Your Tuscan journey begins with ease and intention. After arriving in Florence or Pisa, you'll be greeted by private transportation to whisk you to our villa just outside Lucca. As the sun begins its descent, settle into your new home and gather with your fellow travelers for a warm welcome, shared laughter, and a beautiful first taste of Italy.

🚌 Transport: Private transportation from Florence or Pisa airport or Florence SMN train station

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Travel-comfortable clothing; dressy casual for evening welcome dinner

Evening

✨ TDJ HIGHLIGHT: Welcome & Connect

Ease into the journey with an evening designed to nourish both body and spirit. You’ll be welcomed with artisan wines, a buffet of culinary delights prepared by our private chef, and the kind of conversation that turns strangers into companions. It’s our first gathering—a celebration of presence, pleasure, and possibility.

Meals Included: Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Our first full day begins with a chef-prepared breakfast and an introduction to Lucca—a city known for its Renaissance walls and graceful pace. After exploring the storied ramparts and charming streets, we return to the villa for a hands-on cooking class that captures the flavors of Tuscany.

🚌 Transport: Private transportation between villa and Lucca city center

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Comfortable walking shoes for cobblestone streets; light layers

Morning

✨ TDJ HIGHLIGHT: Lucca and The Embrace Of Its Mighty Walls

We begin with a walk atop Lucca’s famed medieval walls—an elevated promenade lined with trees and history. From this serene path, you’ll take in views of red-tiled rooftops and the timeless rhythms of the city below. A peaceful, panoramic start to our time in Tuscany.

Afternoon

✨ TDJ HIGHLIGHT: Cooking Class - A Culinary Journey Unveiled

Back at the villa, you’ll step into the kitchen with our private chef for a hands-on culinary experience. Together, we’ll prepare a dinner menu that celebrates local ingredients and time-honored techniques—then sit down to savor the dishes we’ve created.

Meals Included: Breakfast, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

This day blends ancient wonders and contemporary indulgence. We head to the hilltop town of Volterra to walk through Etruscan history and alabaster artistry, followed by a leisurely lunch at the Bocelli family estate. The evening concludes back at the villa with a tapas-style dinner paired with thoughtfully curated wines.

🚌 Transport: Private transportation to Volterra and Officina Bocelli

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Casual chic with comfortable shoes for walking historic streets

Morning

✨ TDJ HIGHLIGHT: Volterra, Etruscan Civilization

Volterra's ancient walls and panoramic vistas offer a glimpse into Tuscany's deep past. You’ll stroll cobbled lanes, explore centuries-old architecture, and witness the town's signature alabaster craftsmanship—a legacy that continues to shape local identity.

Afternoon

✨ TDJ HIGHLIGHT: Lunch at Officina Bocelli

At the Bocelli family's countryside estate, indulge in a refined yet relaxed lunch experience. Settle into a sun-drenched table where local wines and fresh flavors harmonize with the elegance of Tuscan hospitality.

Evening

✨ TDJ HIGHLIGHT: Wine Tasting Extravaganza

Back at the villa, our evening unfolds with a guided wine tasting led by a local expert. As the sun dips, you'll sip from a curated flight of Tuscan wines while enjoying a tapas-style dinner prepared in-house—each pairing designed to elevate and inspire.

Meals Included: Breakfast, Lunch, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Today brings coastal beauty and artful discovery. We journey to the sun-drenched shores of Versilia for market shopping and seaside dining before heading inland to Pietrasanta—Tuscany’s hidden gem of sculpture and style—for a cultural stroll and unforgettable dinner.

🚌 Transport: Private transportation throughout Versilia and back to the villa

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Beach-friendly layers and sandals for day; dressy casual for dinner in town

Morning

✨ TDJ HIGHLIGHT: Forte dei Marmi Street Market

Begin your day exploring the bustling Forte dei Marmi market, where fashion meets craftsmanship. From designer finds to handmade goods, this is a chance to discover a piece of Tuscany to bring home.

Afternoon

✨ TDJ HIGHLIGHT: Seaside Lunch at Gilda

Take in the Tyrrhenian breeze during lunch at a private beach club. Here, the focus is fresh flavors, good wine, and the joyful ease of toes-in-sand dining.

✨ TDJ HIGHLIGHT: Pietrasanta Art Walk

Later, we wander through the art-filled streets of Pietrasanta. A guided walk introduces you to striking sculptures, hidden galleries, and the creative soul of this stylish town.

Evening

✨ TDJ HIGHLIGHT: Dinner in Pietrasanta

We gather for an evening meal in one of Pietrasanta’s charming piazzas. As dusk settles, local wines and seasonal dishes invite you to linger over conversation and connection.

Meals Included: Breakfast, Lunch, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Siena calls with medieval charm and architectural splendor. From its iconic piazza to hidden courtyards and sweet surprises, today is a full immersion into one of Tuscany’s most beloved cities. Bring your curiosity and a hearty appetite—this is a day for wandering, tasting, and marveling.

🚌 Transport: Private transportation to and from Siena

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Comfortable shoes for cobblestone walking; layers for day-to-night transitions

Morning

✨ TDJ HIGHLIGHT: Piazza del Campo & Siena’s Streets

Begin in the heart of Siena at Piazza del Campo, famed for its fan-shaped design and rich history. From there, a walking tour will guide you through the city’s medieval lanes, tower houses, and artisan shops. History lives in every stone.

Afternoon

✨ TDJ HIGHLIGHT: Lunch at Particolare di Siena

Enjoy a seasonal, Tuscan lunch at this Michelin-starred gem. Innovative yet grounded in tradition, each dish is crafted to surprise and delight.

✨ TDJ HIGHLIGHT: Siena’s Hidden Corners

Continue your tour into the 17 Contrade—the city’s fiercely proud districts. Along the way, you’ll sample local sweets, discover quiet courtyards, and gain insight into Siena’s layered identity.

Evening

✨ TDJ HIGHLIGHT: Dinner in the Heart of Siena

End the day with an elegant dinner in a historic setting, where the ambiance and flavors are equally unforgettable. Afterward, return to the villa under a sky full of Tuscan stars.

Meals Included: Breakfast, Lunch, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Today is yours to slow down and savor. From gentle yoga and morning massage to countryside walks and dessert-making, everything is designed to nourish your spirit. This is what the Italian pace of life is all about—pleasure, presence, and just enough play.

🚌 Transport: No external transportation—enjoy the villa and nearby grounds

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Comfortable loungewear or leisure clothing for movement and relaxation

Morning

✨ TDJ HIGHLIGHT: Serene Yoga & Breakfast

Ease into the day with a gentle yoga session followed by a revitalizing breakfast prepared by our villa chef. Enjoy coffee and conversation in the morning light.

Afternoon

✨ TDJ HIGHLIGHT: Massage, Me-Time & Countryside Walk

Treat yourself to a personalized massage or explore the surrounding countryside on foot. Whether it’s a quiet moment with a book or a local tasting walk, the choice is yours.

Evening

✨ TDJ HIGHLIGHT: Dessert Trio Class & Chef’s Dinner

Later, gather in the kitchen for a trio dessert-making class with our chef. Then celebrate your sweet creations with a full-course dinner and after-dinner dessert wines.

Meals Included: Breakfast, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Today is a celebration of craft and flavor. We venture into the woods of Sant'Appiano for a truffle hunt with local experts and their dogs, followed by a decadent truffle lunch and tasting. Then, on to Colle Val d’Elsa to witness the art of crystal-making with a Tuscan master.

🚌 Transport: Private transportation to Sant'Appiano and Colle Val d’Elsa

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Comfortable clothes and shoes suitable for walking in forest terrain

Morning

✨ TDJ HIGHLIGHT: Truffle Hunt in Sant’Appiano

Join a seasoned truffle hunter and their dogs on a walk through the Tuscan woods. Experience the joy of the search and learn about the region’s prized culinary treasures.

Afternoon

✨ TDJ HIGHLIGHT: Truffle Tasting Lunch at the Estate

After the hunt, enjoy a decadent three-course truffle lunch inside the estate’s candle-lit cellar. Each dish is paired with wines from the property, including their Vin Santo and extra virgin olive oil.

✨ TDJ HIGHLIGHT: Crystal Workshop in Colle Val d’Elsa

In the afternoon, we head to the “City of Crystal” to meet Luciano Bandinelli, a local artisan who brings the ancient art of crystal making to life. Watch as he transforms molten glass into radiant works of art.

Evening

✨ TDJ HIGHLIGHT: Pizza Night at the Villa

Back at home, unwind with a casual evening under the stars. Enjoy wood-fired pizzas—savory and sweet—alongside local craft beers and wines. The perfect end to a rich and flavorful day.

Meals Included: Breakfast, Lunch, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Today we head into the heart of Florence, a city steeped in beauty and brilliance. From Renaissance masterpieces and historic bridges to artisan markets and gourmet bites, this day is a feast for the senses and the soul.

🚌 Transport: Private transportation to and from Florence

🏨 Overnight Stay: Private Villa near Lucca

👗 Attire Tip: Comfortable shoes for walking tours and stylish attire for dinner in the city

Morning

✨ TDJ HIGHLIGHT: Masterpieces of Florence

Our day begins with a guided tour of Florence’s artistic icons. Marvel at Michelangelo’s David, stroll through the Uffizi Gallery, and walk the storied streets that shaped the Renaissance.

Afternoon

✨ TDJ HIGHLIGHT: Ponte Vecchio & Porcellino Market

Shop for exquisite gold along the historic Ponte Vecchio, then wander through the vibrant Porcellino Market—famous for leather goods, silks, and lucky traditions.

✨ TDJ HIGHLIGHT: Lunch in Florence

Pause for a meal in the heart of Florence, where local flavors meet historic ambiance.

Evening

✨ TDJ HIGHLIGHT: Dinner at Mercato Centrale

Wrap up the day with a lively dinner at Florence’s Mercato Centrale—a food lover’s haven where you can savor Tuscan specialties in a casual, bustling setting.

Meals Included: Breakfast, Lunch, Dinner
Overnight Accommodation: Private Villa near Lucca, Double or Single Occupancy Rooms

Your final day is one of heartfelt goodbyes and iconic views. Before we part, we visit the historic city of Pisa for one last taste of Tuscany and a photo-worthy finale at the Leaning Tower.

🚌 Transport: Private transportation to Pisa and onward to airport or train station

🏨 Overnight Stay: N/A (Departure Day)

👗 Attire Tip: Travel-ready clothing and layers for the journey home

Morning

✨ TDJ HIGHLIGHT: Piazza dei Miracoli

We begin the day at the Piazza dei Miracoli, home to Pisa’s cathedral, baptistry, and the famous Leaning Tower. Enjoy time for photos, a final espresso, and perhaps a keepsake before we say our farewells.

Meals Included: Breakfast
Overnight Accommodation: N/A