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San Marino - Siena and Florence (Self Drive)
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9 to 13+ Nigths from $399*
This sample price: priced within the past 7 days for arrival on 1/24/2025. Choose your own arrival dates
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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.
San Marino and Italian Tuscany!. Behold the beautiful natural landscape as you drive to San Marino (a mountainous microstate located within Italy and one of the world's oldest republics), then continue to medieval Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year in Piazza del Campo) and finally the artistic city of Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
This 9 night sample itinerary includes:
  • Reantal Car for 7 days.Pick Up: Bologna Airport/Drop Off: Florence Downtown
  • Hotel for 3 nights in San Marino
  • Hotel for 3 nights in Siena
  • Hotel for 3 nights in Florence

  • Driving Time
    Bologna Airport - San Marino: 1 hr. 35 mins. approx.
    San Marino - Siena: 3 hrs. approx.
    Siena - Florence: 1 hr. 10 mins. approx.

Price history for this itinerary (past 7 days):
From New York City NYC (All Airports) (NY), US for 9 nights
1082.21 * incl.tax
Related Itineraries:
Related Cities:
Florence (221)     Siena (26)     San Marino City (6)    
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With Int'l Flight     Without Int'l Flight
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Destination
Arrival date
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1. San Marino City
  14 hotels
2. Siena
   (45 hotels)
3. Florence
   (260 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 San Marino City

Only 43 miles in size, the little Republic of San Marino is independent, with its own government and laws even though it is entirely surrounded by Italy. The world`s oldest sovereign state, it dates from 301 AD. Atop the center of this hilly area`s highest point, Mount Titano, is the capital city of San Marino. Medieval stone walls surround the original settlement, built entirely of stone and completely pedestrianized. The three fortresses at the top of the mountain give San Marino its best-known image and are linked by a path that runs along the entire ridge of the mountain.

Visit and explore the Piazza Dalla Liberta (the most popular public square); Palazzo Pubblico (Town Hall and where you'll find the changing of the guards); Towers of San Marino (Guaita, Cesta, and Montale); Mount Titano and the several small and so much more.



3 nights in Siena

The beautiful town of Siena is the largest of 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.



3 nights in 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 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
San Marino City
Day 1
Arrive to San Marino City
Overnight in San Marino City   14 hotels offered
Optional   8 Things to do
Day 2
Overnight in San Marino City   14 hotels offered
Optional   8 Things to do
Day 3
Overnight in San Marino City   14 hotels offered
Optional   8 Things to do
Day 4
Departing from San Marino City
Transportation to next city by: Regional Air
Siena
Day 4
Arrive to Siena
Overnight in Siena   45 hotels offered
Optional   95 Things to do
Day 5
Overnight in Siena   45 hotels offered
Optional   95 Things to do
Day 6
Overnight in Siena   45 hotels offered
Optional   95 Things to do
Day 7
Departing from Siena
Transportation to next city by: Regional Air
Florence
Day 7
Arrive to Florence
Overnight in Florence   260 hotels offered
Optional   1404 Things to do
Day 8
Overnight in Florence   260 hotels offered
Optional   1404 Things to do
Day 9
Overnight in Florence   260 hotels offered
Optional   1404 Things to do
Day 10
Departing from Florence
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San Marino City Hotels (14 total)
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Siena Hotels (45 total)
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Florence Hotels (260 total)
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Tours in San Marino City (8 total)
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Tours in Siena (95 total)
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Tours in Florence (1404 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.
San Marino

<b>San Marino</b> is among the smallest countries in the world, only 43 miles in size. More precisely, it is the fifth smallest, but probably the most curious one. This micro-country is a sole survivor of Italy's former (and powerful we must add) city-state network; and it is still holding on as the world's oldest surviving sovereign country and its oldest republic dating back to 301 A.D. Tucked away inside Italy's northeastern region, San Marino is a UNESCO World Heritage Site with lovely things to offer its visitors. You'll find everything from forests, fortress towers, and shopping malls, to medieval markets and Olympic stadiums in this quirky and unique part of the world.
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Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

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*Sample prices on display include ALL taxes & fuel surcharges... read more
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San Marino - Siena and Florence (Self Drive)
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Map
San Marino City
Only 43 miles in size, the little Republic of San Marino is independent, with its own government and laws even though it is entirely surrounded by Italy. The world`s oldest sovereign state, it dates from 301 AD. Atop the center of this hilly area`s highest point, Mount Titano, is the capital city of San Marino. Medieval stone walls surround the original settlement, built entirely of stone and completely pedestrianized. The three fortresses at the top of the mountain give San Marino its best-known image and are linked by a path that runs along the entire ridge of the mountain.

Visit and explore the Piazza Dalla Liberta (the most popular public square); Palazzo Pubblico (Town Hall and where you'll find the changing of the guards); Towers of San Marino (Guaita, Cesta, and Montale); Mount Titano and the several small and so much more.
Siena
The beautiful town of Siena is the largest of 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 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 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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