Tours and Trip Packages to Tuscany in September 2025

Traveling to Tuscany in September 2025? We offer 26 tours, trips and vacation packages to Tuscany in September 2025. Our Tuscany in September 2025 tour packages and trips have 132 customer reviews. All the Tuscany September 2025 tour packages and trips are carried out by hand-picked, qualified local and international Tuscany tour operators.

26 Trips in Tuscany during September 2025

Add to your Tour Wish List 14% OFFTODAY

Tuscany Walks & Chianti Wines

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 and Hiking & Food tours
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 2,617 US$ 2,245
SavingUS$ 372
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,617
  • Special Deal (14%):- US$ 372
  • Total Price from:US$ 2,245
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Next Departures
  • Sep 13 Only 8 seats left
  • Sep 20 Only 8 seats left
Add to your Tour Wish List 15% 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 and Hiking
  • Accommodation Villa
  • Transport Bus, Train, Minibus & Taxi
  • Age Range 16-99 yrs
  • Operated in English
days08 From US$ 2,248 US$ 1,920
SavingUS$ 328
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,248
  • Special Deal (15%):- US$ 328
  • Total Price from:US$ 1,920
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Next Departures
  • Sep 06 Only 8 seats left
  • Sep 13 Only 8 seats left
Add to your Tour Wish List 33% OFFTODAY

Europe Escape

of 90 reviews
  • Best price guaranteed
  • No booking fees
It was enjoyable, very well managed. Had a great time.
  • Tour Type Group Tour
  • Activities City sightseeing
  • Accommodation Hotel
  • Transport Coach, Boat, Taxi & Train
  • Age Range 10-99 yrs
  • Operated in English
days12 From US$ 3,335 US$ 2,249
SavingUS$ 1,086
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,335
  • Special Deal (33%):- US$ 1,086
  • Total Price from:US$ 2,249
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Next Departures
  • Sep 07 10+ seats left
  • Sep 14 10+ seats left
Best Seller Add to your Tour Wish List 15% OFFTODAY

Gems Of Rome & Florence

of 4 reviews
Exclusive Flash Super Sales
  • Best price guaranteed
  • No booking fees
The tours were set up with the perfect mix of tour/personal time. Stefan, Claudia and our bus driver ...
  • Tour Type Small Group Tour
  • Activities Art and architecture & Food tours
  • Accommodation Hotel & Villa
  • Transport Train & Private Vehicle
  • Age Range 10-99 yrs
  • Operated in English, Spanish, French, German, Italian
days06 From US$ 1,471 US$ 1,250
SavingUS$ 221
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,471
  • Special Deal (15%):- US$ 221
  • Total Price from:US$ 1,250
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Next Departures
  • Sep 01 10+ seats left
  • Sep 02 10+ seats left
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Private Gourmet Wine Tour in Tuscany

of 2 reviews
  • 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 22-89 yrs
  • Operated in English, German
days04 From US$ 2,415 View Tour
Next Departures
  • Sep 01
  • Sep 02
Add to your Tour Wish List 6% OFFTODAY

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
  • Transport Train, Bus, Minibus & Taxi
  • Age Range 16-95 yrs
  • Operated in English
days08 From US$ 2,480 US$ 2,320
SavingUS$ 160
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,480
  • Special Deal (6%):- US$ 160
  • Total Price from:US$ 2,320
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Next Departures
  • Sep 07 10+ seats left
  • Sep 21 10+ seats left
Add to your Tour Wish List 6% OFFTODAY

Tuscan Treats

  • Best price guaranteed
  • No booking fees
8 day food trip in Italy, visiting Florence, Lucca and Volterra. Read More
  • Tour Type Small Group Tour
  • Activities Food tours & Art and architecture
  • Accommodation Hotel & Villa
  • Transport Coach
  • Age Range 18-80 yrs
  • Operated in English
days08 From US$ 2,429 US$ 2,279
SavingUS$ 150
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,429
  • Special Deal (6%):- US$ 150
  • Total Price from:US$ 2,279
View Tour
Next Departures
  • Sep 01 10+ seats left
  • Sep 04 10+ seats left
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Via Francigena: Walk from Lucca to Siena

of 1 review
  • Trip customizable
  • Best price guaranteed
8 day trekking and hiking trip through Lucca, Altopascio, San Miniato Alto and 4 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Trekking and Hiking & Walking tours +3 more
  • Accommodation Hotel & Hostel
  • Transport Private Vehicle
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 640 View Tour
Next Departures
  • Sep 01
  • Sep 02
Add to your Tour Wish List 15% OFFTODAY

Tuscany Escape

Exclusive Flash Super Sales
  • Best price guaranteed
  • No booking fees
7 day art and architecture trip in Italy, visiting Florence, Gaiole In Chianti and Pisa. Read More
  • Tour Type Group Tour
  • Activities Art and architecture & Food tours
  • Accommodation Hotel
  • Transport Private Vehicle
  • Age Range 10-99 yrs
  • Operated in English, Spanish, French, German, Italian
days07 From US$ 1,627 US$ 1,383
SavingUS$ 244
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,627
  • Special Deal (15%):- US$ 244
  • Total Price from:US$ 1,383
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Next Departures
  • Sep 01 Only 4 seats left
  • Sep 02 Only 4 seats left
Add to your Tour Wish List 20% OFFTODAY

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 14-99 yrs
  • Operated in English
days08 From US$ 2,750 US$ 2,200
SavingUS$ 550
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,750
  • Special Deal (20%):- US$ 550
  • Total Price from:US$ 2,200
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Next Departures
  • Sep 06 10+ seats left
  • Sep 13 10+ seats left
Add to your Tour Wish List 20% OFFTODAY

Italian Escape

  • Best price guaranteed
  • No booking fees
6 day food tour in Italy, visiting Rome, Naples and Amalfi Coast & Campania. Read More
  • Tour Type Group Tour
  • Activities Food tours & Beer and drinks tasting +1 more
  • Accommodation Hotel
  • Transport Coach
  • Age Range 18-35 yrs
  • Operated in English
days06 From US$ 1,648 US$ 1,318
SavingUS$ 330
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,648
  • Special Deal (20%):- US$ 330
  • Total Price from:US$ 1,318
View Tour
Next Departures
  • Sep 02 Only 5 seats left
  • Sep 09 10+ seats left
Add to your Tour Wish List

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 13-99 yrs
  • Operated in English
days08 From US$ 2,750 View Tour
Next Departures
  • Sep 06 Only 8 seats left
  • Sep 13 Only 8 seats left
Add to your Tour Wish List 15% OFFTODAY

Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast

  • Best price guaranteed
  • No booking fees
13 day explorer trip through Florence, Cinque Terre, Castellina In Chianti and 3 other destinations in Italy. Read More
  • Tour Type Small Group Tour
  • Activities Explorer
  • Accommodation Hotel & Villa
  • Transport Private Vehicle, Train, Boat & Bus
  • Age Range 12-95 yrs
  • Operated in English
days13 From US$ 3,499 US$ 2,974
SavingUS$ 525
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,499
  • Special Deal (15%):- US$ 525
  • Total Price from:US$ 2,974
View Tour
Next Departures
  • Sep 14 10+ seats left
  • Sep 24 10+ seats left
Add to your Tour Wish List 15% OFFTODAY

Discovering Florence

Exclusive Flash Super Sales
  • Best price guaranteed
  • No booking fees
4 day art and architecture tour visiting Florence and Tuscany in Italy. Read More
  • Tour Type Small Group Tour
  • Activities Art and architecture & Explorer
  • Accommodation Hotel
  • Transport Train
  • Age Range 10-99 yrs
  • Operated in English
days04 From US$ 700 US$ 595
SavingUS$ 105
You've unlocked exclusive savings:
  • Brochure Price:US$ 700
  • Special Deal (15%):- US$ 105
  • Total Price from:US$ 595
View Tour
Next Departures
  • Sep 01 10+ seats left
  • Sep 02 10+ seats left
Showing 1 - 14 of 26 results
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Tuscany Tour Reviews

5 - Excellent
Based on 132 customer reviews
CYCLE THROUGH SIENA & CHIANTI
5 - Excellent
  • Anonymous
“What a fantastic holiday. The views and towns were amazing, a fantastic guide and challenging cycling. I would seriously recommend this holiday to someone that loves excercise, sightseeing, eating and drinking.”
Tuscany
5 - Excellent
  • Anonymous
“Lovely relaxed accommodation at a lush green small working farm. Really easy to relax - good walks on different mountain ranges & even if the weather is not fantastic there are other things to do within an hours travel if you decide to duck out of a day & take it a bit easy”
Wonderful time in Tuscany
5 - Excellent
  • Russell White
“What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills”