Discover the unspoiled beauty of the Tuscan countryside with a tranquil 3-day / 2-night holiday package where the rolling hills, vineyards, and romantic beauty will make an ideal wellness backdrop. Chianti wine tours, wine tastings, spa reservations, and unique optional activities are only part of this relaxing getaway. Along with our samplings of delectable local wines, we will visit the gorgeous medieval town of San Gimignano.
If you’re looking for a long tour in Italy, please explore our other Multi-Day Tour Packages in Italy.
Catch a public bus from Florence (easy and cheap!) and head to the stunning hilltop town of San Gimignano, known for its skyline of medieval towers, narrow cobbled lanes, and jaw-dropping countryside views.
You’ll stay right inside the historic center, meaning you can explore by day and enjoy the peaceful magic of the town after the crowds leave.
RECOMMENDED BY OUR TEAM: Check in time starts usually at 2:00pm but if you arrive earlier feel free to leave your bags at the reception.
✨ Want more of a countryside vibe?
Upgrade to a cozy agriturismo stay surrounded by vineyards and olive trees. Think fresh air, local food, and rustic charm—basically, the perfect Tuscan Insta moment.
10:30 am – Departure for the Wine Tour
Set off on a scenic drive through the Chianti hills, where rolling vineyards and medieval villages paint the perfect Tuscan postcard. Your guide will share local stories and insider tips as you make your way to three carefully selected wineries.
At the first estate, meet passionate winemakers and taste award-winning vintages such as Chianti Classico, Vernaccia, and bold Super Tuscans. Pair your wines with aged balsamic vinegar and truffle-infused olive oil for an unforgettable start.
The second winery offers an immersive vineyard and cellar tour. Learn the secrets of traditional winemaking while savoring distinctive labels that reflect generations of craftsmanship.
At the third stop, enjoy a boutique experience in the heart of the countryside. Compare vintages, discover innovative techniques, and relax with one last tasting that perfectly captures the spirit of Tuscany.
4:00 pm – Return to Your Accommodation
The day ends with free time to unwind. Linger over dinner in a local trattoria, stroll Siena’s historic streets, or simply enjoy the views of the Tuscan hills.
After your wine-filled morning, Jump on a direct bus to Siena (super easy), to spend the afternoon exploring a new destination.
Meals included: Breakfast – Wine tastings & snacks
A new day in Chianti has just started and you already feel relaxed, however your day can only get better.
Check out your accommodation in Chianti in the morning but don’t be sad as we are happy to organise for you some extra treatments to make this weekend a never ending holiday!
A wide selection of activities is available from a cooking course in a Tuscan farm or a 1H30 horseback ride through the vineyards or a morning at the SPA with indoor and outdoor pools heated to 34°, sauna, Turkish bath, Tuscan aromarium, cold mist and summer storm and herbal tea relax corner to recharge your batteries before getting back to your routine. Request your extra treat!
Optional activities for the day:
– 4h Cooking course
– 1h30 horseback ride
– Half day vespa rental
– Beauty Treatments at the SPA
Get in touch with our team for more details
Meals included: Breakfast
Meeting point on Day 2 : Tuscany on Wheels office , Strada di Sant’Appiano 9/I, Barberino Tavarnelle ( FI )
Optional extras:
This is a flexible holiday and if you are interested in departing on a different day please get in touch with our team!
Hotels/B&B based in private accommodation.
Room Type: Private Double / Twin Room for 2 people. Single Rooms available on request
If you wish to extend your staying, get in touch with our team
Perfect tour for couples or 2 friends looking to relax and fall in love with Tuscany. This holiday package is opened to anyone over 39.
OPTIONAL ACTIVITIES
Our Team recommends:
Trasport from Florence or Siena or Poggibonsi to your accommodation in Tuscany can be organised on request.
