Tuscany
ABOUT THIS TRIP
Tuscany: A Journey of Art, Wine, and Culture
11 days 1 country 8 cities + towns
🛫START: Lucca 🛫END: Florence or Pisa
🚘 Private Transportation 👯♀️ MAX 21 WOMEN
🏨 10 NIGHTS IN A PRIVATE VILLA + BOUTIQUE STAYS
From truffle hunts and vineyard lunches to art-filled cities and seaside strolls, this curated journey through Tuscany is a celebration of beauty, connection, and indulgence. Based in a luxurious countryside villa, we’ll explore hidden gems like Volterra, Colle Val d’Elsa, and Pietrasanta, alongside iconic destinations including Florence, Siena, and Pisa. Expect chef-prepared meals, artisan experiences, and an immersive taste of la dolce vita.
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🏨 High-end accommodations in a private villa and boutique hotels
🍽️ Daily breakfasts, curated lunches, and elegant dinners
🌼 Private TDJ Trip Facilitator (Dandie) + Expert Local Guides
🍷 Private chef experiences, wine tastings, and truffle hunting
🚐 All in-country transportation (private vans + transfers)
🚙 Airport pickup Florence
🏛️ Entrance fees to all listed sites and curated experiences
🤍 All Curated Experiences & Excursions
🖼️ Art & history tour in Florence, including entrance to the Uffizi or Accademia Gallery
🌻 Visit to hilltop towns including San Gimignano, Siena, and Monteriggioni
🛍️ Artisan visits and free time for shopping, strolling, and personal exploration
🥂 Signature welcome and farewell dinners
🤝 Pre-trip support, group calls, and personalized packing list
💰 All Standard Gratuities
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✈️ International Flights to/from Italy
✨ Domestic Flight Upgrades
🧳 Extra Baggage/Weight
🚋 Train to Lucca from Milan/Rome (if arriving that way)
🍷 Alcohol at meals outside the villa
👜 Personal purchases or meals during free time
🥂 Alcoholic beverages not included in group meals
🌎 Travel Insurance (required)
Destination Highlights
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Lucca
A graceful Renaissance city encircled by medieval walls you can walk or bike atop. Lucca’s charming streets reveal artisan boutiques, grand piazzas, and echoes of Puccini’s operatic legacy.
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Volterra
Perched on a windswept hill, Volterra is steeped in Etruscan heritage. Known for its alabaster artistry, ancient walls, and cinematic views, it’s Tuscany at its most mysterious.
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Versilia Coast
This stretch of the Tuscan coast combines beachside luxury with creative spirit. Think golden sand in Forte dei Marmi and marble-studded piazzas in Pietrasanta, beloved by sculptors and sunseekers alike.
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Siena
Gothic architecture, terracotta rooftops, and the buzz of the famed Palio horse race define this captivating medieval city. Every turn feels like a step into a living masterpiece.
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Florence
The cradle of the Renaissance is overflowing with beauty—from Michelangelo’s David to Brunelleschi’s dome. Florence offers timeless romance, vibrant culture, and endless inspiration.
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Pisa
Pisa is more than its famous tower. Beyond the landmark, discover quiet riverside charm, historic churches, and a rich artistic soul that rewards curious wanderers.
LUCCA
Days 1 - 3
We begin in Lucca, a walled city filled with Renaissance charm. Settle into our private countryside villa and start to unwind, Italian style. We’ll enjoy sunset wine on the terrace, guided explorations through cobbled streets, and warm, chef-crafted meals under the stars.
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Our first evening sets the tone: laughter, wine, and a multi-course welcome dinner lovingly prepared by our private chef. We'll dine al fresco under the Tuscan sky, sharing stories and toasting to the week ahead.
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Cycle along Lucca’s 16th-century ramparts, now a leafy promenade that circles the historic center. Enjoy stunning views and a sense of serenity as we leisurely explore the city from above.
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Wander through narrow alleyways and open piazzas with a local expert, stopping to admire Romanesque churches, artisan workshops, and ancient towers. Learn about Lucca’s storied past, from its Roman roots to its Renaissance glory.
Excursions & Experiences Included:
VOLTERRA, CRYSTALS, & COAST
Days 4-5
We journey to artisan hill towns and the Tuscan coast. These days balance ancient history, hands-on artistry, and seaside indulgence with boutique shopping and coastal aperitivos.
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Stroll through the charming streets of Volterra, a city steeped in Etruscan history. Then, step into an artisan’s studio to learn the delicate process of alabaster carving—an art passed down for generations.
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Visit the heart of Italy’s crystal-making tradition. Watch a master glassblower shape molten crystal into elegant forms, and discover the town’s long legacy of fine craftsmanship.
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Enjoy a day of contrasts—luxurious Forte dei Marmi offers designer boutiques and beach clubs, while nearby Pietrasanta is an artistic haven filled with marble sculptures, galleries, and a creative spirit that draws artists from around the world.
Excursions & Experiences Included:
TRUFFLES, VINEYARDS, & SIENA
Days 6-7
Time to dive deeper into Tuscan flavors and history. From the thrill of truffle hunting to vineyard lunches and Siena’s Gothic grandeur, these days celebrate Tuscany at its most indulgent.
Excursions & Experiences Included:
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Join local truffle hunters and their clever dogs as we wander the woods of Chianti. After the hunt, relax with a tasting of our finds—served with wine, olive oil, and warm hospitality at a countryside farm.
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Meander through a family-run vineyard in the heart of Chianti. Sample their wines in the cellar, enjoy a farm-to-table lunch with panoramic views, and soak in the rich flavors and peaceful rhythm of wine country.
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Walk the cobblestone lanes of this Gothic masterpiece, visiting the stunning Duomo and the iconic Piazza del Campo. Learn about Siena’s unique history, rivalries, and traditions as we uncover its layered beauty.
Days 8-9
FLORENCE DAY TRIP
A day in Florence dazzles with art, architecture, and timeless romance, followed by a more relaxed day of culinary creativity back at our villa.
Excursions & Experiences Included:
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Marvel at Renaissance architecture, cross the iconic Ponte Vecchio, and step inside world-famous sites with our expert guide. This immersive tour gives you the highlights and hidden gems of Florence in a single unforgettable day.
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Back at the villa, we’ll gather for a joyful hands-on cooking class. Learn to prepare handmade pasta and regional favorites, then sit down together to savor your delicious creations with a glass of local wine.
PISA & FAREWELL
Days 10 - 11
As our journey comes to a close, we explore Pisa and return to the villa for one final evening of celebration, connection, and unforgettable food.
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Beyond its famous Leaning Tower, Pisa offers beautiful riverfront views and hidden artistic gems. Discover the Campo dei Miracoli and take time to wander, snap photos, and soak in the city’s easy charm.
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Celebrate new friendships and unforgettable memories during our final dinner at the villa. Expect music, candlelight, and a magical end to a beautiful journey.
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Private transfers to Florence or Pisa airports for return flights. Ciao, bella Toscana!
Excursions & Experiences Included:
READY TO JOIN US?
Find Your Perfect Trip
IS THIS TRIP FOR YOU?
This trip is perfect for women who dream of a slower pace filled with depth, flavor, and connection. If you’ve ever wanted to sip Chianti under the Tuscan sun, cook with a private chef, or wander ancient towns with new friends, this retreat was designed with you in mind.
You are:
Enchanted by Italian food, wine, and culture
Excited about history, art, and small-town charm
Comfortable walking cobblestone streets and hills
Craving a mix of relaxation, exploration, and connection
Looking to share meaningful moments in a supportive group of women
A LITTLE MORE INFO…
This trip is based at a private countryside villa, allowing you to truly settle in, unpack, and relax into daily life in Tuscany.
Most towns visited include uneven terrain, hills, and historic cobblestone streets—comfortable shoes and moderate mobility are important.
You'll enjoy a mix of guided activities and open time to recharge, wander, or journal.
Travel is via private coach, with optional short train rides depending on arrivals.
September offers warm, golden days and cooler evenings—perfect for outdoor dining and vineyard strolls.
PRICES & OPTIONS
SHARE A ROOM
Standard Room: $6,200 per person
SOLO ROOM
Standard Room: $8,000 per person
Need a payment plan? Just ask!
FAQS
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Absolutely. Many women join our journeys solo and end up forming deep, lasting friendships. The environment is warm, inclusive, and designed for connection.
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We do! Reach out to us directly to arrange your personalized plan.
📧 letsgo@thedandelionjournals.com
📞 +1 (678) 692-6584 -
Travel insurance is recommended.
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Pack comfortable walking shoes, breezy yet stylish outfits, a light jacket, swimsuit, sunhat, sunglasses, and something special for farewell night. We’ll send a detailed packing list before the trip.
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U.S. citizens do not need a visa for stays under 90 days. Just ensure your passport is valid for at least 6 months beyond your return date.
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Fly into either Florence (FLR) or Pisa (PSA). Transportation from either is included on arrival and departure days.
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All meals during group activities, private chef dinners, tastings, and curated lunches are included. Meals during free time and personal snacks are not.
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Absolutely. Let us know and we can offer suggestions for extending your trip before or after the retreat.
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Yes. The itinerary is designed to include space for rest and solo time in between guided experiences.
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