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Traveling to Tuscany in October 2023? We offer 16 tours, trips and vacation packages to Tuscany in October 2023. Our Tuscany in October 2023 tour packages and trips have 122 customer reviews. All the Tuscany October 2023 tour packages and trips are carried out by hand-picked, qualified local and international Tuscany tour operators.

16 Trips in Tuscany during October 2023

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Italian Express: The Best Of Italy

of 2 reviews
  • Trip customizable
  • Best price guaranteed
No matter the company, traveling in Italy is always going to be phenomenal because there are so many ...
  • Tour Type Private Tour
  • Activities City sightseeing & Cultural, religious and historic sites +2 more
  • Accommodation Hotel
  • Transport Private Vehicle, Train, Boat, Ferry, Coach & Bullet Train
  • Age Range 10+ years old
days09 From US$ 2,619 View Tour
Next Departures
  • Oct 01
  • Oct 02
Tour with flexible booking policy

Chianti Walking & Wine

of 38 reviews
  • Best price guaranteed
  • No booking fees
One week of great walks , great hospitality and great food .. superb leader in Mark and combined wit ...
  • Tour Type Small Group Tour
  • Activities Trekking & Food tours +1 more
  • Accommodation Villa
  • Age Range 18+ years old
days08 From US$ 1,999 View Tour
Next Departures
  • Oct 07 Only 8 seats left
  • Oct 14 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List 9% OFFTODAY

Walking in Tuscany

of 45 reviews
  • Best price guaranteed
  • No booking fees
Excellent trip with this tour company. This was my second adventure with it and this one was all t ...
  • Tour Type Small Group Tour
  • Activities Trekking & Hiking
  • Accommodation Lodge & Villa
  • Transport Bus, Train, Minibus & Taxi
  • Age Range 16+ years old
days08 From US$ 1,849 US$ 1,683
SavingUS$ 166
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,849
  • Special Deal (9%):- US$ 166
  • Total Price from:US$ 1,683
View Tour
Next Departures
  • Oct 07 Only 8 seats left
  • Oct 14 Only 8 seats left
Tour with flexible booking policy
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Southern Tuscany Walking and Wine

of 1 review
  • Best price guaranteed
  • No booking fees
A well paced trip with an excellent guide, I really enjoyed it, despite the covid rules.
  • Tour Type Small Group Tour
  • Activities Walking tours & Cultural, religious and historic sites +3 more
  • Accommodation Hotel, Guest House & Villa
  • Transport Train, Bus, Minibus & Taxi
  • Age Range 14+ years old
days08 From US$ 1,500 View Tour
Next Departures
  • Oct 01 10+ seats left
  • Oct 08 10+ seats left
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Private Gourmet Wine Tour in Tuscany

of 1 review
  • Free cancellation
  • Trip customizable
What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations ...
  • Tour Type Private Tour
  • Activities Food tours & Wine tasting tours +1 more
  • Accommodation Hotel
  • Transport Train
  • Age Range 22+ years old
days04 From US$ 1,638 View Tour
Next Departures
  • Oct 01
  • Oct 02
Tour with flexible booking policy
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A Taste of Tuscany Cycling

  • Best price guaranteed
  • No booking fees
8 day bicycle tour through Chianciano Terme, Radicofani, Cetona and 5 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Bicycle tours & Food tours
  • Accommodation Hotel
  • Age Range 13+ years old
days08 From US$ 2,549 View Tour
Next Departures
  • Oct 07 Only 8 seats left
  • Oct 14 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List 22% OFFTODAY

Tuscan Treats

  • Best price guaranteed
  • No booking fees
8 day food tour in Italy, visiting Florence, Lucca and Volterra. Read More
  • Tour Type Small Group Tour
  • Activities Food tours & Art and architecture
  • Accommodation Hotel
  • Transport Coach
  • Age Range 40+ years old
days08 From US$ 3,149 US$ 2,456
SavingUS$ 693
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,149
  • Special Deal (22%):- US$ 693
  • Total Price from:US$ 2,456
View Tour
Next Departures
  • Oct 07 10+ seats left
Add to your Tour Wish List 11% OFFTODAY

Tuscany & the Italian Riviera

  • Trip customizable
  • Best price guaranteed
9 day city sightseeing tour in Italy, visiting Turin, Italian Riviera and Tuscany. Read More
  • Tour Type Group Tour
  • Activities City sightseeing & Cultural, religious and historic sites
  • Accommodation Villa & Hotel
  • Age Range 1+ years old
days09 From US$ 2,369 US$ 2,108
SavingUS$ 261
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,369
  • Special Deal (11%):- US$ 261
  • Total Price from:US$ 2,108
View Tour
Next Departures
  • Oct 13 10+ seats left
  • Oct 20 10+ seats left
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Walking Trails of Hidden Tuscany

  • Best price guaranteed
  • No booking fees
8 day hiking tour in Italy, visiting Pisa, Castelnuovo Di Garfagnana and Lucca. Read More
  • Tour Type Small Group Tour
  • Activities Hiking & National parks
  • Accommodation Hotel & Villa
  • Transport Boat, Bus, Minibus, Train & Taxi
  • Age Range 14+ years old
days08 From US$ 1,570 View Tour
Next Departures
  • Oct 01 10+ seats left
Add to your Tour Wish List 21% OFFTODAY

Flavours of Tuscany - 2023

  • Trip customizable
  • Best price guaranteed
7 day explorer trip in Italy, visiting Rome, Val D'Orcia and Florence. Read More
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus & Train
  • Age Range 8+ years old
days07 From US$ 3,129 US$ 2,472
SavingUS$ 657
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,129
  • Special Deal (21%):- US$ 657
  • Total Price from:US$ 2,472
View Tour
Next Departures
  • Oct 07 10+ seats left
Add to your Tour Wish List

Secrets of San Gimignano Cycling

  • Best price guaranteed
  • No booking fees
9 day bicycle tour in Italy, visiting Volterra, PANCOLE and Colle Di Val D'Elsa. Read More
  • Tour Type Private Tour
  • Activities Bicycle tours
  • Accommodation Hotel
  • Age Range 8+ years old
days09 From US$ 2,979 View Tour
Next Departures
  • Oct 02 Only 8 seats left
  • Oct 04 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List

Classic Chianti Cycling

  • Best price guaranteed
  • No booking fees
11 day bicycle tour in Italy, visiting Volterra, CERTALDO and Colle Di Val D'Elsa. Read More
  • Tour Type Private Tour
  • Activities Bicycle tours
  • Accommodation Hotel
  • Age Range 8+ years old
days11 From US$ 3,379 View Tour
Next Departures
  • Oct 02 Only 8 seats left
  • Oct 04 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List

Chianti Classic Walk

  • Best price guaranteed
  • No booking fees
11 day trekking trip in Italy, visiting Volterra, Casole D Elsa and Colle Di Val D Elsa. Read More
  • Tour Type Private Tour
  • Activities Trekking & Hiking
  • Accommodation Hotel
  • Transport Bus & Taxi
  • Age Range 8+ years old
days11 From US$ 2,949 View Tour
Next Departures
  • Oct 02 Only 8 seats left
  • Oct 04 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List 10% OFFTODAY

Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns

  • Trip customizable
  • Best price guaranteed
11 day countryside and village visits trip in Italy, visiting Rome, Chianti and Umbria. Read More
  • Tour Type Group Tour
  • Activities Countryside and village visits
  • Accommodation Hotel & Villa
  • Age Range 1+ years old
days11 From US$ 2,949 US$ 2,654
SavingUS$ 295
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,949
  • Special Deal (10%):- US$ 295
  • Total Price from:US$ 2,654
View Tour
Next Departures
  • Oct 07 10+ seats left
  • Oct 21 10+ seats left
Showing 1 - 14 of 16 results
Create your custom-made trip to Italy

Traveling to Italy? Chat with a local travel specialist in Italy who can help organize your trip.

  • Matteo Piccardi
    Matteo Piccardi Travel Expert in Italy
  • Antonio Mauriello
    Antonio Mauriello Travel Expert in Italy
  • Danilo Catania
    Danilo Catania Travel Expert in Italy
Our travel experts are recommended by
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Filters

Tuscany Tour Reviews

5 - Excellent
Based on 122 customer reviews
Chianti walking & wine
5 - Excellent
  • Anonymous
“A great holiday, Liz was fab. Be prepared for some serious walking if your not a regular walker up & down hills on rough ground. All in all a great time with a great group of people & lovely accommodation. Would definitely recommend.”
Cycle Tuscany and Chianti
5 - Excellent
  • Anonymous
“A spectacular cycling trip with a 'wow' at every turn and summit. It blends fantastic scenery with exactly the right amount of culture which a cycling holiday in this region rightly deserves. The food and wine are likewise to the exquisite standard you would expect;so don't go in the hope of loosing weight.”
What's not to like?
5 - Excellent
  • Anonymous
“This is a great trip. There is plenty of variety to delight both newcomers to walking and the more experienced. Excellent mountain ranges with stunning views, deep lush valleys, carpets of wild flowers and plenty of animal life. Throw in delightful villages with a long history and of course the excellent cuisine and coffee. There is plenty on offer, just go and enjoy it!”