New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Free AI trip planner

Tuscany Adventure 5-Day Trip

Tuscany Adventure 5-Day Trip Itinerary

Last updated: 2024 Jun 14

Exploring Florence's Rich Heritage

Morning
Start your day with a visit to the Vasari Corridor (Corridoio Vasariano). This hidden passageway offers a unique perspective on Florence's history and art, connecting the Palazzo Vecchio with the Palazzo Pitti.
Afternoon
After exploring the Vasari Corridor, head to the Palazzo Strozzi for an afternoon of Renaissance art and architecture. This palace often hosts temporary exhibitions that are worth seeing.
Evening
End your day with a leisurely stroll along the Arno River, enjoying the picturesque views of Florence at sunset. For dinner, dine at one of Florence's highly-rated restaurants nearby.
Bedtime
Find amazing hotels in Florence.
activity-image

Vasari Corridor (Corridoio Vasariano)

star4.69

click to access prices

activity-image

Palazzo Strozzi

star4.70

click to access prices

activity-image

Arno River

star4.83

click to access prices

Historic Wonders of Siena

Morning
Begin your day in Siena with a visit to the iconic Siena Cathedral (Duomo). This stunning Gothic cathedral is renowned for its intricate facade and beautiful interior.
Afternoon
Next, explore the Siena Civic Museum (Museo Civico di Siena) located in the Palazzo Pubblico. The museum houses important frescoes and offers insights into Siena's rich history.
Evening
In the evening, immerse yourself in local culture by visiting Palio of Siena (Palio di Siena). Although it's best known for its horse race held twice a year, you can still enjoy its vibrant atmosphere and surrounding cafes.
Bedtime
Find amazing hotels in Siena.
activity-image

Siena Cathedral (Duomo)

star4.67

click to access prices

activity-image

Siena Civic Museum (Museo Civico di Siena)

star4.68

click to access prices

activity-image

Palio of Siena (Palio di Siena)

star5.00

click to access prices

Charming Lucca and Pisa Highlights

Morning
Start your morning in Lucca by climbing the Guinigi Tower (Torre Guinigi). This tower is unique for its rooftop garden offering panoramic views of Lucca.
Afternoon
Afterwards, take a short drive to Pisa to visit the famous Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina). This small Gothic church is known for its intricate design and riverside location.
Evening
Conclude your day with an evening walk through Pisa's historic center. Don't miss out on dining at one of Pisa's renowned restaurants.
Bedtime
Find amazing hotels in Lucca & Pisa.
activity-image

Guinigi Tower (Torre Guinigi)

star4.79

click to access prices

activity-image

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

star4.76

click to access prices

Medieval Marvels in Monteriggioni & San Gimignano

Morning
Kick off your day by exploring Monteriggioni, a medieval walled town that offers a glimpse into Tuscany's past. Walk along its walls for fantastic views.
Afternoon
Next, drive to San Gimignano to visit the impressive Basilica of Santa Maria Assunta (Duomo di San Gimignano). The basilica is famous for its frescoes depicting scenes from both Old and New Testaments.
Evening
Spend your evening wandering through San Gimignano’s charming streets. Enjoy dinner at one of San Gimignano’s top-rated restaurants before heading back.
Bedtime
Find amazing hotels in Monteriggioni & San Gimignano.
activity-image

Monteriggioni

star4.96

click to access prices

activity-image

Basilica of Santa Maria Assunta (Duomo di San Gimignano)

star4.68

click to access prices

Marvels of the Tuscan Countryside

Morning
Begin your day with a visit to the Carrara Marble Quarry. This quarry is famous for producing some of the world's finest marble, used by artists like Michelangelo. The guided tours provide fascinating insights into the extraction process and the history of marble in art and architecture.
Afternoon
After exploring the quarry, head to Brolio Castle (Castello di Brolio) for an afternoon steeped in history and wine. The castle offers guided tours that take you through its historic rooms, beautiful gardens, and vineyards. Don't miss out on tasting some of their renowned Chianti wines.
Evening
Conclude your day with a visit to Montalcino, a charming hilltop town known for its Brunello di Montalcino wine. Stroll through its medieval streets, enjoy panoramic views of the surrounding countryside, and dine at one of Montalcino's highly-rated restaurants.
Bedtime
Find amazing hotels in Tuscany.
activity-image

Carrara Marble Quarry

star4.99

click to access prices

activity-image

Brolio Castle (Castello di Brolio)

star4.97

click to access prices

activity-image

Montalcino

star4.86

click to access prices

Top Florence Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?