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![10-Day Tuscany Nature & Cycling Adventure](https://storage.googleapis.com/bd-app-dev-375714.appspot.com/itineraries/018bce9f-9282-7c26-bb90-39cc35a0ca2f/location116.jpg)
10-Day Tuscany Nature & Cycling Adventure Itinerary
Last updated: 2024 Jun 14Siena's Splendors & Cycling Start
Morning
Begin your Tuscan adventure with a hearty breakfast at Osteria La Porta before exploring the medieval streets of Siena. Cycle around the historic center and visit the Piazza del Campo early when it's less crowded.
Afternoon
After a light lunch at Trattoria da Burde, continue your cycling tour to the outskirts of Siena, visiting the Montalcino area, known for its breathtaking landscapes and vineyards.
Evening
Dine at Il Latini for some authentic Tuscan cuisine. Cap off the night with a leisurely stroll and a gelato from Gelateria dei Neri.
Bedtime
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![Visit From Interlaken Guided Snowshoe Tour around Isenfluh in Siena](https://cdn.getyourguide.com/img/tour/6351340ac0045.jpeg/21.jpg)
4.75Piazza del Campo
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Piazza del Campo
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![Visit Montalcino in Siena](https://media.tacdn.com/media/attractions-content--1x-1/0b/2c/f6/a7.jpg)
4.86Montalcino
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Montalcino
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Towers & Tastes of San Gimignano
Morning
Start with breakfast at La Grotta before heading to the iconic Basilica of Santa Maria Assunta (Duomo di San Gimignano). Enjoy the historic ambiance and climb one of the city's famous towers.
Afternoon
Have a picnic with delicacies from Da Nerbone and cycle through the surrounding countryside, making your way to the Montalcino Fortress (Fortezza di Montalcino).
Evening
Savor dinner at Antica Trattoria da Tito and enjoy the panoramic views of the Tuscan hills as the sun sets.
Bedtime
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4.70Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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![Visit Montalcino Fortress (Fortezza di Montalcino) in San Gimignano](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/dd.jpg)
4.78Montalcino Fortress (Fortezza di Montalcino)
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![Visit Montalcino Fortress (Fortezza di Montalcino) in San Gimignano](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/dd.jpg)
Montalcino Fortress (Fortezza di Montalcino)
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Pienza's Panoramas & Pedals
Morning
After breakfast at Enoteca Pinchiorri, cycle to the charming town of Pienza, renowned for its Pecorino cheese and Renaissance architecture.
Afternoon
Lunch at La Bottega del Buon Caffè followed by a visit to the Temple of San Biagio (Tempio di San Biagio) in the nearby town of Montepulciano.
Evening
Dine at Ora d'Aria and explore the local wine scene with a tasting session at a nearby vineyard.
Bedtime
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4.67Pienza
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Pienza
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4.55Temple of San Biagio (Tempio di San Biagio)
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Temple of San Biagio (Tempio di San Biagio)
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Montalcino's Medieval Marvels
Morning
Enjoy breakfast at Cibrèo Ristorante before a morning cycle through the vineyards of Montalcino, stopping at the Brolio Castle (Castello di Brolio) for a tour.
Afternoon
Grab a quick bite at Trattoria Sostanza and then head to the Castle of Meleto (Castello di Meleto) for an afternoon of exploration.
Evening
For dinner, visit Buca Mario and enjoy the local ambiance and flavors of Montalcino as you reflect on the day's journey.
Bedtime
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4.97Brolio Castle (Castello di Brolio)
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![Visit Brolio Castle (Castello di Brolio) in Montalcino](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ae/27.jpg)
Brolio Castle (Castello di Brolio)
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![Visit Castle of Meleto (Castello di Meleto) in Montalcino](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/af/59.jpg)
5.00Castle of Meleto (Castello di Meleto)
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![Visit Castle of Meleto (Castello di Meleto) in Montalcino](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/af/59.jpg)
Castle of Meleto (Castello di Meleto)
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Arezzo's Ancient Alleys & Art
Morning
Begin with a coffee at Ristorante La Giostra and then cycle to Arezzo to visit the Arezzo Piazza Grande and surrounding historical sites.
Afternoon
Lunch at Il Santo Bevitore followed by a visit to the Santa Margherita Basilica (Basilica di Santa Margherita) for some quiet reflection.
Evening
End the day with a meal at Trattoria Cammillo and a leisurely walk through the quaint streets of Arezzo.
Bedtime
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4.67Arezzo Piazza Grande
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Arezzo Piazza Grande
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![Visit Florence Pizza and Gelato Preparation Class in Arezzo](https://cdn.getyourguide.com/img/tour/dd4a81b299753b4dcca16c3e64e6e67df5ad98a8dee3dccd65794e28136e900d.jpg/21.jpg)
4.81Santa Margherita Basilica (Basilica di Santa Margherita)
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Santa Margherita Basilica (Basilica di Santa Margherita)
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Spiritual Sojourn in Assisi
Morning
After breakfast at All'Antico Vinaio, cycle to the peaceful town of Assisi, starting with the Basilica of St. Francis of Assisi (Basilica di San Francesco d’Assisi).
Afternoon
Enjoy a light lunch at Gusta Pizza before visiting the Basilica of St. Clare (Basilica di Santa Chiara) and the surrounding serene spots.
Evening
Dine at I'Brindellone and take in the spiritual and historical atmosphere of Assisi at night.
Bedtime
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![Visit Zagreb 2.5-Hour Highlights Bike Tour in Assisi](https://cdn.getyourguide.com/img/tour/5bca01bd55241.jpeg/21.jpg)
4.83Basilica of St. Francis of Assisi (Basilica di San Francesco d’Assisi)
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![Visit Zagreb 2.5-Hour Highlights Bike Tour in Assisi](https://cdn.getyourguide.com/img/tour/5bca01bd55241.jpeg/21.jpg)
Basilica of St. Francis of Assisi (Basilica di San Francesco d’Assisi)
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![Visit Basilica of St. Clare (Basilica di Santa Chiara) in Assisi](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/9f/5d.jpg)
4.67Basilica of St. Clare (Basilica di Santa Chiara)
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Basilica of St. Clare (Basilica di Santa Chiara)
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Orvieto's Underground & Uplift
Morning
Have an early breakfast at Trattoria Zà Zà Firenze before cycling to Orvieto. Begin your exploration with the Orvieto Cathedral (Duomo di Orvieto).
Afternoon
After lunch at a local café, delve into the underground world of Pozzo della Cava and the St. Patrick’s Well (Pozzo di San Patrizio).
Evening
Enjoy a well-deserved dinner at a local trattoria, soaking in the ambiance of this cliff-perched city.
Bedtime
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4.57Orvieto Cathedral (Duomo di Orvieto)
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![Visit Orvieto Cathedral (Duomo di Orvieto) in Orvieto](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/96/7f.jpg)
Orvieto Cathedral (Duomo di Orvieto)
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![Visit Pozzo della Cava in Orvieto](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/c2/46.jpg)
4.75Pozzo della Cava
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![Visit Pozzo della Cava in Orvieto](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/c2/46.jpg)
Pozzo della Cava
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![Visit St. Patrick’s Well (Pozzo di San Patrizio) in Orvieto](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/bf/ee.jpg)
4.56St. Patrick’s Well (Pozzo di San Patrizio)
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![Visit St. Patrick’s Well (Pozzo di San Patrizio) in Orvieto](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/bf/ee.jpg)
St. Patrick’s Well (Pozzo di San Patrizio)
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Livorno's Coastal Charms
Morning
Start with a seaside breakfast in Livorno, then visit the Livorno Aquarium (Acquario di Livorno) and the Sanctuary of Montenero (Santuario di Montenero).
Afternoon
Have lunch at a coastal eatery before cycling along the Mascagni Terrace (Terrazza Mascagni) and taking in the views of the Tyrrhenian Sea.
Evening
Conclude your day with a sunset dinner at a restaurant overlooking the Livorno Cruise Port (Livorno Terminal Crociere).
Bedtime
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![Visit Livorno Aquarium (Acquario di Livorno) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/bb/65.jpg)
4.17Livorno Aquarium (Acquario di Livorno)
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![Visit Livorno Aquarium (Acquario di Livorno) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/bb/65.jpg)
Livorno Aquarium (Acquario di Livorno)
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![Visit Sanctuary of Montenero (Santuario di Montenero) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a9/5e.jpg)
2.67Sanctuary of Montenero (Santuario di Montenero)
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![Visit Sanctuary of Montenero (Santuario di Montenero) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/a9/5e.jpg)
Sanctuary of Montenero (Santuario di Montenero)
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![Visit Mascagni Terrace (Terrazza Mascagni) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ab/72.jpg)
2.00Mascagni Terrace (Terrazza Mascagni)
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![Visit Mascagni Terrace (Terrazza Mascagni) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/ab/72.jpg)
Mascagni Terrace (Terrazza Mascagni)
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![Visit Livorno Cruise Port (Livorno Terminal Crociere) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/1c/65/14.jpg)
Livorno Cruise Port (Livorno Terminal Crociere)
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![Visit Livorno Cruise Port (Livorno Terminal Crociere) in Livorno](https://media.tacdn.com/media/attractions-content--1x-1/0b/1c/65/14.jpg)
Livorno Cruise Port (Livorno Terminal Crociere)
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Carrara's Marble Mountains
Morning
After an energizing breakfast, cycle towards the Apuan Alps to visit the Carrara Marble Quarry, marveling at the source of the world's finest marble.
Afternoon
Refuel with a rustic lunch in Carrara, then continue exploring the marble landscapes and visit local sculptors' workshops.
Evening
Dine at a local osteria, enjoying the hearty flavors of the region and the unique atmosphere of this stone-crafted town.
Bedtime
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4.99Carrara Marble Quarry
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Carrara Marble Quarry
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Cinque Terre's Coastal Quintet
Morning
Begin your final day with breakfast in the area, then start your cycling tour of the Cinque Terre National Park (Parco Nazionale delle Cinque Terre), visiting Riomaggiore and Vernazza.
Afternoon
Stop for lunch and a swim at one of the local beaches before continuing to Portovenere for an afternoon of exploration.
Evening
Celebrate the end of your cycling journey with a farewell dinner at a restaurant with a view of the Ligurian Sea, reflecting on the memories made throughout your Tuscany adventure.
Bedtime
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4.84Cinque Terre National Park (Parco Nazionale delle Cinque Terre)
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Cinque Terre National Park (Parco Nazionale delle Cinque Terre)
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![Visit Riomaggiore in Cinque Terre](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/84/14.jpg)
4.61Riomaggiore
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![Visit Riomaggiore in Cinque Terre](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/84/14.jpg)
Riomaggiore
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![Visit Vernazza in Cinque Terre](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/86/8c.jpg)
4.72Vernazza
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![Visit Vernazza in Cinque Terre](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/86/8c.jpg)
Vernazza
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![Visit Portovenere in Cinque Terre](https://media.tacdn.com/media/attractions-content--1x-1/0b/39/83/a6.jpg)
4.54Portovenere
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Portovenere
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