Romantic Santorini island at sunset, Greece

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

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Greece, Italy, Vatican City

Places Visited

Athens, Santorini, Florence, Vatican City...

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Suggested Duration

12 Days

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...

Customizable Itinerary

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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.

Reviews of Zicasso's Referral Service

4.91 stars based on 7857 reviews.

Greece Tour Review: Athens, Santorini, Mykonos, History,...

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.

Greece Vacation Review: History, Culture, Biking, Cuisine,...

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.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

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.

Greece Travel Review: Athens, Nafplio, Paros, Food Tour,...

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.

Greece Vacation Review: Santorini, 15-Day Trip

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.

Italy, Malta Trip Review: City Tour, 20 Days

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.

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