Vineyard Walks in Tuscany & Umbria

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, sit down for a picnic lunch in the vineyards of Lamole di Lamole and learn about the food and drink you consume in a storybook setting. 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.


From $4,319 CAD 

July 9 - 16, 2024


Travel Style: The Geluxe Collection

On a Geluxe trip, “ahhhh” comes standard. You’ll stay in accommodations as comfortable as they are beautiful. You’ll eat meal after heavenly meal that’ll leave you in a foodie state of bliss. Heck, even your itinerary will be paced for maximum enjoyment. These might be active adventures, but comfort is their middle name.

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. Throughout this picturesque adventure, move through Tuscany and Umbria by walking from village to village. Your first day sees you begin the trek in the village of Strove walking the Via Fancigena until you cross the Elsa River on foot, wading ankle deep in the blue water. Welcome to Tuscany, and to Italy, we invite you to find you inner serenity in the countryside.

Meals included: Lunch

Day 2 Tuscany: Walk Monteriggioni to Siena

Monteriggioni is your quintessential Tuscan medieval walled village. Follow part of the ancient Francigena way into Siena. Step back in time as you walk past donkeys in green pastures and lush vineyards as the Tuscan countryside unfolds before you. Walk up to the main door of the Hermitage of San Leonardo al Lago and knock-your local host will be waiting. Enter and admire the frescoes painted throughout the church.

Meals included: Breakfast | Lunch

Day 3 Tuscany: Exploring the Chianti Region

Chianti, recognized for its namesake red wine, lies between Florence and Siena in the very centre of Tuscany. Begin the trek from Montefioralle- a small town forming the perimeter around an historic castle. Trek from the wavy hills of the Chianti region, along the dusty dirt road that winds through rows of vineyards and the silvery foliage of olive groves, before reaching the provincial road that leads to the hamlet of Panzano. Your reward for another beautiful walk? Lunch at a local winery with a pairing of local wines of course.

Your Foodie Moment: Molino di Grace Visit & Lunch

Meals included: Breakfast | Lunch | Dinner

Day 4 Tuscany: Volpaia to Lamole

From medieval village to medieval village, through the vineyards of Chianti, your walking today sees you leaving Volpaia walking up towards Monte Querciabella, the highest point of the day. Carry on to Poggio del Quercetino and then downhill to Lamole, famous for its terraced vineyards, where you take a luscious rest in the form of a picnic lunch among the vines.

Your Foodie Moment Wine Pairing Dinner

Meals included: Breakfast | Lunch | Dinner

Day 5 Tuscany: Visit Montepulciano and Walk the Gladiator Trail

UNESCO World Heritage site Val d'Orcia extends from the provinces of Siena to Grosseto, offering up some of Tuscany's most picturesque vistas. The Pienza loop trail begins in historic Pienza, a Renaissance city commissioned by Pope Pius II. From Pienza, pass the Romanesque parish church of Corsignano as you make your way through the green and gold undulating hillside dotted with cypress trees. After a short time, enter the Strada dei Gladiatori, the exact setting of the panoramic countryside scene from Ridley Scott's film 'Gladiator'.

 Your Foodie Moment Pecorino Cheese Tasting

Meals included: Breakfast

Your OMG Stay: Hotel Vannucci

Day 6 Umbria: Cooking with a Local Chef

Walking the Italian countryside is the ultimate gift to yourself. Taking the time to step away from the hustle of your everyday life to intentionally move at a slower pace. Italy is about living and eating well. Speaking of eating, it's time to spend the morning with a local chef learning to prepare some of Italy's most loved dishes. A tagliatelle with ragù perhaps, or a creamy tiramisú. Buon Appetito!

Meals included: Breakfast | Lunch

Your OMG Stay: Hotel Vannucci

Day 7 Rome: Your OMG Day

Admittedly, Rome is one of those cities that is pretty OMG worthy on its own. If you have an entire week, its a great city to get lost in, wandering from neighbourhood to neighbourhood. To make the most of your time in Rome, you get to choose between a walking tour or a fully guided Vespa tour. No matter which way you choose to explore Rome, you will experience the very best the city has to offer.

Your OMG Day: Rome Walking Tour or Fully Guided Vespa Tour

Meals included: Breakfast | Dinner

Day 8 Rome

Your adventure has come to an end, and you can depart at any time.

Meals included: Breakfast


Are you ready to truly experience this special part of Italy?   Reach out to us to book your G Adventures tour today! 


Terms and Conditions
General Terms & Conditions:
Conditions apply. Valid on travel booked through Uniglobe Travel. All advertised prices include or disclose taxes & fees. Prices and offers are valid for new bookings only. Air only prices are per person for return travel in economy class unless otherwise stated. Package, cruise, tour, rail and hotel prices are per person, based on double occupancy for total length of stay unless otherwise stated, and are applicable for the departure date listed at the advertising deadline. Pricing that includes airfare is valid only for the departure gateway listed. Airport transfers to/from the hotel may not be included and are supplier and destination specific. Some packaged travel products for certain destinations may include flight connections at an additional cost ($). Taxes & fees due during travel or in destination are additional and may include, but not limited to, local car rental charges & taxes, one-way car rental drop fees which are to be paid upon arrival, resort fees & charges, tour ‘kitty’ or local payment, airline baggage fees, departure taxes, and cruise gratuities. Prices are for select departure dates and are accurate and subject to availability at advertising deadline, errors and omissions excepted, and subject to change without notice by the supplier. Advertising deadline: April 29, 2024. For full terms & conditions please speak with a Uniglobe Travel consultant.

Request More Information

"Vineyard Walks in Tuscany & Umbria"