Escape the hustle and bustle with this exclusive 3-day tour, designed for friends and couples seeking a personalized adventure through the heart of Tuscany. This is not a fully guided group tour but a carefully crafted journey that allows you to immerse yourself in the region's beauty at your own pace.

Enjoy stunning landscapes, charming hilltop villages, and exceptional wines as you explore Tuscany's treasures with your travel companions. Whether it's a romantic getaway or a shared adventure with friends, this tour offers the perfect blend of relaxation, culture, and authentic Tuscan experiences.

• Discover the Chianti Wine Region: Wander through the rolling hills and vineyards of one of the most famous wine regions in the world.

• Enjoy Picture-Perfect Views: Capture unforgettable moments with breathtaking panoramas of Tuscany’s iconic landscapes.

• Sample Local Wines and Flavors: Indulge in authentic wine tastings and savor traditional Tuscan cuisine.

• Visit San Gimignano: Explore one of Tuscany's most beautiful medieval towns, filled with charm, history, and stunning architecture.

• Flexible Itinerary: Relax by the pool or customize your stay with optional activities like cooking classes, horseback riding, or a rejuvenating SPA experience.

3* Hotel in San Gimignano in the heart of the Tuscan Countryside.

Room Type:
Double Room for 2 people complete with an en-suite bathroom—ideal for couples or friends seeking extra comfort. Single Rooms available on request

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Chech in info: Check-in usually starts at 2:00 pm, but if you arrive earlier, you’re welcome to leave your bags at reception and start exploring right away.

Optional Upgrade: Optional Upgrade: Upgrade to a welcoming agriturismo, ideal for travelers with their own car, nestled among vineyards and olive groves.

San Gimignano can be easily reached by bus or train from Florence. Take the train or bus to Poggibonsi central station (1 h ) and from there take the local bus to San Gimignano ( 20 m ). If you have your own car,  you’ll find convenient parking available just outside the historic center.

The tour is ideal for:

• couples, friends and wine lovers looking for a relaxing Tuscan getaway filled with authentic wineries, breathtaking scenery and unforgettable local flavours.

Spend 3 unforgettable days in Tuscany, surrounded by rolling hills and postcard-perfect landscapes. Discover the iconic hilltop town of San Gimignano, set in the heart of the Chianti region, famous for its medieval tower skyline, charming cobblestone streets, and breathtaking countryside views.

You’ll stay within the historic center, giving you the freedom to explore during the day and soak in the quiet, magical atmosphere of San Gimignano once the day-trippers have gone.

 Want more of a countryside vibe?
Upgrade to a welcoming agriturismo, ideal for travelers with their own car, nestled among vineyards and olive groves. Enjoy fresh air, authentic local cuisine, and rustic elegance—your perfect Tuscan stay, scenic, peaceful, and effortlessly accessible.”

Depart in the morning by shared minivan in a small group and travel through the rolling Chianti hills, passing vineyards, cypress-lined roads, and medieval villages. With your local guide, visit three different wineries—from a family-owned estate to a small producer and a boutique winery—each offering a unique take on Tuscan winemaking.

At each stop, enjoy tastings of local Tuscan wines including Chianti Classico, Vernaccia, Super Tuscans and more.... and learn about the traditions and techniques behind them, with time to explore the vineyards or cellars depending on the winery.

Spend the afternoon of the day at leisure: enjoy dinner at a local trattoria, stroll through San Gimignano, or take a short bus ride to Siena for an evening visit.

Spend your morning relaxing by the pool or choose from optional activities to enhance your stay. Learn to cook authentic Tuscan dishes, ride through vineyards on horseback, or rejuvenate at a luxurious SPA. Check out feeling refreshed and inspired by your Tuscan adventure.

Looking for more? Continue your Italian adventure with our Amalfi Coast Escape.