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Rome - Florence - Chianti and Venice

11 to 16+ Nights from $2,268*
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* This sample price: priced within the past 7 days for arrival on 7/1/2024, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city and dates.

This 11 night sample itinerary includes:

  • Flight into Rome and out of Venice
  • Hotel for 3 nights in Rome
  • Train from Rome to Florence
  • Hotel for 2 nights in Florence
  • Rental Car for 4 days
  • Hotel for 3 nights in Chianti Wine Region
  • Hotel for 1 night in Florence
  • Train from Florence to Venice
  • Hotel for 2 nights in Venice
  • Driving Time
    Florence - Chianti Wine Region 1 hr. / 1hr. 30 mins. approx.
    Chianti Wine Region - Florence: 1 hr. / 1hr. 30 mins. approx.

Charming Italy Countryside!. Spend a few days visiting Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) after that, take a train to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) for a visit. From there, pick up the Rental Car, for an enchanting visit to the Chianti Wine Region (beautiful and famous region of Tuscany with best wineries). Drive back Florence to drop the car, and after that, continue by train to ultra-romantic Venice (set on gorgeous canals, intimate Gondola rides will guide you past sumptuous palaces and under sculpted bridges). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Flexible Itinerary

  • Rome

  • Florence

  • Chianti Wine Region

  • Florence

  • Venice

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Trip Summary

  • Rome

    Rome is undeniably stunning, from its rich ancient culture, must try pizzas and coffees or just experience a touch of Europe. This city is packed full of sights, with thousands of years of history layered upon itself - you'll find everything here from Roman ruins to Renaissance art. It's also home to fantastic food, the Vatican City, and sights galore. Explore and discover the Roman Colosseum and the Arch of Constantine; Discover the Vatican, the smallest independent state in the world; Throw a coin in the Trevi Fountain; Marvel at the Pantheon; Sit on the Spanish Steps; Wander the Piazzas; Eat the best Gelato in Rome; Climb Palatine Hill; Walk the Ancient Appian Way; Go to the Vatican Museums and so much more.

  • Florence

    The Italian city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and of course incredible gastronomy, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world. The most popular and important sites in Florence include the Cathedral, the Baptistery, the Uffizi, the Bargello, and the Accademia. Spend a day at the Boboli Gardens or climb the hill to the church of San Miniato al Monte to experience an enchanting view of Florence, Italy. Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.

  • Chianti Wine Region

    Chianti, located in the center of Tuscany between Florence, Siena and Arezzo, is a charming hill-covered region offering a picturesque landscape of small stone villages, sprawling vineyards and olive groves. With tall green cypress trees and woods bordered with yellow broom, its palette of colors combine to create a painting beautiful enough to rival those of the famous art museums nearby. Discover and explore the amazing Siena, Castelnuovo Berardenga, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, Poggibonsi, Monteriggioni and so much more.

  • Florence

    The Italian city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and of course incredible gastronomy, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world. The most popular and important sites in Florence include the Cathedral, the Baptistery, the Uffizi, the Bargello, and the Accademia. Spend a day at the Boboli Gardens or climb the hill to the church of San Miniato al Monte to experience an enchanting view of Florence, Italy. Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.

  • Venice

    With sumptuous palaces and romantic waterways, Venice is straight out of an 18th-century Canaletto masterpiece. No matter how many times you have seen it in movies or TV commercials, the real thing is more surreal and dreamlike than you ever imagined. Its landmarks, the Basilica di San Marco and the Palazzo Ducale are exotic melanges of Byzantine, Gothic, and Renaissance styles. It is full of secrets, ineffably romantic, and - at times - given over entirely to pleasure. You must walk everywhere in Venice and where you cannot walk, you go by water. Explore Piazza San Marco, Stroll Across the Rialto Bridge, Get Lost in the Endless Canals, Admire the Basilica Santa Maria della Salute, Visit the San Giorgio dei Greci, Walk Around the Jewish Ghetto, Learn About Venice's Musical History, Tour Venice's Unique Architecture at Campo Santa Maria Formosa, Celebrate One of Venice' Many Festivals, Go Window Shopping, and so much more.

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