Day 1 – Rome | Arrival in Italy

Upon arrival at Rome Fiumicino Airport, meet your private driver for a comfortable transfer to your centrally located 4-star hotel.

Once settled in, the remainder of the day is free to rest or take your first leisurely stroll through the heart of Rome.

Overnight in Rome. Example properties: Colonna Palace (4★),  The Steps Hotel (4★)

Day 2 – Rome | Ancient Rome & Trastevere

This morning, join a shared guided tour of the Colosseum, Roman Forum and Palatine Hill, with entrance tickets included.

Your guide will introduce you to the extraordinary history of Ancient Rome while you explore some of the city’s most iconic archaeological landmarks.

The afternoon is free to discover Trastevere independently, one of Rome’s most atmospheric neighborhoods, known for its narrow lanes, lively squares, local restaurants and distinctly Roman character.

Overnight in Rome.

Day 3 – Rome | Vatican City & Panoramic Views

Today, join a shared guided visit of the Vatican Museums and Sistine Chapel, with tickets included, followed by entrance to St. Peter’s Basilica.

The afternoon is free. For a change of atmosphere, we suggest heading towards the Pincio, where elegant gardens and panoramic viewpoints offer beautiful views across the rooftops and historic center of Rome.

Overnight in Rome.

Day 4 – Rome | Appian Way & Roman Aqueducts by E-Bike

Enjoy a free morning before setting out in the afternoon on a shared e-bike tour along the ancient Appian Way and through the Park of the Aqueducts.

Following ancient paving stones and passing monumental Roman aqueducts, the experience combines archaeology and countryside in a more active but accessible way. The e-bike makes it possible to enjoy the route comfortably while accompanied by a local guide.

Overnight in Rome.

Day 5 – Rome | A Day at Leisure

Today is entirely at leisure, leaving you free to experience Rome according to your own interests.

Your Pantheon entrance tickets are included, so you may choose when to visit this remarkable ancient monument. The rest of the day can be spent wandering through the historic center, enjoying a long Italian lunch or simply taking time to relax.

Overnight in Rome.

Day 6 – Rome → Florence | From the Eternal City to the Renaissance

After breakfast, a private transfer will take you from your hotel to Rome railway station.

Board your high-speed train to Florence, where a private driver will meet you at the station and accompany you to your centrally located 4-star hotel.

The remainder of the day is free to begin discovering Florence independently.

Overnight in Florence. Example properties: Hotel La Scaletta Al Ponte Vecchio (4★), Relais Uffizi (4★) 

Day 7 – Florence | Renaissance Streets & Italian Flavors

This morning, meet your private guide for a walking tour of Florence, exploring the historic heart of the city and its extraordinary Renaissance heritage.

In the afternoon, enjoy a tasting dedicated to one of Italy’s most distinctive gastronomic products: traditional balsamic vinegar. Discover its production and maturation process while learning more about the traditions behind this celebrated Italian specialty.

Overnight in Florence.

Day 8 – Florence | Masterpieces at Your Own Pace

Today is dedicated to Florence’s great artistic treasures, but entirely at your own pace.

In the morning, visit the Uffizi Gallery independently, using your included entrance tickets to explore one of the world’s most important collections of Renaissance art.

In the afternoon, continue to Pitti Palace and the Boboli Gardens, again independently and with tickets included.

Overnight in Florence.

Day 9 – Florence | A Free Day in the Renaissance City

Enjoy a completely free day in Florence.

Take the opportunity to revisit a favorite part of the city, explore local shops and markets, linger over lunch or simply enjoy Florence without a fixed schedule.

Overnight in Florence.

Day 10 – Florence → Chianti | Into the Tuscan Countryside

Today, collect your rental car and leave Florence behind for the rolling hills of the Tuscan countryside.

Drive into the Chianti region, where vineyards, olive groves and historic estates unfold along scenic country roads. Check into your 4-star agriturismo and enjoy the remainder of the day at leisure, with time to relax by the pool and simply enjoy the peaceful surroundings.

Overnight in Chianti.

Day 11 – Chianti | Vineyards, Medieval Villages & Chianti Classico

Today, explore the beautiful landscapes and charming villages of Chianti by car, discovering the region at your own pace.

A highlight of the day is a wine experience at the historic Badia a Passignano cellar, where you will learn about wine tasting techniques and discover the traditions of Chianti Classico production. Taste a selection of excellent Tuscan wines accompanied by locally produced extra-virgin olive oil.

Return through the countryside, with plenty of opportunities to stop in small villages or at scenic viewpoints along the way.

Overnight in Chianti. Example properties: Relais Villa Olmo (4★), Residenza il Colle (4★)

Day 12 – Siena | Gothic Beauty in the Tuscan Hills

Today, drive to Siena, one of Tuscany’s most atmospheric historic cities.

Explore the city independently and visit the magnificent Siena Cathedral complex, with entrance tickets included. Take time to wander through the medieval streets, discover Piazza del Campo and enjoy a leisurely lunch before returning to the countryside.

Overnight in Chianti.

Day 13 – San Gimignano & Monteriggioni | Medieval Tuscany & A Picnic Among the Vines

Set out by car to discover two of Tuscany’s most picturesque medieval villages: San Gimignano and Monteriggioni.

Explore both independently, taking your time to wander through their historic streets, admire the surrounding countryside and enjoy the distinctive character of each village.

In the afternoon, enjoy a picnic among the vineyards. Begin with a short introduction to local cultivation and winemaking techniques before receiving a basket filled with regional specialties. Settle into a panoramic spot overlooking the countryside and the castle of Monteriggioni for a relaxed Tuscan lunch surrounded by vineyards.

Overnight in Chianti.

Day 14 – Chianti | Wine, Countryside & The Palagio Estate

Today, discover another side of Tuscany through an exclusive private experience at the Palagio estate.

Enjoy a light lunch and tasting of four wines — one white, one rosé and two reds — accompanied by schiacciata, cheeses and local cured meats.

The experience also includes a private visit to an area of the estate normally closed to the public, available only through reserved bookings, offering a more intimate perspective on the property and its winemaking traditions.

Return to your agriturismo and enjoy a final relaxed afternoon in the Tuscan countryside.

Overnight in Chianti.

Day 15 – Chianti → Florence | Departure

After breakfast, drive back to Florence Airport and return your rental car before your flight to the United States.

Your Italian journey comes to an end after discovering Rome and Florence’s extraordinary cultural heritage before slowing down among the vineyards, villages, food and landscapes of Tuscany.