View of the coast of Naples on the Amalfi Coast in Italy

14-Day Ultimate Italy Highlights Tour

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Italy, Vatican City

Places Visited

Naples, Rome, Vatican City, Castelli Romani...

See all

Suggested Duration

14 Days

Discover for yourself the quintessence of Italy as you enjoy pizza in Naples, pasta in Bologna while taking in the cliffside colors and lively cities. Journey through the Venetian canals, the Tuscan vineyards, the Roman plazas, and the Florentine domes, and at no point will you have seen enough. In a country of beautiful regional contrasts, each destination will bring its own authenticity and intimate local appeal. From Amalfi to Venice, it is all so different, and that is the greatest highlight...

Customizable Itinerary

Expand All

Trip Highlights

  • Feast on the food of Bologna with a two-day stay in Italy’s culinary hub
  • Travel back in time during an afternoon in old Rome, including exclusive access to the Colosseum
  • Lounge around the coast and start your vacation in the relaxed villages of Amalfi
  • Indulge in the treasures of Tuscany with a three-night stay on a Chianti vineyard
  • Travel down the Venetian canals in your private gondola
  • Enjoy after-hours access to the Vatican Museums and appreciate the art without the crowds alongside you
  • Embrace the energy of Naples and the beauty of Florence
  • Discover medieval Italy with day trips to Verona and Siena, as well as visits to various small villages
  • Uncover the history of Pompeii, search for the original pizza, and spend an afternoon on the Isle of Capri

Detailed Description

Almost everywhere you go on this private tour, you will find yourself exclaiming that this is quintessential Italy. On the canals of Venice, overlooking vineyards in rural Tuscany, standing beneath Michelangelo’s ceiling in the Vatican or dining on pasta in medieval Bologna, Italy is a country of authenticity. This highlights tour will show you the regional differences that have made Italy what it is today. You will experience how Naples is incomparable to Verona, how Tuscany feels completely different from Rome, why Bologna is such a culinary hub, what the Renaissance means to Florence, and what became of Pompeii. Over the two weeks itinerary, you will discover that authenticity means many different things, depending on where you are in Italy.

Your two weeks will kick off in a relaxed fashion on the Amalfi Coast. Rest and be refreshed in a colorful cliffside village while gazing out over the Mediterranean. Spend an afternoon on the Isle of Capri and an evening in Sorrento, slowly extending your understanding of old Italy. Explore Naples and Pompeii next for two destinations that could not be further apart in terms of experience. These are visited en route to Rome, where you have several nights in the Eternal City. This length of time gives you time to go from gladiators to baroque art and design with a chance to explore the local side to Rome and have exclusive after-hours access to the Vatican Museums.

Move next to Chianti, a Tuscan region of vineyards and tranquility. Taste wines amid bucolic landscapes, visit medieval towns like Siena, spend a day in Florence, and feel energized by the old-world atmosphere. Bologna is Italy’s culinary hub and you will spend two days exploring the classics, from Parma to pasta to Parmigiano. Bologna is a lively medieval city as well and often surprises many visitors. Verona is an easy half-day stop on route to Venice, where the waterways and bridges provide your final Italian highlights. It may only be two weeks, but you will have covered Italy southwest to northeast, traversing both its traditions and its wonders.  Looking for the best Italy travel experiences? Consider browsing our Italy travel reviews page.

Starting Price

$6,300 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

4.9 stars based on 5952 reviews.

Italy Tour Review: Wine Tour, Cooking Classes, Local Cuisine,...

Zicasso’s travel company was wonderful in planning our trip on short notice and in line with our requests and preferences. Their suggestions of what to do and where to stay were perfect. And when we accidentally got off on the wrong island, the travel company quickly got us new ferry tickets to get to the right place. It was all seamless.

Reviewed By Sherry G.

Italy Honeymoon Review: Rome, Sorrento, Cooking Class, Private...

This trip was the greatest week of our lives! Everything planned was better than I could have imagined. The private drivers being coordinated behind the scenes made the trip so easy and removed all the stress of trying to navigate a new country. Every driver and our tour guide was so nice and I feel like we made friends with all of them.

My favorite part of the trip was definitely the cooking classes and that every tour was private and intimate for my wife and I. The connections Zicasso’s travel agent hooked us up with made the trip the most memorable experience. Our travel agent and the travel company took special care of all the tiny details of the trip; our hotel knew it was my birthday and had a special surprise for me! I’m beyond thankful for the perfect honeymoon they provided my wife and I.

Reviewed By Branson S.

Italy Trip Review: Sorrento, Cooking Class, Local Cuisine,...

The accommodations and private tours were worth the extra money. Our drivers were professional and helpful.

Reviewed By Claudia R.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Italy Vacation Review: Florence, Rome, Truffle Hunt, Cooking...

Wow, where to begin. This trip was an absolute dream.

When I first spoke to Zicasso’s travel consultant, I told her my main travel concern: traveling with nine- and 15-year-old boys as a single mom in Italy. I was excited to take the trip with them, but I really needed something that was meticulously planned to take away the nerves of having to navigate alone with two kids. She listened and executed the most beautiful trip.

She planned activities that captured the attention and imagination of a fourth grader and a teenager. And the experiences were unique. Probably the highlight of the trip was a truffle hunt with the hunter and his dog in the countryside outside of Florence. My oldest wants to move to Florence and start hunting! We had a personalized cooking class, a private Vespa tour of Rome, and a delicious and informative art and food tour, among other amazing experiences. As we were sending photos back home, I got so many requests for our itinerary because it was so special and unique. Both boys were hard-pressed to choose which part they liked best.

The hotels she selected were beautiful, comfortable, and right in the heart of the cities and attractions we wanted to see. When we encountered a small hiccup (by our hotel, not our travel agent), I contacted her and she responded right away, getting us a free room upgrade and free dinner! We felt very taken care of.

Aside from the amazing activities and locations we saw, the trip was fantastic because everything was so seamless. We always had a private driver arranged, pre-booked train tickets, and even someone to make sure we made it on time for our flight home. I never had to worry about a thing. It was also telling that every tour guide we interacted with had only glowing things to say about our travel agent and her keen attention to detail and organization.

If you're planning on visiting Italy, this travel company is the travel agency you need to select. It takes any of the stress and guesswork out of the travel process, and all you have to do is show up and enjoy.

Thank you so much! You helped us make some amazing memories!

Stephanie

Reviewed By Stephanie S.

Italy 25th Anniversary Travel Review: Positano, Sorrento,...

This was possibly the best vacation we have ever taken. A fitting trip to mark our 25th anniversary, we will remember our days in Positano and Sorrento forever. Everything was perfect and the service and support were extraordinary.

Zicasso's travel specialist and the other people were always super-helpful and friendly. The hotels they chose for us in particular were exactly what we wanted. I can’t think of a single issue. Transport, transfers, etc., were perfect. The only bad part was that we had to return to normal life afterwards! We highly recommend our travel company to anyone! Grazie mille!

Reviewed By Mauro A.

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