Multi-Day Tour | Escorted, Group

Tuscany & Umbria Walking (6 days)

Butterfield & Robinson

Assisi, Italy To Chiusi, Italy

Tuscany & Umbria Walking (6 days)

Day 3

Piazzano, Italy

Day 4

Piazzano, Italy


Day 1
Assisi, Italy
Nun Assisi Relais & Spa Breakfast, Lunch, Dinner, Snack

Drive across the Tiber River Valley to arrive in Spello, a walled valley town with ancient Roman roots. Walk into Assisi following the sentiero degli ulivi or “olive tree path,” and stopping to sample some of the local olive oil at a frantoio, or traditional olive oil press.

Day 2
Assisi, Italy
Nun Assisi Relais & Spa Breakfast, Lunch, Dinner, Snack

Take in the magnificent views from the slopes of Monte Subasio in the company of our local hiking guide. Spend the afternoon exploring the hidden alleys of Assisi or at the hotel’s renowned spa before enjoying a night out on the town.

Day 3
Piazzano, Italy
Villa di Piazzano Breakfast, Lunch, Snack

Cross the border into Tuscany to enjoy spectacular views of Lake Trasimeno and walk through the rolling Tuscan countryside. Delight in the delicacies prepared for us during a wine-paired lunch at Avignonesi’s acclaimed winery.

Day 4
Piazzano, Italy
Villa di Piazzano Breakfast, Lunch, Dinner, Snack

Retrace a Roman road through vineyards and olive groves toward Cortona to spend the afternoon as you please. Tonight enjoy an aperitivo with the hotel owner and her family before moving together to the hotel dining room for dinner.

Day 5
Pienza, Italy
La Bandita Townhouse Breakfast, Lunch, Dinner, Snack

Drive to the hilltop town famous for its fine wine, Vino Nobile di Montepulciano. After meandering along Montepulciano’s myriad of stone-covered lanes, we’ll embark on our walk through the picture-perfect Val d’Orcia, ending up in the tiny hamlet of Montecchiello for a memorable lunch with breathtaking views over the countryside.

Day 6
Chiusi, Italy
None Breakfast

After a farewell breakfast at the hotel, drive to the train station in Chiusi in time to coincide with departures south to Rome. Arrivederci!

Tour Features


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With lush rolling hills, medieval towns and meandering roads keeping it all together, both Tuscany and Umbria are a walker’s idyll. There is something eminently peaceful in wandering through hilltop towns that have stood watch here since the Middle Ages, passing vines tended by generations of winemakers, and savouring traditional cuisine made of the freshest local ingredients. Believe us, once you experience this medieval magic, you’ll never want to leave.

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The best way to see the world

By: SueandRoger

Reviewed on: 07 Jul 2015

This is our 10th Butterfield Trip. It remains the best way to see a region. Nothing beats vigorous activity during the day and luxury at night. Bespoke trips for a large group are cost-effective and totally your own. We loved our guides Denis and Jerome this month in Loire, France. Amazing trip. With B&R you have access to private homes, private experiences, and people and places you would never meet otherwise.
Travel Advisor:  Peg Aikman


By: Debi

Reviewed on: 26 May 2017

Fantastic! They make it seem effortless.
Travel Advisor:  Ralph Iantosca

Burgundy Biking

By: Rick

Reviewed on: 17 Jul 2017

Excellent. Absolutely a spectacular trip. Route planning, accommodations, food, and especially the wine were all great. Olivier, Denis and Zoe were knowledgeable, extremely helpful, patient ... and lots of fun.
Travel Advisor:  Louisa Gehring

Greece by Boat and Bike

By: Greece by Boat

Reviewed on: 01 Aug 2017

Only the best guides, only the best accomodations, and only the best food! Wouldn't travel with anyone else. We've been using them for almost 20 years!
Travel Advisor:  Peg Aikman


By: Rob

Reviewed on: 30 Oct 2017

Love this company. They really have their act together. Attention to detail is a strongpoint. We have travelled with them extensively and will continue to do so.
Travel Advisor:  Gloria Welles


By: Rob

Reviewed on: 09 Feb 2018

Great trip! The guide was personable, extremely knowledgeable and detail oriented.
Travel Advisor:  Gloria Welles


By: Jillian

Reviewed on: 12 Aug 2018

Everything about our honeymoon was perfectly planned and executed, the way we wanted it, with little extra touches along the way!
Travel Advisor:  Carissa Gulyas