9-Nights Tuscan & Umbrian Countryside from $3,799

Collette

OFFER ID 1612418

Tuscan & Umbrian Countryside
On a journey through the less-traveled country roads of Umbria and Tuscany, discover another side to the Italy you love. Explore the Umbrian hill town of Spoleto, where the gilded façade of the cathedral rivals with the silvery sheen of the olive trees, and stroll Assisi’s old city. Hunt for truffles in Umbria. In Siena, stand inside one of Tuscany’s most ancient piazzas. Visit Florence, the "Cradle of the Renaissance." Admire the famous towers of San Gimignano. Delight in regional specialties and Italian wine with every dinner. Feel like a local as you discover the marvels of wine, cuisine, culture, and history.

9 nights from $3,799 per person

Itinerary

Tuscan & Umbrian Countryside

Day 1 Overnight Flight
Hotel: Kolbe Hotel
On a journey through Italy’s roads less traveled, discover its endless treasures from Rome to Umbria to Tuscany, and the marvels of wine, cuisine, culture, and history in between.

Day 2 Rome, Italy
Hotel: Villa Santa Barbara, Montefalco
Italy’s dynamic capital city beckons. Get a taste of the local culture and start your journey at a delicious welcome dinner.(D)

Day 3 Rome - Spoleto - Umbria
Hotel: Villa Santa Barbara, Montefalco
Olive and cypress trees accent the Umbrian hill town of Spoleto. Stroll the historic streets with a local expert and see centuries of architectural history, from the ruins of the Rocca Albornoz castle to the gilded elegance of the Duomo of Santa Maria Assunta. Pause at a family-owned frantoio (olive presser), where olives are pressed every fall season.* After learning about the many varieties of trees and oil-making methods, join a tasting of the EVOO produced at the mill. Then, take in the splendors of country life in the Umbrian countryside, as you make yourself at home for the next 3 nights.(B, D)

Day 4 Umbria - Assisi - Umbria
Hotel: Villa Santa Barbara, Montefalco
Travel to Assisi, birthplace of St. Francis. Set out on a walking tour of the old city with a local guide, learning about its history as you stroll the medieval streets. Visit the famous Basilica of St. Francis. Later, a local family welcomes you to their country home for lunch as their honored guest. Share stories and make an Umbrian friend (or two).(B, L, D)

Day 5 Umbria
Hotel: Albergo Le Terme, Bagno Vignoni, Orcia Valley
In the shadow of the Apennines, experience Umbria’s epicurean side. Join a local truffle hunter in search of the elusive fungi in the company of his trained, truffle-sniffing dogs. Sample the goods yourself during a rustic, home-cooked lunch before returning to your hotel in the late afternoon.(B, L, D)

Day 6 Umbria - Orcia Valley
Hotel: Albergo Le Terme, Bagno Vignoni, Orcia Valley
Leave Umbria for the villages of Tuscany, nestled among the rolling hills and cypress trees of the Val d’Orcia region (UNESCO). Taste the flavors of the region at a local pecorino cheese farm. Snack on some of the cheesemaker’s creations and take in the views of the sparse farmhouses and open fields on your way to the unique hamlet of Bagno Vignoni, whose central piazza is filled with thermal water once used to cure pilgrims who stopped here on their way to Rome.(B, L)

Day 7 Orcia Valley
Hotel: Villa San Lucchese Hotel, Chianti Countryside
Embark on a culinary journey through the undulating landscape of the Orcia Valley. Begin your day with a visit to an artisanal pasta factory, producing the local specialty – pici – with its organically-grown wheat. Pause in Pienza (UNESCO), a Renaissance village where flowers and plants adorn the cobblestoned streets. Then explore hilltop Montalcino, namesake to one of Italy’s great red wines, the Brunello. Tour a winery’s estate and cellar before indulging in a multi-sensory tasting, pairing wine with music.(B)

Day 8 Orcia Valley - Siena - Chianti Region
Hotel: Villa San Lucchese Hotel, Chianti Countryside
Take a guided walking tour through Siena, delving into the local history as you learn about the world-renowned Palio Horse Race. Enjoy free time to explore more of this hilly town, perhaps visiting its cathedral or the town hall’s frescoes. An afternoon drive through Tuscany’s Chianti Region takes you to where your hotel is located.**(B)

Day 9 Chianti Region
Hotel: Villa San Lucchese Hotel, Chianti Countryside
Explore Florence, the “Cradle of the Renaissance,” during an extensive walking tour in the company of a local expert. View the Ponte Vecchio, the only Florentine bridge to survive WWII. Take in the Palazzo Vecchio, where, for over 300 years, the Medici Family ruled over the city. Admire the Piazza del Duomo, richly adorned by polychrome marble and gilded bronze doors. Take some time on your own*** to explore the city’s seemingly endless treasures, before returning to your Tuscan villa in the evening.(B)

Day 10 Chianti Region
Hotel:
Spend your morning in San Gimignano, whose 13th-century medieval towers stand tall over the surrounding vineyards. Nicknamed “the Manhattan of the Middle Ages,” San Gimignano’s towers soar over the landscape making its distinctive skyline stand out against the rolling hills. Taste authentic Italian gelato from an award-winning ice cream parlor while you wander the cobbled streets and gaze up at the imposing towers during time at leisure in this Tuscan gem. Return to your hotel mid-afternoon. As the sun begins to set, gather with your fellow travelers for a farewell dinner of Tuscan specialties.(B, D)

Day 11 Chianti Region - Tour Ends
Hotel:
Your journey through Tuscany and Umbria comes to a close today in your restored Tuscan villa.(B)

Featured Destinations
Pienza
Tuscany
Umbria
Rome

Vacation Details

Valid Date Ranges
05/23/2025 - 06/02/2025
from $3,799 per person


* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $3,799 per person
Length
9 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Prices are per person, based on double occupancy, and subject to availability and change without notice. Prices reflect land only accommodations, airfare is additional. Blackout dates/seasonal supplements may apply. Itinerary and map subject to change. Prices subject to availability and changes without notice. Some restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID
1612418

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Reid Travel

(561) 395-6670
(561) 395-6670