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Ladies Italian Walking & Wine Tour

Discover picturesque towns and delicious wines in Tuscany!
With its Renaissance cities, mediaeval villages and cypress-lined avenues snaking through vineyards, southern Tuscany is the perfect place for a relaxing guided walking holiday. Based at the tranquil Villa Casalta, on our tour we visit beautiful San Gimignano, the market town of Greve in Chianti, the UNESCO World Heritage Site of Siena and the magnificent city of Florence. During the week we sample several varieties of the world-renowned local Chianti and have the opportunity to learn more about Italian wine at the Wine School of Siena.

Highlights
  • Walk the classic rolling hills of Tuscany
  • Stay in a converted farmhouse
  • Enjoy the fabulous Chianti wines

Tour starts at $1569/person.*
Select from three date ranges:
September 5-12, 2020, or October 10-17, 2020 or October 17-24, 2020.

​
​September dates are an additional $200 per person. 

*Price does not include airfare or insurance and is subject to change based on availability. Terms and conditions apply.

DAY 1 Start Castellina in Chianti
DAY 2 Visit mediaeval market town of Greve in Chianti and the hilltop village of Montefioralle; afternoon wine tasting in Castellina
DAY 3 Walk to Radda in Chianti, the heart of the Chianti area
DAY 4 Travel to Siena and explore the stunning historic centre; learn about Tuscan and Italian wines at the Wine School
DAY 5 Free day to visit other Chianti villages or relax by the pool
DAY 6 Discover the magnificent city of Florence, considered the birthplace of the Renaissance
DAY 7 Walk to picturesque San Gimignano with free time to explore Palazzo Comunale, Pinacoteca and Torre Grossa
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DAY 8 End Castellina in Chianti

​Key information
  • 7 nights renovated farmhouse with panoramic pool
  • 5 days gentle walking and sightseeing
  • Low altitude throughout
  • Centre-based holiday
  • Countries visited: Italy
What's included
  • All breakfasts, 5 dinners, 3 wine tastings
  • All accommodation 
  • All transport and listed activities
  • Tour leader throughout
​What's not included
  • Travel insurance
  • Single accommodation (available on request)
  • Visas or vaccinations
  • Local taxes (approx. EUR 14 per person, see Trip Notes)

    Please complete the following if you would like to receive more information or book this trip!

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My husband and I went on our first trip out of the US this year thanks to the hard work by an amazing travel agent. She was able to find us a beautiful vacation spot within our budget and helped us through the entire process of booking the vacation and answering all of our questions about obtaining passports.  She gave us a step by step brochure to take with us which had all information needed for the trip, and booking all of our excursions while in Cabo. I highly recommend Tasha at Pack and Play Travel. Every vacation we go on will be through her agency!!!

Contact Us

Office 605-354-3924
Office Cell 605-354-5273 (voice & text)
Tasha 605-354-5273
Jeannie 605-354-4313

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  • Home
  • Welcome Aboard!
  • Our Agents
  • Custom Adventures
    • Group Cruises >
      • Alaska June 2023
      • Alaska July 2023
  • BOOK Excursions now!
  • KNOW BEFORE YOU GO
  • Travel Insurance
  • Design Fees
  • News
  • Tasha's Travel Shop