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

14-Day Ultimate Italy Highlights Tour

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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...

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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

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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

$5,007 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

4.87 stars based on 135 reviews.

Italy Family Trip Review: Rome, Naples, Florence, Venice,...
"We had a wonderful vacation to Italy."

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Italy Anniversary Vacation Review: Rome, Vatican City, Sorrento,...
"Thank you to Martina from the travel agency for planning...

Reviewed By Jon S.

Italy Trip Review: Venice, Naples, Sorrento, Rome, Pompeii,...
"We had a wonderful time in Italy."

Reviewed By Michael C.

Italy Travel Review: Rome, Amalfi Coast, Path of the Gods,...
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