Tuscany, Italy 6-Day Trip Itinerary

Arrive in Florence

Arrive at Florence Airport (FLR) or Florence Santa Maria Novella train station.

Transfer to your accommodation in the city center.

Florence city center is walkable, and public transport is efficient. Taxis or private transfers are readily available from the airport/station.

Hotel Check-in

Check into your hotel in central Florence, settle in, and get ready to explore.

Florence Duomo Complex

Marvel at the Florence Cathedral, Brunelleschi's Dome, Giotto's Bell Tower, and the Baptistery of St. John. Climb the dome or bell tower for panoramic views (booking essential).

Book tickets for the Dome climb well in advance as slots fill up quickly. Dress code requires shoulders and knees to be covered.

Ponte Vecchio & Arno River

Stroll across the iconic Ponte Vecchio bridge, admire the artisan shops, and enjoy views of the Arno River at sunset.

Dinner in Oltrarno

Cross over to the Oltrarno district, known for its artisan workshops and authentic Tuscan trattorias.

Enjoy a traditional Florentine dinner.

Uffizi Gallery Visit

Immerse yourself in Renaissance masterpieces, including Botticelli's 'Birth of Venus' and Leonardo da Vinci's 'Annunciation'.

Pre-book your timed entry tickets online to avoid long queues. Closed on Mondays.

Lunch in Florence

Enjoy a light lunch at a cafe near the Uffizi or explore the Mercato Centrale for various food stalls.

Accademia Gallery (David)

Witness Michelangelo's iconic 'David' sculpture, a true masterpiece of Renaissance art.

Pre-book tickets online to guarantee entry and skip the line. Closed on Mondays.

Sunset at Piazzale Michelangelo

Travel to Piazzale Michelangelo for breathtaking panoramic views of Florence at sunset, including the Duomo and Ponte Vecchio.

Evening Dinner

Enjoy another delightful Florentine dinner, perhaps trying a different local specialty like 'Pappa al Pomodoro' or 'Ribollita'.

Travel to Pisa

Take a morning train from Florence Santa Maria Novella station to Pisa Centrale, a scenic journey through the Tuscan countryside.

Leaning Tower of Pisa

Visit the iconic Leaning Tower, Pisa Cathedral, and Baptistery in the Piazza dei Miracoli (Square of Miracles).

Climb the tower for unique views.

Lunch in Pisa

Enjoy lunch in Pisa before heading further into Tuscany.

Journey to Val d'Orcia

Travel by private transfer or rental car from Pisa (or back to Florence to pick up a rental car) to the Montepulciano area in the heart of Val d'Orcia, a UNESCO World Heritage site known for its rolling hills and picturesque towns.

Check-in Agriturismo Merigge

Check into your tranquil agriturismo in Montepulciano, a perfect base for exploring the Tuscan countryside.

Evening Relaxation

Unwind and enjoy the peaceful surroundings of your agriturismo.

Perhaps a swim in the pool if the weather permits, or a leisurely stroll through the olive groves.

Truffle in Tuscany Experience

Join a truffle hunter and their trained dog for an exciting search for the prized 'diamonds of the earth' in the Tuscan woods.

Learn about different types of truffles and their culinary uses.

This specific experience is in San Miniato. Confirm if a local truffle hunt can be arranged closer to Montepulciano, or factor in travel time for San Miniato (approx. 2-hour drive one way from Montepulciano). A local cooking class often follows a truffle hunt. The local truffle hunter is Massimo.

Lunch in Montepulciano

Return to Montepulciano for a traditional Tuscan lunch, perhaps featuring fresh truffle if available.

Explore Montepulciano Town

Wander through the charming streets of Montepulciano, known for its Renaissance palaces, churches, and stunning views of the surrounding countryside.

Wine Tasting in Montepulciano

Visit one of Montepulciano's historic wine cellars and indulge in a tasting of Vino Nobile di Montepulciano, a renowned red wine.

Many cellars offer tours and tastings; booking in advance is recommended.

Dinner at a Local Osteria

Enjoy dinner at a local osteria in Montepulciano, savoring regional dishes and a glass of Vino Nobile.

Val d'Orcia Scenic Drive

Embark on a self-guided scenic drive through the heart of Val d'Orcia.

Stop at famous viewpoints and capture the iconic rolling hills, cypress trees, and picturesque farmhouses.

A rental car is essential for this day. Plan your route to include Pienza, Montalcino, and other small villages.

Explore Pienza & Lunch

Visit Pienza, the 'ideal city of the Renaissance,' famous for its Pecorino cheese.

Enjoy lunch and sample local cheeses.

Montalcino & Brunello Wine

Drive to Montalcino, a hilltop town renowned for its Brunello di Montalcino wine.

Explore the fortress and enjoy a wine tasting at a local enoteca.

Return to Agriturismo

Drive back to your agriturismo after a day of scenic exploration.

Farewell Dinner

Enjoy a final delicious dinner in the Val d'Orcia region, perhaps trying a restaurant recommended by your agriturismo hosts.

Travel to Siena

Depart from Florence and enjoy a scenic drive through the Tuscan countryside to Siena, a city famous for its medieval brick buildings.

Explore Piazza del Campo & Duomo

Wander through Siena's iconic Piazza del Campo, famous for the Palio horse race, and marvel at the stunning Siena Cathedral (Duomo di Siena) with its intricate facade and interior.

Climb the Torre del Mangia for panoramic views of Siena and the surrounding countryside (optional, additional cost).

Traditional Tuscan Lunch

Enjoy a traditional Tuscan lunch at a local trattoria in Siena, savoring local specialties like 'Pici al Ragù' or 'Ribollita'.

Wine Tour in Tuscany

Indulge in an authentic Tuscan wine tour, experiencing the region's renowned winemaking traditions. This tour is owned and operated by Donatella, a local expert who shares her authentic perspectives on the unknown corners of wonderful Tuscany.

Enjoy tastings of local wines and learn about the winemaking process. This experience provides an authentic insight into the region's viticulture.

Scenic Drive through Chianti

Take a leisurely drive through the picturesque Chianti Classico region, admiring rolling hills, cypress-lined roads, and charming vineyards.

Stop for photos at scenic viewpoints.

Farewell Dinner & Departure Preparations

Enjoy a final memorable Tuscan dinner.

Afterwards, proceed to Florence Airport for your evening departure, concluding your wonderful trip.

Allow ample time for travel from Chianti to Florence Airport (approx. 1 hour by car) and airport check-in procedures.