Hill Towns of Tuscany Highlights
6 Days & 5 Nights 4.8 Read 16 reviews- Southern Tuscany’s Val d’Orcia; Montepulciano, Pienza, Montalcino.
- Walks between Renaissance and medieval towns, vineyards and olive groves.
- The thermal baths at Bagno Vignoni.
- Sant’ Antimo Abbey; serenity and the sound of monastic chants.
- Great Italian food and wine; Brunello di Montalcino, Nobile di Montepulciano.
What To Expect
Trip Style:
Self Guided | Go at your own pace on an independent active holiday.
Activity:
Inn to Inn Walking | A classic point to point walking trip, staying in a different location each night
This trip is suitable for:
Multi-Generational, Groups > 10
Ideal if you have an interest in:
- Historical Journeys
- Special Occasions
Grade & Terrain
This trip is graded ‘easy to moderate’ overall, however it should be noted that the terrain is hilly and summer temperatures can be high. Most of the route follows dirt tracks and trails, and you will be following minor roads only occasionally. On days 4 & 5 the walking is graded more towards the ‘moderate’ side as these are more challenging days.
Navigation
The routes are waymarked in some areas, but not in others. However we provide you with detailed turn-by-turn route notes and maps and you will also have access to the Macs Adventure Smartphone App enabling you to follow the route using your phone's GPS so you will have no problems finding the way.
Accommodation Information
Stay in lovely 3 star hotels and country inns (agriturismo). We carefully select small and friendly accommodation that offers great value, food and welcomes, so you enjoy every minute of your stay. Many of our walkers choose to add extra nights along the walk to sample more of the wonderful walking and attractions available in Tuscany. If you choose to extend your holiday we would recommend spending extra nights in Pienza, Montalcino or Siena.
Accommodation Details
We will always try and accommodate you at the locations detailed below, but because of limited availability we may have to accommodate you at an alternative location of the same or better standard.
Single Rooms
This independent walking holiday is available to solo walkers and a supplement is payable, as some of the costs are not shared. If you require single rooms in your party we will of course try to accommodate your request, subject to availability and payment of a single supplement.
Meals
The delicious Tuscan food and wine available locally is undoubtedly a highlight of this holiday. The price of your holiday includes a hearty breakfast each morning. Lunch and dinner are not included so you are free to choose from the available options. Most of your accommodations will more than happy to provide a packed lunch on request and this can be booked on arrival. Alternatively your route includes details of local shops and convenient lunch stops on the way. Dinner is available either at your accommodation or nearby restaurants.
- Overnights in small hotels and country inns (3-star standard).
- Breakfasts included.
- Daily baggage transfers between hotels.
- Taxi transfers as per itinerary
- Information Pack, maps, route notes, GPX tracks, access to our smartphone app.
- Emergency telephone support from our local partner and UK office.
- Travel insurance (required).
- Travel to starting point/from finish
- Lunches, dinners, drinks and snacks.
- Taxi transfers or public transport should you need to skip a stage.
- Personal equipment
- Extra nights before, during or after your walk
- Private airport transfers.
When To Go
This tour is available from March to November. Although you can walk in July and August if you want it is not recommended as it can get very hot.
Getting to the Start
By Air: We recommend flying to Pisa, Florence or Rome, and then you can catch the train from the city centre railway station to Montepulciano (usually changing in Chiusi or elsewhere). Approx. journey times to Montepulciano; Pisa 2h50-3h20, Florence 1h50-2h15, Rome 1h50-3h15). Train timetables are available at Trenitalia; www.trenitalia.com
If you wish, from Chiusi you can opt to take a local bus, or taxi the short distance to Montepulciano (25 mins, payable locally).
Getting from the End
At the end of your trip, we transfer you to Buonconvento train station, where you can catch the train to Siena. From Siena you can take the train back to Pisa (2h00-3h15), Florence (2h15-3h15) or Rome (2h15-3h20). Again, please see Trenitalia’s website for timetable planning.
Baggage Transfer
Your bags will be collected from your accommodation each day and moved onto your overnight accommodation. We ask you to limit your luggage to one bag of up to 20kg per person.General Information
The distances and ascent/descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack.
Equipment
Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes and a day pack.
Travel Insurance
It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.
The Macs Adventure Way
-
Tailor-Made Adventures
-
Freedom
-
Book With Confidence
-
Expertise
-
Positive Impact
- Knowledgeable and helpful friendly specialist adventure planners
- Tailor-make your trip to suit your interests
- Start on any date that suits you
- Choose your ideal trip length and difficulty
- Range of accommodation options
- Choice of trip styles
- Choose your own travel companions
- Walk, cycle and explore at your own pace
- Make your own decisions
- Choose your own path
- Indulge your passions
- 15,000+ unbiased trip & service reviews
- Feefo Platinum Award 2021
- As featured in the Guardian, National Geographic Traveller, and more
- Founder owned & operated since 2003
- Passionate team members based in the US, the UK & Europe
- 100% Financial Protection
- "Peace of Mind Guarantee" means no worries if you need to change your plans
- Meticulously planned adventures
- Quality, hand-picked accommodation
- Seamless and reliable arrangements
- Comprehensive trip information & insider tips
- Detailed maps, route notes and mobile GPS app
- Helpful 24/7 support should you need it
- Travel responsibly
- Explore off the beaten track
- Support locally owned businesses
- Engage with local communities
- Minimise your impact
- Maximise the benefit of your travel
- Challenge yourself & grow