Tuscany Small Group Tours & Trip Packages

Tuscany Small Group Tours & Trips

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

56 trips exactly matchall of the the filters you selected.
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Small Group Tour
Italian Expresso - 5 days
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4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Bologna, Florence, Rome, Tuscany, Venice

Highlights

  • Siena - Visit this famous UNESCO-listed town, known for its narrow streets and picturesque town square
  • Florence - Explore the home of Michelangelo on a guided tour, taking in the Duomo, Palazzo Vecchio, Basilica of Santa Croce and more
  • Bologna - Take in the highlights of this classical Italian city independently, and find a local restaurant in which to enjoy lunch
  • Padua - See the Basilica of St Anthony, one of the most visited churches by pilgrims in the Christian world
  • Venice - Join a guided tour to highlights including St Mark's Square, sip a glass of prosecco and perhaps take a gondola ride independently
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Themes

Cultural, Nature & Wildlife

What travelers are saying

"First time we (mom and daughter) have done a tour and first time with on the go tours. What a special trip we had doing the 13 day Casablanca to Essaouira Morocco tour (26 Nov - 6 Dec 2023). We started the first 8 days doing the totally Morocco tour and the last few days at our own pace with down time in Essaouira. Jamal our guide led the tour from start to finish and took us safely on a culture filled journey. His knowledge of the country, it’s history and people was informative and inspiring. Every request was “no problem” and delivered with a smile and happy demeanour. Everything in Morrocco was “no problem” and we felt safe and looked after. We were driven in a comfortable coach with enough stops along the way to not feel long by our competent driver Suleman. The hotels, Riad and Dar were extremely comfortable with exceptional service. We would not have had the same experience travelling on our own, we felt as though we truly experienced Morocco. Everything was a highlight for us and we will definitely book another on the go tour in the future. If you wanting to see true Morocco we would strongly recommend doing this tour."

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Rome, Florence & Venice - 8 days
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4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Bologna, Florence, Rome, Tuscany, Venice

Highlights

  • Rome - Enjoy an evening walking tour to highlights of this historic city, including the Trevi Fountain, Spanish Steps and the Pantheon
  • Florence - Take in the sights of the 'Cradle of the Renaissance', including the beautiful town hall - Palazzo Vecchio
  • Bologna - Explore the capital of the Emilia-Romagna region, with free time to sightsee independently
  • Venice - Discover St Mark's Square and Basilica, Doge's Palace and the Bridge of Sighs, and enjoy a glass of prosecco in this famous city
  • Tuscany - Drive through the picturesque Tuscan wine region and try a glass of local wine over lunch in the town of Montepulciano
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Themes

Cultural, Nature & Wildlife

What travelers are saying

"First time we (mom and daughter) have done a tour and first time with on the go tours. What a special trip we had doing the 13 day Casablanca to Essaouira Morocco tour (26 Nov - 6 Dec 2023). We started the first 8 days doing the totally Morocco tour and the last few days at our own pace with down time in Essaouira. Jamal our guide led the tour from start to finish and took us safely on a culture filled journey. His knowledge of the country, it’s history and people was informative and inspiring. Every request was “no problem” and delivered with a smile and happy demeanour. Everything in Morrocco was “no problem” and we felt safe and looked after. We were driven in a comfortable coach with enough stops along the way to not feel long by our competent driver Suleman. The hotels, Riad and Dar were extremely comfortable with exceptional service. We would not have had the same experience travelling on our own, we felt as though we truly experienced Morocco. Everything was a highlight for us and we will definitely book another on the go tour in the future. If you wanting to see true Morocco we would strongly recommend doing this tour."

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Italy Encompassed - 17 days
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4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Bologna, Florence, Isle of Capri, Naples, Rome, Sorrento, Syracuse, Taormina, Tuscany, Venice

Highlights

  • Rome - Enjoy plenty of free time to explore the Italian capital at your own pace and enjoy an included visit to the Vatican with 'skip the line' tickets
  • Florence - Take in the sights of the 'Cradle of the Renaissance', including the beautiful town hall - Palazzo Vecchio
  • Venice - Wander through iconic St Mark's Square, enjoy an included Spritz Experience and free time for a gondola ride
  • Naples - Tuck into authentic Neapolitan pizza, admire the view from Vomero Hill and visit the famous ruins of Pompeii
  • Capri - Row to the idyllic Blue Grotto, enjoy a laid back lunch and roam the island independently
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Themes

Cultural, Nature & Wildlife

What travelers are saying

"First time we (mom and daughter) have done a tour and first time with on the go tours. What a special trip we had doing the 13 day Casablanca to Essaouira Morocco tour (26 Nov - 6 Dec 2023). We started the first 8 days doing the totally Morocco tour and the last few days at our own pace with down time in Essaouira. Jamal our guide led the tour from start to finish and took us safely on a culture filled journey. His knowledge of the country, it’s history and people was informative and inspiring. Every request was “no problem” and delivered with a smile and happy demeanour. Everything in Morrocco was “no problem” and we felt safe and looked after. We were driven in a comfortable coach with enough stops along the way to not feel long by our competent driver Suleman. The hotels, Riad and Dar were extremely comfortable with exceptional service. We would not have had the same experience travelling on our own, we felt as though we truly experienced Morocco. Everything was a highlight for us and we will definitely book another on the go tour in the future. If you wanting to see true Morocco we would strongly recommend doing this tour."

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Cinque Terre, Carrara and Medieval Hill Towns
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4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Cinque Terre, La Spezia, Leaning Tower of Pisa, Pisa, Porto, Tuscany

Highlights

  • Discover how inhabitants carved vineyard terraces along the steep mountainside in the Cinque Terre
  • Walk scenic paths with breathtaking vistas of the mountains that plunge into the Mediterranean sea
  • Consider the experiences of Romantic English poets who lived near and were inspired by the bay of Lerici

Themes

50 plus, Cultural, Hiking & Walking

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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Living and Learning in Florence: Independent Stay and Language Study
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4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Florence, Tuscany

Highlights

  • Walking is the best way to get to know a new place
  • I’m energetic and enjoy a good physical challenge, so I’m always ready to spend the day on the move
  • Whether it’s public transit, city streets or village cobblestones, I’m game

Themes

Culinary & Wine, National Parks, Nature & Wildlife, Relaxing Retreats, Yoga, Meditation & Wellness, Photography, Holy Land

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

Trip dates & details
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Italy: Classic Tuscany and the Treasures of Florence
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4.4/5 Great
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Wheelchair Accessible
Trip pace
Full schedule

Visits

Lucca, Pisa, Siena, Tuscany

Highlights

  • Visit the famed quarries of Carrara to learn why this marble is the material of choice for great sculptors and architects
  • Explore the villa of Lorenzo de'Medici at Poggio a Caiano, and visit a winery in the Tuscan countryside to sample Tuscan wines
  • View the great masterpieces in Florence: works by Donatello, Brunelleschi, Ghiberti, Caravaggio, Cellini and Michelangelo’s iconic sculpture, “David

Themes

50 plus, Education / Learning

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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Gourmet Tuscany
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4/5 Great
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Lucca, Tuscany

Themes

50 plus, Cultural

What travelers are saying

"We've taken over 10 group tours using Cosmos and Gate1. This trip last month, 9000 was not very good. -During booking, incorrect information was given about airport-hotel transfers -The whispers (listening devices) didn't work from the get-go, so no whispers were used during the 13 day trip. - Porters are no longer hired to bring your luggage to and from your room. (Very elderly had to handle their own luggage. Our friends had to help many of them.) -A few days into the trip one couple left. At the end of the trip we found out they had covid. Cosmos did not let us know; a few people weren't feeling well and two of our friends then tested positive. -One hotel was awful and not even up to "budget" standards -Many of the stops had castles, churches... but were not included, so be sure to count that in when pricing.  don't plan to use Cosmos ever again. Gate1 is the best in my opinion. When my husband's passport was stolen, they assigned someone to go with him to the embassy, translate, etc...It was above and beyond what we expected  "

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Secret Italy
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4.7/5 Excellent
69 reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Assisi, Perugia, Rome

Highlights

  • visit San Francesco church for Piero della Francesca's fresco cycle 'Legend of the True Cross'
  • visit to Assisi, including the 13th-century Basilica of St. Francis
  • See the highest waterfall in Europe
  • The most beautiful Renaissance palace in Italy and its art treasures

Themes

Cultural, National Parks, Nature & Wildlife

What travelers are saying

"The cruise was cancelled 2 weeks before departure. The replacement was a serious step down and appalling. The Croisi Boat (MV Beethoven) should be avoided at all possible cost. It is a rattling banging creaking heap. VJV just dump people when they arrive (they booked flights and transfers) with no refreshments, no protection from the cold and no information. They are just let to wait for the boat to allow them on, which was around 2 hours. To save money, they all dock alongside each other and this boat is the last. You need to cross two other boats to get ashore and the crossings are precarious and worrying for elderly or disabled passengers. It is impossible to sleep in cabins akin to prison cells with the torture of noise all night long"

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Small Group Tour

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

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

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

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 ...

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...

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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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