from
$156
From Siena: Tuscany Day Trip with Wine Tasting & Snacks
Sip legendary wines at 2 vineyards and enjoy free time in Pienza and Montepulciano
10 h
Max 50 Guests
What's included
Unwind into Italy’s wine heart
Expert English-speaking tour leader
Round-trip transport from Siena
Nobile di Montepulciano wine tasting
Olive oil sampling
Free time in Pienza and Montepulciano
Lunch at the Montepulciano winery
Guide tips
Lunch
Itinerary
Meet at Siena Train Station for your Tuscan adventure
You'll meet your guide at Stazione di Siena and board a comfortable, air-conditioned coach or minivan. Settle in as you head toward the rolling Chianti hills, where centuries-old vineyards stretch across sun-drenched slopes.
Taste Chianti wines at a family-run winery
Your first stop brings you to a traditional Chianti winery. You'll sample three distinct wines while learning about local winemaking techniques. Pair your tasting with home-produced olive oil and fresh Tuscan bread as your guide shares stories.
Explore Pienza's Renaissance streets and panoramic views
Next, you'll arrive in Pienza, a hilltop town where Renaissance architecture frames sweeping Val d'Orcia landscapes. Wander narrow lanes at your own pace and soak in views that have inspired artists for centuries.
Discover Montepulciano's medieval charm and wine culture
Continue to Montepulciano, where grand palaces and historic churches line steep cobblestone streets. You'll have free time to explore this wine-famous town, admire breathtaking valley views, and perhaps sample a glass of the celebrated Nobile di Montepulciano with lunch.
Savor Nobile di Montepulciano at a second winery
Your second winery visit focuses on the renowned Nobile di Montepulciano. Taste this elegant red wine paired with traditional Tuscan snacks. Your guide explains the differences between the wines you've sampled and the region's unique terroir.
Return to Siena with Tuscan memories
Board your coach for the scenic drive back to Siena. Relax as the countryside rolls past and the sun sets over the hills. You'll arrive back at Siena Train Station with photos, stories, and a deeper appreciation for Tuscany's wine heritage.
For Reference Only. Itineraries are subject to change
Select participants and date
Start times are in the product’s local time
Free cancellation up to 24 hours in advance!
Mon, 07 Sep 2026
Meeting and drop-off point
Important Details
Discover what to expect, what's included, and everything you need to know before booking.
Good to know:
Lunch: Please note that lunch is included on this tour in a Montepulciano winery, along with two wine tasting. You'll also have free time in Pienza to purchase snacks at your own pace at one of the local restaurants or cafes.
Accessibility: Unfortunately, this tour is not wheelchair accessible. The tour involves moderate walking on cobblestone streets and uneven terrain in the hilltop towns of Pienza and Montepulciano. If you have concerns about your mobility, please contact us in advance to discuss your needs.
Minimum Group Requirement: The tour requires a minimum of two participants to operate. If the minimum is not met, the tour may be cancelled or rescheduled, and you will be notified as soon as possible.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can depart on time.
Your 10-hour tour includes:
Expert English tour leader
Round-trip transportation by air-conditioned bus or minivan
Wine tasting at a Montalcino winery
Wine tasting at a Nobile di Montepulciano winery
Traditional Tuscan snacks and olive oil at both wineries
Free time to explore Pienza and Montepulciano
Maximum group size of 60
What to bring:
Comfortable walking shoes
Water bottle
Camera
Money for snacks