Luxury One-Week Greece Vacation

What to expect on this itinerary
The islands of the Western Cyclades will enchant you during your personalized Greece tour that will immerse you in charming villages with whitewashed homes overlooking azure waters. Explore Athens, travel Milos, and uncover the subtle jewels of Sifnos to bring the islands out from the shadows of their more famous neighbors. With a combination of history, relaxation, and culture you will have the grandeur of the Cyclades. Lounge on the beach, wander eclectic churches, take in unique landscapes, and enjoy antiquity at your leisure with the perfect island-hopping experience in Greece.
Customizable Itinerary
Athens - Remarkable Historical Introductory Tour
The grandeur of Athens dates back more than 3,000 years including the flourishing strength of the Golden Age and the beauty that emerged from the unification of modern Greece in the nineteenth century. The city now acts as much as an entryway to the epic cultural wonders of classical antiquity as a gateway to breathtaking islands of sprouting from the Aegean Sea. Your private transfer will greet you at the Athens International Airport upon your flight’s arrival to escort you into the heart of the contemporary city.
Byzantine churches glint with golden mosaics and marble ancient sites gleam in the spreading sunlight. The scent of baklava drifts out of the local cafes while restaurants fill with the aroma of roast lamb. Your guide will greet you in the lobby of your hotel ready to immerse you in the enchanting history of Athens. The Temple of the Olympian Zeus was erected in the former Roman section of the city under the patronage of Emperor Hadrian in the second century AD.
The temple’s original size extended to nearly 135 feet wide by 354 feet long flanked by a double colonnade of eight columns. Standing in the shadow of the dramatic temple represents a design fitting for the king of the gods. You continue to the top of the Acropolis at the center of ancient life. The Parthenon is the most famous piece of architecture on the holy plateau and was erected between the fifth and fourth centuries BC. The sacred shrine paid homage to Athena, the patron goddess of the city with a design that would become the epitome of classical Greek style.
What's Included:
Milos – Enjoy the Scenic Flight to Milos with the Day at your Leisure
Milos – Indulge in the Luxuries of the Villages, Beaches, and History
Sifnos – Relish the Ferry to Sifnos for a Picturesque Relaxing Day
Sifnos – The Fascinating and Charming Island of Sifnos at your Pace
Athens – Return to Milos and Return to Athens on a Quick Scenic Flight
Athens – Depart for Home
Trip Highlights
- Walk through ancient history when visiting the Acropolis in Athens, home to the legendary Parthenon
- Indulge in the gorgeous golden sands and illustrious crystal-clear waters of the Aegean Sea on the island of Sifnos
- Uncover the island of Milos and the archeological museum that highlights the discovery of the Venus de Milo in the nineteenth century
- Embrace the legend of the 16th-century monastery of Panagia Chrissopigi as situated on a secluded islet surrounded by the Aegean Sea
- Wander along the spectacular coastal landscape of Sarakiniko where whitewashed and gray flat rocks create coastal caves over placid water
- Delight in the specific architectural design and distinctive display of artifacts inside the Acropolis Museum in Athens
- Witness the impressive array of ancient design and engineering in the preserved columns of the Temple of the Olympian Zeus
Detailed Description
Island hopping across the Aegean Sea reveals the legendary beauty of the Cyclades during your 7-day Greece tour. The splendor of the Ancient Western World is rooted in the art, architecture, and philosophy scattered across the land and sea spreading from Athens to the Acropolis at Milos and the numerous churches of Sifnos. Villages, monasteries, and beaches become are ubiquitous along the hills and the island edges as marbled theaters. Volcanic islands and terraced vineyards utilize the unique geological features leading to the serene edges where the cliffs, sands, and pebbled coastlines touch crystal clear azure water.
Your incredible tour of Greece begins with your arrival in Athens. The capital city continues to illuminate the vast history of the country spanning more than 3,000 years. Whether visiting the Acropolis, exploring the National Museum, wandering through the Plaka, or discovering the collection of Byzantine churches, Athens displays the marvelous layers of its past with elegance taking you from the ancient foundations of the Acropolis to the spirit of a contemporary united Greece. Restaurants, cafés, and bars wind along cobbled streets in view of the Parthenon while the metro station at Syntagma Square literally displays the tiers of the city’s past.
Fly to the island of Milos, famous for its prevalent Cycladic charm and as the original home of the Venus de Milo. Small villages speckle the island alongside gorgeous beaches and the captivating ancient theater. The paradisiacal scenery touches a unique lunar landscape overlooking the idyllic sea in view of the picturesque villages of Plaka, Pollonia, and Klima. The neighboring island of Sifnos glows with traditional architecture and gentle crystal-clear water. Legend emanates from the monastery of Panagia Chrissopigi while the villages welcome you with narrow cobbled lanes and stone houses offering spectacular island views for a relaxing and refreshing ambiance. Greece is a region unlike any other; learn more by seeing how our partner Greece trip operators can personalize the experience for you.
Starting Price
$5,500 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 787 reviews
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For over a year, I planned this Greek getaway. This was going to happen, Kimbal and I on a Greek adventure for 14 days. On his first international flight, I just wanted him to be comfortable. I am interested in learning about ancient artifacts and civilizations. I will take you on our journey…
San Diego to Munich and Munich to Athens. We arrived in Athens! Our driver pulled up in his Mercedes wearing a white shirt and black suit. Wow, this felt like royal treatment. He took us along the beautiful shores of the coastline that runs all the way from Athens down to Cape Sounion. He showed us a lagoon which people swear is healing. Next time, we will have to take a dip. We saw the Temple of Poseidon, a fifth-century archaeological site overlooking the Saronic Gulf and its islands – where the horizon meets the Aegean Sea, and where stories and legends unveil about the ship of King Menelaus, who stopped briefly at Sounio on his way back from Troy; or about the unfortunate King Aegeus, who drowned himself at that spot and the Aegean Sea got named after him; or about the people who built a temple using local marble to honor the god of the sea and safeguard the profits from the neighboring Lavrio mines.
The next day, we would meet our first archeologist guide. She was about the same age as our daughter, Alexandria. We enjoyed her infectious enthusiasm for sharing some of the most important contributions of Ancient Greece to world culture: the amazing monument of the Acropolis and the timeless notion of democracy. We visited the Acropolis, the Doric gateway to the Acropolis, dating to 420 BC, and the spectacular Parthenon, the temple dedicated to Athena, goddess of wisdom and protector of Athens, that has become the most famous architectural embodiment of classical Greece. She talked about the Parthenon sculptures taken in the 1800s by Lord Elgin. Today, they reside in the British Museum in London. Greece wants them back and I am optimistic they will be returned one day. We saw Propylaia, the Temple of Athena Nike, and the Temple of Erechtheion. We learned about the historical personalities and facts that led to the birth of democracy in Athens, its key values and principles, the purposes it served, as well as why it was considered a radical political system at the time. During our tour, we also had the chance to learn about the similarities and differences between ancient and contemporary democracy.
Kimbal and I wandered around the neighborhood of Plaka. This is a very populated area; there were so many active small businesses. We saw no unoccupied storefronts. The nightlife was bustling.
We would be meeting with the car rental agent at our hotel; Kimbal gets to drive in Greece, in Athens, where 3.1 million people live. Yikes. Oh geez, this was going to be interesting. We would be going to Crete and this would allow us to move around at our own pace. We stopped at Mer des Oliviers de Delphes to indulge at an olive oil producer and relax with the dazzling view of the ancient olive grove, Chrisso village, and the Gulf of Corinth, which unfolded beneath our eyes. We got a traditional lunch experience. The host introduced us to the history of their family, who, for five generations, has produced olive oil, while we tasted the fruits of their labors: the extra-virgin olive oil, the olives, and the tapenade derived from the local olive tree variety called "Amfissis".
Next, we headed toward the Delphi Archaeological Museum. We were warned the archaeological site involves quite a steep uphill climb. Lesson learned; your eyes and legs and hips don’t always agree.
Our next guide oozed with excitement about what she was to share with us – the Pythia, the mythical oracle of Ancient Greece that was consulted in all major decisions regarding the future of the Empire. With the dramatic landscape of Mount Parnassos as our backdrop, we explored the most sacred place in ancient Greek civilization, walking amongst stunning ruins and learning all about the secrets of the old Greek prophecies. Delphi, according to legend, is the center of Earth, with Zeus, father of the gods, sending two eagles to find it. Delphi also acts as a symbol of unity for the Hellenic world and is home to numerous renowned monuments, such as the Temple of Apollo, the Athenian Treasury, and further up, the well-preserved theater, with its beautiful view back down over the complex. Our guide shared insight into Delphi's religious and political significance in ancient Greece. After roaming the ruins, we walked up to the highest point of the archaeological complex for a stunning view of the Corinthian Gulf across olive grove-carpeted slopes. Next, we visited the Delphi Museum, where we looked at the bronze statue of the Charioteer of Delphi, the haunting Sphinx of Naxos, and what might be the very first recorded notation of a melody. At that moment, I thought of Alexandria and Ryan, and how they would love visiting and learning all this history of Greece! I wished all four of them were with us, enjoying this adventure. Another time!
The next day, we were moving on to Galaxidi. The hotel was an old mansion, converted into a boutique hotel. The owner made the most delicious homemade breakfast, freshly prepared every day! The courtyard was surrounded by pink bougainvillea; absolutely charming. The next day, we drove from Galaxidi to Olympia and enjoyed the views of the Gulf of Corinth coastline. I thought of Heather as we crossed the Rio-Antirrio Bridge, one of the longest fully suspended bridges. Nafpaktos is a beautiful seaside town featuring an old port (where the Battle of Lepanto took place in 1571 CE) and a hilltop castle. The battle's victory launched Greece into the world's spotlight, as the people of Nafpaktos helped push back the Ottoman Empire of Turkey. We passed through more olive groves than we have ever seen in our lives. After finally arriving in Olympia, we checked into our hotel. This hotel was built on the top of Drouvas Hill in Ancient Olympia, at the foot of which lies the sacred Altis, which encompasses the most eminent and significant buildings and monuments, as well as the ancient stadium of Olympia, where the Olympic Games were held. Visitors can admire a valley of outstanding beauty spreading between two rivers, the Alpheus and the Cladeus.
Next we would visit Ancient Olympia with our guide. She took us on a trip to explore the ruins of Ancient Olympia, where the Olympics first started in 776 BCE. A fascinating fact: all Olympians competed nude. No women were allowed to watch the Olympics. Once a “copter” mom, disguised as a trainer, snuck into the Olympics to watch her son compete. When he won, they somehow noticed she was a woman and, from that point forward, all trainers also had to be nude. We explored the massive temple of Zeus, the Temple of Hera, in the ruins of which the Olympic Torch is still lit to this day, and the archeological museum of Olympia, containing many amazing artifacts found at the site. The Olympic torch is still lit in the same stadium where the Olympics first started. The Greeks have female dancers and one lead actress for the ceremony. We also got to see the site's highlight, the ancient stadium and athletic training facilities where athletes competed and trained in the original Olympic Games over 3,000 years ago.
Next up was a drive from Olympia to Kalamata and West Mani. Sound familiar? Yep, olives, olives, and more olives. We enjoyed a scenic drive from Olympia to Kalamata. We headed southeast through the rural countryside toward the Gulf of Kyparissia coastline. Kimbal drove from Olympia to Kalamata and West Mani. We were excited to see Nestor’s Palace. Our guide showed us the beauty and history of Nestor’s Palace, the best-preserved Mycenaean palace. As an influential site in Mycenaean times, Homer described the palace in The Odyssey and The Iliad as Nestor's kingdom. I just happen to be reading The Odyssey. Nestor was a wise man from whom everyone requested advice before making serious decisions. Our guide spoke about this impressive site. Its primary structure sits within a larger, late-Helladic era. Then she took us to Niokastro (the New Castle), also known by its Venetian name, Navarino. It received the honorary name of Pylos in 1833 due to lack of evidence about the location of the Ancient Kingdom of Nestor. We walked through the well-preserved walls of this 16th-century Ottoman castle, later reinforced by the Venetians and French. We admired the blend of architectural styles reflecting its rich history.
Next, we checked into a boutique hotel located in the center of Kalamata. We were ready for the private Ancient Messene tour with our guide. This tour took us back in time to the fourth century BCE. We got to learn all about the ancient history and culture of the Messenians. The perimeter walls were erected in the third century BCE; the walls contain a massive Arcadian gate and eight surviving towers. Before its excavation, the area was nothing more than a field of green. Archaeologists have only unearthed a third of the site. We saw the gymnasium, theater, the Temple of Zeus, and more. Next up was the Kalamata olive grove tour and meal. We visited an olive grove with perennial olive trees; a beautiful, peaceful landscape, and we learned about the cultivation and harvest of the olive trees. We had the chance to taste fruits directly from the garden. In the heart of the Androussa village, we met family owners of an olive oil mill, where a demonstration of the extraction of the olive oil took place, as well as a tasting workshop with the different varieties and qualities of extra-virgin olive oils. We completed our tour with a food pairing with extra-virgin olive oil and a light meal with Greek traditional mezedes (similar to tapas). Our guide was the wife and owner of the olive grove, and a certified olive oil taster. We learned most of the olive oil that Italy produces is exported, so they buy their olive oil from Greece. I understood that to be a friendly rivalry over which country has the best extra-virgin olive oil. Customers of the town pay them with olive oil for processing their olives. It is more important to them to employ people of the town than to make more money automating the labeling and bottling process. She had two gentlemen handling that part of the process. Customers would watch as their olives were converted to extra-virgin olive oil. The facility would stop for five minutes between each customer to show their olives were not getting mixed with the olives of others. The Greeks take pride in their olives.
Next, we left the beautiful castle of Androussa, driving toward Nafplio, the first capital of Greece. We were told we could park in front of the hotel to drop off our luggage and then park in the lot by the oceanfront. Our GPS kept telling us we were two minutes from our hotel. We drove around the adorable town of Nafplio at least five times. We drove on sidewalks thinking we were just on a narrow road. Everyone was so kind. Finally, Kimbal parked and we got out and asked someone where the hotel was. Well, it was nestled quietly in a corner of the town. Our hotel was a neoclassical building of the 19th century. It had excellent architecture and unique and thoughtful interior design, with a beautiful and welcoming entrance. It was situated in the heart of the historic town of Nafplio on Syntagma Square, just a few steps from the picturesque port. We met with our guide and our tour began with a beautiful panoramic view of the city. We discovered the streets and monuments of Nafplio, the first capital of modern Greece and one of the country's most charming cities. We strolled through the colorful lanes and alleyways, and noticed a mix of Venetian, Ottoman, and Greek architecture. We started our tour from Acronafplia, from where we enjoyed the incredible views over the red rooftops and out into the sea. From here, we saw the Bourtzi Fort on a small island in the middle of the harbor and we continued to the old town itself. Then, we walked through the Gate of the Land, which was once part of the city's original walls. We visited the Vouleftikon building, the very first Greek Parliament, and Constitution Square, also known as Syntagma Square, the main square in Nafplio. Other tour highlights included the seafront, and the town hall, a beautiful neoclassical building. Next on our agenda was the tour of the Acropolis of Mycenae. With our guide, we were ready to visit the impressive Mycenae site, a massive monument built before 1100 BCE. If you are a fan of Homer's The Iliad, you may recognize the name. Mycenae's King Agamemnon led the Greek armies to the War of Troy on behalf of his brother Menelaus to bring back his beautiful wife, Helen. We visited the Treasury of Atreus, where you'll find the Tholos Tomb, assumed to belong to King Agamemnon. We stepped through the Lion Gate and visited the ruins of the palace and the castle. Along the perimeter, look up and admire the Cyclopean walls surrounding the triangular-shaped Acropolis. Their size indicates quite a historic feat for ancient times. Our guide had a baggie with dog treats that he gave the regular dog, which sleeps in the monument. Everywhere we went, we would see a dog or a cat. We marveled at the spectacular views from the top of the hill and headed to the Archeological Museum of Mycenae to explore the various artifacts revealing the Mycenae civilization's everyday life. You'll quickly understand why it was called "rich in gold" and learn about the city's olive oil production from the Bronze Age. Next, we headed to Pataia Epidavros Beach to meet our guide and get in our kayak. We would sea kayak above sunken Epidaurus at Gialasi Beach. This felt like we had reserved a private beach just for us. The water was so calm, the tide never changes. We snorkeled above the sunken remains of an ancient city! We paddled over the ruins of Epidaurus, which was built in 1200 BCE. You may know it better as Argolida’s Lost Atlantis. We saw an entire metropolis preserved under the sea. We had a homemade picnic made by the owner’s mom and grilled by his father; stuffed tomato for Kimbal and stuffed bell pepper for me; such a delicious lunch. We continued snorkeling, held a Greek sea urchin, and saw an Indian sea urchin. We enjoyed swimming in such calm water among the fish.
Next for us was meeting back with our guide for a tour of Epidaurus. He told us the remarkable ruins at this site are known as the world's starting point of medical healing. With this tour, you will have the chance to discover everything about their history and significance. The site includes several major monuments, making it perfect for a little exploration. We visited iconic buildings like the Temple of Asklepios, the Temple of Artemis, the Tholos, the Ceremonial Hall, the Stadium, the Greek Baths, and the Stoa. We learned about how the site functioned in terms of medicine and why it is compared to a hospital or "holistic therapeutic center." Next, we visited the Ancient Theater of Epidaurus, known for its perfect acoustics. This is the best-preserved theater of its time in ancient Greece. I thought of Uncle Mike; he was quite a Shakespearean actor. I could picture him performing here like he did in the playhouse in Escondido. The Greeks performed many plays here, not only during celebrations and events, but also as an important part of the sanctuary's healing program. As we stood in the center of the Theater, I could only think of our daughter, Alexandria, and how beautiful it would be to hear her sing here. It reminded me of the acoustics in the center of the Integratron in Landers, CA. The only difference, this theater was open-air, while the Integratron was a closed dome. As our guide stood in the center of the Theater, he spoke using his diaphragm and the sound carried throughout. He said they do not need microphones here.
Next, Kimbal was to drive from Nafplio to Athens airport and return our car rental. While driving, we started from that which connects the Gulf of Corinth with the Saronic Gulf and the Aegean, and it is the second-most important place to visit in Greece after the Parthenon. Our one-hour flight heading to Heraklion was the most efficient way of getting to Crete! Our driver took us to our hotel in Archanes Village in Crete, where Greek tradition, combined with modern comfort, comes to life. Crete is the largest island in Greece and having a car rental is the best and most cost-efficient way to explore it. I remember Kimbal said, ”I could imagine Fred Flintstone living in a place like this.” This had the steepest driveway. Of course, we parked our car at the bottom and then had to hike to our room. We enjoyed an authentic Cretan dinner.
The next day, we were heading to the Minoan mythology tour with Knossos Palace. We met our tour guide, an archeologist, at the central square of Archanes. We followed her for an innovative introduction to the Minoan civilization in the mythical landscape of ancient Knossos. We explored the legendary past of Knossos and its palace, center of the greatest and most famous city of Crete. We got acquainted with fabulous mythical scenery, the landscape around the town, and palace of Knossos, learned about the control of space and time in Eastern cultures, and explored moments of worship of Bronze Age Crete. Knossos was the largest and most ancient city of Minoan Crete. Its king, Minos, son of Zeus and the oriental princess Europe, holds a prominent place in the mythical past of Crete. According to the oldest sources, every nine years, the legendary king ascended the sacred mountain of his territory, where he received the divine laws in order to renew his term. We toured around an important Minoan sanctuary and after that enjoyed a meal in a local tavern, following the ancient Cretan diet. Our guide asked me which was my favorite goddess. I had to think about it, then responded, Athena, courage and law and justice. I thought of my friend Sue; sounds right. After the meal, we headed to the archaeological site for a guided visit. In a Venetian building, the Palazzo d’ Ittar, within a total area of 460 square meters, we had the unique opportunity to get to know a relatively unknown aspect of Ancient Greek culture through the exhibition, "Ancient Greece - the Origins of Technologies,” which includes approximately 80 selected exhibits, from the robot-servant and the "cinema" of Philon to the automatic theater of Heron, and from the Hydraulic Clock of Ktesibios to the Antikythera Mechanism. It was the Antikythera that brought me here, the first computer found in a shipwreck, dating back to 200 BCE. The exhibits were fully functional and accompanied by rich audiovisual material. The explanatory information, the analytical designs, the images, the videos, the animations, and the references of the bibliography provide a complete experience of a visit.
The next day, we took a speed ferry and arrived in Imerovigli, Santorini. We checked into our hotel, with 27 steps down a steep stairway to our room. We just relaxed in our hot tub, stared at the most beautiful view in the world, and rested. After hiking so much, we thought of our friends Tim and Irene and, of course, Jim and Diana. They are all avid hikers and would have done just fine on this adventure. Kimbal and I were feeling it! There's nothing like a Santorini sunset, as the island's viewpoints are some of the Cyclades' best.
The next day, we headed to the historical Santorini tour with Akrotiri. We also visited the Museum of Prehistoric Thera in Fira (where amazing murals are kept). It was very interesting to learn about the Aegean Sea's most significant prehistoric settlements. This archaeological site features an ancient city preserved by volcanic ash for thousands of years. We visited one of the two most important museums, offering various prehistoric and perfectly preserved artifacts. We walked through the city's remarkably preserved ruins and learned why this site played such an essential economic role. Stroll amongst the ancient walls of the houses and hear stories about how its inhabitants lived. For example, each time the volcano erupted, they took their ships out to sea, only to return and rebuild their settlement from scratch! A fascinating fact about this site is that no DNA has been discovered yet. Our guide took us through different artifacts, spanning thousands of years, from both Akrotiri and Ancient Thera, including entirely preserved murals. When done, our driver dropped us off in Oia. Kimbal and I decided to explore on foot and discover its curious side streets, unique shops, and dreamy terraces. You will have the chance to gaze at the pearly-white buildings stoically perched on the cliff side, as well as its infamous blue domes.
The time to return home has arrived; three flights in one day – Santorini to Athens, Athens to Montreal, and Montreal to San Diego. I am so happy that I got to share this adventure with Kimbal. He is the hardest-working man on this planet and I was so happy we burned this into our hearts forever! I will never forget walking in Athens and we both see a McDonald’s. Two Big Macs in Greece made my man smile!
Zicasso’s company is the best travel organizer I have ever dealt with. Everything was perfect! Thank you to our travel specialist and the support team for always being available!!!
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The company managed to design an itinerary that met all our requests, but they also had a nice flow to the itinerary to give us a balance between tours and relaxing day trips. We spent 5 days in Athens & the Peloponnese region touring many excavation sites, learning a tremendous amount about Greek mythology. There after we spent 4 days in Milos, which is just an amazing island with so much to experience. Santorini for 4 days after, and ended our trip with 3 days in Crete. Every island had a different vibe and experience. All our hotels were amazing, and the recommended restaurants did not disappoint either. We have many food allergies in our family, the agency helped us ensure the restaurants and hotels were well informed on our restrictions.
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