Tuscany Adventure and Sport Tours 2024/2025

43 great adventure and sport trips in Tuscany. Searching for an adventure and sport trip in Tuscany? Below you will find 43 curated adventure and sport trips taking place in Tuscany with 119 reviews. Our adventure and sport trips are supplied by 17 hand-picked tour operators in Tuscany. With trip prices ranging from 59 USD to 7,020 USD and trip durations varying from 1 day and to 17 days, there is plenty to choose from.

44 Adventure and sport tours with 119 Reviews

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Italian Express: The Best Of Italy

of 6 reviews
  • Trip customizable
  • Best price guaranteed
This was a great trip. The choices of tours and hotels were all excellent and in a great order. We
  • 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 4-99 yrs
  • Operated in English, Spanish
days09 From US$ 3,123 View Tour
Next Departures
  • May 26
  • May 27
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 18-95 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
  • May 04 Only 8 seats left
  • May 11 Only 4 seats left
Add to your Tour Wish List 10% 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 16-95 yrs
  • Operated in English
days08 From US$ 2,098 US$ 1,890
SavingUS$ 208
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,098
  • Special Deal (10%):- US$ 208
  • Total Price from:US$ 1,890
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Next Departures
  • May 04 Only 2 seats left
  • May 11 Only 3 seats left
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Half-Day Guided Hike to Monteriggioni from Siena

of 1 review
  • Free cancellation
  • Trip customizable
4 hour countryside and village visits trip through Siena and Monteriggioni. Read More
  • Tour Type Small Group Tour
  • Activities Countryside and village visits & Trekking and Hiking +2 more
  • Accommodation No Accommodation
  • Age Range 5-79 yrs
  • Operated in English
hours04 From US$ 59 View Tour
Next Departures
  • Apr 29
  • May 02
Add to your Tour Wish List 5% OFFTODAY

Tuscany: Cycle Siena & Chianti

of 29 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 16-95 yrs
  • Operated in English
days08 From US$ 3,073 US$ 2,925
SavingUS$ 148
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,073
  • Special Deal (5%):- US$ 148
  • Total Price from:US$ 2,925
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Next Departures
  • May 11 Only 3 seats left
  • Sep 07 Only 8 seats left
Add to your Tour Wish List 6% OFFTODAY

Italian Discovery

of 16 reviews
  • Best price guaranteed
  • No booking fees
This is the perfect tour to see the highlights of Italy. The tour covers the most famous places in s ...
  • Tour Type Group Tour
  • Activities Explorer
  • Accommodation Hotel
  • Transport Bus, Coach, Boat & Ferry
  • Age Range 6-80 yrs
  • Operated in English
days10 From US$ 3,100 US$ 2,914
SavingUS$ 186
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,100
  • Special Deal (6%):- US$ 186
  • Total Price from:US$ 2,914
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Next Departures
  • May 05 10+ seats left
  • May 12 10+ seats left
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Via Francigena: Lucca to Siena

of 1 review
  • Best price guaranteed
  • No booking fees
This was an absolutely wonderful trip. The organisation was excellent, accommodation much better tha ...
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Transport Train
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,190 View Tour
Next Departures
  • Apr 28 10+ seats left
  • Apr 29 10+ seats left
Add to your Tour Wish List 7% OFFTODAY

Family Tuscany Multi-Activity Adventure

  • Best price guaranteed
  • No booking fees
8 day family trip in Italy, visiting Lucca, Pisa and Castelnuovo Di Garfagnana. Read More
  • Tour Type Small Group Tour
  • Activities Family & Active and outdoor +1 more
  • Accommodation Hotel & Resort
  • Transport Train, Bus & Minibus
  • Age Range 7-95 yrs
  • Operated in English
days08 From US$ 2,150 US$ 1,990
SavingUS$ 160
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,150
  • Special Deal (7%):- US$ 160
  • Total Price from:US$ 1,990
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Next Departures
  • Jul 14 10+ seats left
  • Aug 04 10+ seats left
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E-Bike Chianti Tour from Siena with Winery Lunch

  • Free cancellation
  • Trip customizable
6 hour bicycle tour in Siena. Read More
  • Tour Type Small Group Tour
  • Activities Bicycle tours
  • Accommodation No Accommodation
  • Age Range 13-79 yrs
  • Operated in English
hours06 From US$ 193 View Tour
Next Departures
  • May 01
  • May 04
Add to your Tour Wish List 5% OFFTODAY

Treasures of Italy - 10 Days

  • Trip customizable
  • Best price guaranteed
10 day art and architecture trip through Rome, Florence, Venice and 3 other destinations in Italy. Read More
  • Tour Type Group Tour
  • Activities Art and architecture & City sightseeing +4 more
  • Accommodation Hotel
  • Transport Bus & Coach
  • Age Range 1-99 yrs
  • Operated in English
days10 From US$ 2,815 US$ 2,674
SavingUS$ 141
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,815
  • Special Deal (5%):- US$ 141
  • Total Price from:US$ 2,674
View Tour
Next Departures
  • May 11
  • May 17
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Via Francigena: Southern Tuscany from Siena

of 2 reviews
  • Best price guaranteed
  • No booking fees
As a travel writer who has had too much of being met and taken everywhere I go, the chance to
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,150 View Tour
Next Departures
  • Apr 28 10+ seats left
  • Apr 29 10+ seats left
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Walking in the Apuane Alps

of 2 reviews
  • Best price guaranteed
  • No booking fees
We completed the Hiking the Apuane Alps in late September of 2019. We were pleasantly surprised with ...
  • Tour Type Private Tour
  • Activities Walking tours & Trekking and Hiking
  • Accommodation Hotel
  • Transport Train & Bus
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,290 View Tour
Next Departures
  • May 15 10+ seats left
  • May 16 10+ seats left
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Via Francigena: Pontremoli to Lucca

of 1 review
  • Best price guaranteed
  • No booking fees
8 day trekking and hiking tour through Tuscany, Filetto, Aulla and 6 other destinations in Italy. Read More
  • Tour Type Private Tour
  • Activities Trekking and Hiking
  • Accommodation Hotel
  • Transport Bus
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,140 View Tour
Next Departures
  • Apr 28 10+ seats left
  • Apr 29 10+ seats left
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Tuscany Cycle for Families

  • Best price guaranteed
  • No booking fees
8 day bicycle tour in Italy, visiting San Giuliano Terme, Lucca and Vinci. Read More
  • Tour Type Private Tour
  • Activities Bicycle tours & Family
  • Accommodation Hotel & Villa
  • Transport Train & Bus
  • Age Range 18-99 yrs
  • Operated in English
days08 From US$ 1,390 View Tour
Next Departures
  • Apr 28 10+ seats left
  • Apr 29 10+ seats left
Showing 1 - 14 of 44 results
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Tuscany Tour Reviews

5 - Excellent
Based on 119 customer reviews
Tuscany Walking and Wine
5 - Excellent
  • Anonymous
“A really enjoyable and varied week in Tuscany. Three lovely walks through forests and vineyards. Stunning hilltop villages and market towns. Excellent wine tastings and winery visits, each a little different, and we certainly drank a lot of local Chianti. Liz, our guide, was efficient, knowledgeable, capable and so friendly. We had plenty of time to explore the cities of Siena and Florence at our own pace, and on our free day most of us opted for a cookery class at a local restaurant. Enormous fun and the lunch we helped produce, was amazing. The family run farmhouse where we stayed was full of character, and they made us so welcome. The evening meals were generous and based on local produce and served with their own estate wines.”
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.”
Beat all my expectations
5 - Excellent
  • Anonymous
“This was my first walking holiday and was a little apprehensive ,surpassed my exceptions , the walking was just as explained , looking forward to the get one”