Toskane Road Trip | Florence, Siena, San Gimignano, Pitigliano, Montepulciano
From 426 €

Toskane Road Trip | Florence, Siena, San Gimignano, Pitigliano, Montepulciano

Fly & Drive
Created: Tuesday, December 16, 2025 - Departure: Sunday, March 15, 2026
Ref ID: 41509520
price per person From
426 €
Based on 2 adults
Created: Tuesday, December 16, 2025 - Departure: Sunday, March 15, 2026
Destinations: Pisa, Italy , Florence, Italy , Siena, Italy , San Gimignano, Italy , Pitigliano, Italy , Montepulciano, Italy , Florence, Italy , Pisa, Italy
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15 Mar
Transport from Tirana to Pisa
Departure
WizzAir
WizzAir - W4 5029
Direct
06:00
Tirana Rinas (TIA)
1h 50m
07:50
Pisa Airport (PSA)
15 Mar
Car rental
Citroen C3
Citroen C3 (EDMRB2)
Includes:
  • Fuel Policy: Pickup full return full
  • Manual transmission
  • Unlimited Mileage
A/C
5 doors
5 people
EasyCarHire EasyCarHire
Extras (Pay at pick-up office)
See details
15 Mar
1. Pisa
Stop
About the destination: The city of Pisa once rivalled Genoa and Venice as a maritime power, emulated Padua and Perugia as a university town, and developed a distinctive style of Romanesque architecture. Today, the city draws its fame from an architectural project gone terribly wrong and relies on the tide of tourists who flow into the city every day. The most important monuments are concentrated in the piazza del Duomo. The baptistery, cathedral, Leaning Tower, and Camposanto shine like carved ivory, rising out of a broad expanse of emerald green grass. The duomo contains Giovanni Pisano’s masterful pulpit, with its violently dramatic Gothic reliefs. You can make your unbalanced way to the top of the Torre Pendente, the Leaning Tower of Pisa, from which local boy Galileo Galilei dropped a variety of objects in his attempt to understand gravity. Education has fuelled the local economy since the 1400s, and students from across Italy still compete for places in its elite university and research schools and help keep a vibrant and affordable cafe and bar scene. This metropolis of a hundred thousand inhabitants is much more than a tower, is a city full of art and history.
More info
15 Mar
Car journey 83 Kilometers - 1h 19m
Pisa
Florence
15 Mar
2. Florence
Stay
About the destination: Florence is as vital and beautiful today as when its wool and silk merchants and bankers revolutionized the economy of 13th century Tuscany, and the art of Dante and Michelangelo stunned the world. Florence was the centre of the Italian Renaissance. The fruits of the city’s rebirth are still evident in its seemingly endless array of museums, churches and palazzi. With its historic centre classified as a UNESCO World Heritage site, the Duomo, the elegant and beautiful cathedral, dominates the city and is an unmistakable reference point in your wanderings. The River Arno, which cuts through the oldest part of the city, is crowned with the Ponte Vecchio bridge lined with shops and held up by stilts. Dating back to the 14th century, it is the only bridge that survived attacks during WWII. Standing by the river at night, when the city is illuminated with a myriad twinkling lights, is unforgettable. But more remains of Florence’s incomparable heritage than stones and paint, the city’s indomitable spirit has also survived the centuries, ensuring Florentine life today its liveliness and sophistication.
More info
15 Mar
Accommodation
1 Night
Hotel Desirée
Florence - Show on map > 0.6 km from Center
8.2
Very good
2279
Valet parking
Late Check-out
Bar
Twin/Double room - Economy
WITH BREAKFAST
16 Mar
Car journey 76 Kilometers - 1h 16m
Florence
Siena
16 Mar
3. Siena
Stay
About the destination: "Siena is a city in Tuscany, Italy. It is the capital of the province of Siena. MAIN TOURIST ATTRACTIONS • The Piazza del Campo, the unique shell shaped piazza at the centre of the city, and twice a year the racetrack for the Palio • The Palazzo Pubblico, Siena's City Hall for almost 800 years, contains the famous frescos on good and bad government by Ambrogio Lorenzetti, frescoes by Simone Martini and Duccio, and access to the Torre del Mangia, from whose top you can view a beautiful panorama of the Sienese countryside. • The Duomo, Siena's magnificent black and white Italian Romanesque cathedral including the Libreria Piccolomini, Baptistery and an attached Museo dell'Opera del Duomo which includes the famous Maestà by Duccio. • The Pinacoteca, full of Sienese painting from the city's Medieval heyday. • The Palazzo Salimbeni, built in 1472, is the world headquarters of Monte dei Paschi di Siena, the major banking corporation which has a hand in much of the economic and cultural life of the city. • The house where St. Catherine of Siena was born is just a few blocks from the duomo. • The Piccolomini Palace built in 1459 by the well-known architect Bernardo Rossellino, disciple of Leon Battista Alberti. The Piccolomini Palace is one of the most popular sites on the Piazza del Campo. The Florentine style palace is home to the official archives of Siena."
More info
16 Mar
Accommodation
1 Night
Hotel Santa Caterina
Siena - Show on map > 1.1 km from Center
8.9
Very good
3382
Parking
Late Check-out
Breakfast
Double Room - With Breakfast - Standard-Bed & Breakfast-Refundable Rate
WITH BREAKFAST
Free cancellation
17 Mar
Car journey 48 Kilometers - 50m
Siena
San Gimignano
17 Mar
4. San Gimignano
Stay
About the destination: The small town of San Gimignano has a medieval origin as well shows its spectacular wall, is perched on the hills of Tuscany, village is located only 35 minutes drive from Siena and Florence, so any tourist who has thought to go to one of the two cities can pass by the wonder of this village. Since in addition in 1990, UNESCO declared the historic centre of San Gimignano patrimony of the humanity, is very particular mainly by its medieval architecture especially for its towers. It also transpires that the village was a point of pilgrimage for people that it was heading to Rome.
More info
17 Mar
Accommodation
1 Night
Cappuccina Country Resort
San Gimignano - Show on map > 1.9 km from Center
8.4
Very good
1145
Outdoor pool
Restaurant
Parking
Double - Classic Comfort Room
WITH BREAKFAST
18 Mar
Car journey 187 Kilometers - 2h 55m
San Gimignano
Pitigliano
18 Mar
5. Pitigliano
Stay
About the destination: Pitigliano is a town in the province of Grosseto, located about 80 kilometres (50 mi) south-east of the city of Grosseto, Tuscany Italy. The quaint old town is known as the little Jerusalem, for the historical presence of a Jewish community that has always been well integrated into the social context and that has its own synagogue.
More info
18 Mar
Accommodation
1 Night
Sovana Hotel & Resort
Sovana - Show on map > 0.3 km from Center
9.1
Superb
371
Outdoor pool
Water slides
Restaurant
Superior Double Room
WITH BREAKFAST
Free cancellation
19 Mar
Car journey 81 Kilometers - 1h 44m
Pitigliano
Montepulciano
19 Mar
6. Montepulciano
Stay
About the destination: Montepulciano is a medieval and Renaissance hill town and comune in the Italian province of Siena in southern Tuscany. It sits high on a 605-metre (1,985 ft) limestone ridge, 13 kilometres (8 mi) east of Pienza, 70 kilometres (43 mi) southeast of Siena, 124 kilometres (77 mi) southeast of Florence, and 186 kilometres (116 mi) north of Rome by car. Montepulciano is a major producer of food and drink. Renowned for its pork, cheese, "pici" pasta, lentils, and honey, it is known world-wide for its wine. Connoisseurs consider its Vino Nobile, which should not be confused with varietal wine merely made from the Montepulciano grape, among Italy's best.
More info
19 Mar
Accommodation
1 Night
Abbadia Sicille Relais
San Giovanni D´asso - Show on map > 9.2 km from Center
8.9
Very good
1217
Hydro-massage bath
Outdoor pool
Restaurant
Superior Double Room
ROOM ONLY
Free cancellation
20 Mar
Car journey 116 Kilometers - 1h 37m
Montepulciano
Florence
20 Mar
7. Florence
Stay
About the destination: Florence is as vital and beautiful today as when its wool and silk merchants and bankers revolutionized the economy of 13th century Tuscany, and the art of Dante and Michelangelo stunned the world. Florence was the centre of the Italian Renaissance. The fruits of the city’s rebirth are still evident in its seemingly endless array of museums, churches and palazzi. With its historic centre classified as a UNESCO World Heritage site, the Duomo, the elegant and beautiful cathedral, dominates the city and is an unmistakable reference point in your wanderings. The River Arno, which cuts through the oldest part of the city, is crowned with the Ponte Vecchio bridge lined with shops and held up by stilts. Dating back to the 14th century, it is the only bridge that survived attacks during WWII. Standing by the river at night, when the city is illuminated with a myriad twinkling lights, is unforgettable. But more remains of Florence’s incomparable heritage than stones and paint, the city’s indomitable spirit has also survived the centuries, ensuring Florentine life today its liveliness and sophistication.
More info
20 Mar
Accommodation
1 Night
BB Hotels Smarthotel Derose
Florence - Show on map > 1.1 km from Center
9.2
Superb
1992
Air conditioned
Heating
Safe
Small Double Room
ROOM ONLY
Free cancellation
21 Mar
Car journey 82 Kilometers - 1h 12m
Florence
Pisa
21 Mar
8. Pisa
Stop
About the destination: The city of Pisa once rivalled Genoa and Venice as a maritime power, emulated Padua and Perugia as a university town, and developed a distinctive style of Romanesque architecture. Today, the city draws its fame from an architectural project gone terribly wrong and relies on the tide of tourists who flow into the city every day. The most important monuments are concentrated in the piazza del Duomo. The baptistery, cathedral, Leaning Tower, and Camposanto shine like carved ivory, rising out of a broad expanse of emerald green grass. The duomo contains Giovanni Pisano’s masterful pulpit, with its violently dramatic Gothic reliefs. You can make your unbalanced way to the top of the Torre Pendente, the Leaning Tower of Pisa, from which local boy Galileo Galilei dropped a variety of objects in his attempt to understand gravity. Education has fuelled the local economy since the 1400s, and students from across Italy still compete for places in its elite university and research schools and help keep a vibrant and affordable cafe and bar scene. This metropolis of a hundred thousand inhabitants is much more than a tower, is a city full of art and history.
More info
21 Mar
Transport from Pisa to Tirana
Return
WizzAir
WizzAir - W4 5032
Direct
17:45
Pisa Airport (PSA)
1h 40m
19:25
Tirana Rinas (TIA)
price per person From
426 €
Based on 2 adults
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This idea includes
Destinations 8
Transports 2
Accommodations 6
Cars 1
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