Rolling hills in the Tuscan countryside

One Week in the Tuscan Countryside Tour

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited


Places Visited

Rome, Tuscany, Montepulciano, Pienza...

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Suggested Duration

7 Days

Italy’s countryside is teeming with hilltop towns that are speckled across the breathtaking region of Tuscany, which you will explore on this handcrafted 7-day tour. Under the Tuscan Sun, you will appreciate the endless beauty of the emerald hills that roll from Montepulciano in addition to admiring the ancient architecture of the cultural heritage sites in San Gimignano. From town to town, you can find beauty in every charming destination against the beautiful countryside backdrop.

Customizable Itinerary

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Trip Highlights

  • Peruse the spirited city of Rome, visit Italian boutique stores, discover delicious dishes, and tour iconic landmarked locations within Dolce Vita
  • Unravel the history of Ancient Rome that is etched in the astonishing architecture of The Colosseum, Roman Forum, and Palatine Hill
  • Tuck into mouth-watering cheeses produced at a local dairy farm in Pienza
  • Cherish the history and beauty of the architectural details that surround the culturally significant Il Campo piazza in Siena
  • Lap up world-class wines and saffron-infused dishes at San Gimignano’s beloved Fattoria
  • Escape to a sought-after wine estate stationed on the staggering Chianti hill in Castello for an elite tasting experience in Tuscany
  • Take some time to enjoy a few moments in the bustling and characterful city of Fiumicino in addition to tucking into authentic Italian cuisine

Starting Price

$2,501 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of this Travel Agency

4.9 stars based on 59 reviews.

Italy Trip Review: Rome, Florence, Pisa, Venice, Milan,...
"Zicasso's travel agents put together a symphony of delights...

Reviewed By Regina B.

Italy Tour Review: Amalfi Coast, Ischia, Winery, 10-Night...
"We had a really great trip to the Amalfi coast planned...

Reviewed By Tom V.

Italy Anniversary Trip Review: One-Week Tour
"The original plan was detailed and step by step daily plan...

Reviewed By Voyle H.

Italy Vacation Review: Castiglione del Lago, Barolo, Siena,...
"Overall, the trip was a great success."

Reviewed By Stacey A.

Travel Review: 7- Day Italy Vacation, Rome, Florence, Local...
"Travel company did a great job creating an itinerary that...

Reviewed By Chris Y.

Travel Review: Italy Vacation, 3- Week Trip, Venice and...
"They did an amazing job. The guides are great, very knowledgeable...

Reviewed By Mark A.

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