Romantic Getaway to Italy & Greece

San Marco Square in Venice, Italy

What to expect on this itinerary

You can never have enough romance on this 14-day tour through Italy and Greece meant for honeymooners and passion seekers, lovers and explorers, adventurers and romantics. Spend your days traversing cities that have inspired passion; landscapes take your breath away and the luxuries rejuvenate your soul. Traverse Italy’s vibrant coasts and stunning countryside, along with Greece’s majestic island, to find unique treasures hiding within the dreamy quality of the architecture and sea, the hills and the sunset, bringing fantasy to life.

Countries Visited

Greece, Italy

Places Visited

Venice,  Lake Como, Cinque Terre, Florence, Santorini

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

Venice – Romantic Beginnings

Welcome to romantic Venice, where the labyrinthine streets and glistening canals have brought historical passions and luxurious seclusion to anyone in search of a grand vacation. Step onto a water taxi and cruise along the famous waterways where colorful gondolas drift beside the raised, ancient buildings. The wind wafts through your hair; you can see the dome of St. Mark’s basilica edging closer to you. The taxi docks at the basin of your lush hotel that may overlook the splendid open water of St. Mark’s basin.

What's Included:

Transfer
Accommodation
Day 2

Venice – Gilded Stone and Waters

Day 3

Venice – Marvelous Glass

Day 4

Bellagio – Remarkable Lakeside

Day 5

Bellagio – A Graceful Way

Day 6

Bellagio – Villas and Flowers

Day 7

Portofino – Lake to Riviera

Day 8

Portofino – One Town to Five Towns

Day 9

Florence – A Day with the Renaissance

Day 10

Santorini – From Tuscan Hills to Island Cliffs

Day 11

Santorini – Colorful Beaches

Day 12

Santorini – Around the Crescent

Day 13

Santorini – Thriving Antiquity

Day 14

Santorini – Disappearing Aegean

Trip Highlights

  • Scour the romantic streets of Venice, from Saint Mark’s Square, to the labyrinthine streets
  • Visit the famous glassmakers of Murano
  • Experience the sapphire waters and lush forests at Lake Como
  • Relax along the Italian Riviera
  • Visit the charming streets and local gardens of Cinque Terre
  • Discover the reasons for Tuscany’s famous countryside by venturing through its rolling hills and medieval villages
  • Luxuriate on Santorini’s famous cliffs, where the whitewashed homes and blue roofs are a way of life

Starting Price

$13,700 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 962 reviews

Italy Mother-Daughter Vacation Review: Lake Como, Florence, Rome, Cinque Terre, Winery Tour, 12 Nights

My daughter and I had an absolutely incredible experience with Zicasso's travel agency. Everything was perfect and customized to our preferences. Communication was professional, responsive, and reassuring. Every detail of our trip was handled with such great care, from personalized tours in Lake Como, Florence, and Rome to hotel selections in Como and Cinque Terre. Working with the agency was personal and seamless. Their careful and personal attention made our mother-daughter Italian adventure completely stress-free. I would definitely recommend them when planning a trip to Italy. Grazie mille!

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Italy Tour Review: Venice, Florence, Tuscany, Lake Como, Milan, Truffle Hunting, Wine Tasting, Cooking Class, Boat Ride, 2-Week Trip

Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.

The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.

We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.

The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.

We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.

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Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.

Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.

Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.

A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.

Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.

When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.

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Italy Vacation Review: Tuscany, Lake Como, Winery, Boat Ride, Hiking, Balloon Trip, 9 Nights

The trip was great. The hotels in Tuscany and Lake Como were great. I highly recommend both. The rest of our trip that Zicasso's travel company put together, which included wineries, hikes, boat rides, a balloon ride, and recommended dinners, was top-notch. Our travel specialist and her team were very responsive. We highly recommend them.

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Italy Travel Review: Local Culture, Cuisine, 3 Weeks
"Zicasso’s travel company did a great job organizing our trip. The pacing was just perfect between guided activities and time to explore on our own."

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Italy Honeymoon Review: Florence, Rome, Venice, Sorrento, Private Walking Tour, Boat Ride, 2-Week Trip

This trip to Italy was a honeymoon trip for me and my husband. We had an amazing time and a wonderful experience with Zicasso's travel company! The planning phase was personalized and easy, and respected our budget. We went to Florence, Rome, Venice, and Sorrento over the course of two weeks. Every hotel was top-notch, the excursions were private, and the people we met were exceptionally kind and professional.

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Customizable Itinerary

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

30,000+ Verified Traveler Reviews