Church of San Biagio in Montepulciano surrounded by Tuscan countryside

Food-Lover's Tour of Tuscany and Umbria

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

Perugia, Montepulciano, San Gimignano, Montefalco...

See all

Suggested Duration

9 Days

Along with the rich culture and abundant historical sites, this 9-day tour of central Italy is designed to showcase the gastronomic greatness of the places you visit. From Umbria to Tuscany, the beating heart of Italian olive oil and wine production will be yours to enjoy along with the many other culinary delights. By the time you depart, you will have a better understanding of Italy's love affair with food.

Customizable Itinerary

Expand All

Trip Highlights

  • Stroll through the cool shade of an authentic Italian olive orchard where farmers follow age-old techniques to harvest and produce some of the world finest oils
  • Wander the streets of Montefalco, where narrow alleys give way to brilliance plazas and the tables you pass are filled with an abundance of local ingredients
  • Enjoy a thrilling visit to a nearby winery where a jeep safari will ensure your proper introduction to the estate as well as the fine wine varieties they serve
  • Discover the Tuscan love affair with Chianti wines as you explore Montepulciano and the rocky caves where generations of wine are stored for future enjoyment
  • Immerse yourself in the rustic ambiance of a Tuscan, where Pecorino cheese is just one of the many tasty treasures awaiting your palette
  • Plunge into the vibrant atmosphere of Siena, where you survey the uncommonly shaped central plaza
  • Embark on a quest in search of the elusive white truffle with your seasoned guide, who will happily provide all the tips and tricks that help them find only the best truffles

Starting Price

$3,271 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 Vacation Review: Castiglione del Lago, Barolo, Siena,...
"Overall, the trip was a great success."

Reviewed By Stacey A.

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

Reviewed By Voyle H.

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.

Your Dream Vacation

in 3 simple steps

  1. 1

    Describe your dream trip

  2. 2

    Get matched with top travel specialists

  3. 3

    Book the trip

Free service - no credit card required