Tuscany Transformative Tours & Trip Packages

Tuscany Transformative Tours & Trips

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

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Transformative
Ultimate Italy
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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!"

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Italy: Tuscany, the Alps & the Riviera
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5/5 Excellent
35 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Bolzano, Doge’s Palace, Dolomites, Florence, Innsbruck, Lake Garda, Rome, Tuscany, Venice

Highlights

  • Discover Rome
  • Explore Tuscany
  • Visit the hilltop town of Orvieto
  • Embark on a walking tour of Florence with an expert local guide
  • Stroll through Piazza Signoria, the busy square that was the ancient center of city life during the days of the Medici
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Themes

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

What travelers are saying

"I've traveled with this company 4 times and find the value and service outstanding. If you are on a slim budget try the " last minute" opportunities. We got an incredible deal on a river cruise two months out."

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A Taste of Tuscany Culinary Tour
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1/5 Terrible
100+ reviews
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Florence

Highlights

  • Testing mouthwatering recipes in friendly cucinas
  • Strolling through vineyards and sampling their wares
  • Seeing premium olives pressed into oil

Themes

Culinary & Wine, Cultural, Local Immersion & Homestays, Relaxing Retreats, Transformative

What travelers are saying

"Life changing! Alex our guide incredibly knowledgeable, caring and has a great sense of humor. If I needed a day to relax (and perhaps shop) it was totally encouraged and acceptable - Porto Fino amazing! The itinerary and hotels spot on! I’m ready to go back, maybe the Amalfi Coast!!! Don’t hesitate, book the guided trip now!!"

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Ultimate Italy
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1/5 Terrible
100 reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Cinque Terre, Colosseum, Florence, Lake Como, Milan, Mount Etna, Naples, Rome, Sicily, Sistine Chapel, Tuscany, Umbria, Vatican City, Venice

Highlights

  • Float through the Venetian canals aboard a traditional gondola
  • Step into the Renaissance in Florence
  • Indulge in Italian food and wine while taking in the Tuscan countryside
  • See the best of ancient Rome, the Vatican and Michelangelo’s Sistine Chapel
  • Take in the turquoise waters and coastal views of luxurious Capri
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Themes

Cultural, Education / Learning, Transformative

What travelers are saying

"Traveling with Ef is easy and provides life-changing trips and opportunities."

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Simple Italy 8days / 7nights
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5/5 Excellent
55 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Florence, Leaning Tower of Pisa, Pantheon, Pisa, Rome, Vatican City, Venice

Highlights

  • Sail on a gondola through the Venetian canals
  • Discover the Colosseum and Roman Forum
  • Visit the St Peter’s Basilica and the Sistine Chapel
  • See Renaissance monuments in Florence
  • Wine & olive oil tasting
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Themes

Cultural, Local Immersion & Homestays, Transformative

What travelers are saying

"My husband and I took the day tour from Rome to Naples and Pompeii. This tour allows you to tour Pompeii on your own or an option for a guided tour. The tour guild handles all transportation from the train station from Rome to Naples to Pompeii and back to Rome. The tour guide also takes the small group on a very informative and fun walking tour through the heart of Naples and exposes you to the local cuisine and shops. We had a wonderful time and it was something we would not have done by ourselves. I highly recommend this tour. There is a lot of walking and not easy walking. Come prepared."

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Our Italy
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Cinque Terre, Florence, Rome, Siena, Sistine Chapel, Tuscany, Venice

Highlights

  • Visit of Vatican Museum & Sistine Chapel with skip the line reservation
  • Visit the main sights of the city but also to discover the real soul of Venice
  • Discover the most beautiful villages of Cinque Terre
  • Experience an amazing boat trip to take the most beautiful pictures of Cinque Terre from the sea

Themes

Cultural, Local Immersion & Homestays, Transformative

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Luxury trip: Florence & Milan
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Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Florence, Milan

Highlights

  • - Visit Gucci and Ferragamo Museum - Tour Tenuta CastelGiocondo of the Marchesi Frescobaldi winery - Dine at the magnificent Palazzo Borghese in Florence

Themes

Culinary & Wine, Cultural, Local Immersion & Homestays, Transformative

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Amalfi Coast, Rome & Tuscany
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Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Amalfi Coast, Florence, Naples, Sistine Chapel, Sorrento, St. Peter's Basilica, Tuscany, Vatican City

Highlights

  • Visit Amalfi was one of the maritime power in the Mediterranean Sea
  • Visit the Greek Temples and taste the original buffalo mozzarella
  • Exploration of the magnificent Sorrento
  • Explore Capri, a tour to Paestum

Themes

Cultural, Transformative

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Other trips you may like [sponsored]
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."

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Health Safety +

Generous cancellation

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Italy: Tuscany, Chianti & Marina di Castagneto
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4.9/5 Excellent
100+ reviews
Group Tour
Why we love them
Their unique emphasis on immersive cultural experiences combined with active exploration with personalized cycling experiences.
Lodging level
Premium - 4 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Florence, Lucca, Tuscany

Highlights

  • Indulge in luxurious accommodations where you can relax on a private sandy beach, soak in natural Etruscan hot springs, dine on elegant meals, and more
  • Visit the home of a longtime VBT friend and founder of Cooking in Tuscany, then cook a traditional Tuscan meal with her
  • Learn about different olive oils by taste with the family that owns the Fonte di Foiano olive oil mill as your guide
  • Cycle past Bolgheri’s Super Tuscan vineyards and along its famous cypress-lined avenue, a prelude to the stunning medieval towns of Castagneto Carducci, Sassetta, and Suvereto
  • Explore the fascinating Etruscan city of Populonia, a bustling port in ancient times, and take in breathtaking views of the turquoise waters of Baratti Bay.

Themes

Culinary & Wine, Cultural, Cycling & Biking, Nature & Wildlife

What travelers are saying

"This trip is unbelievably fantastic. Two of the best rides of my life, were on this tour. The guides were very good and this was just the start, when we met them, at the hotel in Cortina. Cortina was the site of the 1956 Olympics, and is a small pretty village. Nothing was open the two nights we were there, so probably bad timing. Hotel was a typical ski village hotel, good Italian/German food, and very comfortable. Second day of biking was up an old railroad spur that is now a ski trail about 15-20 K up to a mountain pass called Cimabanche Pass, which is beautiful. We rode up in a snow storm, then rain, then finally clear skies. This was the number two best ride of my life. Starting out from the hotel in Cortina, up the old spur, through single track bike trails, past babbling brooks, up to this fabulous mountain pass. This is now where the fun starts. Mostly downhill on paved roads very little traffic, at good speeds, through the most spectacular valleys you would ever see on a bike ride. Breathtaking. It had to end back at the hotel for a big dinner. The best ride of my life was the last biking day out of Merano. We were bused up 1500 K, about 85-90 miles to Lake Resia, high up in the Dolomites, then rode around the lake, down, back to Merano. High mountain peaks, many valleys,small towns, many grape growing farms, scenery, the best, and cool brisk weather. This was truly a great bike tour, one I will never forget. The trip is rated easy, but maybe easy/moderate is closer. The Hotel in Merano is excellent, middle of old town, modern, has a thermal bath, rooms were very good. The town of Merano is a must see if in the area, small, beneath the high mountains of the Dolomites, good restaurants, lots of tourists."

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Romantic Italy
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By Top Travel Italy
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
18 reviews
Private Guided
Why we love them
Their flexible and customizable approach, along with their expert local guides, sets them apart from other tour operators and travel agencies in Italy
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Florence, Rome, Tuscany, Venice

Highlights

  • Colosseum and Roman Empire walking tour
  • Roman aperitif at sunset
  • Vatican and Sistine’s Chapel tour
  • Florence highlights and Accademia tour
  • Siena and Chianti with wine tasting
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Themes

Culinary & Wine, Cultural, Train & Rail Journeys, Photography

What travelers are saying

"It was a leap of faith for us to use Zicasso, a service that connected us to Top Travel Italy, and to book a trip with a travel agent because we've always planned our own vacations in the past. It turned out great! Their model works. Zicasso recommended two agencies in Italy, our destination country, and we chose Top Travel Italy based on their responsiveness. What fun to create a customized itinerary based on their recommendations -- we told them how many days we could travel, what our budget was, and roughly what we wanted to do. They came back with a first draft and we tweaked it from there. Everything worked smoothly while we were in Italy -- we had good hotels and great tour guides, but I think the highlight for me was the private drivers! Driving in Cinque Terre, Rome, and the Amalfi Coast would have been stressful and it was wonderful to leave that to the professionals. And always, Top Travel was a phone call or an email away if we needed them."

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Escorted Tours Of Tuscany
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By Alma Italia
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
5/5 Excellent
14 reviews
Private Guided
Why we love them
They focus on creating unique and exclusive experiences including one of a kind private tours, tastings of rare wines and local cuisine.
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Full schedule

Visits

Florence, Leaning Tower of Pisa, Lucca, Pisa, Rome, San Gimignano, Siena, Tuscany

Highlights

  • Florence Marvel at the grandeur of the architecture in the Renaissance capital of Italy and soak up the atmosphere of the most culture rich city in the world. Florence is a city of art and alluring elegance and like no other.
  • Siena The delightful hilltop Renaissance jewel. The perfect place to spend a Tuscan day
  • Maremma Leave the tourists behind and adventure into the wilder side of Tuscany. Serene countryside scattered with stunning ancient hilltop towns and vineyards to be explored.
  • Monte Argentario An island joined to the mainland by 3 sandy spits, enjoy island life without leaving Tuscany and discover the best beaches in Tuscany
  • Lucca Another picture perfect walled Tuscan town crammed with architectural treasures. Also our favorite boutiques to browse in Tuscany.
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Themes

Culinary & Wine, Nature & Wildlife

What travelers are saying

"My first trip to Italy was beyond my expectations. Alessio (Alma Italia Travel) is knowledgeable, accommodating, and his love for his country is apparent in how he guides guests through each exquisite destination. Alessio thoughtfully coordinates and plans out each day and is respectful of the guests requests for adjustments to the agenda or rest time to truly take in the beauty of Italy. There isn't a day that goes by where I don't long to return to Italy and breathe in that Tuscan air, sip on the rich olive oils and bright wines, and watch the sun rise and fall through the hills. I highly recommend booking your trip of a lifetime with Alma Italia. You'll be gifted a true authentic experience!"

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Barcelona to Rome
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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."

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8 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
Transformative

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

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

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

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 ...

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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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