods. Spend your afternoon strolling through these unique areas:
Anafiotika: A tiny, hidden scenic neighborhood tucked right under the northeast slopes of the Acropolis. Built by workers from the Cycladic island of Anafi, its whitewashed houses, blue doors, and narrow paths will make you feel like you've been instantly transported back to Mykonos or Naxos.
Thissio: A beautiful, leafy neighborhood lined with outdoor cafes, street artists, and gorgeous pedestrian walkways looking up at the Temple of Hephaestus.
National Gardens: Need a break from the concrete and marble? Take a peaceful, shady stroll through this massive public park right behind the Parliament building.
🛍️ Markets, Shopping & Modern Museums
For your final souvenir hunting and a dose of unique culture:
Monastiraki Flea Market: A bustling, lively bazaar packed with everything from handmade leather sandals and antique treasures to local Greek spices and evil eye jewelry.
Ermou Street: This energetic, pedestrian-only shopping avenue is the main high-street shopping hub in Athens, perfect for picking up fashion or gifts.
Kotsanas Museum of Ancient Greek Technology: A hidden gem of a museum showcasing incredible, fully functional reconstructions of ancient Greek inventions, from early robotics and water clocks to code-writing machines. It is highly interactive and fascinating!
🌅 Epic Vantage Points for a Final Sunset
End your journey by looking down on the city from above. These hills offer stunning, panoramic views that are perfect for reflecting on your trip:
Mars Hill (Areopagus): A smooth rock outcrop right next to the Acropolis entrance. It's incredibly historic, easily accessible, and offers a beautiful view over the ancient Agora.
Filopappou Hill: A peaceful pine-covered hill opposite the Acropolis that offers some of the best angles for photographing the Parthenon.
Mount Lycabettus: The highest point in Athens. You can take a fun cable railway (funicular) right to the summit to enjoy a sweeping, 360-degree view of the entire city stretching all the way to the Aegean Sea.
Watching the lights of Athens flicker on one last time was the absolute perfect farewell to an unforgettable 15 days in Greece!
Day 16: Farewell, Greece!
All incredible journeys must eventually come to an end, and today was our official departure day.
We checked out of The Astor Hotel in the morning, ready to head back home after a trip of a lifetime. Returning to the airport was just as seamless as our arrival, thanks to one final ride with Welcome Pickups.
💡Final Travel Tip: Athen’s traffic can be incredibly unpredictable, but the real bottleneck right now is at the airport itself. Following the launch of the EU’s new biometric Entry/Exit System (EES), passport control lines at European airports have been significantly longer as non-EU travelers are registered with digital facial scans and fingerprints (summer/fall 2026). To avoid getting caught in the chaos, we highly recommend pre-booking your airport transfer well in advance and planning to arrive at Athens International Airport (ATH) at least three to four hours before your scheduled departure.
Reflecting on an Unforgettable Journey
From the lively winds and golden beaches of Mykonos, to the spectacular historical ruins and warm mountain hospitality of Naxos, and finally to the breathtaking caldera cliffs of Santorini and the ancient, bustling streets of Athens—Greece has completely captured our hearts.
To everyone planning their own Greek getaway: pack your sunscreen and get ready for an amazing adventure.
Have a fantastic time!