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Florence and Umbria with Signature Transfers
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This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Visit Florence and Umbria!. Visit artistic Florence (capital of Italy’s Tuscany region, home to Renaissance art and architecture), continue to Assisi (best known as the birthplace of St. Francis, Italy's patron saint, in Umbria's rolling hills) with a stop in Loro Ciuffenna and Perugia. After that, visit Orvieto (a small city perched on a rock cliff in Umbria, Italy) with a stop in Montepulciano and Lucignano. Lastly, Siena (famous for its cuisine, art, museums, medieval cityscape, horse races in Piazza del Campo) with a stop in Montepulciano and Lucignano. Before heading back home, return to Florence with a stop in Monteriggioni and San Gimignano.

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Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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This 8 night sample itinerary includes:
  • Flight into and out of Florence
  • Hotel for 3 nights in Florence
  • Transfer from Hotel in Florence to Hotel in Assisi via Loro Ciuffenna and Perugia
  • Hotel for 2 nights in Assisi
  • Transfer from Hotel in Assisi to Hotel in Orvieto Via Todi
  • Hotel for 1 night in Orvieto
  • Transfer from Hotel in Orvieto to Hotel in Siena via Montepulciano and Lucignano
  • Hotel for 1 night in Siena
  • Transfer from Hotel in Siena to Hotel in Florence via Monteriggioni and San Gimignano
  • Hotel for 1 night in Florence

Related Cities:
Assisi (14)     Florence (230)     Siena (29)     San Gimignano (13)     Perugia (6)     Orvieto (1)     Todi (1)     Monteriggioni (3)     Montepulciano (3)    
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With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Florence
  286 hotels
2. Assisi
   (44 hotels)
3. Orvieto
   (18 hotels)
4. Siena
   (43 hotels)
5. Florence
   (286 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
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Trip Summary
3 nights in Florence

The 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 incredible culinary delights, 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.

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.



2 nights in Assisi

Assisi is a medieval hill town, known for being the birthplace of Saint Francis, and a UNESCO World Heritage Site. The town represents 'a series of masterpieces of man's creative spirit,' and everything revolves around its most renowned citizen, St. Francis, Patron Saint of Italy, from the Basilica, which is dedicated to the Saint and contains his tomb, to the hermitage (Eremo delle Carceri), located a few miles outside the town walls, where St. Francis used to retreat in prayer.

Visit and explore the Basilica of Saint Francis (UNESCO World Heritage Site from the 13th century), the Church of Santa Chiara (houses the San Damiano Crucifix which spoke to Francis in 1206), San Rufino Cathedral (12th century Romanesque facade), Rocca Maggiore Castle, a Roman Amphitheater from the first century surrounded by medieval houses, and so much more.



1 nights in Orvieto

Orvieto is one of the most dramatic hill towns in Italy, rising above the almost vertical faces of tufa cliffs that are completed by defensive walls built of the same stone. The main attraction of the town is the spectacular Duomo, one of Italy's finest Gothic buildings, dating from 1290. Its glittering mosaic facade is visible for miles around. The Gothic style interior holds frescoes by Fra Angelico and Signorelli and beautiful wooden choir stalls.

Visit and discover the Duomo, Saint Patrick's Well, the underground city and passages, the Torre del Moro, the Albornz Fortress, other Etruscan sites like the remnants of the Etruscan wall around the town, tombs and a necropolis, and so much more!



1 nights in Siena

The beautiful town of Siena is the largest of the hill towns that are scattered among Tuscany. The city is famous for its large square, Piazza Del Campo, winding medieval alleyways, and the Palio, a historic horse race that takes place twice during the summer months. Today, Siena continues to maintain a distinctively medieval atmosphere and is a great place to discover Tuscany at its medieval best, with numerous gothic palaces, pastry shops and unequaled altarpieces.

Visit and discover the Cathedral of Santa Maria Assunta, Piazza del Campo, Palazzo Pubblico, Torre del Mangia, Biblioteca Piccolomini, Siena National Gallery, Church of San Domenico, Piazza Salimbeni, Porta Pispini, Siena Civic Museum and so much more.



1 nights in Florence

The 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 incredible culinary delights, 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.

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.




Book This Package
Flexible Itinerary
Florence
Day 1
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 2
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 3
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 4
Departing from Florence
Transportation to next city by: Regional Air
Assisi
Day 4
Arrive to Assisi
Overnight in Assisi   44 hotels offered
Optional   36 Things to do
Day 5
Overnight in Assisi   44 hotels offered
Optional   36 Things to do
Day 6
Departing from Assisi
Transportation to next city by: Regional Air
Orvieto
Day 6
Arrive to Orvieto
Overnight in Orvieto   18 hotels offered
Optional   2 Things to do
Day 7
Departing from Orvieto
Transportation to next city by: Regional Air
Siena
Day 7
Arrive to Siena
Overnight in Siena   43 hotels offered
Optional   97 Things to do
Day 8
Departing from Siena
Transportation to next city by: Regional Air
Florence
Day 8
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 9
Departing from Florence

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Florence Hotels (286 total)
Assisi Hotels (44 total)
Orvieto Hotels (18 total)
Siena Hotels (43 total)


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Tours in Florence (1338 total)
Tours in Assisi (36 total)
Tours in Orvieto (2 total)
Tours in Siena (97 total)


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Package Map Picture
Italy

For centuries <b>Italy</b> has drawn foreign visitors - mostly for its architectural, artistic, and scenic splendors. Italy can truly be all things to all people. From the passion and excitement of noisy urban crowds to the quiet, rural idyll where the traditional life can be experienced, Italy's great cities are replete with rich attractions and culture alongside some of the most pristine beaches and spectacular mountains in the world.
Italy
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Florence and Umbria with Signature Transfers
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Florence
The 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 incredible culinary delights, 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.

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.
Assisi
Assisi is a medieval hill town, known for being the birthplace of Saint Francis, and a UNESCO World Heritage Site. The town represents 'a series of masterpieces of man's creative spirit,' and everything revolves around its most renowned citizen, St. Francis, Patron Saint of Italy, from the Basilica, which is dedicated to the Saint and contains his tomb, to the hermitage (Eremo delle Carceri), located a few miles outside the town walls, where St. Francis used to retreat in prayer.

Visit and explore the Basilica of Saint Francis (UNESCO World Heritage Site from the 13th century), the Church of Santa Chiara (houses the San Damiano Crucifix which spoke to Francis in 1206), San Rufino Cathedral (12th century Romanesque facade), Rocca Maggiore Castle, a Roman Amphitheater from the first century surrounded by medieval houses, and so much more.
Orvieto
Orvieto is one of the most dramatic hill towns in Italy, rising above the almost vertical faces of tufa cliffs that are completed by defensive walls built of the same stone. The main attraction of the town is the spectacular Duomo, one of Italy's finest Gothic buildings, dating from 1290. Its glittering mosaic facade is visible for miles around. The Gothic style interior holds frescoes by Fra Angelico and Signorelli and beautiful wooden choir stalls.

Visit and discover the Duomo, Saint Patrick's Well, the underground city and passages, the Torre del Moro, the Albornz Fortress, other Etruscan sites like the remnants of the Etruscan wall around the town, tombs and a necropolis, and so much more!
Siena
The beautiful town of Siena is the largest of the hill towns that are scattered among Tuscany. The city is famous for its large square, Piazza Del Campo, winding medieval alleyways, and the Palio, a historic horse race that takes place twice during the summer months. Today, Siena continues to maintain a distinctively medieval atmosphere and is a great place to discover Tuscany at its medieval best, with numerous gothic palaces, pastry shops and unequaled altarpieces.

Visit and discover the Cathedral of Santa Maria Assunta, Piazza del Campo, Palazzo Pubblico, Torre del Mangia, Biblioteca Piccolomini, Siena National Gallery, Church of San Domenico, Piazza Salimbeni, Porta Pispini, Siena Civic Museum and so much more.
Florence
The 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 incredible culinary delights, 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.

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.

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