From Eros to Cupid: A Romantic Tour of Greece and Italy

What to expect on this itinerary
Ancient Greeks had words to describe different kinds of love while Italians can declare their passion in hundreds of different ways. Express your love with a grand romantic gesture of a custom-tailored Greece and Italy tour that will provide you both with the perfect outlet for your affections. Enjoy both a sunset cruise around Santorini and a sumptuous meal in a Venetian villa. Wander the hidden orange orchards together and find a little cozy little cove for a rest as you explore the Vatican City. Whisper sweet infatuations beneath the striking image of Venus and be in awe together as you stand underneath the grandeur of Michelangelo’s Sistine Chapel.
Customizable Itinerary
Athens – Arrive in the Enchanting Historical Center of Athens, Greece
Athens is a city of philosophy and ancient wisdom with a modern edge. Lively cafes line streets that are paved with marble while the white stones featured on the facades of historic structures shine in the light of the Mediterranean. The fabled Parthenon crowns the Acropolis, viewable from around the city below. Your private transfer will greet you upon your arrival and drive you into the city. The savory aroma of olives drifts from the groves that grow around the edges of Greece’s largest city while the bittersweet scent of Greek coffee drifts from the open doors of the small cafes.
To settle into the charms of the city and Greek life, you will first make your way to Kolonaki, a neighborhood in the center of the city along the southern slopes of Lycabettus Hill. Shop windows offer quiet delights in the form of elaborate displays of bags, clothing, and shoes while the jewelry glistens in the fading sunlight on Voukourestiou Street. The scent of tangy feta and xynotyro fill the cheese plate accompanying the aromas of plum and sour cherry emanating from your wine glass as you toast to one another and the weeks ahead.
What's Included:
Athens – Relish a Full Day Spent Exploring the Ancient History of Athens
Santorini – Travel to Santorini for the Romantic and Inviting Ambiance
Santorini – Delight in a Sunset Cruise and Dinner around Santorini
Santorini – Relax with a Day of Romance and Charm at your Leisure
Rome – Travel to Rome for a Passionate Evening Tour of the Historic Sites
Rome – Visit the Ancient Wonders of Rome and Capitoline Hill
Rome – Traverse the Splendors of Vatican City and the Borghese Gardens
Florence – Venture to Florence for a Full Day of Renaissance and Romance
Venice – Enjoy the Fascinating Grandeur of Palaces and Celebrated Canals
Venice – Choose your Romantic Excursion with a Day at Leisure in Venice
Venice – Depart for Home
Trip Highlights
- Luxuriate in your romantic hotel suite in the charming town of Oia on the atmospheric Greek island of Santorini
- Embrace over the hidden broken heart of St. Peter’s Square, giving a romantic undertone to the legend behind Vatican’ City’s architectural design
- Bask in the grandeur of the Venetian Republic with a multi-course meal held inside the 18th century home of the Venetian aristocracy
- Delight in the breathtaking image of the Parthenon, the icon of Athens’s Golden Age and the mark of Western European civilization
- Board a catamaran to glide across the indigo waters of Santorini’s caldera for an unforgettable Greek island sunset
- Admire the grand design of the Colosseum on a private guided tour of Rome, taking you from the Forum to the masterpieces in the Capitoline Hill Museum
- Share in the experience of the rush of emotion when viewing Botticelli’s masterwork, The Birth of Venus, on display in Florence’s Uffizi Gallery
- Relish the romantic ride of your life on a sunset gondola winding between the narrow canals of Venice before arriving at a secluded candlelit restaurant
Detailed Description
Greece offers endless romance in the quiet and secluded islands that span the Aegean Sea while Italy is known for cities that embrace the passion and nurture love. Your 12-day romantic getaway will follow in the footsteps of Eros and Cupid to bring the perfect romantic getaway accentuated by enchanting history. Your tour to Greece and Italy will begin with your arrival at the airport as your private transfer will escort you into the heart of the ancient city and near the historic neighborhood of the Plaka. Enjoy the atmosphere of the city found along the cobblestone streets and open cafes that flicker with candlelight.
While in Athens, you can discover the splendors of the past through the ruins that predate those of Ancient Rome. Visit the Parthenon, and then watch the sunset over the Aegean Sea at the Temple of Poseidon on Cape Sounion. Santorini is one of Greece’s most popular islands for couples to visit, and you will quickly embrace the romantic ambiance that emanates from the seaside views that look into the caldera. Charm abounds with the whitewashed homes with blue rooftops, and the days are yours to indulge in the secluded sense of romance at your leisure. Enjoy a sunset cruise on the clear indigo water, visit the ancient ruins of Akrotiri, or lounge on the beaches that are known for their red and black sand.
Continue to Rome for a change of pace as the stunning city is enhanced by the presence of both ancient and Baroque histories with modern life woven throughout. Romance is around the hidden gardens and throughout the masterful art. Tour the impressive palaces, fountains, and public piazzas, and then wander the grand halls of the Vatican Museums to find works by Raphael, Michelangelo, and Giotto. Embrace the terraced views and restaurants that are isolated by the antique architecture, and find charm around every corner.
Move next to Florence and discover the majesty of the Renaissance and the splendor of a sunset seen from Piazza Michelangelo. You will have a sensational view of the Florentine skyline and the idyllic rolling hills of Tuscany. Travel on to Venice, a unique city on the water where you can indulge in the grandeur of the former republic and its touted romantic ether. Enjoy a sunset gondola ride, discover the pristine restaurants in the labyrinthine streets, and then follow your private guide through the landmarks at St. Mark’s Square. You will have the opportunity to choose between visiting the famous islands of Burano, Murano, and Torcello or cruising down the Brenta canal to explore the opulent villas. Not ready to end your tour yet? Consider reading some of our travelers’ Italy honeymoon tour reviews for more ideas to perfect your dream Italy vacation.
Starting Price
$5,200 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 1485 reviews
Excellent! Everything was meticulously planned. All of our tours were very interesting and the drivers were courteous. We went to Athens, Naxos, and Santorini during our 11-day trip. Overall, I think our favorite place was Naxos, with Athens and the Acropolis being second, although the weather that morning was not the best. But our guide was excellent and kept us engaged while fighting rain and wind. As I mentioned, all the drivers and guides were excellent and I would highly recommend this trip. Santorini was beautiful too and the wine tour was extremely interesting. We highly recommend Zicasso.
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We had a wonderful and memorable trip to Greece, thanks to the Zicasso travel specialist’s excellent planning. In addition to exploring Athens, she designed a seamless road trip across the Peloponnese Peninsula that took us to beautiful beaches and ancient castles in Messinia, Voidokilia, Pylos, Methoni, Monemvasia, and Nafplio. She also provided clear directions and recommended great stops to break up our drives, including Mystras Castle and the beautiful Polylimnio Waterfalls.
Our hotel accommodations were excellent throughout the trip and we really enjoyed our stay in beautiful Santorini. We also appreciated her restaurant recommendations, which saved us from having to search for places to eat and always led us to great food. She stayed in touch via WhatsApp the entire time, checking in on us and answering our questions whenever they came up. There is so much to see in Greece that we’ll definitely need to go back for another visit.
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We visited Athens, Epidaurus, Nemea, Nafplion, Olympia, Nafpaktos, Delphi, the Temple of Poseidon, Naxos, Santorini, and Crete in 20 days. Our tour guides were exceptional, all hotels were exceptional except for a minor hiccup in one, and all of our drivers were fantastic. We enjoyed learning about the many ancient civilizations in Greece, including the Mycenaeans, the Minoans, and the ancient Greeks. We enjoyed the Venetian architecture in the islands and the diversity of Santorini.
The travel company, I think, picked the best available hotels and the best available tour guides and drivers. Not every transfer was perfect. There were about three instances where a driver did not meet us due to an incorrect pickup location or incorrect name, or there was confusion about whether we had tickets to one event. But the tour company was available on WhatsApp and responded within 15 minutes when problems occurred. The problems were resolved shortly afterward.
I do not believe there are any trip itineraries that are executed perfectly. In our case, the weather played a role in canceling one excursion and delaying our departure from Naxos to Santorini. While we were on Naxos, strong winds were persistent day and night, forcing the ferry service to cancel rides. Our last day in Naxos did not feel like a vacation. But the tour company commiserated with us, getting us on the last ferry off of Naxos and speaking with us on the phone about our options.
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The Trip of a Lifetime — 10/10 Would Recommend!
We just returned from a two-week trip to Rome, Florence, Athens, Santorini, and Naxos, and I truly cannot say enough amazing things about our experience with Zicasso’s tour operator! Everything was absolutely seamless from start to finish and this was truly the trip of a lifetime.
One of the biggest things that made this trip so special and stress-free was how organized everything was. Every time we arrived somewhere, whether it was an airport, train station, or ferry port, we had a private driver waiting with a sign with my name on it. We never had to worry about where to go, how to get somewhere, or figure things out in an unfamiliar country. Even when there were delays, our drivers were there waiting for us. Having private transfers arranged everywhere we needed to go made traveling between multiple cities and countries so much easier and more enjoyable.
Of course, we had a few little hiccups along the way, as you sometimes do when traveling for over two weeks, but the tour operator's team was always incredibly responsive and helpful. Knowing that someone was just a message away while being halfway around the world was so comforting and made such a difference in our overall experience.
I especially want to give a personal shout-out to our travel specialist, who has been absolutely amazing! Anytime we had a question or needed assistance, she responded so quickly and was always there to help. Her communication, attentiveness, and willingness to make sure everything went smoothly did not go unnoticed. She truly made us feel taken care of throughout the entire trip and I am so grateful for everything she did for us. The excursions were also amazing and I enjoyed every last one of them.
My only small piece of feedback would be to consider starting some of the excursions a little later, closer to 10 a.m., when possible. Since we were visiting multiple destinations, we sometimes had an 8 a.m. excursion followed by another early morning for a transfer to our next destination the following day. Over the course of two and a half weeks, those early mornings did get a little exhausting. That said, I completely understand that scheduling depends on the itinerary and logistics, and this is genuinely my only suggestion for improvement! I would do it all over again in a heartbeat if those were the only times available.
Overall, I would give this experience 20 out of five stars if I could! Every destination was incredible, the logistics were handled beautifully, and we were able to enjoy our trip without the stress of constantly figuring out transportation and travel arrangements ourselves.
I would absolutely use the tour operator for our next adventure and cannot recommend them enough. If you are considering booking through this company, do it! And if you have the opportunity to work with this travel specialist, you will be in wonderful hands. Thank you for helping us create memories that will last a lifetime!
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Zicasso’s travel specialist helped my friends and me craft the perfect trip to Athens, Naxos, Paros, and Santorini. We were all first-timers and had some specific travel preferences, and we had a perfect trip. We did not have to worry about anything after touching down in Athens. Every transport, hotel, and tour was exactly as described. I cannot wait to go back!
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Our 16-day trip through Venice, Florence, Tuscany, Sorrento and the Amalfi Coast, and Rome was outstanding in every detail. Every transfer ran on time, every guide was knowledgeable and warm, and every hotel was a great choice.
Our favorites were the private lagoon boat trip in Venice, the Brunello wine and cheese tour, the pasta class at a Tuscan farm, Pompeii, the Capri cruise, and the Vatican tour. We couldn’t have asked for better planning or support. We highly recommend Zicasso's travel company.
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