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Tuscany Val d’Orcia & Maremma Walking Tour

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  • Location: Italy
  • Duration: 8 Days/7 Nights
  • Departing from: Orvieto, Sunday Day 1
  • Tour finishes: Chiusi train station
  • Departures 2021: Oct. 10 plus private departures.
  • Price 2021: Euro €3,300 per person in double occupancy. Single supplement Euro €280. One guide accompanies departures of 2 - 8 people, two guides for 9 or more.
  • Departures 2022: May 8 & 29, Sept. 11 & 18 plus private departures.
  • Price 2022: Euro €3,300 per person in double occupancy. Single supplement Euro €280. One guide accompanies departures of 2 - 8 people, two guides for 9 or more.

This is a great trip for anyone who has already done our classic Chianti -Tuscany tour but wants more. This guided walking tour will take you to some lesser-frequented areas of the Val d’Orcia and the Maremma region of southern Tuscany.

Our Tuscan adventure gets away from the crowds of Florence and Siena and takes you southwest to the border with Umbria and Lazio, where you’ll find dramatic landscapes, a fascinating history, and delightfully authentic villages. You begin in the striking town of Orvieto, an ancient Etruscan fortress that dominates the valley below from a pedestal of volcanic rock. You’ll walk to the shores of Lake Bolsena, a crater lake created eons ago by a violent eruption, and hike through the famous Vie Cave, a network of trails carved directly into the volcanic tufa stone by the Etruscans. We stay two nights at a family-run farm near the beautiful village of Pitigliano, then transfer to the quintessential landscapes of the Val d’Orcia, a UNESCO World Heritage site renowned for its natural beauty and cultural importance. Stay two nights in the medieval hilltop town of Montalcino, known for its heady Brunello red wines. You’ll walk through verdant valleys dotted with olive groves, vineyards, and charming stone villages seemingly untouched by time. Enjoy your last two nights in the unique Renaissance village of Pienza, which was built in honor of Pope Pius II. This walking tour immerses you in Tuscany’s rich historical past while giving you plenty of time to enjoy the “dolce vita” with a frothy cappuccino or glass of wine as you people-watch in a sunlit square. And as always, we indulge your palate with wine tastings, fabulous dinners, and even a cooking lesson with a local family. It’s everything you always wanted from Tuscany, without the crowds! 
(Luggage is transferred by van. 1 night Orvieto, 2 nights near Pitigliano, 2 nights Montalcino, and 2 nights Pienza. Tour finishes at the Chiusi train station.)

Tuscany Val d'Orcia and Maremma Walking Tour Includes:

  • Accommodation: 7 nights in 3 & 4 star hotels and B&Bs (1 night Orvieto, 2 nights each Pitigliano, Montalcino, and Pienza )
  • Meals: 7 breakfasts, 6 lunches, 6 dinners
  • Special events: Cooking lesson with family; winery lunch & tasting at Brunello producer; entrance and guided visit of Villa La Foce; farm lunch at Podere Il Casale
  • Transport: All private van/bus transfers as noted in the itinerary from pick-up in Orvieto and final transfer to Chiusi train station
  • Active days: 6 days of guided hiking
  • Guides: At least 1 bilingual Customwalks guide accompanies departures of 2 - 8 people; 2 guides accompany departures of 9 or more people
  • Max group size: Tours are capped at 14 people

Booking: e-mail us at info@customwalks.com to receive a booking contract (or use the 'Contact Us' link at the top of this page), or click on the 'Book Now' button to the right.

Tuscany Val d’Orcia & Maremma Walking Tour itinerary Request full itinerary

Day 1 – Sunday
  • When: Meet guides/group at 6:30 p.m. in ancient town of Orvieto
  • Featuring: Aperitivo, intro talk, dinner in lively local trattoria specializing in truffles
  • The Walk: No walks today
  • Overnight: Hotel in Orvieto
  • Included:  Hotel, welcome drink, and dinner
Day 2 – Monday
  • Featuring: Orvieto, Etruscan tombs, Roman road, Bolsena lakeside village, volcanic crater lake, cooking lesson, family-run countryside inn
  • The Walk: 8 km (5 mi), about 2 hrs
  • Overnight: Country Inn near Pitigliano
  • Included: Hotel, breakfast, lunch and dinner
Day 3 – Tuesday
  • Featuring: 12th century village of Sovana, 3,000-year-old Etruscan roads and “Ildebrando” tomb carvings, picnic, wine tasting at family winery, spectacular Pitigliano village, pool time at inn, home-made dinner
  • The Walk: 12 km (7.5 mi), about 3 hrs
  • Overnight: Country Inn near Pitigliano
  • Included: Hotel, breakfast, lunch and dinner
Day 4 – Wednesday
  • Featuring: Natural thermal pools of Bagno Vignoni, Rocca d'Orcia castle, Montalcino, hotel in restored olive mill with pool and splendid views, trattoria dinner, Brunello di Montalcino wine
  • The Walk: 11.5 km (7 mi), about 2.5-3 hrs, 460 m (1,500 ft) elevation gain
  • Overnight: Charming hotel in renovated olive mill in Montalcino
  • Included: Hotel, breakfast, picnic lunch and dinner
Day 5 – Thursday
  • Featuring: 12th century abbey of Sant’Antimo, winery lunch at Brunello producer, free time in Montalcino, free night dinner
  • The Walk: 12.6 km (7.8 mi), 250 m (800 ft) elevation gain
  • Overnight: Charming hotel in renovated olive mill in Montalcino
  • Included: Hotel, breakfast and lunch (dinner not included)
Day 6 – Friday
  • Featuring: San Quirico medieval village, farm lunch at Podere Il Casale, Montepulciano wine town, Renaissance Pienza, cloisters of 15th century abbey, dinner in Pienza
  • The Walk: 10 km (6 mi), 236 m (774 ft) elevation gain
  • Overnight: Four-star hotel in Pienza, “Il Chiostro,” a converted 13th century abbey
  • Included: Hotel, breakfast, lunch and dinner
Day 7 – Saturday
  • Featuring: Villa La Foce guided visit, story of Iris Origo and WWII partisans, lunch in historic tavern, Renaissance Italian gardens, free time in Pienza, exceptional dinner
  • The Walk: 8 km (5 mi), 250 m (800 ft) elevation gain, about 3 hours
  • Overnight: Hotel Il Chiostro, Pienza
  • Included: Hotel, breakfast, lunch and dinner
Day 8 – Sunday
  • When: Group transfer after breakfast to the Chiusi train station for 10 a.m. departures
  • Included: Breakfast and transfer included
The walks in Tuscany

The walks in Tuscany cover a variety of terrain, from trail to dirt road, with many rolling hills to climb or descend. We have designed the trip so that there is always some free time in the late afternoon so you can relax, read, or enjoy the towns where we stay. Breakfast is included every day, and dinners reflect the excellent traditional food of the region. Daily distance between 8 and 16 kms.

Activity Level 2 + = Easy to Moderate Plus:
In general: This is an easy to moderate tour for fit hikers, and will be a little challenging but do-able for less fit hikers.
Terrain: Flat to gently rolling terrain but with some rocky, rugged terrain. May have some short, relatively steep climbs and descents, but nothing longer than 30 minutes. The walks are shorter in distance than those on a 3-rated tour. 
Actual walking time: Between 2 - 4 hours per day, mostly in the morning but sometimes also in the afternoon
Distances: Usually 7 - 10 km (4.5 - 6 mi). Max distance is 12 km (7 mi).
Surfaces: Trails consist mainly of compact earth and/or gravel and sometimes gravel roads, with frequent rocky and uneven trails
Footing: Good, but on occasion you have to pay attention to where and how you place your feet. Proper hiking shoes with thick soles with good treads are required. Sport sandals, running shoes and tennis shoes are not adequate.
Specifics: The most challenging walk is on day 3 since it has a lot of up and down. On day 4 there is a gradual but sustained uphill of 1.5 kms. On day 5 there is also a sustained but gradual uphill on a dirt road for 2 kms, which is about a half an hour of walking.
Hiking Poles: Not required, but if you habitually use hiking poles then you will find them helpful
Compared to the Cinque Terre: This tour is significantly easier than the hikes in the Cinque Terre
Other: This tour is appropriate for fit, first-time “hikers” who enjoy walking and who have good balance
Easy to Moderate Plus Tours: in this category are all of our boat–based tours in Turkey, Croatia, and Greece. On these trips, we usually do a walk in the morning, return to the boat for a swim and then lunch, then cruise for a few hours to our next destination, then sometimes drop off for another late afternoon hike, which you could skip and just relax on the boat. Your guides of course can advise you of the difficulty level and the terrain and footing of each walk. Other Easy to Moderate Plus tours are: Tuscany Val d’Orcia & Maremma Walk and Provence Walk.

Getting There: Orvieto is located half-way between Florence and Rome, and is easily reached by train from both cities. Travel time from Rome is an hour by train, and from Florence it is just under two hours.

Air: The closest airport is either Florence or Rome. You could also fly into Pisa if you find a good deal on a low-cost flight. For a complete list of Italian airports and a selection of low-cost airlines, see our "Transport Info" page.

Rail: Orvieto is only 1 hour from Rome by train and around 2 hrs from Florence (some trains depart only from the Campo di Marte station – on the north side of town, a 10-minute taxi or train ride from the main station — so be sure to check which is the departure station!). See the Trenitalia website (in English) at this link. For alternative high-speed rail travel, see the Italo website.
For complete information on using the Italian train system, see our blog post.

Getting Away at the End of the Trip: the trip ends after breakfast on Sunday morning with a transfer to the Chiusi train station for 10 a.m. departures.

If you book a trip with us you will receive detailed information about how to get to the start of your trip, or feel free to e-mail us with any specific travel questions.

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Reviews
5
by Will R
Posted Apr 24, 2020

A walk through primo wine country! What's not to like? Combine the wine tasting with a small group of like-minded travelers, fun and informative guides (Manu and Manu), spectacular scenery, fascinating history, charming towns, and food to die for -- and you have a most memorable week. I'm regularly making the home made pasta and tomato sauce we learned to prepare at our cooking class in the farmhouse where we stayed for two nights. This trip offers memories for a lifetime -- or at least until enjoy another Customwalks trip.

5
by Linda and John
Posted Oct 02, 2019

We had a wonderful walking holiday in Tuscany and were well looked after by Emanuela and Manuela...…..a wealth of knowledge, energy and enthusiasm. Around every turn was a beautiful vista and when we came to rest, there was delicious and carefully selected food and wine. We are already thinking about a Custom Walks tour for next year.

5
by Jayne from Berkeley
Posted Sep 29, 2019

This was my 5th tour with CustomWalks and it was magnificent. As always, the days were perfectly planned and the restaurants, hotels, and agriturismos were well vetted. The guides, who are invariably knowledgeable, fun and enthusiastic, take you on hikes that offer both history (in this case, Etruscan trails, tombs, and more) and incredible vistas. Plus, CustomWalks always seems to slip in at least one unique cultural experience. On this tour, the matron of a family-run farm stood at the head of a long table and taught 13 of us how to make pasta (Pici and Fettuccini). It turned out to be an incredibly fun (and hilarious) experience and, afterward we ate our pasta for dinner, which by the way was fantastic! The Val d’Orcia and Maremma tour was fantastic! I’ll be back for more!

5
by Mtn_hiker
Posted Jun 19, 2018

This Tuscany trip was great. We hiked across kilometers of hills covered in wheat fields, olive orchards, and vineyards, through Etruscan towns and cities. The view of the landscapes could have been from gallery paintings. We took a cooking class and visited castles, family farms and wineries. The history of the area was an additional benefit. We visited cities with Etruscan tombs, ate at restaurants with Etruscan ruins and caverns in the basement. The same facial features found in Etruscan sculptures can be seen in people living in the hill top cities today. This part of Tuscany felt open and expansive. The hikes were fantastic. The guide knowledgeable and fun. The wine was exceptional. The food and gelato were amazing. If you are looking for a reason to visit or revisit the Tuscan/Etruscan part of Italy, this hike is it. You can tell that the people who worked to put this tour together love Tuscany and want to show it off.

5
by Jaye Gregory
Posted Feb 18, 2015

Wonderful walking tour and very accommodating. I felt I did not want to walk one afternoon and Brett found me a lovely village to explore and I met the group later. It was a mix of beautiful scenery, lovely Italian Hill Top Towns, great lunches and dinners and a lovely group of fellow travellers all masterfully organised by our guides.

5
by Peter Todd
Posted Feb 04, 2015

Great tour. We were burning 10000 cals per day but unfortunately taking in 15000. What with 5 course lunches and 8 course dinners, not to mention 5 gallons of wine per day. Accomodation was varied and excellent.



If you have any questions or specific requests about any of our tours, we’re here to help. You can fill in the form below, send us an email, or call us and we’ll get back to you as soon as possible.

Contact us
info@customwalks.com
Contact us by email

1-877-315-9053
Toll free Canada & USA 

(+64) 021 0711972
New Zealand

(+39) 0577 749198
Italian operations office

A walk through primo wine country! What's not to like? Combine the wine tasting with a small group of like-minded travelers, fun and informative guides (Manu and Manu), spectacular scenery, fascinating history, charming towns, and food to die for -- and you have a most memorable week. I'm regularly making the home made pasta and tomato sauce we learned to prepare at our cooking class in the farmhouse where we stayed for two nights. This trip offers memories for a lifetime -- or at least until enjoy another Customwalks trip.
by Will R


We had a wonderful walking holiday in Tuscany and were well looked after by Emanuela and Manuela...…..a wealth of knowledge, energy and enthusiasm. Around every turn was a beautiful vista and when we came to rest, there was delicious and carefully selected food and wine. We are already thinking about a Custom Walks tour for next year.
by Linda and John


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info@customwalks.com
Contact us by email

1-877-315-9053
Toll free Canada & USA 

(+64) 021 0711972
New Zealand

(+39) 0577 749198
Italian operations office

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