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 709 reviews

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 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 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 Tour Review: Lake Como, Lecco, Florence, Tuscany, Pienza, 6 Nights

Hi! Thank you for your help and organization in planning this trip. We had a few bumps. After arriving in Lake Como from MXP we were unable to get into our hotel for a little bit and were unable to make contact with the emergency number given to us. Secondly, our hotel in Florence was really offensive and not our taste. We had no idea the hotel was themed and were on a floor that was themed after hell. We also had a little hiccup with the train from Lecco and experienced a two-hour delay in Lecco pushing back our arrival to Florence. Other than that, we had a good trip and appreciate the organization and efficient communication.

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Italy Trip Review: Rome, Venice, Florence, the Amalfi Coast, Lake Como, 12 Nights

The Zicasso travel team did an outstanding job in organizing our trip to Italy, including stays in Rome, Venice, Florence, the Amalfi Coast, and Lake Como. The hotels, private car and boat tours, and guides were excellent. Everything went very smoothly and was first rate. Everyone was on time, polite, and knowledgeable. It was a pleasure working with the team to finalize the itinerary and the trip was all-encompassing. Definitely five stars!

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Italy Travel Review: Venice, Florence, Cortona, Cinque Terre, Wineries, Cuisine, 11 Nights

Overall, we had an incredible trip! Zicasso's travel planner made our travels smooth and easy to navigate. She responded to all of our questions in a timely manner. The itinerary was detailed and easy to read. It was so nice having our train tickets in advance. The sights were beautiful (Venice, Florence, Cortona, Cinque Terre) and we had fun on our tours. Our villa and hotel accommodations were lovely. Everyone was friendly. We highly recommend our travel planner and her company!

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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