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Italy: Tuscany and Umbria Vineyard Walks
Spend time in the Tuscan countryside in landscapes dotted with farmhouses and castles all while experiencing Italy in perfect harmony with the land. Hike the same paths spiritual pilgrims once walked long ago, and connect with the local beauty. Italy has long been known for its atmospheric cuisine, on this trip you’ll get a taste of Tuscany and its own unique identity and thousand-year-old history.
Is this tour for me?
Travel Style: The Geluxe Collection
With perfectly paced itineraries, one-of-a-kind accommodations, and comfort at their very core, these premium active trips are adventure at its finest.
Service Level: Upgraded
Quality accommodations and more inclusions than on other G Adventures tours, like meals, private transport, and activities.
Physical Grading: 3 - Average
Some tours may include light hiking, biking, rafting, or kayaking in addition to walking.
Merchandising: New Trips
Trip Type: Small Group
Group trips average 12 travellers per departure, depending on the adventure. The maximum is usually no more than 16, but some can be smaller or bigger, depending on the trip. Check individual trips for details.
Age requirements: 18+
Check Your Visa Requirements
Before booking, use our handy entry requirements tool so you know which documents you need to enter and travel through the countries on your trip.
Italy: Tuscany and Umbria Vineyard Walks - Itinerary
DAY 1
Tuscany: San Gimignano, and Walk Strove to Colle Val d'Elsa
With golden light stretching across the rolling green hills, the Tuscan countryside is calling. The pace here is slower, coinciding with the wine produced in the region which is meant to be savoured rather than gulped. Your first day sees you begin the trek in the historic village of Abbadia a Isola, following the Via Francigena through the rolling Tuscan countryside. Walk past ancient stone farmhouses, cypress-lined paths, and picturesque landscapes as you make your way toward Colle Val d'Elsa. Welcome to Tuscany, and to Italy we invite you inner serenity in the countryside. After an informative morning welcome briefing with your CEO you will travel to San Gimignano for a visit before today's trek. Discover one of the most well preserved Italian medieval sites by marvelling at both the Gothic and Romanesque architecture of the historical centre, and by sampling some of the regional delights at lunch in town. Your trek begins after lunch, heading to the final destination of Colle Val d'Elsa.
Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.
Private Vehicle:
Settle in and scan the scenery from the convenience of a private vehicle.
San Gimignano Guided Tour:
Today enjoy the walled town of San Gimignano on a guided visit. Feel yourself be lured by the palpable sense of history and medieval streetscapes in this enchanting rural setting.
Private Vehicle:
Settle in and scan the scenery from the convenience of a private vehicle.
Walk Abbadia a Isola to Colle Val d'Elsa:
Begin in the medieval village of Abbadia a Isola and follow the historic Via Francigena. Walk through peaceful countryside, past vineyards and olive groves, and take in the beauty of rural Tuscany on your way to Colle Val d'Elsa.
Length - 3h
Duration - 8km
Elevation - 300 meters
Hotel Palazzo Pacini:
Hotel Palazzo Pacini
Italy: Tuscany and Umbria Vineyard Walks - Itinerary
DAY 1
Tuscany: San Gimignano, and Walk Strove to Colle Val d'Elsa
With golden light stretching across the rolling green hills, the Tuscan countryside is calling. The pace here is slower, coinciding with the wine produced in the region which is meant to be savoured rather than gulped. Your first day sees you begin the trek in the historic village of Abbadia a Isola, following the Via Francigena through the rolling Tuscan countryside. Walk past ancient stone farmhouses, cypress-lined paths, and picturesque landscapes as you make your way toward Colle Val d'Elsa. Welcome to Tuscany, and to Italy we invite you inner serenity in the countryside. After an informative morning welcome briefing with your CEO you will travel to San Gimignano for a visit before today's trek. Discover one of the most well preserved Italian medieval sites by marvelling at both the Gothic and Romanesque architecture of the historical centre, and by sampling some of the regional delights at lunch in town. Your trek begins after lunch, heading to the final destination of Colle Val d'Elsa.
Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.
Private Vehicle:
Settle in and scan the scenery from the convenience of a private vehicle.
San Gimignano Guided Tour:
Today enjoy the walled town of San Gimignano on a guided visit. Feel yourself be lured by the palpable sense of history and medieval streetscapes in this enchanting rural setting.
Private Vehicle:
Settle in and scan the scenery from the convenience of a private vehicle.
Walk Abbadia a Isola to Colle Val d'Elsa:
Begin in the medieval village of Abbadia a Isola and follow the historic Via Francigena. Walk through peaceful countryside, past vineyards and olive groves, and take in the beauty of rural Tuscany on your way to Colle Val d'Elsa.
Length - 3h
Duration - 8km
Elevation - 300 meters
Hotel Palazzo Pacini:
Hotel Palazzo Pacini
What’s Included
- Your Welcome Moment: Welcome Moment - Meet Your CEO and Group
- Your Foodie Moment: Molino di Grace Visit & Lunch, Panzano
- Your Foodie Moment: Wine Pairing Dinner
- Your Foodie Moment: Pecorino Cheese Tasting
- Your OMG Day: Rome Walking Tour or Fully Guided Vespa Tour, Rome
- Welcome lunch
- Guided walking tour of San Gimignano
- Guided walking tour of Montepulciano
- Guided walking tour of Siena
- Guided walking tour of Città della Pieve
- Cooking class in Umbria
- Walk Strove to Colle Val d'Elsa
- Walk Monteriggioni to Siena
- Walk Montefioralle to Panzano
- Walk Volpaia to Lamole
- Walk the Gladiator Trail
- Visits to towns in the Italian countryside like Montefioralle, Greve in Chianti, and Panzano
- Free time in Rome
- Farewell dinner
- All transport between destinations and to/from included activities
- All tips for meals and activities, except for CEO and porterage.
- Hotels (7nts).
- 7 breakfasts, 4 lunches, 4 dinners
- Private vehicle, walking.
- CEO (Chief Experience Officer) throughout.
Italy: Tuscany and Umbria Vineyard Walks Departure Dates
All Years
| Start | Ending | Availability | Prices from | |
|---|---|---|---|---|
| Tue, Sep 29 2026 | Tue, Oct 06 2026 | Open (13) | $4,599 USD (price includes taxes and fees) |
More from Italy: Tuscany and Umbria Vineyard Walks
USEFUL INFO
What's Included
What's Included
Your Welcome Moment: Welcome Moment - Meet Your CEO and Group
Your Foodie Moment: Molino di Grace Visit & Lunch, Panzano
Your Foodie Moment: Wine Pairing Dinner
Your Foodie Moment: Pecorino Cheese Tasting
Your OMG Day: Rome Walking Tour or Fully Guided Vespa Tour, Rome. Welcome lunch. Guided walking tour of San Gimignano. Guided walking tour of Montepulciano. Guided walking tour of Siena. Guided walking tour of Città della Pieve. Cooking class in Umbria. Walk Strove to Colle Val d'Elsa. Walk Monteriggioni to Siena. Walk Montefioralle to Panzano. Walk Volpaia to Lamole. Walk the Gladiator Trail. Visits to towns in the Italian countryside like Montefioralle, Greve in Chianti, and Panzano. Free time in Rome. Farewell dinner. All transport between destinations and to/from included activities. All tips for meals and activities, except for CEO and porterage.
What are the main highlights of this trip?
What are the main highlights of this trip?
Hike from the tiny village of Abbadia a Isola along the ancient Via Fancigena, Sip wine on a vineyard terrace in Tuscany during a lunch-time wine tasting, Walk through medieval towns like Greve in Chianti, Montefioralle and Panzano, Sample local cuisines directly from the source within the many vineyards dotting the hills of Tuscany’s Chianti Region
Is there a disclaimer I should read before booking this trip?
Is there a disclaimer I should read before booking this trip?
The information in this trip details document has been compiled with care and is provided in good faith. However it is subject to change, and does not form part of the contract between the client and the operator. The itinerary featured is correct at time of printing. It may differ slightly to the one in the brochure. Occasionally our itineraries change as we make improvements that stem from past travellers, comments and our own research. Sometimes it can be a small change like adding an extra meal along the itinerary. Sometimes the change may result in us altering the tour for the coming year. Ultimately, our goal is to provide you with the most rewarding experience. Please note that our brochure is usually released in November each year. If you have booked from the previous brochure you may find there have been some changes to the itinerary.
VERY IMPORTANT: Please ensure that you view a final copy of your Trip Details a couple of days prior to travel, in case there have been changes that affect your plans.
Is there an itinerary Disclaimer?
Is there an itinerary Disclaimer?
While it is our intention to adhere to the route described below, there is a certain amount of flexibility built into the itinerary and on occasion it may be necessary, or desirable to make alterations. The itinerary is brief, as we never know exactly where our journey will take us. Due to our style of travel and the regions we visit, travel can be unpredictable. The Trip Details document is a general guide to the tour and region and any mention of specific destinations or wildlife is by no means a guarantee that they will be visited or encountered. Aboard expedition trips visits to research stations depend on final permission.
Additionally, any travel times listed are approximations only and subject to vary due to local circumstances.
What important notes should I be aware of before the trip?
What important notes should I be aware of before the trip?
ACCOMMODATION NOTE:
Please be aware that properties we stay in with only two stories may not have elevators installed and climbing the stairs with your luggage will be necessary.
OPTIONAL ACTIVITIES NOTE:
During high season in Europe (May-October) we highly recommend booking reservations for any popular optional activities/museum tickets etc. in advance to avoid encountering sold-out activities on the ground while on tour.
