New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

12 Days Exploring Tuscany and Umbria

12 Days Exploring Tuscany and Umbria Itinerary

Last updated: 2024 Jun 14

Florence's Artistic Treasures

Morning
Start your day with a visit to the Dante House Museum (Museo Casa di Dante). This museum is dedicated to the life and works of Dante Alighieri, one of Italy's most famous poets. It offers a fascinating insight into his life and the historical context of his works.
Afternoon
After exploring Dante's world, head to the Orsanmichele Church and Museum (Chiesa e Museo di Orsanmichele). This unique church was originally built as a grain market in the 14th century before being converted into a church. The museum upstairs houses some remarkable sculptures.
Evening
For dinner, indulge in some fine dining at Enoteca Pinchiorri, a three-Michelin-starred restaurant known for its exquisite Italian cuisine and extensive wine list.
Bedtime
Find amazing hotels in Florence, Tuscany.
Visit Dante House Museum (Museo Casa di Dante) in Florence, Tuscany
star4.71

Dante House Museum (Museo Casa di Dante)

Book Now
Visit Orsanmichele Church and Museum (Chiesa e Museo di Orsanmichele) in Florence, Tuscany
star4.74

Orsanmichele Church and Museum (Chiesa e Museo di Orsanmichele)

Book Now

Historical Siena

Morning
Begin your day with a visit to the Basilica of San Domenico (Basilica di San Domenico). This stunning basilica is known for its Gothic architecture and beautiful frescoes.
Afternoon
Next, explore the Siena Civic Museum (Museo Civico di Siena), located in the Palazzo Pubblico. The museum houses an impressive collection of Sienese art from the medieval and Renaissance periods.
Evening
End your day with a delightful meal at Trattoria Sostanza, a cozy restaurant known for its traditional Tuscan dishes.
Bedtime
Find amazing hotels in Siena, Tuscany.
Visit Basilica of San Domenico (Basilica di San Domenico) in Siena, Tuscany
star4.85

Basilica of San Domenico (Basilica di San Domenico)

Book Now
Visit Siena Civic Museum (Museo Civico di Siena) in Siena, Tuscany
star4.68

Siena Civic Museum (Museo Civico di Siena)

Book Now

Art and History in Siena

Morning
Start your day with a visit to the National Art Gallery of Siena (Pinacoteca Nazionale Siena). This gallery houses an impressive collection of Sienese art from the medieval and Renaissance periods.
Afternoon
Next, explore the Pubblico Palace (Palazzo Pubblico), which serves as both a town hall and museum. The frescoes inside are some of the finest examples of Italian Gothic art.
Evening
End your day with dinner at Il Palagio, located in Florence. This Michelin-starred restaurant offers an elegant dining experience with a menu that highlights seasonal Tuscan ingredients.
Bedtime
Find amazing hotels in Siena, Tuscany.
Visit National Art Gallery of Siena (Pinacoteca Nazionale Siena) in Siena, Tuscany
star4.96

National Art Gallery of Siena (Pinacoteca Nazionale Siena)

Book Now
Visit Pubblico Palace (Palazzo Pubblico) in Siena, Tuscany
star4.68

Pubblico Palace (Palazzo Pubblico)

Book Now

Medieval Charm of Monteriggioni

Morning
Travel to Monteriggioni and start your exploration with a visit to Monteriggioni. This medieval walled town is incredibly well-preserved and offers stunning views of the surrounding countryside.
Afternoon
After exploring Monteriggioni, head to nearby Siena for lunch at Trattoria Mario, famous for its hearty Tuscan fare. Then visit the impressive Palio of Siena (Palio di Siena), an iconic horse race held twice a year in Piazza del Campo.
Evening
Return to Florence for dinner at Cibrèo Trattoria , where you can enjoy traditional Florentine cuisine in an elegant setting.
Bedtime
Find amazing hotels in Monteriggioni, Tuscany.
Visit Monteriggioni in Monteriggioni, Tuscany
star4.96

Monteriggioni

Book Now
Visit Palio of Siena (Palio di Siena) in Monteriggioni, Tuscany
star5.00

Palio of Siena (Palio di Siena)

Book Now

Exploring Pisa and Lucca

Morning
Start your day in Pisa with a visit to the iconic Leaning Tower. Then explore the nearby Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina), known for its intricate Gothic architecture.
Afternoon
Travel to Lucca for lunch at one of its charming cafes. Afterward, explore Via Fillungo, Lucca's main shopping street lined with historic buildings and shops.
Evening
End your day with dinner at La Bottega del Buon Caffè back in Florence. This Michelin-starred restaurant offers innovative Tuscan cuisine made from locally sourced ingredients.
Bedtime
Find amazing hotels in Pisa & Lucca, Tuscany.
Visit Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina) in Pisa & Lucca, Tuscany
star4.76

Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina)

Book Now
Visit Via Fillungo in Pisa & Lucca, Tuscany
star4.79

Via Fillungo

Book Now

Tuscan Castles and Vineyards

Morning
Begin your day with a visit to the Castle of Meleto (Castello di Meleto). This stunning castle offers guided tours that delve into its rich history and beautiful architecture.
Afternoon
After exploring the castle, head to the nearby Brolio Castle (Castello di Brolio). This historic site not only offers a glimpse into Tuscany's past but also features beautiful vineyards where you can enjoy a wine tasting session.
Evening
For dinner, dine at Osteria di Passignano, a Michelin-starred restaurant located in an ancient abbey. The restaurant is renowned for its exquisite Tuscan cuisine and exceptional wine selection.
Bedtime
Find amazing hotels in Chianti, Tuscany.
Visit Castle of Meleto (Castello di Meleto) in Chianti, Tuscany
star5.00

Castle of Meleto (Castello di Meleto)

Book Now
Visit Brolio Castle (Castello di Brolio) in Chianti, Tuscany
star4.97

Brolio Castle (Castello di Brolio)

Book Now

Exploring Pisa's Wonders

Morning
Begin your day in Pisa with a visit to the iconic Leaning Tower. Afterward, explore the nearby Church of San Michele in Foro (Chiesa di San Michele in Foro), known for its stunning Romanesque architecture.
Afternoon
For lunch, head to one of Pisa's charming local eateries. Then visit the Guinigi Tower (Torre Guinigi), famous for its rooftop garden offering panoramic views of the city.
Evening
Return to Florence for dinner at La Pergola, where you can enjoy exquisite Italian cuisine in an elegant setting.
Bedtime
Find amazing hotels in Pisa, Tuscany.
Visit Cork Jameson Irish Whiskey & Midleton Distillery Experience in Pisa, Tuscany
star4.80

Church of San Michele in Foro (Chiesa di San Michele in Foro)

Book Now
Visit Guinigi Tower (Torre Guinigi) in Pisa, Tuscany
star4.79

Guinigi Tower (Torre Guinigi)

Book Now

Lucca's Historical Gems

Morning
Start your day with a visit to the Lucca Clock Tower (Torre delle Ore). Climb to the top for breathtaking views over Lucca's historic center.
Afternoon
Afterward, explore Piazza dell'Anfiteatro, a unique oval-shaped piazza built on the site of an ancient Roman amphitheater. Enjoy lunch at one of the many cafes lining the square.
Evening
End your day with dinner at Trattoria Mario back in Florence. Known for its hearty Tuscan fare, this restaurant is a favorite among locals and visitors alike.
Bedtime
Find amazing hotels in Lucca, Tuscany.
Visit Lucca Clock Tower (Torre delle Ore) in Lucca, Tuscany
star4.90

Lucca Clock Tower (Torre delle Ore)

Book Now
Visit Piazza dell'Anfiteatro in Lucca, Tuscany
star4.67

Piazza dell'Anfiteatro

Book Now

Discovering the Beauty of Val d'Orcia

Morning
Start your day with a visit to Val d'Orcia. This UNESCO World Heritage site is renowned for its stunning landscapes, rolling hills, and picturesque villages. Take a leisurely drive through the countryside and stop at various viewpoints to capture the beauty of this region.
Afternoon
After exploring the scenic beauty of Val d'Orcia, head to the charming town of Pienza. Enjoy lunch at one of the local trattorias before visiting Pienza. This Renaissance town is known for its beautiful architecture and delicious pecorino cheese.
Evening
For dinner, return to Florence and dine at Trattoria Sostanza. This historic restaurant is famous for its traditional Tuscan dishes and cozy atmosphere.
Bedtime
Find amazing hotels in Val d'Orcia, Tuscany.
Visit Val d'Orcia in Val d'Orcia, Tuscany
star4.73

Val d'Orcia

Book Now
Visit Pienza in Val d'Orcia, Tuscany
star4.63

Pienza

Book Now

Exploring Umbria's Treasures

Morning
Begin your day with a visit to Civita di Bagnoregio. Known as 'The Dying City,' this ancient hilltop town offers breathtaking views and a unique glimpse into Italy's past.
Afternoon
Orvieto Cathedral (Duomo di Orvieto) is your next stop. This magnificent Gothic cathedral is one of Italy's most impressive churches, featuring stunning frescoes and intricate mosaics. Enjoy lunch in Orvieto before exploring more of this charming town.
Evening
La Pergola in Rome offers an exquisite dining experience with innovative Italian cuisine made from locally sourced ingredients.
Bedtime
Find amazing hotels in Umbria, Italy.
Visit Civita di Bagnoregio in Umbria, Italy
star4.90

Civita di Bagnoregio

Book Now
Visit Orvieto Cathedral (Duomo di Orvieto) in Umbria, Italy
star4.57

Orvieto Cathedral (Duomo di Orvieto)

Book Now

Lakeside Relaxation at Lake Trasimeno

Morning
Lake Trasimeno (Lago Trasimeno) awaits you this morning. Enjoy a peaceful boat ride on the lake or relax on its shores while taking in the serene surroundings.
Afternoon
Pozzo della Cava in Orvieto is an intriguing underground complex that offers a fascinating look into Etruscan history. Afterward, enjoy lunch at one of Orvieto's charming cafes.
Evening
Return to Florence for dinner at Cibrèo Trattoria , where you can savor traditional Florentine cuisine in an elegant setting.
Bedtime
Find amazing hotels in Lake Trasimeno, Umbria.
Visit Lake Trasimeno (Lago Trasimeno) in Lake Trasimeno, Umbria
star4.68

Lake Trasimeno (Lago Trasimeno)

Book Now
Visit Pozzo della Cava in Lake Trasimeno, Umbria
star4.75

Pozzo della Cava

Book Now

Marine Wonders in Genoa

Morning
Travel to Genoa and start your day with a visit to the renowned Acquario di Genova (Genoa Aquarium). As one of Europe's largest aquariums, it features an extensive collection of marine life from around the world.
Afternoon
After exploring the aquarium, enjoy lunch at one of Genoa's waterfront restaurants. Then take a stroll through Genoa's historic center, visiting landmarks such as Piazza De Ferrari and Via Garibaldi.
Evening
End your trip with dinner at one of Genoa's highly-rated seafood restaurants before heading back home.
Bedtime
Find amazing hotels in Genoa, Italy.
kayakFind the right stay during your trip.
Got a question about your trip?