Tale of Two Empires: Italy & Greece Historical Tour

Architecture of landmark Duomo in Florence, Italy

What to expect on this itinerary

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.

Countries Visited

Greece, Italy, Vatican City

Places Visited

Rome, Vatican City, Trastevere, Pisa, Florence, Tuscany, Venice, Athens, Monemvasia, Peloponnese, Sparta, Nafplio, Mycenae, Epidaurus

Suggested Duration

16 Days

Customizable Itinerary

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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:

Transfer
Accommodation
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)

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.

4.9

Verified Traveler Reviews

Based on 501 reviews

Greece Trip Review: Athens, Nafplio, Meteora, Thessaloniki, Kourouta Beach, Local Cuisine, Scenery, 21-Night Trip

Our trip to mainland Greece, organized by Zicasso's tour agency, was the best luxury trip my husband and I have enjoyed to date. Every hotel and site tour guide was carefully selected for our needs and interests, and they were all outstanding! Our driver for the entire trip was warm, courteous, and highly professional. We saw all the sites we'd requested and a couple of fun surprises along the way.

We travelled from Athens to various spots in the Peloponnese, then through the lush plains of Thessaly to Meteora, and then, finally, Thessaloniki. The accommodations were superb, with special shout-outs to the hotels in Athens, Nafplio, and Thessaloniki. We spent our last night at the Athens airport hotel and were so glad we did. The suite was stunning and completely soundproof. The food during our trip was incredible (especially at the hotel roof restaurant in Thessaloniki) and traveling by car allowed us to fully appreciate the gorgeous mountain and sea views. The Greek people were warm and super-friendly. Nearly everyone spoke English.

When we arrived in Athens, our travel consultants met us at our centrally located, fabulous hotel with all the info we needed, as well as a Greek cell phone and lovely gifts. All instructions were clear and details perfectly arranged. We really can't exaggerate how wonderful this trip was and we'll definitely return to this company for our next trip to Greece. 10/10 stars, though they deserve an even higher rating.

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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!

We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.

Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us. 

Talk with our tour operator; you will be glad you did!

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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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Italy Trip Review: Venice, Florence, Rome, Wine, Cheese Tasting, Olive Oil, New Pope, 11 Nights

I am so happy we worked with our Zicasso travel agent for our 11-night visit to Venice, Florence, and Rome. We had a wonderful Italian experience. Our agent was everything you hope for in a travel specialist: knowledgeable, thoughtful, helpful, gracious, and kind. 

Upon hearing our initial ideas for the trip, she quickly put together a plan on how best to allot our time. Thereafter ensued exchanges regarding hotels, sightseeing, guides, and transfers. She listened to our thoughts, desires, and questions, making many useful suggestions, including hotel choices. She always prioritized our wants and concerns. She organized the travels quickly, as we contacted her only two months prior to departure. 

Once we agreed to the program, she sent us a brochure PDF laying out details for each day of the trip that included hotel confirmations, transfer details, vouchers for museums, a cooking class, a Tuscany day trip with wine, cheese, and olive oil tasting, a gondola ride, Venice lagoon boat excursion, basilica entrance tickets, and guided tours of each city, the Vatican, and Colosseum. 

Upon arrival in Venice, our agent met us at the airport and escorted us to our water taxi. She kept in touch with us daily, texting a reminder of the next day’s schedule, along with numbers for guides and drivers if applicable. Everything she planned went smoothly, without a single hitch. 

When you begin the process with Zicasso, it feels akin to a shot in the dark. The site provides the names of two companies and you’re left to decide who to work with. I couldn’t be more pleased with the trip our agent designed. Book with her; you will be in the best of hands.

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Greece Travel Review: Athens, Delphi, Nafplio, Naxos, History, Local Cuisine, Cheese Tasting, Olive Experience, Distillery, 11-Day Trip

This was my husband’s and my first trip to Greece and, like any incredible country, it was so tough to decide what to see and do. Luckily, we found Zicasso's tour specialist and, suddenly, our dream trip became a reality. She worked with us for about a year to customize an itinerary that met all our needs, while introducing us to hidden gems we might never have discovered on our own.

We spent 11 unforgettable days exploring Athens, Delphi, Nafplio, and the island of Naxos. Each day was thoughtfully planned, offering a fantastic mix of excursions, dining experiences, and cultural activities. From touring breathtaking archaeological sites to indulging in cheese and olive tastings, taking an amazing cooking class, and visiting the Citron distillery, every experience was uniquely special. Despite the busy schedule, we still had plenty of time to wander, soak in additional sights, and relax on Naxos' stunning beaches.

What truly set this trip apart was the exceptional service. The drivers were friendly and polite, and our tour guides were so knowledgeable and so engaging, making us feel at home in each destination. Wherever we went, the guides enriched our experience with captivating insights and expertly answered all our questions. Their warmth and professionalism made us feel completely at ease.

Once we arrived in Greece, her team remained incredibly accessible. When a flight delay between Naxos and Athens Airport put our connection at risk, we reached out to her. She and her team immediately arranged for someone to meet us at the Athens airport, helping us navigate smoothly and ensuring we caught our flight.

They truly went above and beyond to ensure that our trip was fun, enriching and seamless! We highly, highly recommend this tour company.

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Greece Vacation Review: Naxos, Athens, Cuisine, Walking Tour, 10 Nights

Zicasso's travel company made our bucket-list trip to Greece come to life! They organised all our tours and transportation, worked with us to provide activities that were in line with our interests, and even gave detailed information on suggested itineraries for our free days.

Some highlights included the walking tour(s) of Athens, our trip to see Santorini, and the best steak I have ever had at a beach hotel in Naxos! Our only suggestion is that we went on a day tour to Delos which was self-guided. There is so much history there though that a guided tour would have been helpful. I would definitely recommend booking your tour with them!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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