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

Romantic Santorini island at sunset, Greece

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.

Countries Visited

Greece, Italy, Vatican City

Places Visited

Athens, Santorini, Florence, Vatican City, Venice, Rome

Suggested Duration

12 Days

Customizable Itinerary

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Day 1

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:

Accommodation
Transfer
Day 2

Athens – Relish a Full Day Spent Exploring the Ancient History of Athens

Day 3

Santorini – Travel to Santorini for the Romantic and Inviting Ambiance

Day 4

Santorini – Delight in a Sunset Cruise and Dinner around Santorini

Day 5

Santorini – Relax with a Day of Romance and Charm at your Leisure

Day 6

Rome – Travel to Rome for a Passionate Evening Tour of the Historic Sites

Day 7

Rome – Visit the Ancient Wonders of Rome and Capitoline Hill

Day 8

Rome – Traverse the Splendors of Vatican City and the Borghese Gardens

Day 9

Florence – Venture to Florence for a Full Day of Renaissance and Romance

Day 10

Venice – Enjoy the Fascinating Grandeur of Palaces and Celebrated Canals

Day 11

Venice – Choose your Romantic Excursion with a Day at Leisure in Venice

Day 12

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

$4,100 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 2443 reviews

Greece & Italy Vacation Review: Rome, Venice, Cinque Terre, Pompeii, Amalfi Coast, Athens, Santorini, Vatican, Mt. Vesuvius
Planes, Trains, Automobiles and Water Taxis!We just returned from a 21-day trip to Italy and Greece! We knew where we wanted to go, but we had no idea how to make it all happen, but Matthew and this travel company did!! In Italy, we visited 9 cities and in Greece we visited Athens and Santorini. Most all the popular sites were seen along the way from Rome to Venice, we then flew to Greece to finish out our last week. Every flight, train ride and private car transfer went off without a hitch!We were provided with a very detailed itinerary, and we knew in advance what we would be doing and how to plan for it. Every driver and city guide were very professional and strived to make sure we were happy with our travel experience! We put great expectations on this company, and they did not disappoint! The Vatican, St. Peter’s Basilica, Pantheon, Colosseum, Amalfi Coast, Mt. Vesuvius, Pompeii, the colors of Cinque Terre, the canals of Venice, the blue of Santorini and the Parthenon would not have been possible without Matthew and our travel company! Thank you!!Donald and Leslie W.

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Review: Luxury Greece Vacation, Mykonos, Crete, Santorini, Delos, Chania, Athens, Acropolis, Constitution Square, Knossos Palace

This Greece travel company did a great job setting us up at ideal locations in Athens, Mykonos and Santorini. All were located in the central area, right near the center of each town for shopping and restaurants. The people at the hotels were really nice and everything was very organized that we did not have to worry about anything.

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Luxury Italy & Greece Trip Review: Rome, Venice, Santorini, Athens, Colosseum, Vatican
I received a mock itinerary and a request for a call from Panos with this travel agency. We talked so he could understand who was going on the trip and what we were looking for. We went to Rome, Venice, Santorini and Athens, and everything went very smoothly. All transfers were met with signs and even with our 3 hour delayed flight to Athens, our transfer met us and was still able to stay with us for our half day private tour. We had two private tours booked, a full day private tour in Rome and half day tour in Athens. I was worried as it seemed like a lot, but we had a private car the whole time to take us between locations and both of our tour guides were definitely local tour guides. They were great! They were very informative of the locations we visited and definitely knew how to get around the areas and skip the lines! We even requested a quick additional stop and they were able to provide the stop and tried to get us into the location, unfortunately it was not open to the public, but they did try! Panos provided everything that was needed, and told us items we requested that we could do ourselves, and he was definitely right. It was great having free days, and not being pushed into a lot of tours or extras that were not needed. The hotels were great and had amazing breakfasts included, in Athens they even boxed our breakfast since we had a 4am transfer to the airport. Panos kept in touch during the entire trip. I forgot to mention how our flight was one of the thousands cancelled Memorial Weekend, but we were able to book a new flight and Panos kept up with everything. The trip went so smoothly with the help of Panos setting up hotels, booking transfers, setting up our trains and flights while in Europe. I definitely recommend using them as I wasn't stressed or worried about the next step when I knew it had all been already set by others that knew the areas already!

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Travel Review: Greece & Italy Anniversary Trip, Mykonos, Santorini, Venice, Florence, Rome

We had a 15 day trip planned for us to Mykonos, Santorini, Venice, Florence and Rome and we had the absolute best time.  Everything went off without any issues- flights, trains, activities... it was perfect.  

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Italy & Greece Review, Venice, Rome, Athens, Santorini, Catamaran Sunset Tour, Historical Sites
Our travel planner and this company put together a great trip thru Italy and Greece for me.  He was very responsive throughout the process, really listened to what I wanted and stayed within my budget.  The hotels were all perfectly located for both public transportation and walking to see sights - in Venice we were steps from the main water taxi lines, in Rome we could walk to both the Spanish steps and Trevi Fountain and in Santorini and Athens the hotels were top notch! It was also great to meet him when he personally picked us up at the airport at one of our stops.   I have already recommended him to a friend and I have recommended Zicasso to numerous people who want to have help but not necessarily a totally organized tour.  All of our private tour guides were excellent and we have wonderful memories of our trip.   Also every single pick-up, tour etc was exactly on time!

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Luxury Greece & Italy Travel Review:Athens, Delphi, Santorini, Rome, Colosseum, Vatican, Naples, Pompeii, Florence, Pisa, Venice
We just came back from our fabulous two weeks honeymoon in Greece and Italy. These Greece and Italy travel specialists helped to customize my trip and gave me a hassle / worry free trip. My trip covered Athens – Santorini – Rome – Florence – Venice. I compared the prices if I do it on my own and I found that this travel company's price was competitive thus I decided to leave the job to them. All the places we visited were really beautiful and amazing. Anthony from this travel company was very prompt in replying to all questions that I had from the very first day. The only thing I was required to do was to tell him the cities that we planned to visit and he will do the rest. I guess this is how a Honeymoon is supposed to be. Within a few days, he sent the proposed package and of course I did some minor changes here and there. Both my husband and I are not early riser during vacation and we love to relax and enjoy so we made that clear to enable him to help us to plan better. He arranged for hotel accommodations, flight tickets, train tickets, tours, private transfers (in a Mercedes) to and from airports in Greece and Italy. Overall, we are very happy with the services provided. An important note is all their drivers for private transfers and tours were 100% on time. The first thing when we reached Greece and Italy, we were greeted by a guide at the hotel who passed us the vouchers and briefed us the tour details for the next few days. The best thing was we did not waste time waiting in line for any of our tours. If I were to do all these myself, I would honestly said that I could not have managed it this well. All I can say is they are very professional and I will definitely use them again in the future. I have already recommended these Italy and Greece travel specialists to a friend of mine who is planning to visit Greece. I would like to specially thanked Anthony from this Italy and Greece travel company who helped to make this happened. He was very patient, accommodating and prompt in answering all my questions. Also, not to forget Artemis in Greece and Maria Laura in Italy who helped to coordinate. One last thing which I want to highlight, we had forgotten my husband’s jacket in the car on the way to Roma Termini Train Station. We realized when we were about to board the train to Florence. Immediately, I called Maria Laura and she assured my everything will be alright and just enjoy my vacation. At the same time she coordinated and sent the jacket to us in Florence free of charge. I remembered this incident happened on early Sunday morning . If this incident happened in a public taxi, I guessed the jacket was long gone!

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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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