Tuscany Small Group Tours & Trip Packages

Tuscany Small Group Tours & Trips

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

57 trips exactly matchall of the the filters you selected.
My selections:
Small Group Tour
Walking in Tuscany
Save this trip to your favorites or other list
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
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Barcelona to Rome
Save this trip to your favorites or other list
4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Arles, Barcelona, Cinque Terre, Florence, La Spezia, Nice, Pisa, Rome, Siena, Tuscany, Vatican City

Highlights

  • Spend your free time in Barcelona visiting Gaudi's modern basilica, La Sagrada Familia – a Gothic masterpiece that embodies the city’s artistic and progressive heart.
  • Hike in the majestic Spanish Pyrenees mountains, revelling in the fresh air, panoramic views and an exhilarating sense of freedom.
  • Explore the idyllic Provencal landscapes of southern France and gain an understanding as to why this part of the world is so adored by artists.
  • The Leaning Tower may be Pisa’s most iconic image, but there’s so much more to discover – The Piazza dei Miracoli and Pisa Baptistry are masterpieces in Medieval-Italian architecture.
  • Enjoy plenty of free time in Rome to discover the ancient Colosseum, stroll through Vatican City and gaze up towards the gods inside St Peter's Basilica.

Themes

Cultural, High Adventure, Local Immersion & Homestays

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

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

Health Safety +

More
Tuscany Walks & Chianti Wines
Save this trip to your favorites or other list
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
Save this trip to your favorites or other list

Health Safety +

Generous cancellation

More
Best of Italy
Save this trip to your favorites or other list
4.6/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Florence, Lake Como, La Spezia, Lucca, Milan, Pisa, Portofino , Rome, Tuscany, Vatican City, Venice

Highlights

  • Take to the Tuscan countryside and cycle along the Serchio River in Lucca, working up an appetite for the region’s delicious local food and renowned wines.
  • Spend a free day exploring the beautiful villages, estates and gardens dotted around Lake Como, criss-crossing the lake by ferry, and consider exploring the grounds of Bellagio's grand Villa Melzi.
  • Head with your local leader to a quaint rural village in the heart of Piedmonte to sample world-class local wines from unique grapes grown only in this region – salute!
  • Test yourself on the hilly trails of the Cinque Terre, stopping by the picturesque pastel colour villages of Riomaggiore, Manarola and Vernazza. If you get tired, just jump on the train for the rest of your day!
  • Italy’s iconic Rome, Florence and Venice are a haven of renaissance architecture and historic sights. With plenty of time to discover at your own pace, you have the power to decide what you’d like to see.

Themes

Cultural, High Adventure, Local Immersion & Homestays

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

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

Health Safety +

More
Ultimate Italy
Save this trip to your favorites or other list
4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Colosseum, Florence, Lake Como, Lucca, Milan, Pisa, Rome, Siena, Tuscany, Venice

Highlights

  • Experience medieval and renaissance delights
  • Discover a passion for regional wines and italian cuisine
  • Savour the sea views and tuscan hills
  • Explore the elegant countryside of lake como by boat
  • Wander over the canals and bridges of venice

Themes

Cultural, Transformative

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

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

"The trip itinerary was well thought through with the right balance of challenging walks, rest time, cultural activities and time to socialise. Joao, our guide, was exceptional. He really took on board any feedback and made sure we had the best time. The scenery in Madeira surpassed my expectations. I would recommend this trip to anyone wanting an active weeks’ holiday."

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

Health Safety +

More

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
Tuscany: Cycle Siena & Chianti
Save this trip to your favorites or other list
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
Balanced schedule

Visits

Florence, Siena, Tuscany

Highlights

  • Explore the cultural cities of Siena and Florence
  • Enjoy Tuscan cuisine and wine
  • Visit some of the most beautiful hilltop towns in the region
  • Ride along the scenic country roads of classic Tuscany

Themes

Cultural, Cycling & Biking

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
Italy Experience
Save this trip to your favorites or other list
5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Florence, La Spezia, Perugia, Pisa, Rome, Tuscany, Umbria, Vatican City, Venice

Highlights

  • Take a day trip to Perugia’s ancient town – Spello. Walk among the decorated facades, winding laneways and cobbled streets and then sample the local wine and regional delicacies at a local enoteca for lunch.
  • See some iconic sites like the canals of Venice, the Duomo’s gorgeous exterior in Florence and the endless sights in Rome. Find out why these cities are loved by so many and enjoy plenty of free time to make your own discoveries.
  • Eat your way through this foodie’s paradise with a cicchetti (small bites) tour in Venice, a pesto-making class in Cinque Terre and a local leader to point out all the best spots for espresso, gelato, wine and pasta.
  • A series of walking paths connect the pastel villages of Monterosso, Corniglia and Riomaggiore in Cinque Terre. Explore this amazing region on foot with a group hike (and make sure you bring your camera).
  • Support the local community with a farewell dinner in Trastevere – a gorgeous area in Rome popular for its summer dining and aperitif culture – at a local cooperative that employs people living with disabilities and provides hospitality training.
Show more

Themes

Cultural, High Adventure, Local Immersion & Homestays

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

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

Health Safety +

More
Travelstride Gift Card
One card, thousands of extraordinary trips
Gifts Card

Want a tailor-made trip instead?

Your trip, your way, planned by an expert:

  • You choose budget, destinations, activities, transport & lodging type
  • Expert designs the itinerary for you, and once approved, takes care of logistics
Design custom trip
57 trips exactly matchall of the the filters you selected.
My selections:
Small Group Tour
...

1

2

3

...

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

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

A Truly Fabulous Walking Holiday

This was a fabulous trip from start to finish. Beautiful and diverse scenery, great walking, great weather, and a great guide (Sara Bull). The grounds and views fr...

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 ...

Write a Review

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. 

Always Find the Best

On Travelstride you can find 122 trips to Tuscany and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.

Top Tour Companies on Travelstride:
All 1,600+ companies >
Sign in to reveal savings up to $700 per person!