Tuscany Hiking & Walking Tours & Trip Packages

Tuscany Hiking & Walking Tours & Trips

121 Tuscany trips. Tours from 67 tour companies. 408 reviews. 4.8/5 avg rating.

20 trips exactly matchall of the the filters you selected.
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Hiking & Walking
Walking in Tuscany
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4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Pisa, Tuscany

Highlights

  • Enjoy five wonderful walking days through the idyllic mountains of Tuscany
  • Stay in a beautifully situated Tuscan farmhouse with a swimming pool
  • Opportunity to visit Lucca on the free day

Themes

Cultural, Hiking & Walking, Trekking & Expeditions

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
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Tuscany Walks & Chianti Wines
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4.7/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Florence

Highlights

  • Walk the classic rolling hills of Tuscany
  • Stay in a family run 3* hotel
  • Enjoy fabulous chianti wines
  • Visit Siena and Florence

Themes

Culinary & Wine, Cultural, Hiking & Walking, Trekking & Expeditions

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
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Health Safety +

Generous cancellation

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Italy - Your Way
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5/5 Excellent
9 reviews
Self-Guided / Independent Tour
Why we love them
They go the extra mile to cater to travelers of all abilities by limiting hotel transfers, choosing accessible tour routes and more.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Amalfi Coast, Cinque Terre, Florence, Milan, Naples, Pisa, Rome, Sicily, Tuscany, Venice, Verona

Highlights

  • Tours designed especially for you and your travel companions
  • Tours from $2,000 to $10,000,per person, working within your budget tofind the best options for you
  • Arranged and designed tours for all aspects or portions of your journey
  • Private and small group day tours available
  • Travel at your pace
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Themes

Birding, Climbing & Mountaineering, Culinary & Wine, Cultural, Education / Learning, Family Friendly, High Adventure, Hiking & Walking, Local Immersion & Homestays, National Parks, Nature & Wildlife, Overland Journeys, Relaxing Retreats, Small Ship Cruise, Train & Rail Journeys, Photography, Festivals & Special Events, Religious

What travelers are saying

"I've traveled to Europe several times before but not like this. Thanks to Kelley and her amazing knowledge and patience with all my queries, my famiy and I enjoyed a customized itinerary filled with a food tour in Paris and a cooking lesson in Naples, history and art lessons at the British Museum and Musee D'Orsay, with enough time to travel independently and make new discoveries with less hassle than before. I absolutely recommend the Relaxed Explorer to anyone looking to make memorable trips with their families that will be cherished by all. Thank you so much Kelley!! Would love to make more good travel memories with your help!!"

Trip dates & details
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Italy - Customize It Your Way
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5/5 Excellent
9 reviews
Self-Guided / Independent Tour
Why we love them
They go the extra mile to cater to travelers of all abilities by limiting hotel transfers, choosing accessible tour routes and more.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Amalfi Coast, Cinque Terre, Florence, Milan, Naples, Pisa, Rome, Sicily, Tuscany, Venice, Verona

Highlights

  • Tours designed especially for you and your travel companions
  • Tours from $2,000 to $10,000, per person, working within your budget to find the best options for you
  • Arranged and designed tours for all aspects or portions of your journey
  • Private and small group day tours available; Travel at your pace
  • Explore only the locations and attractions you want to see, when you want to see them
Show more

Themes

Birding, Climbing & Mountaineering, Culinary & Wine, Cultural, Education / Learning, Family Friendly, High Adventure, Hiking & Walking, Local Immersion & Homestays, National Parks, Nature & Wildlife, Overland Journeys, Relaxing Retreats, Small Ship Cruise, Train & Rail Journeys, Photography, Festivals & Special Events, Religious

What travelers are saying

"I've traveled to Europe several times before but not like this. Thanks to Kelley and her amazing knowledge and patience with all my queries, my famiy and I enjoyed a customized itinerary filled with a food tour in Paris and a cooking lesson in Naples, history and art lessons at the British Museum and Musee D'Orsay, with enough time to travel independently and make new discoveries with less hassle than before. I absolutely recommend the Relaxed Explorer to anyone looking to make memorable trips with their families that will be cherished by all. Thank you so much Kelley!! Would love to make more good travel memories with your help!!"

Trip dates & details
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A Taste of Tuscany - Hilltop Towns and Vineyards
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5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Pisa, Rome, San Gimignano, Siena, Tuscany

Highlights

  • Sample some of Italy's finest wines and dine on delicious Tuscan regional specialites
  • Explore captivating hilltop towns, Medieval San Gimignano and Siena
  • Visits to food and wine producers and tasting fresh produce at source

Themes

Cultural, Hiking & Walking

What travelers are saying

"Very good, the waiting time on the phone was a bit too long the first time ( 10 minutes)"

Trip dates & details
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A Taste of Tuscany Self-Guided Walking
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4.7/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

  • Fabulous insight into traditional Tuscan life: the food, the wine, the culture
  • Wonderfully varied walking, including the beautiful UNESCO Val d'Orcia
  • Delicious classic Tuscan cuisine 'km 0' cooking (all local food)
  • The wine and cheese towns of Montepulciano and Pienza
  • Warm and welcoming agriturismo (farmhouse accommodation) with a passionate owner - the best of Italian hospitality

Themes

Hiking & Walking

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More

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Family Tuscany Multi-Activity Adventure
Save this trip to your favorites or other list
5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They explore a place beyond the typical tourist traps and offer exciting activities that bring the “wow factor” intrepid travelers want.
Lodging level
Premium - 4 star
Physical level
Moderate

Visits

Lucca, Pisa, Tuscany

Highlights

  • Week-long active adventure for the whole family in Tuscany's delightful, unspoilt north
  • Enjoy hiking, canyoning, cycling, a zip-wire course and stand up paddleboarding
  • Have fun in the sun at our family-run hotel with swimming pool

Themes

Cultural, Hiking & Walking

What travelers are saying

"Very good, the waiting time on the phone was a bit too long the first time ( 10 minutes)"

Trip dates & details
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Health Safety +

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Iconic Italy: Venice, Florence & Rome
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4.1/5 Great
100+ reviews
Self-Guided / Independent Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Florence, Nice, Rome, Venice

Highlights

  • Want to stay longer? You can extend this trip up to a total of 10 days!
  • Walking Tour of Venice
  • Florence Walk and Talk Tour
  • Rome Hop-on/Hop-off Bus Tour (Green Line) - 48 hours

Themes

Hiking & Walking, Local Immersion & Homestays, Relaxing Retreats, Train & Rail Journeys

What travelers are saying

"Great Value did an amazing job with the basic outline for the itinerary and the hotel choices were excellent."

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20 trips exactly matchall of the the filters you selected.
My selections:
Hiking & Walking

Tuscany Reviews & Ratings

4.8/5  Excellent
408  Reviews
See all Tuscany tour reviews
Excellent
260
Great
38
Average
7
Disappointing
0
Terrible
0
A

Anonymous

Oct 2018

Provided byExodus Travels

Fantastic!

Exodus holidays are only as good as their leaders and Sara is fantastic, super knowledgeable and full of enthusiasm. The area and accommodation ensure you feel fu...

A

Anonymous

Oct 2018

Provided byExodus Travels

Walking in Tuscany

What a fantastic trip,the weather,the acomadation,the scenery,Trek Leader & her Dog ( Elvis ) only one word to describe it. BEAUTIFUL !! All of it !! Sara wa...

A

Anonymous

Oct 2018

Provided byExodus Travels

Great Holiday and Superb Walking

A great holiday with excellent walks which were enjoyable as well as being physically quite demanding. Liz, our guide for the week, made the holiday extra special ...

A

Anonymous

Oct 2018

Provided byExodus Travels

Excellent trip

It was a fantastic trip with some relay amazing walks and views. The mountains the open space and the views are breath taking. The views the open space I would r...

A

Anonymous

Oct 2018

Provided byExodus Travels

Walking in Tuscany

This was one of the best trip I ever had! Beautiful scenery, friendly people, great home cooking, but most importantly - our incredible guide Sara. She was taking ...

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Tuscany Tour Selection Trips

  • If you love Renaissance art, architecture, and culture, look for tours that spend at least three days in Florence
  • Like other popular parts of Italy, Tuscany gets huge numbers of tourists in summertime; consider visiting in the offseason
  • Fall harvest season may be the most beautiful time of year in the Tuscan countryside; spring can be rainy
  • Taking an all-inclusive guided tour can save you time and money in Florence and in some other areas of Tuscany, where virtually all attractions (including churches) charge admission and attract long lines of visitors that tours can avoid.
  • As wonderful as its cities are, Tuscany’s countryside should not be missed
  • If you have the possibility of making return trips, take them – it’s hard to cover all of Tuscany in one tour
  • If you plan to rent a car on your own, wait until you’ve finished seeing Florence – driving there is a nightmare and you’ll walk everywhere anyway

Additional details

How Big is Tuscany? 

Italy is made up of 20 different regions. Tuscany is the fifth largest region at around 8,900 sq. miles and is just a little larger than the state of New Jersey. While Tuscany is large, you can easily get around with local trains or buses. 

Many Tuscany tour packages include day trips from the major cities of Florence and Siena to the top Tuscan sites since these cities are centrally located. 

Where is Tuscany? 

Tuscany is located on the northwestern coast of Italy between Genoa and Rome. The region shares its borders with the Ligurian Sea and five other Italian regions, including the ones home to Rome, Milan, and Bologna. 

What is the Weather Like in Tuscany? 

With its central location in Italy, Tuscany sees all four seasons. Temperatures can range from over 100 degrees during the summer to below freezing during the winter. 

Tuscany during the summer can be extremely warm. The warmest months are July and August with days full of sunshine and few clouds. These two months can be very stifuling since there is very little rain during July and August. 

The fall is similar to that of fall in the Midwest in the United States. Days are still warm without being unbearable, but you will see rainy days in the late-fall. 

Winter in Tuscany varies depending on where you visit. The days are mild, but the nights get colder. On the plateaus and in the cities of Tuscany the days stay cool, but if you are visiting the mountains you will have to face snow and freezing temperatures. 

Spring is full of flowers, rain, and sun. March is one of the rainiest months in Tuscany so make sure you take an umbrella, but as you get closer to May the days get sunnier and drier. 

Wine Tasting Etiquette in Italy 

If you’ve ever done a wine tasting in California or another part of the U.S., you may be in for a little surprise when doing a wine tasting in Italy. 

Generally, you have to pre-book a wine tasting in Tuscany, whereas in California you can usually just pop in and try some wine. If you make an appointment with a winery, it is extremely important that you keep your appointment. Also, many of the wineries don’t keep normal business hours, so booking a tasting is ideal. 

Drinking wine is a relaxing, longer process in Italy than other countries. Many Italy wine tours only include a couple of wineries so you can get to know more about the wine and the local businesses. 

If you are traveling to Italy for the first time, visiting Tuscany on a tour is a good alternative if you’re not sure where or which wineries you want to see as tour companies have hand selected wineries for you. 

Best Time to Visit Tuscany

It is said you can visit Tuscany at any time of the year. However, there are a few months when you can see and fully enjoy this flavorful region. 

May is considered to be the best time to visit Tuscany. The weather is warm, the days are sunny, and May is right before the beginning of the tourist season. Many small group tours to Tuscany plan their tours for May so you are able to visit all of the major sights before the large crowds arrive. Additionally, going in September is also ideal since it’s cooler out and the tourist season is winding down. 

If you visit Tuscany on a tour during July and August be prepared for a large amount of people, extremely warm weather, and some closings. Like many other cities in Italy during the late summer, Tuscan cities are empty of locals as they head for the coasts to get away from the heat. This means that many stores and shops may be closed during these two months. Also, this is high season for Tuscany and the streets and attractions will be very crowded. 

Don’t forget about winter! Not many can say they spent Christmas in the Tuscan hills. The Tuscan villages are a wonder to see during the holidays and if you are an avid skier or snowboarder, you will have an amazing time in the resorts scattered across the mountains in Tuscany. 

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