TUSCANY IN FALL

New season wine, truffles and olive oil in Tuscany

⭐️⭐️⭐️⭐️⭐️ Our tastes of central Italy tour

tuscany in fall

Price from $US 6,790 / person • Deposit: $US 500
DEPARTURES:  SEPTEMBER AND OCTOBER 
STARTS / ENDS: FLORENCE

Locally curated experiences

Pay in preferred currency

Flexible payment terms

TOUR DETAILS

DURATION: 8 days/ 7 nights
GROUP SIZE: Max 10 guests
ACTIVITY LEVEL: Light/short walks
DEPARTS/ARRIVES: Florence

TOUR DETAILS

PRICE

From $US 6,790 / person

DURATION

7 Nights / 8 Days

GROUP SIZE

Maximum 10 guests

ACTIVITY LEVEL

Light / short walks

EXCLUSIVE EXPERIENCES

LOCAL IMMERSION

FOOD AND WINE FOCUS

untold italy tuscany tour
tuscany fall pasta
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light dinner in tuscany with wine

HIGHLIGHTS

  • Chianti wine tasting
  • Extra virgin olive oil discovery
  • Truffle hunting
  • Traditional pasta making
  • Visit San Gimignano, Greve in Chianti, Lucca and more
olives umbria

UPCOMING TRIPS

INCLUSIONS

We have strived to make our Tuscany in Fall tour as all inclusive as possible with no hidden surprises.

Included in your tour price

  • 4 nights in a charming Tuscan farmhouse and 3 nights in a boutique city hotel in Lucca
  • Transfers: to and from Tuscany from central Florence
  • Guided orientation walking tours with expert local guides
  • Unique experiences: 3 winery visits, truffle hunt, cheese farm visit, olive oil farm, canal boat ride, visits to several Tuscan towns and villages, and artisan workshop visits
  • Meals: 7 breakfasts, 7 lunches, 1 aperitivo and 7 dinners as specified in the itinerary, wine and bottled water is included with meals other than breakfast
  • Luxury air-conditioned transport
  • Tips and gratuities for drivers and guides

Not included

  • Travel insurance (required)
  • Flights and local transportation to the tour departure point
  • Incidentals such as laundry, individual transfers, snacks and drinks, spa treatments
  • 1 lunch

TOUR DESCRIPTION

Come with us for a once-in-a-lifetime trip to Tuscany. Much has been written about this beautiful part of the world, famous for rolling green hills lined with cypress trees, Medieval hilltop towns, fascinating festivals, and incredible food. Discover what makes Tuscany such a well-loved destination as we bring you on an immersive trip into its very heart and soul.

Our exclusive week-long experience offers you a VIP pass to discover Tuscany like a local. We visit some of the popular bucket list destinations (in our signature “untold” way) but also discover authentic, off-the-beaten towns you’ve never heard of. You’ll meet the makers of Tuscany’s most famous products, Chianti wine and Tuscan olive oil, the artisans honouring time old traditions, and the local people as they go about their day.

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small group tuscany tour

Fall is a wonderful time to visit Tuscany. Leaves change color, the wine harvest draws to a close, and the fields are awash with olive pickers – it is when the delicious new season olive oil is produced. It’s the time of year when truffles are in season and sagre (food festivals) are in full swing, and evenings get a little chillier – the perfect conditions for enjoying the region’s delectable cuisine.

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DAY 1-2 Welcome to Tuscany

Start discovering what Tuscany is all about with a visit to a swoon-worthy Chianti winery and then a wonderful family-owned cheese farm. Explore a lively market village and then roll up your sleeves as we learn to make pizza.

Places: Greve in Chianti, Chianti countryside

Hotel: Querceto di Castellina (or similar)

san gimignano tuscany

DAY 3-4 Tuscan Tastes and Traditions 

Visit an olive tree farm and learn about what extra virgin olive oil actually is before sitting back to taste the ‘liquid gold’. Raise a glass to Tuscany’s beauty at an intimate family-run winery for dinner. Learn how to make handmade pasta with a local chef at her family house in the Sienese countryside, before exploring ‘medieval Manhattan’.

Places: Colle di Val d’Elsa and San Gimignano

Hotel: Querceto di Castellina (or similar)

DAY 5-7 Lovely Lucca and the Tuscan Coast

Fall in love with truffle-obsessed San Miniato and charming Lucca as we discover the fascinating stories behind her sturdy walls. We go back in time to explore Napolean’s sister’s villa and are treated to a local opera performance.

We go for a boat ride through the canals of coastal Livorno and glide past its famous grand palazzos, central market, and a Medici fortress before tasting the best produce at its 19th century market.

Places: Lucca, San Miniato and Livorno

Hotel: Hotel Illaria (or similar)

DAY 8 Truffles and Vin Santo

We embark on a unique truffle hunt in the forest with trained dogs and an experienced local truffle hunter, who will captivate us with the fascinating legends and curiosities that surround this precious gift of nature. Sit down to a truffle themed lunch and sample our host’s organic wines including holy vin santo for our final meal together.

Places: Tuscany countryside and Florence

Hotel: Hotel Illaria (or similar)

Our Tuscany in Fall tour departs from the renaissance city of Florence at 10am from the Florence Santa Maria Novella train station.

Our Tuscany in Fall tour ends back at the Florence Santa Maria Novella train station around 4pm.

Florence can be reached by high speed train in an hour and 30 minutes from Rome, and under two hours from Milan. If you prefer to travel by plane, the city has a small international airport that services Italian and European destinations.

Please let us know well in advance if you have any dietary needs, including allergies. It is quite a meat and dairy heavy cuisine so it can be a little difficult for vegetarians and not advisable for vegans. We’re happy to work with tour accommodation and restaurants to ensure that you have suitable meal options.

Absolutely! We always welcome solo travelers in our groups and generally have at least a couple of solo guests join.

Light to moderate physical activity levels are required on this tour as our guided walks range from 1-2 hours at a time. Please get in touch if you have concerns.

Alongside USD, we offer payment in Australian, Canadian and New Zealand dollars, Euro and British pounds using the mid-market rate at time of payment on xe.com. Please reach out to us at info@untolditalytours for a quote.

Yes we can set up a payment plan that works for you. Please reach out to us at info@untolditalytours to organize this once you have paid your trip deposit.

Our Spring in Tuscany tour offers unbeatable value for money and includes 4 star accommodation, luxury transportation, most meals, guided tours, entrance fees, artisan visits, local experiences, a dedicated tour host and more.

Most guests find they spend money on souvenirs, a few snacks and additional services such as laundry and spa treatments. You have one free time lunch but our guests often find this a welcome relief from the sheer amount of food during the rest of the tour.

When you book a tour with us, we take care of all the details so you can sit back, completely relax and enjoy your Italian experience.

Yes our 2026 tour schedule has several opportunities to combine this tour with another Untold Italy experience. Please reach out for more information.

The unexpected can occur and becoming ill or injured in a foreign country is a very daunting experience, therefore we require guests take insurance with international evacuation coverage for all trips.

Please consider cancelation insurance also because refunds are made available only per our terms and conditions, and we are unable to make exceptions for any reason, including weather, injury/illness, or personal emergencies.
You should book a policy as soon as the trip has been confirmed. Some companies to consider:
  • World Nomads – simple and flexible travel insurance for independent travelers. Includes 24×7 assistance when abroad
  • Safety Wing Nomad Insurance – designed to meet the unexpected medical and travel needs faced by people traveling outside of their home country
  • Travelex (USA residents only) – comprehensive travel insurance options covering medical assistance and delays

Unfortunately these providers may not offer policies for those aged over 69. In this case you can try Travel Insurance Master – a service that allows you to compare quotes and insurance policies.

Discover Tuscany

Tuscany needs no introduction, but, in the “untold” way, we like to go a little deeper. Discover Tuscany’s highlights and off the beaten path treasures when you read our articles and listen to our podcast about beautiful Tuscany.

Dishes from Tuscany in Fall

Learn about what we eat on this tour

listen to podcast

Tuscany Travel Guide

Learn what to do and see in Tuscany

read the guide

2025

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