Tuscan Highlights & Wine - 3 Days



Who is this trip for
Age range
15 - 99Start / End
- Siena
- Siena
Physical rating
Group size
1 - 8Meals included
2Highlights
- Scenic drives through Chianti vineyards
- Expert-led wine tastings, including Chianti Classico and Brunello
- Tasting of balsamic vinegar and truffle olive oil
- Visit to medieval San Gimignano and world-champion gelato
Talk to a travel expert
Our experts are ready to perfect your trip with personalised advice on itineraries, transfers, and local tips.
Email UsCall Us: 0208 004 8886
Free Brochure
Uncover insider tips, see a packing list and view a detailed itinerary and accommodation information.
Summary
SEMI INDEPENDENT TOUR (FOR AGES 39+): Immerse yourself in the beauty of Chianti with scenic drives through rolling vineyards, expert-led wine tastings, and visits to renowned wineries. Learn about traditional winemaking, sample world-class wines, and explore the medieval charm of San Gimignano, all while enjoying the rich flavours and culture of Tuscany.
Itinerary
Day 1
Welcome to Tuscany!
Arrive at your accommodation in the heart of Tuscany. The exact hotel varies by tour and will be communicated to you before departure - but wherever you stay, you'll be surrounded by rolling green hills and within easy reach of San Gimignano, Siena, Volterra, and Certaldo.
Check in and enjoy a leisure day - relax by the hotel pool before preparing for dinner. The on-site restaurant serves delicious dishes crafted from traditional regional recipes.
We suggest arriving in the morning on Day 1 to make the most of your time exploring the area. Check-in typically begins at 2:00 PM, but you are welcome to leave your luggage at reception if you arrive earlier.
Day 2
Wine, Scenery & Medieval Charm
Today join our shared group wine tour - an opportunity to connect with fellow Tuscany enthusiasts while sampling exceptional wines and regional specialties. Travel along scenic, quiet roads through Chianti’s rolling hills, where our tour leader will share fascinating insights about the area.
Our first stop is a renowned vineyard, where we’ll meet the winemakers and taste four distinct wines, including Chianti Classico, Brunello di Montalcino, and Super Tuscan. We can also sample a 30-year-old balsamic vinegar and exquisite truffle-infused extra virgin olive oil. A passionate producer will guide usu in refining your palate and recognising unique flavours - learning and enjoyment guaranteed!
Next, visit another esteemed winery for a fresh perspective on winemaking and a deeper appreciation of the craft.
To end the day, explore the medieval town of San Gimignano at leisure, admiring its iconic tower-filled skyline while indulging in gelato from a world-champion gelateria - a perfect finale.
Day 3
Farewell
Wake up feeling refreshed in Chianti, ready for another memorable day. Check out in the morning, but don’t worry - the experience doesn’t have to end! We can arrange additional activities to make your weekend feel endless (must be booked in advance, please contact us no less than 1 week prior to your arrival).
Choose from a variety of experiences, including a hands-on cooking class at a Tuscan farm, a scenic 1.5-hour horseback ride through the vineyards, or a relaxing morning at the spa. Unwind in heated indoor and outdoor pools (34°C), a sauna, Turkish bath, Tuscan aromarium, cold mist, summer storm showers, and an herbal tea relaxation corner - perfect for recharging before returning to daily life.
Our tour comes to an end after check out and completion of any optional activities. There is on accommodation included tonight and you are free to make your way to your next destination or the airport.
What's Included
Meals
Breakfasts: 2, Lunches: 0, Dinners: 0
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
Self GuidedWifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Sep 25
from £285Oct 25
from £285Nov 25
from £285
- Save 20%Fri 5 Sep 2025 > Sun 7 Sep 20254 spaces of 8 left£505£405
- Save 20%Fri 12 Sep 2025 > Sun 14 Sep 20254 spaces of 8 left£505£405
- Save 20%Fri 19 Sep 2025 > Sun 21 Sep 20254 spaces of 8 left£355Best offer£285
- Save 20%Fri 26 Sep 2025 > Sun 28 Sep 20254 spaces of 8 left£355Best offer£285
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
Still have questions?
Can't find the answer you're looking for? Please chat to our friendly team.
Why book with us
Help Change The World
We collaborate with local businesses and communities.
Best Price Guaranteed
We won't be beaten on price. If you find this adventure at a lower price please get in touch!
You're In Good Hands
We work with trusted tour operators around the world.
You're spoilt for choice
We have the best choice of adventures on the market.