Intrepid Travel

Cycle Tuscany

Cycle Tuscany

Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany’s mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).

Activities

  • Signa to Vinci Guided & Vehicle Supported Cycling
  • Lucca to Barga Guided & Vehicle Supported Cycling
  • Devil’s Bridge visit
  • Garfagnana – Picnic
  • Barga to Garfagnana Guided & Vehicle Supported Cycling
  • Lucca – Picnic
  • Garfagnana to Lucca Guided & Vehicle Supported Cycling
  • Lucca to Pisa Guided & Vehicle Supported Cycling

Highlights

  • Pedal through the rolling green hills and vineyards of Tuscany, stopping to sample the local cuisine and indulging in a glass (or two) of vino along the way.
  • From Lucca’s tree-lined city walls, you’ll follow the gentle Serchio River on your bike to the world-famous Leaning Tower of Pisa – take the classic shot in front of the tower or hunt down the best local cafe and people-watch.
  • Retrace the steps of Leonardo da Vinci around his home city, Vinci. Surrounded by olive groves, your cycle will take you past Casa Natale di Leonardo then returns you to the village where you can explore at your own pace.
  • Stay in picturesque Castelnuovo di Garfagnana, where you’ll spend your day cycling up and down the valleys, maybe stopping at the famous Fronte della Rocca for one of their cakes and coffees that have been enjoyed since 1885.
  • Get away from tourist crowds and experience the authentic Italy – on two wheels and two feet, you’ll have the best chance to connect with locals, ride through rural areas you otherwise wouldn’t visit and have the insights from a local leader who knows all the best spots.
  • By travelling on this trip, you’ll directly support our Intrepid Foundation partner, World Bicycle Relief. Donations provide school kids, health workers, and farmers in far-out areas with bicycles that provide access to education, healthcare, and income.

04/15/2025 through 09/28/2027
04/15/2025 through 10/02/2027

Day 1 Florence (Firenze) is a compact city, but densely packed with spectacular art and architecture everywhere you look. The city center itself is a UNESCO World Heritage Site.

Birthplace of the Renaissance as well as Italy's fashion industry, Florence is imbued with an air of history and sophistication. Visitors are sure to be enchanted with the Florentine way of life, from the sensational Tuscan cuisine to the Michelangelo masterpieces. Art and food lovers will find much to embrace here.

Looming over Florence is the Duomo, a red terracotta dome that is part of the Cathedral of Santa Maria del Fiore. Bellissima!
Day 2
Day 3
Day 4
Day 5 West of Florence in the fertile Tuscany area, Lucca produces excellent silk, wool and olive oils.
Day 6 West of Florence in the fertile Tuscany area, Lucca produces excellent silk, wool and olive oils.
Day 7

Pisa, Italy, is more than just its world-famous Leaning Tower; it's a city where history, art, and culture intersect to create a fascinating experience for visitors. The Leaning Tower, part of the Piazza dei Miracoli or Square of Miracles, is an architectural wonder that draws millions each year. Built as a bell tower for the adjacent Pisa Cathedral, its unintended tilt has become a global icon. Climbing its 294 steps to the top rewards you with sweeping views of the city and the Tuscan landscape beyond. Nearby, the Cathedral of Santa Maria Assunta and the Baptistery—the largest in Italy—are masterpieces of medieval architecture that shouldn't be missed.

Pisa's charm extends beyond its famous piazza. Wander through the Borgo Stretto, a historic street lined with arcades, boutique shops, and cafes that offer a taste of local life. Here, you can explore the ancient streets where Galileo Galilei, Pisa’s most famous son, once walked. His birthplace, a modest house, is now a museum that pays homage to his revolutionary contributions to science. Pisa is also home to the University of Pisa, founded in 1343 and one of the oldest in the world, which infuses the city with a vibrant and youthful energy.

The city's Arno River offers a different perspective of Pisa's beauty. Stroll along the Lungarni, the riverbanks lined with Renaissance palaces, quaint cafes, and historical churches, including the Gothic marvel, Santa Maria della Spina. For art enthusiasts, the Museo Nazionale di San Matteo houses an impressive collection of medieval art, including works from Pisa's own school of painting, offering a deep dive into the region’s artistic heritage.

Fun fact: The Leaning Tower of Pisa began tilting during its construction in the 12th century due to unstable subsoil. Efforts to stabilize the tower over the centuries have been largely successful, and engineers now believe it will stand for at least another 200 years. Interestingly, the tower's lean has given it an unexpected advantage—it survived at least four major earthquakes in the region, as its tilt and the soft soil allow it to absorb seismic shocks better than a perfectly vertical structure would.


Day 8

Pisa, Italy, is more than just its world-famous Leaning Tower; it's a city where history, art, and culture intersect to create a fascinating experience for visitors. The Leaning Tower, part of the Piazza dei Miracoli or Square of Miracles, is an architectural wonder that draws millions each year. Built as a bell tower for the adjacent Pisa Cathedral, its unintended tilt has become a global icon. Climbing its 294 steps to the top rewards you with sweeping views of the city and the Tuscan landscape beyond. Nearby, the Cathedral of Santa Maria Assunta and the Baptistery—the largest in Italy—are masterpieces of medieval architecture that shouldn't be missed.

Pisa's charm extends beyond its famous piazza. Wander through the Borgo Stretto, a historic street lined with arcades, boutique shops, and cafes that offer a taste of local life. Here, you can explore the ancient streets where Galileo Galilei, Pisa’s most famous son, once walked. His birthplace, a modest house, is now a museum that pays homage to his revolutionary contributions to science. Pisa is also home to the University of Pisa, founded in 1343 and one of the oldest in the world, which infuses the city with a vibrant and youthful energy.

The city's Arno River offers a different perspective of Pisa's beauty. Stroll along the Lungarni, the riverbanks lined with Renaissance palaces, quaint cafes, and historical churches, including the Gothic marvel, Santa Maria della Spina. For art enthusiasts, the Museo Nazionale di San Matteo houses an impressive collection of medieval art, including works from Pisa's own school of painting, offering a deep dive into the region’s artistic heritage.

Fun fact: The Leaning Tower of Pisa began tilting during its construction in the 12th century due to unstable subsoil. Efforts to stabilize the tower over the centuries have been largely successful, and engineers now believe it will stand for at least another 200 years. Interestingly, the tower's lean has given it an unexpected advantage—it survived at least four major earthquakes in the region, as its tilt and the soft soil allow it to absorb seismic shocks better than a perfectly vertical structure would.


04/26/25 - 05/03/25

Starting At $2,750

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05/10/25 - 05/17/25

Starting At $3,515

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05/24/25 - 05/31/25

Starting At $3,100

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06/28/25 - 07/05/25

Starting At $2,880

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07/12/25 - 07/19/25

Starting At $2,885

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08/16/25 - 08/23/25

Starting At $2,825

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09/13/25 - 09/20/25

Starting At $3,370

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09/20/25 - 09/27/25

Starting At $3,050

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09/27/25 - 10/04/25

Starting At $2,935

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10/04/25 - 10/11/25

Starting At $2,975

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04/25/26 - 05/02/26

Starting At $3,010

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05/09/26 - 05/23/26

Starting At $3,125

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06/13/26 - 06/20/26

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06/27/26 - 08/15/26

Starting At $2,890

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09/05/26 - 09/19/26

Starting At $3,125

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09/26/26 - 10/03/26

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04/24/27 - 10/02/27

Starting At $2,890

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