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A taste of Tuscany trip
Let this Tuscany tour welcome you to sunlit vineyards, timeless hill towns, and family-run kitchens where every detail is tuned to your tastes.
Designed for travelers craving authentic, tailor-made experiences, this intimate Italy trip invites you to slow down, savor seasonal flavors, and connect with local hosts. Reserve your dates today, and we will craft the private moments that become lasting memories.
A taste of Tuscany trip highlights
- Private Chianti wine tastings: Sip world-class Chianti during private tastings at family-run vineyards.
- Hands-on Tuscan cooking: Learn authentic recipes in a tailor-made cooking class with local chefs.
- Scenic countryside drives: Explore rolling hills and medieval villages on curated drives.
- Boutique farmhouse stays: Stay in handpicked agriturismos and boutique villas.
- Local market and artisan tours: Shop lively markets with a local guide, and discover artisans.
| Day | Location | Activity | Overnight |
|---|---|---|---|
| 1 | San Gimignano | • Arrival in San Gimignano • Pool relaxation • Tuscan dinner • Evening walk through San Gimignano with gelato | San Gimignano |
| 2 | Chianti | • Chianti countryside tour • Winery visits with olive oil and balsamic tastings • Additional winery visits featuring Chianti, Super Tuscans and truffle oil | San Gimignano |
| 3 | San Gimignano | • Slow morning by the pool • Cooking class • Horseback ride through vineyards • Restorative spa treatment • Departure | — |
Day01
Welcome to San Gimignano
Arrive at your charming accommodation in the heart of the Chianti region, surrounded by rolling green hills. Unwind by the pool and enjoy a warm welcome and a Tuscan dinner prepared with local ingredients at the hotel's restaurant.
This first night introduces the Tuscany trip and the relaxed rhythm of your Italy travel. Later, walk into San Gimignano to explore medieval towers, artisan shops, and panoramic views, then savor a gelato as twilight falls. Hosts provide personalized suggestions to make the experience authentically yours.
Tips from Alessandro
Italy
Travel Expert
Skip the gelato in the main square and walk to Gelateria Dondoli, yes, it’s famous, but locals still go for a reason. Try the saffron and pine nut flavor for something truly Tuscan.
Day02
Wine tour in Tuscany
Join a small group tour through the Chianti countryside from 10:30 AM until 3:00 PM, a perfect introduction to Italy wine tours. Visit two esteemed wineries, meet passionate winemakers, and savor premium wines, including Chianti Classico and Super Tuscan Wines.
Enjoy guided tastings of truffle-infused olive oil and aged balsamic vinegar, insider stories, and personalized recommendations that turn an Italy itinerary into an authentic, tailor-crafted experience.
Day03
Tuscany farewell
Spend a slow morning by the pool or choose hands-on experiences to deepen your connection to Tuscany. Join a cooking class to master authentic Tuscan dishes, ride through sunlit vineyards on horseback, or enjoy a restorative SPA treatment as part of a Tuscany wine and food tour.
Tailor these moments to your pace and leave refreshed, inspired, and ready to take the flavors and scenes of your Tuscany trip home.
