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Traveling to Tuscany in September 2023? We offer 19 tours, trips and vacation packages to Tuscany in September 2023. Our Tuscany in September 2023 tour packages and trips have 122 customer reviews. All the Tuscany September 2023 tour packages and trips are carried out by hand-picked, qualified local and international Tuscany tour operators.

19 Trips in Tuscany during September 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
  • Sep 01
  • Sep 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
  • Sep 02 Only 8 seats left
  • Sep 09 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
  • Sep 09 Only 8 seats left
  • Sep 16 Only 8 seats left
Tour with flexible booking policy
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Tuscany Cycle Siena & Chianti

of 27 reviews
  • Best price guaranteed
  • No booking fees
Great weather. Lovely group of people. Superb tour leaders (Bex and David). Food and wine was great. ...
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation Hotel
  • Age Range 16+ years old
days08 From US$ 2,579 View Tour
Next Departures
  • Sep 09 Only 8 seats left
  • Sep 16 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
  • Sep 03 10+ seats left
  • Sep 17 10+ seats left
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Cycle Tuscany

  • Best price guaranteed
  • No booking fees
8 day bicycle tour through Florence, Vinci, Barga and 3 other destinations in Italy. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation Hotel & Resort
  • Transport Bus
  • Age Range 14+ years old
days08 From US$ 2,150 View Tour
Next Departures
  • Sep 02 10+ seats left
  • Sep 16 10+ seats left
Tour with flexible booking policy
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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$ 1,623 View Tour
Next Departures
  • Sep 01
  • Sep 02
Tour with flexible booking policy
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A Taste of Tuscany Cycling

  • Best price guaranteed
  • No booking fees
8 day bicycle trip 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
  • Sep 02 Only 8 seats left
  • Sep 09 Only 8 seats left
Tour with flexible booking policy
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Cycling in Tuscany: Pisa to Florence

of 2 reviews
  • Best price guaranteed
  • No booking fees
This holiday takes you through rural and semi-urban Tuscany, on a loop from Pisa through Florence. W ...
  • Tour Type Private Tour
  • Activities Bicycle tours & Food tours
  • Accommodation Villa
  • Age Range 12+ years old
days08 From US$ 1,849 View Tour
Next Departures
  • Sep 02 Only 8 seats left
  • Sep 09 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
  • Sep 02 10+ seats left
  • Sep 09 Only 10 seats left
Add to your Tour Wish List 11% OFFTODAY

Tuscany & the Italian Riviera

  • Trip customizable
  • Best price guaranteed
9 day city sightseeing trip 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
  • Sep 01 10+ seats left
  • Sep 08 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
  • Sep 10 10+ seats left
  • Sep 17 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$ 3,130 US$ 2,473
SavingUS$ 657
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,130
  • Special Deal (21%):- US$ 657
  • Total Price from:US$ 2,473
View Tour
Next Departures
  • Sep 02 10+ seats left
  • Sep 09 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
  • Sep 02 Only 8 seats left
  • Sep 04 Only 8 seats left
Tour with flexible booking policy
Showing 1 - 14 of 19 results
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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.”
Walking In Tuscany (on a challenging week's trip)
5 - Excellent
  • Anonymous
“We had a fantastic time. Everything was well organised, so pick up from the airport, and transfer to the accommodation were easy. The brochure had described things well, so it had given us an accurate idea of the holiday. The family run accommodation was charming, with excellent meals provided. The walking was everything we hoped for, and more, with our guide making decisions about where to go each day based on weather conditions, and to show us a variety of terrain, so that we felt we got the best combination of walks possible. There was a short minibus ride each day to the start of the walk, and then back at the end of the day, and a packed lunch was provided each day. As it was one of the 'challenging weeks' we made maximum use of daytime hours to be out walking, so we didn't spend much time back at the farmhouse.”
A great week
5 - Excellent
  • Anonymous
“I went on a challenging grade week and it lived up to the bill. Long walks across constantly changing terrain with temperatures changing just as quick. Really enjoyed the challenge - forests, grasslands, rocky terrain, scrambling - it had it all and there was never a dull moment, all the while I felt completely safe in the hands of fantastic guides.”