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...

See all

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

Expand All

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 8264 reviews.

Italy Trip Review: Rome, Tuscany, 2 Weeks

Zicasso's was an excellent travel company. The attention to all trip details by our tour operator was amazing. We enjoyed all the tours, the guides, the accommodations, the drivers, the Italian train system, and restaurant recommendations, and his itinerary information that we downloaded on our iPhones was extremely valuable throughout our entire trip. I would not hesitate to recommend him to anyone. I would definitely consider using him for future travel.

Reviewed By Kathy D.

Italy Travel Review: Boat Ride, Cooking Class, Pompeii,...

Hi! Zicasso's travel planner organized everything perfectly. He was very helpful and patient as we planned the itinerary with him. He had great suggestions and the trip could not have gone better. Zicasso checked in with us daily and sent reminders, etc. We felt very taken care of. Any questions during the trip were answered very promptly.

All of the excursions were wonderful. Our guide and the boat around Capri was our favorite. He was a wonderful guide. The cooking class in Sorrento was the best, with wonderful hosts. We had a blast. The guides for Pompeii, the Vatican, and the Colosseum were super.

All of the hotels were perfect regarding location, amenities, staff, food, and rooms. We were upgraded twice.

We would highly recommend Zicasso to our friends (already have). We couldn‘t have asked for a more professional group.

Thanks for making my dreams come true.

Reviewed By Julie M.

Greece Tour Review: 10 Nights

We had an absolutely amazing trip, thanks to Zicasso's travel agent and the rest of the team at the tour company. They listened carefully to what we wanted and created a perfect itinerary for us: Athens to Corfu to Santorini.  They took all of the stress out of our trip and allowed us to completely relax and enjoy ourselves. 

They handled booking accommodations, dining reservations, transportation, and all activities for us, and provided a detailed itinerary that had all of the information we needed.  I cannot recommend the travel company enough and we will certainly be using them next time we vacation in Greece or another location they service. Thank you!

Reviewed By Steven Y.

Greece Tour Review: Athens, Santorini, Rethymno, Agios Nikolaos,...

Zicasso's travel company provided us with a wonderful experience, from itinerary planning through trip completion. Their knowledge and expertise of Greece made for an excellent trip. They worked tirelessly to provide us with drivers and guides who were knowledgeable, courteous, friendly, professional, and prompt at all times. The company was also supportive throughout the trip, even accommodating last-minute changes to our itinerary while we were there. It was definitely a five-star experience!

Reviewed By DOUGLAS F.

Italy Vacation Review: 9 Nights

Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.

Reviewed By Barbara M.

Italy Tour Review: Amalfi Coast, Ischia, Capri, Positano,...

We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.

He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!

Reviewed By Jeanine P.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required