A Tuscan villa experience with excursions to San Gimignano, Siena, a winetasting, cooking lesson and of course, a concert with Andrea Bocelli
July 21 - 27, 2026
See below for pricing.
Pre- or post-tour options available
A Tuscan Journey: Six Days of Flavors, Hills, and the Voice of Andrea Bocelli
We have 12 tickets available for the Andrea Bocelli Concert in his home town of Lajatico.
Your Tuscan adventure begins not as a simple holiday, but as a slow awakening of the senses, a journey through rolling landscapes, intimate traditions, and one unforgettable night under the stars with Andrea Bocelli. Each day unfolds like a chapter in a story you will carry forever.
This tour will be led by our in-country, English-speaking driver/guides.
Please inquire
July 21 - 27, 2026
See below for pricing.
Pre- or post-tour options available
A Tuscan Journey: Six Days of Flavors, Hills, and the Voice of Andrea Bocelli
We have 12 tickets available for the Andrea Bocelli Concert in his home town of Lajatico.
Your Tuscan adventure begins not as a simple holiday, but as a slow awakening of the senses, a journey through rolling landscapes, intimate traditions, and one unforgettable night under the stars with Andrea Bocelli. Each day unfolds like a chapter in a story you will carry forever.
This tour will be led by our in-country, English-speaking driver/guides.
Please inquire
Andrea Bocelli in Tuscany |
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Included in Your Tuscany Experience
July 21: Transfer from the Florence Airport to your Tuscan Villa
4-star villa option or 5-star villa option
July 22: A Tuscan Kitchen and the Wines of the Hills
Morning brings the comforting, earthy aroma of espresso and the promise of discovery. Your first adventure takes you into the heart of Tuscan culinary tradition: a cooking class led by a local chef. With sleeves rolled up, you knead dough, pick herbs from the garden, simmer sauces, and learn the secrets of rustic Tuscan flavors. Your lunch is the meal you’ve crafted with your own hands — simple ingredients, transformed into something unforgettable.
The afternoon slips effortlessly into a wine tour. You wander through vineyards where the soil is ancient and the grapes have been cultivated for centuries. In the cool, candlelit cellars, you taste Chianti, Vernaccia, or perhaps a Super Tuscan — wines layered with history, just as complex and captivating as the land itself.
July 23: Andrea Bocelli Concert Tickets
This is the day you've been waiting for — the one that will live forever in your memory. Morning is free for you to relax at the hotel, enjoying the calm before the magic. As the sun begins its slow descent, your driver escorts you through the soft Tuscan countryside toward Lajatico, the birthplace of Andrea Bocelli.
You arrive at the Teatro del Silenzio — a natural amphitheatre shaped by hills, sky, and silence. Hundreds of people gather, yet the atmosphere feels intimate, united by anticipation. As twilight settles over the landscape, the first notes rise gently into the warm air. Andrea Bocelli’s voice fills the valley — powerful, delicate, emotional. The orchestra blends with the natural acoustics of the land. You feel the music in your chest, in your breath, in the very air around you.
It's not just a concert; it’s a moment suspended in time, a night where art and nature merge into something deeply moving.
Your driver meets you afterward, allowing you to return peacefully to your hotel, carrying the echo of Bocelli’s voice with you into the night.
July 24: Rest, Restore, and Recharge
Today invites stillness. Lounge by the pool with a book, stroll the hotel gardens, visit the spa, or simply admire the shifting colors of the hills. Tuscany teaches the art of slowing down, and today you learn it fully. No schedules. No rush. Just serenity.
July 25: Montalcino’s Brunello and the Harmony of Pienza
Today the road leads you through one of Tuscany’s most iconic landscapes — the Val d’Orcia. First stop: Montalcino, home of the world-famous Brunello di Montalcino. You tour ancient wineries, walk among the vineyards, and taste wines that are rich, powerful, and elegant — wines that require patience and reward it fully. From there, you continue to Pienza, a Renaissance dream brought to life. The town’s golden stone glows in the afternoon sun, its streets lined with pecorino cheese shops, artisan boutiques, and panoramic terraces where the hills stretch infinitely beyond. It is a day of flavours, views, and soft breezes that carry the scent of wheat and wildflowers.
July 26: Towers of San Gimignano and Evening in Siena
Your final full day begins in San Gimignano, the “Manhattan of the Middle Ages,” known for its soaring stone towers. You wander through its cobbled streets, browse local craft shops, sip a glass of Vernaccia, and take in the extraordinary 360-degree views from the hilltop. In the late afternoon, the journey continues to Siena, one of Italy’s most atmospheric medieval cities. As evening falls, Siena reveals its most enchanting side: quiet alleys lit by lanterns, gothic architecture bathed in golden light, the grand Piazza del Campo peacefully glowing beneath the sky. You enjoy a final dinner here — perhaps pici pasta, wild boar, or tiramisu — as you reflect on a week filled with beauty, flavor, music, and emotion.
July 27: Florence and Farewell
Your journey concludes with a gentle transfer through the Tuscan countryside toward Florence, the cradle of the Renaissance. Whether you catch a departing flight or spend a few more days wandering Florence’s storied streets - or to other locations in Italy - you leave Tuscany changed — enriched, inspired, and carrying memories that will last a lifetime.
PRICING:
4-star Villa Accomodation: $13,772/couple
5-star Villa Accomodation: $28,107/couple
Inclusions – What’s Included in Your Tuscany Experience for 2 people
· Private arrival transfer from the airport to one of our countryside hotels
· 6 nights with included breakfast, see below for 4-star or 5-star villa pricing
· Private round-trip transfer to Teatro del Silenzio with Poltronissima Reserved Tickets, see upgrade options below
· Private hands-on Tuscan cooking class with local chef and lunch
· Guided winery visit with premium wine tasting
· Full-day excursion through the Val d’Orcia: Montalcino winery visit with Brunello tasting & exploration of Pienza
· Visit to San Gimignano with leisure time to explore its medieval towers and artisan shops
· Evening transfer to Siena for an atmospheric night in the historic city
· Private transfers throughout the 7-day itinerary
· English-speaking driver/guides for all scheduled services
· Scenic transfer from Tuscany to Florence on departure day
OPTIONAL ANDREA BOCELLI TICKETS UPGRADE:
EXECUTIVE tickets – Add $840 per couple
· Executive parking
· Executive category seating
· Concert program booklet
· Exclusive Teatro del Silenzio gift
· Wristband granting access to the Executive Hospitality area with a welcome cocktail before the concert
PLATINUM BOX tickets – Add $4869 for 2 couples
· Executive parking
· Platinum Box accommodating 2–4 guests
· Complimentary drinks and table service before the concert and during intermission
· Platinum Elite VIP gift
Note: Seats in the PLATINUM Box cannot be purchased individually; the entire box must be booked with 4 guests.
EXTEND YOUR TRIP:
Think about a pre-or post tour to:
La Dolce Vita Classic Car Journey
Piedmont and Lake Maggiore
Milan and The Northern Lakes
July 21: Transfer from the Florence Airport to your Tuscan Villa
4-star villa option or 5-star villa option
July 22: A Tuscan Kitchen and the Wines of the Hills
Morning brings the comforting, earthy aroma of espresso and the promise of discovery. Your first adventure takes you into the heart of Tuscan culinary tradition: a cooking class led by a local chef. With sleeves rolled up, you knead dough, pick herbs from the garden, simmer sauces, and learn the secrets of rustic Tuscan flavors. Your lunch is the meal you’ve crafted with your own hands — simple ingredients, transformed into something unforgettable.
The afternoon slips effortlessly into a wine tour. You wander through vineyards where the soil is ancient and the grapes have been cultivated for centuries. In the cool, candlelit cellars, you taste Chianti, Vernaccia, or perhaps a Super Tuscan — wines layered with history, just as complex and captivating as the land itself.
July 23: Andrea Bocelli Concert Tickets
This is the day you've been waiting for — the one that will live forever in your memory. Morning is free for you to relax at the hotel, enjoying the calm before the magic. As the sun begins its slow descent, your driver escorts you through the soft Tuscan countryside toward Lajatico, the birthplace of Andrea Bocelli.
You arrive at the Teatro del Silenzio — a natural amphitheatre shaped by hills, sky, and silence. Hundreds of people gather, yet the atmosphere feels intimate, united by anticipation. As twilight settles over the landscape, the first notes rise gently into the warm air. Andrea Bocelli’s voice fills the valley — powerful, delicate, emotional. The orchestra blends with the natural acoustics of the land. You feel the music in your chest, in your breath, in the very air around you.
It's not just a concert; it’s a moment suspended in time, a night where art and nature merge into something deeply moving.
Your driver meets you afterward, allowing you to return peacefully to your hotel, carrying the echo of Bocelli’s voice with you into the night.
July 24: Rest, Restore, and Recharge
Today invites stillness. Lounge by the pool with a book, stroll the hotel gardens, visit the spa, or simply admire the shifting colors of the hills. Tuscany teaches the art of slowing down, and today you learn it fully. No schedules. No rush. Just serenity.
July 25: Montalcino’s Brunello and the Harmony of Pienza
Today the road leads you through one of Tuscany’s most iconic landscapes — the Val d’Orcia. First stop: Montalcino, home of the world-famous Brunello di Montalcino. You tour ancient wineries, walk among the vineyards, and taste wines that are rich, powerful, and elegant — wines that require patience and reward it fully. From there, you continue to Pienza, a Renaissance dream brought to life. The town’s golden stone glows in the afternoon sun, its streets lined with pecorino cheese shops, artisan boutiques, and panoramic terraces where the hills stretch infinitely beyond. It is a day of flavours, views, and soft breezes that carry the scent of wheat and wildflowers.
July 26: Towers of San Gimignano and Evening in Siena
Your final full day begins in San Gimignano, the “Manhattan of the Middle Ages,” known for its soaring stone towers. You wander through its cobbled streets, browse local craft shops, sip a glass of Vernaccia, and take in the extraordinary 360-degree views from the hilltop. In the late afternoon, the journey continues to Siena, one of Italy’s most atmospheric medieval cities. As evening falls, Siena reveals its most enchanting side: quiet alleys lit by lanterns, gothic architecture bathed in golden light, the grand Piazza del Campo peacefully glowing beneath the sky. You enjoy a final dinner here — perhaps pici pasta, wild boar, or tiramisu — as you reflect on a week filled with beauty, flavor, music, and emotion.
July 27: Florence and Farewell
Your journey concludes with a gentle transfer through the Tuscan countryside toward Florence, the cradle of the Renaissance. Whether you catch a departing flight or spend a few more days wandering Florence’s storied streets - or to other locations in Italy - you leave Tuscany changed — enriched, inspired, and carrying memories that will last a lifetime.
PRICING:
4-star Villa Accomodation: $13,772/couple
5-star Villa Accomodation: $28,107/couple
Inclusions – What’s Included in Your Tuscany Experience for 2 people
· Private arrival transfer from the airport to one of our countryside hotels
· 6 nights with included breakfast, see below for 4-star or 5-star villa pricing
· Private round-trip transfer to Teatro del Silenzio with Poltronissima Reserved Tickets, see upgrade options below
· Private hands-on Tuscan cooking class with local chef and lunch
· Guided winery visit with premium wine tasting
· Full-day excursion through the Val d’Orcia: Montalcino winery visit with Brunello tasting & exploration of Pienza
· Visit to San Gimignano with leisure time to explore its medieval towers and artisan shops
· Evening transfer to Siena for an atmospheric night in the historic city
· Private transfers throughout the 7-day itinerary
· English-speaking driver/guides for all scheduled services
· Scenic transfer from Tuscany to Florence on departure day
OPTIONAL ANDREA BOCELLI TICKETS UPGRADE:
EXECUTIVE tickets – Add $840 per couple
· Executive parking
· Executive category seating
· Concert program booklet
· Exclusive Teatro del Silenzio gift
· Wristband granting access to the Executive Hospitality area with a welcome cocktail before the concert
PLATINUM BOX tickets – Add $4869 for 2 couples
· Executive parking
· Platinum Box accommodating 2–4 guests
· Complimentary drinks and table service before the concert and during intermission
· Platinum Elite VIP gift
Note: Seats in the PLATINUM Box cannot be purchased individually; the entire box must be booked with 4 guests.
EXTEND YOUR TRIP:
Think about a pre-or post tour to:
La Dolce Vita Classic Car Journey
Piedmont and Lake Maggiore
Milan and The Northern Lakes
EXCURSION SUGGESTION TO rome
Day 1. “Tutte e strade portano a Roma” – “All Roads lead to Rome.” Rome is one of the most beautiful, exciting cities in the world. Today’s Rome is a combination of romance, relics and ruins amidst a modern, sprawling, living city. Medieval churches sit atop ancient basilicas above Roman palaces. Gleaming office buildings incorporate fragments of eroded Roman columns. Roads and piazzas follow the lines of ancient city walls. Rome’s history began over 2000 years ago, far before the time of Jesus Christ. It was the capital of the Roman Empire and is still the capital of Italy. We’ll arrive in Rome in the late afternoon and check in to our hotel, located right in the historic centre of Rome. It’s walking distance from all the major sites and serves breakfast right at the foot of the Pantheon.
Tonight we’ll take a walking orientation enroute to included dinner.
Day 2. This morning your guide will pick you up at your hotel to enjoy a private tour of Ancient Rome, including the Capitoline, Forum and Colosseum. The rest of the day is yours to enjoy at your leisure.
In that area after the tour, you might want to think about:
• Visiting the Wedding Cake (Tomb of Victor Emmanuel) and go up the elevator for a great view of Ancient Rome, then go next door to the Capitoline Museum which is really good. Then go over and see Michelangelo’s Moses at St. Peter’s in Chains.
• San Clemente, a church where you can walk down various levels to view centuries of archaeological finds.
• Stroll up Via del Corso and do some shopping and finish at the Spanish Steps. The Spanish Steps are crowded, and are ... steps, but a good afternoon destination for gelato and people watching. This is also at the top of a major shopping district in Rome - Via Condotti.
• Walking along the Tiber and then visiting the synagogue at the ghetto, or Jewish Quarter. There is a whole lively street of great restaurant choices. Not to be missed: The Jewish Artichoke! This local treat dates back to Imperial times, when the Roman Jewish community numbered about 50,000. They look like golden sunflowers and their leaves have a delicious nutty crunchiness. You can also visit the synagogue after lunch. You don’t need advanced reservations, but can go get tickets before lunch for an afternoon tour.
Day 3. This morning we enjoy a private tour of the Vatican Museum, Sistine Chapel and St. Peter’s square.
This afternoon you can:
• Stay in the Vatican area for lunch and then stroll down to the Castle of the Angels. It’s a lovely museum with great views of Rome.
• Take a taxi to the orange grove to peek through the keyhole to see a cool view of St. Peter’s dome. Ask your guide for details.
• Dig a Little Deeper with our optional Rome excursions listed above
Tonight: Included Farewell Dinner
Dig a Little Deeper private optional tour excursions:
Before and After-Hours VIP Tours to the Vatican and St. Peter's. Che Bella is now offering off-hour tours, away from the heat of the day and the crowds of the general public.
Opera at the Baths of Caracalla. Formerly public baths for Romans and later enhanced with libraries, the Baths of Caracalla date back around 212-217 AD. the Baths of Caracalla today serve as the perfect backdrop for enjoying an opera. Not only does this outdoor theater offer marvelous acoustics, but there are also stunning lightshows projected onto the Baths’ ruins that accompany and enhance all operatic performances. Every summer, the Baths of Caracalla host a selection of operas from the Teatro dell’Opera. Beginning promptly at 9:00pm, these evening performances are all set in the outdoor theater, Teatro alle Terme di Caracalla. With English and Italian subtitles provided, tickets range from €25 to €100. Please inquire about the performance schedule.
Underground Rome Tour. Every time I'm in Rome, I see new diggings. Be it for the new metro line, a shopping mall or sewage pipes, a new piece of underground Rome is excavated, examined and cataloged. There is a whole world to discover beneath Rome's surface. This tour Peel back Rome's layers of history with visits to three of Rome's eeriest sights: the Capuchin Crypt, the Prscilla Catacombs and the Basilica of San Clemente.
Trastavere Foodie Tour. We came! We saw! We ate! Trastevere is a neighbourhood like no other. Its ivy-coated, cobblestone streets come alive at night, earning it comparisons to Greenwich Village and Paris’s Left Bank. It’s where Romans choose to eat with their families on a Sunday and where young Romans go for buzzing nightlife at evenings and weekends. You can’t leave Rome without walking these streets and tasting the best food in Rome. During this local walking tour, you'll enjoy learning about the history of the area, visit the local food spots, taste along the way, enjoy a magnificent sit down dinner and end with some of the best gelato in Rome.
Enroute to or from Rome, we'll make a 3-hr. stop in wonderful Orvieto, Umbria. It’s a great pedestrian town with artisan shops and a city wall that offers gorgeous views of the surrounding countryside. You can tour Orvieto’s famous cathedral or see some of the best artifacts in Tuscany in an underground system of tunnels and caverns carved by the Etruscans.
Tonight we’ll take a walking orientation enroute to included dinner.
Day 2. This morning your guide will pick you up at your hotel to enjoy a private tour of Ancient Rome, including the Capitoline, Forum and Colosseum. The rest of the day is yours to enjoy at your leisure.
In that area after the tour, you might want to think about:
• Visiting the Wedding Cake (Tomb of Victor Emmanuel) and go up the elevator for a great view of Ancient Rome, then go next door to the Capitoline Museum which is really good. Then go over and see Michelangelo’s Moses at St. Peter’s in Chains.
• San Clemente, a church where you can walk down various levels to view centuries of archaeological finds.
• Stroll up Via del Corso and do some shopping and finish at the Spanish Steps. The Spanish Steps are crowded, and are ... steps, but a good afternoon destination for gelato and people watching. This is also at the top of a major shopping district in Rome - Via Condotti.
• Walking along the Tiber and then visiting the synagogue at the ghetto, or Jewish Quarter. There is a whole lively street of great restaurant choices. Not to be missed: The Jewish Artichoke! This local treat dates back to Imperial times, when the Roman Jewish community numbered about 50,000. They look like golden sunflowers and their leaves have a delicious nutty crunchiness. You can also visit the synagogue after lunch. You don’t need advanced reservations, but can go get tickets before lunch for an afternoon tour.
Day 3. This morning we enjoy a private tour of the Vatican Museum, Sistine Chapel and St. Peter’s square.
This afternoon you can:
• Stay in the Vatican area for lunch and then stroll down to the Castle of the Angels. It’s a lovely museum with great views of Rome.
• Take a taxi to the orange grove to peek through the keyhole to see a cool view of St. Peter’s dome. Ask your guide for details.
• Dig a Little Deeper with our optional Rome excursions listed above
Tonight: Included Farewell Dinner
Dig a Little Deeper private optional tour excursions:
Before and After-Hours VIP Tours to the Vatican and St. Peter's. Che Bella is now offering off-hour tours, away from the heat of the day and the crowds of the general public.
Opera at the Baths of Caracalla. Formerly public baths for Romans and later enhanced with libraries, the Baths of Caracalla date back around 212-217 AD. the Baths of Caracalla today serve as the perfect backdrop for enjoying an opera. Not only does this outdoor theater offer marvelous acoustics, but there are also stunning lightshows projected onto the Baths’ ruins that accompany and enhance all operatic performances. Every summer, the Baths of Caracalla host a selection of operas from the Teatro dell’Opera. Beginning promptly at 9:00pm, these evening performances are all set in the outdoor theater, Teatro alle Terme di Caracalla. With English and Italian subtitles provided, tickets range from €25 to €100. Please inquire about the performance schedule.
Underground Rome Tour. Every time I'm in Rome, I see new diggings. Be it for the new metro line, a shopping mall or sewage pipes, a new piece of underground Rome is excavated, examined and cataloged. There is a whole world to discover beneath Rome's surface. This tour Peel back Rome's layers of history with visits to three of Rome's eeriest sights: the Capuchin Crypt, the Prscilla Catacombs and the Basilica of San Clemente.
Trastavere Foodie Tour. We came! We saw! We ate! Trastevere is a neighbourhood like no other. Its ivy-coated, cobblestone streets come alive at night, earning it comparisons to Greenwich Village and Paris’s Left Bank. It’s where Romans choose to eat with their families on a Sunday and where young Romans go for buzzing nightlife at evenings and weekends. You can’t leave Rome without walking these streets and tasting the best food in Rome. During this local walking tour, you'll enjoy learning about the history of the area, visit the local food spots, taste along the way, enjoy a magnificent sit down dinner and end with some of the best gelato in Rome.
Enroute to or from Rome, we'll make a 3-hr. stop in wonderful Orvieto, Umbria. It’s a great pedestrian town with artisan shops and a city wall that offers gorgeous views of the surrounding countryside. You can tour Orvieto’s famous cathedral or see some of the best artifacts in Tuscany in an underground system of tunnels and caverns carved by the Etruscans.
EXCURSION SUGGESTION TO NAPLES AND THE AMALFI COAST
Post-Tour Day 1. Train to Naples for day tour and on to Sorrento
We’ll begin with a stop at the Naples Archaeological Museum, where you’ll have a private tour and time to see the best of the artifacts from both Pompeii and Herculaneum … and the secret erotica room! After your museum tour, we’re on to Pizza to fortify you for the afternoon. We’re then on our way to our private tour of Herculaneum, with its expansive houses, impressive mosaics and lavish marble in the remains.
We’re then on to the Amalfi Coast, one of the most breathtaking drives in the world.
Our Sorrento hotel located above the town. All rooms will have balconies that look over the Bay of Naples and Mt. Vesuvius, with included breakfast and a pool.
Tonight we’ll enjoy our passagiatta strolling through the winding streets of Sorrento enroute to Included Dinner.
Post-Tour Day 2. A Day in Positano
Today is a day of leisure in the beautiful town of Positano. We’ll be back in the late afternoon so you can walk down in to Sorrento as well. Transfers from and back to Sorrento included.
Dinner tonight is on your own in Sorrento.
Post-Tour Day 3. A Day in Capri
This morning we’ll board the fast ferry for a day on the island of Capri.
You’ll have the afternoon to explore more of Sorrento and tonight we’ll have an included Farewell dinner to say arrivederci to Italy.
Post-Tour Day 4. Arrivederci Italia!
Transfers to the Naples Airport.
We’ll begin with a stop at the Naples Archaeological Museum, where you’ll have a private tour and time to see the best of the artifacts from both Pompeii and Herculaneum … and the secret erotica room! After your museum tour, we’re on to Pizza to fortify you for the afternoon. We’re then on our way to our private tour of Herculaneum, with its expansive houses, impressive mosaics and lavish marble in the remains.
We’re then on to the Amalfi Coast, one of the most breathtaking drives in the world.
Our Sorrento hotel located above the town. All rooms will have balconies that look over the Bay of Naples and Mt. Vesuvius, with included breakfast and a pool.
Tonight we’ll enjoy our passagiatta strolling through the winding streets of Sorrento enroute to Included Dinner.
Post-Tour Day 2. A Day in Positano
Today is a day of leisure in the beautiful town of Positano. We’ll be back in the late afternoon so you can walk down in to Sorrento as well. Transfers from and back to Sorrento included.
Dinner tonight is on your own in Sorrento.
Post-Tour Day 3. A Day in Capri
This morning we’ll board the fast ferry for a day on the island of Capri.
You’ll have the afternoon to explore more of Sorrento and tonight we’ll have an included Farewell dinner to say arrivederci to Italy.
Post-Tour Day 4. Arrivederci Italia!
Transfers to the Naples Airport.