Simply Tuscany 3-Day Tour


Simply Tuscany 3-Day Tour

  • 3 Days
  • 2 People
  • All year round

Spend a weekend in Tuscany, Italy's tranquil wine region

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.

If you’re looking for a long tour in Italy, please explore our other Multi-Day Tour Packages in Italy

Price Includes

  • 2 night accommodation in Chianti
  • Breakfasts
  • Half day Tuscany wine tour to 2 local wineries with wine and olive oil tastings
  • Visit to the Medieval town of San Gimignano
  • Optional activities at discounted price to do on your free time


  • Spend 2 nights in the heart of the Tuscan countryside
  • Discover one of Italy's most scenic regions without having to rush on a 3-day holiday
  • Take your time to focus on the experience and let us drive you around
  • Admire the beautiful landscape of the rolling Chianti Hills
  • ​​​​​​​Flexible Holiday available all year round

Simply Tuscany Tour Itinerary

Day 1Welcome to Tuscany

Reach your accommodation we have carefully selected for you located in the heart of Chianti region. Our team collaborates with a few choosen partner Hotel/Tuscan Cottage with authentic hospitality sourrounded by splendid green hills and located on a short distance from incredible destinations like San Gimignano, Siena, Volterra & Certaldo.

Check in and spend the day in complete freedom to relax by the pool of the Hotel before getting ready for dinner. The accommodation is provided with a delicious restaurant where dishes folliwnf the ancient regional recipes are carefuly prepared by the chefs.

RECOMMENDED BY OUR TEAM: We recommend you to arrive on day 1 in the morning to have a full day to explore the area. Check in time starts usually at 2:00pm but if you arrive earlier feel free to leave your bags at the reception.

Day 2Tuscany & Chianti Region - San Gimignano - Wine Tasting

After a rich breakfast, get ready for today’s tour which will give you the opportunity to sample some great wines and the area’s famous delights. We will drive on quiet and scenic roads through the rolling hills of the Chianti region where you will fall in love with the incredible landscape and the interesting stories & facts your tour leader will happily share with you.

At the first stop we will introduce you to the winemakers and give you a chance to taste their products at one of the area’s most esteemed vineyards. You will taste 4 different type of wines including the famous Chianti Classico, Brunello of Montalcino, Super Tuscan wines, a 30 year-old balsamic vinegar and the delicious truffle extra virgin olive oil. Here you will learn how to recognize the different flavours and develop your taste buds with a passionate wine producer. New skills and fun are guaranteed!
Follow your tour leader who will drive you to the second wine makers. Same fun but different products and experience! This local reality will let you understand the incredible work behind the wine production and let you fall in love even more with this region!

Last but not least, visit the famous Medieval town of San Gimignano to check out the tower filled skyline while eating the ice cream from a world-champion gelateria, the best way to end our day together.

Meals included: Breakfast – Wine tastings & snacks

Day 3Free morning to relax by the pool and Check Out

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

The accommodation provided.


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

Additional Info

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.

Our Team recommends:

  • Cooking class in a Tuscan farm
  • Horseback ride
  • Half day Vespa rental/tour
  • Half day Tuk Tuk tour
  • SPA & Body Treatments

Trasport from Florence or Siena or Poggibonsi to your accommodation in Tuscany can be organised on request.



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