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 854 reviews

Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.

The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.

The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.

One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.

Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.

While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!

Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.

Every experience felt personal, meaningful, and special.

This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!

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Italy Tour Review: Florence, Cinque Terre, Capri, Boat Ride, 2-Week Trip

Our Zicasso travel agent did a great job planning and executing our two-week tour of Italy. Transfers were seamless and guides were knowledgeable and experienced. We particularly loved Florence, our hotel, its staff, and its walkable location to so many sites. We loved the guide in Cinque Terre; he knew the area, specifically a restaurant where we were away from the crowds. Thanks to the travel agent for a job well done.

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Italy Honeymoon Travel Review: Lake Garda, Piedmont, Lake Como, Valpolicella, Boat Ride, Wine Tour, 12 Nights

Zicasso’s travel agent and her team provided us with an absolutely incredible honeymoon experience. The trip far surpassed our expectations, as every detail was meticulously planned to ensure we were delighted at every turn. From champagne on our boat rides and thoughtful notes at the hotels to a surprise bottle of wine for my birthday, the travel company managed to impress us more with each passing day.

Our itinerary was four nights in Lake Garda, four nights in the Piedmont region, and three nights in Lake Como.

We spent a lot of time selecting the right locations and hotels to find the perfect balance of activity and relaxation, and the team didn't miss a beat. They connected us with exceptional local partners for all of our excursions and were incredibly responsive whenever we had questions during the trip. They were truly easy to work with and planned the trip of a lifetime for us. An easy 5/5. I highly recommend this travel company for anyone planning a trip to Italy.

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Italy Honeymoon Travel Review: Florence, Rome, Amalfi Coast, 8 Nights

Our honeymoon in Italy was absolutely magical and so much of that is thanks to our travel company. From our very first call, they took the time to understand what we wanted and crafted an itinerary through Florence, Rome, and the Amalfi Coast that felt personal rather than cookie-cutter. Every detail was handled: hotels, transfers, and tours all ran seamlessly, so we could simply relax and enjoy being newlyweds.

Florence stole our hearts with its art and charm, Rome was awe-inspiring at every turn, and ending the trip on the Amalfi Coast, with those breathtaking sea views, was the perfect romantic finale. The guides were knowledgeable and genuinely passionate, bringing each city to life in a way we never could have experienced on our own.

Communication before and during the trip was prompt and reassuring, and it was clear the team truly cared about making our honeymoon special.

We came home with memories we'll treasure forever. We can't recommend this travel company and Zicasso highly enough. We're already dreaming about our next trip with them!

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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 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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Customizable Itinerary

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

32,000+ Verified Traveler Reviews