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Tuscany and Hill Towns: Point of Interest Map
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Tuscany and Hill Towns Vacation Packages


Tuscany is a vibrant, lush and alluring region. From all-time favorite, San Gimignano and Cortona, to lesser known gems like Massa Marittima, Pitigliano and Anghiari, each one has its own distinctive atmosphere. Visitors come to Tuscany for many reasons - Be it the art, the countryside, the food or the wine, there is no shortage of things to see and do. The only question is where to begin.

Best Vacation Packages:

SUGGESTED ITINERARIES

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    Tuscan Adventure
    7 nights from $1,140*
  • Explore Italy!! Start with a visit to artistic Florence (an art lovers dream; see the statue of David, The Birth of Venus and La Velata by Raphael), then pick up your car for a visit to the Spa city of Montecatini Terme and the rennaisance city Lucca (a city on the Serchio river in Italy’s Tuscany region, known for the well-preserved Renaissance walls encircling its historic city center and its cobblestone streets). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Florence and out of Florence
    • Hotel for 2 nights in Florence
    • Rent a car for 5 days
    • Hotel for 2 nights in Montecatini
    • Hotel for 2 night in Lucca
    • Hotel for 1 night in Florence


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    Beautiful Tuscany (Self Drive)
    9 nights from $1,964*
  • Focus your visit to Italy in wonderful Tuscany! Visit artistic Florence, then pick up your car and spend some leisurely days staying in Lucca, San Gimignano and Siena to be able to experience all the different aspects of this charming region. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Florence and out of Florence
    • Hotel for 2 nights in Florence
    • Rent a car for 6 days
    • Hotel for 2 nights in Lucca
    • Hotel for 2 nights in San Gimignano
    • Hotel for 2 nights in Siena
    • Hotel for 1 night in Florence
    • Daily breakfast (if stated in hotel info)


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    Florence and San Gimignano
    7 nights from $1,061*
  • Explore the beautiful Italy! Visit the magnificent city of Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata), then rent a car and spend a few days at your leisure in San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses, which, with its hilltop setting and encircling walls, form "an unforgettable skyline"). This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.
    Included:
    • Flight into and out of Florence
    • Hotel for 3 nights in Florence
    • Rent a car for 4 days
    • Hotel for 3 nights in San Gimignano
    • Hotel for 1 night in Florence
    • Daily breakfast (if stated in hotel description)


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    Florence - Siena - Assisi - Rome by Train
    8 nights from $1,275*
  • Explore Italy with the ICE Train! Visit artistic Florence, continue to medieval Siena and to mystical Assisi and end with a stay in imperial Rome, all with the ease of travelling by train.
    Included:
    • Flight into Florence and out of Rome
    • Hotel for 2 nights in Florence
    • Train Florence - Siena
    • Hotel for 2 nights in Siena
    • Train Siena - Assisi
    • Hotel for 2 nights Assisi
    • Train Assisi - Rome
    • Hotel for 2 nights Rome


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    Tuscan Highlights
    7 nights from $1,129*
  • Explore beautiful Italy with this leisurely, flexible vacation package in Europe! Enjoy a visit to Florence (an art lovers dream; featuring the iconic statue of David, the stunning Birth of Venus; fabulous architecture and bustling outdoor markets), the medieval hilltowns of Siena and San Gimignano with your rental car. Return to Florence for your last night. This is a flexible vacation package. Select your number of nights in each city, rental car, desired hotel and activities.
    Included:
    • Flight into Florence and out of Florence
    • Hotel for 2 nights in Florence
    • Rent a car for 5 days
    • Hotel for 2 nights in Siena
    • Hotel for 2 nights in San Gimignano
    • Hotel for 1 night in Florence
    • Daily breakfast (if stated in hotel info)


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    Rome - Siena - Florence - Venice by Train
    8 nights from $1,039*
  • Combine 4 of the finest cities in Italy with train service between all destinations! Start in Rome (Italy`s treasure with centuries of artistic achievement, the Vatican full of religious history) then on to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops); continue to Florence (an artists dream: Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata) and lastly Venice (the dreamy city of canals and culture). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Rome and out of Venice
    • Hotel for 3 nights in Rome
    • Train Rome to Siena
    • Hotel for 1 night in Siena
    • Train Siena to Florence
    • Hotel for 2 nights in Florence
    • Train Italia Florence - Venice
    • Hotel for 2 nights in Venice


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    Florence - Lucca - Venice by Train
    7 nights from $1,191*
  • Enjoy three beautiful and exciting destinations across Italy with a unique vacation package! Visit artistic Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata), Lucca (known for the well-preserved Renaissance walls encircling its historic city center and its cobblestone streets) and Romantic Venice (sumptuous palaces and romantic waterways) all with the ease of travelling by train. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.
    Included:
    • Flight into Florence and out of FLorence
    • Hotel for 3 nights in Florence
    • Train Florence - Lucca
    • Hotel for 2 nights in Lucca
    • Train Lucca - Venice
    • Hotel for 2 nights in Venice


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    Tuscan Scenery
    6 nights from $1,528*
  • A perfect introduction to Italy! Visit Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata), Siena, Pisa (a city in Italy's Tuscany region best known for its iconic Leaning Tower) and Lucca (known for the well-preserved Renaissance walls encircling its historic city center and its cobblestone streets) with rent a car. This is a flexible vacation package. Select your number of nights in each city, desired hotels and activities.
    Included:
    • Flight into Florence and out of Florence
    • Hotel for 2 nights in Florence
    • Rent a car for 4 days
    • Hotel for 1 night in Siena
    • Hotel for 1 night in Pisa
    • Hotel for 1 night in Lucca
    • Hotel for 1 night in Florence
    • Daily breakfast (if stated in hotel info)


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    Genoa - Cinque Terre - Florence - Chianti - Rome
    11 nights from $1,494*
  • Explore the beautifulItaly! Start in Genoa (ancient Renaissance buildings, famous museums and very good restaurants), then catch a train to;Cinque Terre (five miles of rocky coast with five small villages overlooking the sea, in the midst of two capes with hundreds of miles of beautiful paths); continue by train to Florence (Michelangelo's David, Botticelli's Birth of Venus, and Raphael's La Velata). After your visit, pick up your car and drive to the Chianti Wine Region (charming hill-covered region with picturesque landscape of small stone villages, sprawling vineyards and olive groves.) and finally drive to Rome (Italy's treasure with two millennia of artistic achievement).
    This is a flexible package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Genoa and out of Rome
    • Hotel for 2 nights in Genoa
    • Train: Genoa to La Spezia (Entry to Cinque Terre)
    • Hotel for 2 nights in La Spezia
    • Train: La Spezia to Florence
    • Hotel for 2 nights in Florence
    • Rent a car for 3 days
    • Hotel for 2 nights in Chianti
    • Hotel for 3 nights in Rome
    • Daily breakfast (if stated in hotel description)


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    Florence - San Gimignano - Rome (Self Drive)
    9 nights from $1,175*
  • Our rental car vacation packages are some of our most popular through Italy! They allow you to take total control of your experience, and this one is no different! Spend a few days in artistic Florence, then pick up your rent a car for a visit to San Gimignano and Tuscany, and end with a stay in monumental Rome. Spend as much time as you like in each destination and see the sights that interest you the most! This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Florence and out of Rome
    • Hotel for 3 nights in Florence
    • Rent a car for 4 days
    • Hotel for 3 nights in San Gimignano
    • Hotel for 3 nights in Rome


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Regions of Tuscany


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* Sample prices displayed include international and domestic airline tickets as per itinerary and ALL airline-related taxes and fuel surcharges and are per person, based on double occupancy, and are dynamic in nature. Prices do not include insurance or delivery charges which are optional and customizable by the traveler. The airfare portion of the itinerary price is based on economy class, midweek departure. Prices do not include fees for carry on or checked baggage which can add additional fees per ticket on a roundtrip flight based on carrier charges. It also does not include any entrance fees or visa fees that may be charged at international airports. Some cities may charge local taxes that can only be collected by hotel at destination.
Prices were accurate at the time we posted them. Sample prices were for a specific travel date and specific departure airport, as indicated. Your prices will vary according to departure cities and travel dates. We do not control prices (airlines and hotel reservation systems do). Prices may change dynamically and at times significantly numerous times during any given day.

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