From the Pantheon to the Parthenon, Florence to Venice to Olympia, this is a journey to the heart of empire and civilization. You will explore places that changed the world, including the oldest Greek ruins and medieval Tuscany. Immerse yourself in the atmosphere of cities that live and breathe history. Lose yourself in archaeological sites and the redolent wonder of ruins. These are the countries of legend, and this two-week journey will take you far back in time.
Customizable Itinerary
Day 1
Rome – Soaking Up the History
Your first footsteps in Rome will feel special. The Colosseum’s archways glow in the afternoon light, and the Pantheon is mere footsteps from your hotel. Everywhere you look there will be a place of legend. Rome is also a lived-in city that doesn’t stay frozen in the past. Locals hang out on the piazzas, people walk past with gelato ice creams, and the new juxtaposes with the old. You’ll be greeted at the airport and transferred to a very central hotel. The guide provides a brief orientation, and you have the evening free to walk around ancient Rome to enjoy your first impression of the place where so much started.
What's Included:
Day 2
Rome – Highlights of Ancient Rome
Day 3
Rome – Exploring the Vatican and Ostia Antica
Day 4
Florence – Past the Tower to the Domes
Day 5
Florence – Renaissance Art and Architecture
Day 6
Venice – History of Venice Gondola Tour
Day 7
Venice – Sailing to Venetian Islands
Day 8
Athens – Welcome to Ancient Greece
Day 9
Athens – Atop the Acropolis and Amid the Ancient Agora
Day 10
Olympia – 2700 Years Of History Come Alice
Day 11
Mani Peninsula – Unique Villages and Tower Houses on the Coast
Day 12
Monemvasia – A Dramatic Medieval Town on the Aegean
Day 13
Nafplio – Byzantine Churches, Legendary Sparta and Fortress Nafplio
Day 14
Nafplio – The Mysteries of Mycenae
Day 15
Athens – The Famous Healing Center and Theater; Back to Athens
Day 16
Athens – Departure
Trip Highlights
- Stand in the place where so much began as you explore the ancient Acropolis in Athens
- Surround yourself with early civilization in the heart of ancient Rome
- Travel further back in time to discover the mysteries of Mycenae and Olympia
- Jump forward into the Middle Ages and discover all the history of Renaissance Florence
- Explore a Byzantine-era as you travel through rural Greece and find enigmatic churches from the past
- Celebrate the beauty of Venice among the canals of the old republic
- Immerse yourself in cobbles and charm as you stay in the Greek medieval town of Monemvasia, as well as spending time in Pisa
- Encounter so many legends from history including Sparta, Nafplio, St Peters Square, St Marco’s Basilica, the Pantheon, and the Parthenon
Detailed Description
History does not stand still, as the stories change over time until they become fascinating myths and stories. Yet history can remain authentic. It can retain its truth for all to experience. When you stand at the Athens Acropolis or ride a gondola down Venice’s canals, the history from the books falls away. When you walk the streets of Florence or explore the ruins of Olympia the history comes alive. As you travel from Byzantine churches to leaning towers and Vatican art you find that history is not merely something from the past. It is a part of the past, laying its heart open for you to discover.
No other countries have a history like Italy and Greece. Together they narrate over three millennia of civilizations and empires. Sometimes the abundance of historical sights can be baffling. At other times, it seems impossible that a certain column or sculpture has stood for over 3,000 years. In some places, the history is left in a redolent state of ruin. You must imagine the attraction’s original grandeur but you get a true sense of its age. In other places, the history has been preserved and restored to create a more polished experience. Even on a single day, it will be remarkable how many centuries you can experience. When you combine the legends of Italy and Greece you live out the history that made the world what it is today.
Begin this historical tour in Ancient Rome as you travel to the later Middle Ages. Then, visit Florence before you go back to the early Middle Ages as you explore Venice. You will also visit renowned sites such as the Vatican, Ostia Antica, Pisa, Tuscany and sailing to Venetian islands. Then, in Greece, you will hop between the eras while you visit Athens, Olympia, then rural medieval life on the Aegean Sea. Explore Byzantine remains, legendary Sparta, mysterious Mycenae, and the early healing center of Epidaurus. In Greece, you’ll spend the night in five differing destinations, and each will be a new window onto history. As you fly out of Athens, you’ll have your own historical tale to tell of a legacy that stretches from the Colosseum to the Temple of Athena.
Starting Price
$8,000 per person (excluding international flights)
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.
Reviews of Zicasso's Referral Service
4.91 stars based on 7857 reviews.
If you're considering a trip to Greece, look no further than Zicasso. Our travel expert planned an unforgettable journey for our family; Athens, Mykonos, and Santorini, and every detail was executed with care, expertise, and passion.
From the moment we arrived in Athens, we were immersed in the country’s warm hospitality. Our agent made sure we had the perfect balance of sightseeing and relaxation. The historical sites in Athens, like the Acropolis and the ancient Agora, were must-sees.
Mykonos is vibrant yet relaxed. The beaches were beautiful. Every meal on this trip was a highlight. Fresh seafood, local cheeses, olive oil, and delicious pastries—each bite told a story of Greece’s deep culinary heritage.
In Santorini, we were captivated by the island’s charm—whitewashed buildings, breathtaking sunsets, and the deep blue Aegean Sea. We visited traditional villages, giving us a glimpse into the rich cultural traditions that are still very much alive.
Throughout the trip, what stood out most—beyond the stunning landscapes and ancient history—was the friendliness of the Greek people. Their warmth and pride in their culture made every moment feel welcoming and genuine.
Our agent didn’t just plan a vacation—he created an experience rooted in history, tradition, and hospitality. I can’t recommend him and Zicasso highly enough.
Reviewed By Vicki P.
We had an amazing experience working with Zicasso's travel specialist and her company's team for our two-week trip to Greece. The itinerary was thoughtful, family-friendly, and beautifully balanced, with just the right mix of cultural experiences, local flavor, recreation, and downtime. It was clear from the start that a great deal of care and collaboration went into planning this journey and the result was a trip perfectly suited to our family. Every stop, activity, and transition reflected a deep understanding of what would engage and inspire us.
What truly set our tour company apart was the exceptional Traveler Care team. Throughout the entire trip, they were consistently attentive, warm, and impressively responsive, often going above and beyond, even outside regular hours. Their real-time guidance and reassuring presence gave us complete peace of mind, allowing us to fully relax and enjoy the journey without ever feeling uncertain or unsupported.
We never once felt unsure or alone while navigating a multi-stop itinerary across several islands and regions. Thanks to the travel company, we were able to focus entirely on what mattered most: being present and making lifelong memories with our children.
If you’re planning a trip to Greece and want something truly unforgettable — not just a vacation, but a seamlessly orchestrated, soul-stirring, memory-making journey — you must work with this company! They took the time to truly understand our family and crafted an experience that felt uniquely ours at every step. Their combination of deep local expertise, personalized care, and flawless execution is nothing short of world-class. Every family should be so fortunate — the company is, quite simply, in a league of its own.
Reviewed By Chris T.
My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.
The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.
If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.
Reviewed By Grace B.
Our Zicasso travel specialist and the team were great; helpful, immediately available when needed, and they ensured everything was as planned. The trip was wonderful, with great diversity in accommodations, activities, and locations. We really loved our time.
Reviewed By Tom O.
I cannot recommend Zicasso's trip planner enough for her exceptional travel planning services! As frequent travelers, with experience working with various travel agents, we can confidently say she is by far the best we’ve ever encountered. From the very beginning, she took the time to learn our likes and dislikes, crafting a personalized itinerary that perfectly suited our preferences.
She coordinated a dream trip for us to Greece, planning two completely different weeks for our vacation. The first week was spent touring classical Greece, where we were fortunate to have a university professor as our tour guide, enriching our experience with incredible insights. The second week included a beautiful journey through the stunning islands of Greece. Every detail was planned exceptionally well and we felt fully taken care of throughout our trip.
In the past, we’ve faced issues with travel agents, where things fell through once we were on vacation. However, that was never the case with her. She was personally available to contact during our trip, which proved invaluable when our flight was delayed. In fact, she even helped us extend our trip by a day with only four days left, allowing us to visit Santorini, which was a highlight of our journey!
Her passion for her work shines through in every interaction. She genuinely cares about her clients and possesses amazing knowledge of travel destinations. Trust her and her recommendations to take care of your travel needs, and you will not be disappointed. Thanks to her for an unforgettable trip of a lifetime!
Reviewed By Cristie S.
I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.
Reviewed By komal P.