Private tour

Florence: Private Chanti Hills Trek with Wine Tasting

Activity provider: Tuscany 4 Explore

Florence: Private Chanti Hills Trek with Wine Tasting

Activity provider: Tuscany 4 Explore

From US$ 127.15 per person

Enjoy a 6.5-hour tour immersed in the beauty of Tuscan hills. Trek through vineyards with a guide. Visit a medieval castle to taste Chianti wine.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Reserve now & pay later
Keep your travel plans flexible—book your spot and pay nothing today.
Covid-19 precautions
Special health and safety measures apply. Learn more
Duration 6.5 hours
Check availability to see starting times.
Live tour guide
English, Italian
Private group


  • Soak in amazing views of the Tuscan vineyard landscapes
  • Be accompanied by an expert guide on a trek through Montespertoli
  • Visit a historical castle for a wine tasting experience
Full description
Explore breathtaking landscapes of the Chianti region. Trek through vineyards, olive trees, and a little forest with a professional naturalist guide. Start the tour in Florence, where a private transfer will drive you to Montespertoli. Enjoy the countryside atmosphere of this quaint village in the middle of Chianti region. Your guide will lead you up and down the hills. The trekking trail will give you the chance to view the typical Tuscan landscape. Halfway on the trek, stop to visit a historical castle. Give your feet a break and taste its wine production. After the wine tasting session, continue your hike through a small forest. Take in views of a patchwork of fields and staked grapevines from this hilltop Tuscan town. At the end of the tour, your driver will take you back to Florence.
  • Round-trip private transportation from Florence city center
  • Professional guide
  • Trekking experience in Tuscany
  • Wine tasting
  • Hotel pickup and drop-off
Not suitable for
  • Pregnant women
  • People with mobility impairments
Covid-19 precautions

You must book this activity online because the ticket office is closed

Safety measures in place
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask

Select participants and date



Meeting point

The meeting point is right in front of the entrance of the National Library. Arrive 15 minutes before the activity starts.

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Important information

What to bring

  • Comfortable shoes
  • Sun hat
  • Hiking shoes
  • Sunscreen
  • Water

Not allowed

  • Sandals or flip flops

Know before you go

  • This tour will take place rain or shine.
  • This tour includes a medium-level trekking.

Product ID: 394539