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Tuscany tour: Florence and countryside
Claim your place on this Tuscany tour and transform your travel into a tailor-made Italian story. Savor private tastings, unlock hidden ateliers with local hosts, and let our expert planners craft every moment to reflect your tastes.
Act now to design a personalized Italy trip, secure exclusive access, and turn genuine Florentine charm and Tuscan countryside rhythms into lasting memories. Contact us to start your bespoke experience and travel the Italy you have always imagined.
Tuscany tour highlights
- Florence Renaissance immersion: Explore Florence's masterpieces with a private guide, skip-the-line access, and tailor-made art tours.
- Tuscan countryside drive: Drive through rolling vineyards in a customized itinerary, stopping at family-run estates.
- Hands-on cooking experience: Join a local chef for a private class, crafting regional dishes from market to table.
- Medieval hilltop villages: Wander secluded lanes and meet artisans in hand-picked villages.
- Private wine and olive oil tastings: Savor rare vintages and estate-pressed oils in intimate settings.
| Day | Location | Activity | Overnight |
|---|---|---|---|
| 1 | Florence | • Arrival in Florence • Guided walk of Florence’s iconic landmarks • Authentic aperitivo with local wine in a cozy bar | Florence |
| 2 | Florence | • Free day in Florence | Florence |
| 3 | Chianti / Florence | • Group tour through the Chianti countryside • Winery visits with wine, olive oil and balsamic tastings • Return to Florence | Florence |
| 4 | Siena / Cortona / Montepulciano / Chianti | • Full-day tour of Siena, Cortona and Montepulciano • Relaxed evening at your Chianti accommodation | Chianti |
| 5 | Florence | • Afternoon hands-on Tuscan cooking class with tasting and wine • Return to Florence for a relaxed evening | Florence |
Day01
Arrival in Florence
Arrive in Florence and settle into your accommodation. Join a guided walk to discover the Duomo, Ponte Vecchio, and Piazza della Signoria while uncovering hidden artisan workshops and the stories behind Renaissance masterpieces.
Toast the start of your Italy travel with an authentic aperitivo in a cozy bar, sipping local wine and sampling nibbles.
Day02
Free day in Florence
Exploring Florence at your own pace. Marvel at masterpieces in the Uffizi Gallery and the Accademia Gallery, home to Michelangelo’s David. Climb Giotto’s Bell Tower or head to Piazzale Michelangelo for sweeping city views.
Wander the Ponte Vecchio, shop in artisan workshops, and dine in local trattorias for authentic flavors. Tailor-made optional activities, including the option to join a curated Florence tour, are available to create a personalized experience, from guided museum visits to countryside wine tastings.
Day03
Group tour through the Chianti countryside
Join a small shared group tour through the Chianti countryside from 10:30 AM to 3:00 PM. Visit two acclaimed wineries, meet passionate winemakers, and taste Chianti Classico.
Enjoy tastings of truffle-infused olive oil and aged balsamic vinegar, plus insider stories that turn this Italy itinerary into an authentic, tailor-made experience.
Tips from Fabio
Italy
Travel Expert
Ask if they produce Vin Santo and try it with cantucci. It’s a Chianti classic, and locals never finish a meal without it.
Day04
Siena, Cortona and Montepulciano tour
Today you’ll explore some of Tuscany’s most iconic hill towns. Start in Siena, where you’ll wander through the fan-shaped Piazza del Campo and take in the Gothic grandeur of the cathedral.
Then head to Cortona, with its narrow lanes and sweeping views that stole the show in Under the Tuscan Sun. In Montepulciano, sip Vino Nobile as you explore medieval streets and tucked-away piazzas. Finish your day back in your Chianti base, with a glass of wine in hand, of course.
Day05
Tuscan cooking class and return to Florence
Take a hands-on Tuscan cooking class led by a local chef, crafted for travelers seeking authentic, tailor-made experiences. Learn classic recipes using fresh regional ingredients, pick up local techniques and food stories, and savor your creations with a glass of Tuscan wine. This kinds of flavors often highlighted in Tuscany food and wine tours, while still unique to your own experience.
Return to Florence by 5:00 PM, carrying memories of Tuscany’s rich flavors, rolling landscapes, and warm culture.
