From
$4,280
-6%
NZ
$4,010
Find this price
Payment plan
$428 now + easy payments of $770 Learn More
Best price guarantee Learn More
Plan your adventure:
- Explorer
- Walking Adventure
- Group
- Fully Guided
- Wine tasting
- Gold Operator
- Explore!
- Group Tour
- Join a group and forge lifelong friendships
- Fully Guided
- An experienced guide will be with you for the entire tour
- Low Intensity
- Travelers can expect some light physical activities
- Guided in English
- Group Size 7 - 16
- Age range 16 to 85
Highlights
- Stroll through vineyards, rolling fields and cypress trees
- Sample some of Italy's finest wines from Chianti to Brunello
- Wander the streets of medieval and renaissance cities
- Enjoy the fresh produce and delicious flavours of Tuscany
Itinerary
Expand All
- Introduction
- Day 1 Trip starts today in Pisa
- Day 2 Walk to the hilltop town of San Gimignano; enjoy a wine tasting before driving to Castellina in Chianti
- Day 3 Hike along white gravel tracks typical of Tuscany; visit a winery for lunch and a tasting of Chianti wines
- Day 4 Visit medieval Siena on market day; drive to Pienza in southern Tuscany
- Day 5 Take a panoramic walk from Pienza; optional cheese tasting
- Day 6 Hike in the Val D'Orcia from San Quorico D'Orcia to hilltop Montalcino
- Day 7 Drive to Florence; orientation walk and free time to explore this fabulous city
- Day 8 Trip ends in Florence
What's Included
Expand All
- Accommodation
- Guide
- Meals
- Additional Services
- Transport
- Free eSIMTourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.
- Optional Extras
What's Not Included
- Flights
- Insurance
- Additional Services
Where You'll Stay
All accommodations are subject to change
Hotel Bologna
Hotelday 1Hotel Colle Etrusco Salivolpi
HotelDays 2, 3Relais II Chiostro di Pienza Hotel
HotelDays 4, 5, 6Classic Hotel Florence
Hotelday 7
Operated by
Explore!
Number of tours
528
Age Range
16 to 85 years old
Response time
within 1 day
Response rate
80%
Explore is a global adventure travel company with 42 years’ experience in...
Read moreSustainability Initiatives
Reduce Carbon Emissions
Animal Welfare
Supporting Destinations
Sustainability Programs
Customer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
- AJohn· April 30th, 2023Knowledgeable local guide who was extremely helpful and passionate about his home countryShow moreTrip date: April 2023Review collected by Explore!
- AEva· April 30th, 2023Outstanding natural beauty of the region. Pienza, lovely little townShow moreTrip date: April 2023Review collected by Explore!
- AElizabeth· April 30th, 2023All of the landscape and the beautiful sites of Tuscany, together with all the towns that we visited. The wine tasting was that we did on the Monday, together with the additional one that was included because the walking was cut short on the Tuesday were all excellent. We also had an additional, paid for winetasting on Friday which you might want to think about including as well. Perhaps if this is advertised as a walking and wine tour, there should be at least three inclusive wine tastings throughout the week.Show moreTrip date: April 2023Review collected by Explore!
- AKim· May 3rd, 2023So many. Every day provided new highlightsShow moreTrip date: April 2023Review collected by Explore!
- ADavid· May 6th, 2023Walking beautiful countryside. Guide very well informed.Show moreTrip date: April 2023Review collected by Explore!
- AGrace· May 7th, 2023I was happy with all the accomodation, the food was great, Matteo went above and beyond to ensure that everyone had an amazing timeShow moreTrip date: April 2023Review collected by Explore!
- AAndrew· May 28th, 2023The hotels were very nice, especially the one in PienzaShow moreTrip date: May 2023Review collected by Explore!
- AMadison· May 28th, 2023The hotel in Pienza was outstanding!!Show moreTrip date: May 2023Review collected by Explore!
- ASally· May 29th, 2023Siena and the two major walking days - Thursday and Friday - and the excellent meals throughout the week. I think the food was superb.Show moreTrip date: May 2023Review collected by Explore!
- AGill· May 30th, 2023Matthau was an excellent guide Best Insalada Caprese in San Gimignano Best lasagne in Pienza (side street) Best accomodation & breakfast in the Relais in Pienza ( eggs, bacon, cheese, ham, fresh fruit, Nat yogurt & much more) & a luxury to have 3 nights there! All wine experiences great but especially enjoyed Montichiello & their cellars - wine tasting also top notch Great walking and beautiful countryside Enjoyed free time in Sienna & Florence & managed to fit in a visit to Santa Maria Novella (fabulous cloisters and frescos) & the UffiziShow moreTrip date: May 2023Review collected by Explore!
Dates & Availability
8 days
Tuscany Walking and Wine
From Pisa to Florence
Why book with TourRadar?
- Trusted and vetted operators
- Rated excellent on
- Best price guarantee
- 24/7 customer support
- Earn $50 in travel credits
- Free eSim with every purchase
To protect your payment and ensure your booking will be processed in Australia, never transfer or communicate outside of the TourRadar website or app.
Select a departure month
Select The Travel Month
Upcoming departures
- -6%From Sunday8 Jun, 2025To Sunday15 Jun, 2025EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,280$4,010
- Instant Confirmation-6%From Sunday31 Aug, 2025To Sunday7 Sep, 2025EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,280$4,010
- Instant ConfirmationFrom Sunday21 Sep, 2025To Sunday28 Sep, 2025EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,610
- Instant ConfirmationFrom Sunday5 Oct, 2025To Sunday12 Oct, 2025EnglishAlmost Sold OutThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,280
- Instant ConfirmationFrom Sunday12 Apr, 2026To Sunday19 Apr, 2026EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,840
- Instant ConfirmationFrom Sunday10 May, 2026To Sunday17 May, 2026EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,840
- Instant ConfirmationFrom Sunday24 May, 2026To Sunday31 May, 2026EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,840
- Instant ConfirmationFrom Sunday7 Jun, 2026To Sunday14 Jun, 2026EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,510
- Instant ConfirmationFrom Sunday6 Sep, 2026To Sunday13 Sep, 2026EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,510
- Instant ConfirmationFrom Sunday13 Sep, 2026To Sunday20 Sep, 2026EnglishThis departure date is available and will 100% departGuaranteed departureMultiple Room TypesFrom:$4,840
Good to Know
Tour ID: 124710
Videos
