Spectacular panoramic views, amazing wines, great meals and beautiful piazzas are one way to describe the Tuscany and Chianti regions. However, if you are a fan of the equestrian art, you now get a chance to treat yourself to the exclusive horse riding experience in Tuscany.

Four full days of riding in Florence is what this tour is all about. However, you certainly won’t miss the charm of Siena and San Gimignano and the never-ending vineyards that produce some of the finest wines in Italy. Fortunately, tasting them along with the season specialties is on the list in this tour, along with exclusive hotels, walks to the main squares and historic tours in every single town.


Day 01: Florence Arrival | Welcome to Italy! Upon arrival at Florence airport please proceed to collect your luggage inside the customs area. Just outside this area meet your driver who will transfer you to your Hotel in the Arezzo countryside. Settle in and enjoy a chat and a glass of Chianti Classico wine with the other guests. Dinner and overnight at the Hotel.

Day 02: Riding Day | After breakfast enjoy a relaxing morning at the hotel. Spend some time in the beautiful gardens. After lunch at the hotel, ride through vineyards, olive-groves and woodland, passing near an 11th century tower and a 14th century church. Late afternoon return to the hotel. Over coffee or tea enjoy an informal talk about Tuscan landscapes and farmhouses. For dinner, freshly made, truly Italian pizzas followed by dessert. Dinner and overnight at the Hotel.

Day 03: Day at Leisure | Today spend the day at leisure. Dinner and overnight at the Hotel.

Day 04: Riding Day |After breakfast a morning ride in the wooded hills scattered with picturesque hamlets and traditional farmhouses. Return to your hotel for lunch. In the afternoon meet your driver at lobby to transfer you to the ancient city of Arezzo and enjoy a private guided tour. Admire the unusual and fascinating frescoes of Piero della Francesca and walk to the main square made famous by the film “Life is Beautiful”. Late afternoon return to your hotel for dinner and overnight.

Day 05: Riding Day | Breakfast at the Hotel. Day ride and picnic in the Chianti hills south of the center (about four and a half hours in the saddle). During the ride you will pass the medieval village of San Leolino, a lake and the castles of Cennina and Lupinari. Late afternoon return to your hotel for dinner and overnight.

Day 06: San Gimignano – Siena | After Breakfast a the Hotel meet your driver at the Hotel Lobby. Today on route to your Siena for a Private Guided Tour visit San Gimignano, a splendid example of medieval town declared a World Heritage Site by Unesco. San Gimignano, a charming Tuscan hill-top town, famous all over the world for the skyline of its medieval tower, rich in history, ancient traditions, delightful wine and food. Lunch in a characteristic Tuscan restaurant. In the afternoon reach Siena, where you will meet your personal Guide. Siena’s heart is Il Campo or Campo’s square, where the famous horse race Il Palio, that takes place two times each summer. The town offer magnificent masterpieces and incredible views. Siena is the embodiment of a medieval city. Late afternoon return to your hotel. Dinner and overnight at the Hotel.

Day 07: Riding Day | Breakfast at the Hotel. A final day ride to the top of the Chianti hills (nearly 2,500 feet above sea level). Enjoy a barbecue on the ridge at a boar-hunters’ hut and ride back to the Hotel via the village and castle of Montegonzi. Only a few regions in Italy can offer such a beautiful and rich panorama as the Chianti wine region. This is the classic Tuscan countryside – Green hills with miles after miles of vineyards producing some of Italy’s best marketed wines, olive groves, gentle rolling hills, ancient walled villages and panoramic roads like you have never seen before. Chianti Classico spreads from Florence to Siena and includes the small municipalities of Castellina, Greve, Panzano, Radda and Gaiole In Chianti. The splendid Romanesque churches, farmhouses, villas and castles dotting the landscape complement the region’s enchanting natural beauty. Dinner and overnight at the Hotel.

Day 08: Florence Departure | After breakfast at the Hotel enjoy a Private Transfer to Florence Airport.

  • 7 Nights in the Chianti Countryside
  • Assistance and Porterage at Airports, Train Stations and Hotels
  • Private Transportation by Mercedes E or V Class with English Speaking Driver
  • Private Guided Tours with Professional Local Guides | Door to Door Service
  • Entrances to Museums, Galleries, Archeological Parks and other Venues
  • Breakfast at Hotels, All Food & Wine Tours/Enogastronomic and Most Lunches.
  • 24/7 Assistance and Support from our Ground Operational Office in Italy

Private Package Tours Rates

  • Gold: in 4* Boutique Hotels: Starting at 1,000 Euro per person/per day
  • Diamond: in 5* Luxury Hotels: Starting at 1,500 Euro per person/per day.

For Private Small Groups of 4, 6 and 8 + price per person will be lower.

For Custom Made Tours we work with any reasonable Budget