Tuscany Tours & Trip Packages

Tuscany Tours & Trips

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

122 Trips match your criteria (21 - 40 shown)

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria
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
Premium - 4 star
Physical level
Moderate

Visits

Florence, Rome, San Gimignano, Siena, Tuscany, Umbria

Highlights

  • Visit the historic centre of pienza
  • A renaissance city commissioned by pope pius ii
  • Savour gelato in florence on an orientation walk through the city
  • Tour the cellar and vineyard of molino di grace with a farmhouse lunch overlooking the rows of grapes
  • Hike from the tiny village of strove along the ancient via fancigena
Show more

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
Tuscan & Umbrian Countryside featuring Italy's Charming Hill Towns - 2024
Save this trip to your favorites or other list
4.7/5 Excellent
100+ reviews
Group Tour
Why we love them
With a history that spans back to 1918, they have unparalleled expertise in the guided tour industry and can cater to all types of travelers.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Assisi, Florence, Rome, San Gimignano, Siena, Tuscany, Umbria

Highlights

  • Experience a home-cooked meal in one of Umbria's country homes.
  • Sample pecorino sheep-milk cheese at a local farm in the Orcia Valley.
  • Savor the famous Brunello red wine during a musical tasting at a winery in Montalcino.
  • Behold the unique water-filled piazza in the village of Bagno Vignoni.
  • Enjoy 3 nights in a restored Tuscan villa.
Show more

Themes

Cultural

What travelers are saying

"It was a wonderful trip and experience! We are still sorting all the pictures and memories about it, and some of them I would like to share with you - read my diary about this trip! My Diary about our trip to South Dakota shorturl.at/efoX1"

Trip dates & details
Save this trip to your favorites or other list
More
Italy in 9 days - Ancient Rome & Treasures of Tuscany - Superior
Save this trip to your favorites or other list
By Exoticca
preferred
4.4/5 Great
100+ reviews
Small Group Tour
Why we love them
Although they’re cheaper than other brands, they still make sure all parts of the trip, like hotels, meet a high minimum standard.
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Colosseum, Florence, Forum, Rome, Sistine Chapel, Tuscany

Highlights

  • Florence
  • Rome
  • Tuscany

Themes

50 plus, Cultural, Local Immersion & Homestays, National Parks, Nature & Wildlife

What travelers are saying

"The trip was well laid out. Tour guides were friendly and knowledgeable. The only complaint is some of our travel documents that were sent out were not in English. If your sending documents out correspondence should be in both the native language and the language of the people the correspondence to. Other than that a great first time experience."

Trip dates & details
Save this trip to your favorites or other list
More
Tuscany Walking and Wine
Save this trip to your favorites or other list
4.7/5 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

Visits

Pisa, Rome, San Gimignano, Siena, Tuscany

Highlights

  • Enjoy short walks in the classic rolling landscapes of southern Tuscany
  • Spend time in historic hill-top towns and cities of Florence and Siena
  • Enjoy wine tastings and delicious Tuscan cuisine

What travelers are saying

"Good accomodation and an excellent guide. Sagres has lots of nice restaurants and 3 beaches."

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

Health Safety +

More
Parma to Florence: Italy's Culinary Highlights
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

Visits

Bologna, Florence

Highlights

  • Visit producers ofculatelloham, Parmesan cheese, Modena balsamic vinegar and olive oil
  • Join a cooking class led by a local chef to make a traditional Bolognese menu
  • Discover Brisighella, one of the most beautiful villages in Italy
  • Take a train through rolling hills to Florence

Themes

Cultural

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
Premium Rome to Split
Save this trip to your favorites or other list
4.5/5 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
Standard - 3 star
Physical level
Easy
Trip pace
Full schedule

Visits

Colosseum, Croatia, Florence, Forum, Lake Bled, Ljubljana, Pisa, Rome, San Gimignano, Siena, Split, Tuscany, Venice

Highlights

  • Nestled in the rolling vineyards of Tuscany's Chianti region, spend two memorable nights in a converted castle hotel and dine on a multi-course gourmet meal at the onsite restaurant.
  • Explore Rome’s iconic Colosseum under moonlight during an evening tour. Walk in the footsteps of gladiators without the jostling daytime crowds.
  • Delight in regional specialties during a wine-tasting at a family garden vineyard in Tuscany and a truffle and Istrian wine tasting in Motovun.
  • Take advantage of local knowledge when you travel with expert local leaders who will share the best of their countries, bring history to life and know all the best places to eat.
  • Enjoy your own slice of paradise at your feature stay hotel. The stunning Hotel Istra sits on its own private island, with world class service, fantastic facilities and beautiful grounds to explore.

Themes

High Adventure

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

Unlock Community Benefits

Travel better together

  • Save favorite trips and itineraries
  • Get insider insights
  • Receive personalized recommendations
  • ... and much more
Join community
A Taste of Tuscany Self-Guided Walking
Save this trip to your favorites or other list
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
Discover Tuscany: Culture, Food & Wine
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

Visits

Florence, Tuscany

Highlights

  • Stay in a family-run albergo in a quiet village near San Gimignano
  • Enjoy chianti tastings in two renowned wineries
  • Unlock the secrets of Siena, visiting a closed-to-the-public museum
  • Discover the ancient ‘wine windows’ of Florence
  • Learn the secrets of pasta-making from local chef and author, Federica Continanza
Show more

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
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

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

Some people might be misled in thinking this is a walk in the park, before booking, it should be entitled trekking in the mountains of Tuscany

A brilliant experience and can't wait to go on the next one. Having walked up a mountain, with sweat pouring out of me, breathing deeply, with the sun beating down ...

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

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

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!