Tuscany City sightseeing Trips in 2025/2026

Tuscany City Sightseeing Tour: Italy City Break - 5 Days

32% OFF TODAY

Halloween Super Sales

Italy City Break - 5 Days

4.5

(4 reviews )

Trip customizable

Best price guaranteed

Exploring Italy through this trip was an unforgettable experience! It allowed us to see all the iconic landmarks in each city we visited, offering a remarkable variety of activities that left no room for boredom. What made the journey even more exceptional were the guides - their passion for the country, combined with their extensive knowledge, made the trip truly unforgettable. They made it a priority to connect with each and every traveler, ensuring that everyone was fully immersed in the tour. With everything taken care of, this trip exceeded our expectations and more. I highly recommend it to anyone who wants to discover Italy in the best possible way!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

32% OFF TODAY

Duration5 days

From

USD 1,780

USD 1,209

Saving

USD 571

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Halloween Super Sales

Grand Journey of Italy - 11 Days

5

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

Pompeii, Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Naples, Sorrento, Tuscany, Bologna, Padua

Duration11 days

From

USD 5,695

USD 5,524

Saving

USD 171

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Halloween Super Sales

Tuscany and the Italian Riviera

4.8

(22 reviews )

No booking fees

Best price guaranteed

Thursday -10/17-Day 6 BEST DAY EVER!!!! Remember my story about the wine and food pairing for Chefs class that Stu bought me for my 50th birthday in Napa Valley? Well, this day trumped that experience! Today’s Private cooking class from Casa Grande’s Chef Guila was life-changing! I learned so much straight from the expert, hands on, in a real Italian kitchen dating back to the early 1300s, oh my God, the pictures and videos that Stu captured are amazing and will be cherished for the rest of my life. I am ready to bring this new knowledge and skills back, and teach it to others because the quality of ingredients, the freshness, textures, and flavor profiles, are indescribable and so much fun to learn. It was exactly what I needed to regenerate my passion for cooking and teaching. So grateful to Stu for making this possible and encouraging me to do it, even though I really was not feeling it last night. He knows me better than I know myself. And in only two hours, we made four types of focaccia bread, personal pizzas, calzone, white table bread and potato gnocchi with pesto! I even got a proper pronunciation lesson to boot. I had to promise her I would pass that lesson along to anyone I taught these dishes to. When everything was cooked and ready, we got to sit down in a very intimate dining setting in the family dining room just off the kitchen and enjoy all that we had made. Stu had plans to go to the gym and for a swim while I was taking the class, but it was so interesting for him that he stayed and took pictures and videos and even joined in and made his own pizza, it was such a good time. One of those things that just happen that you can’t really plan but he just knew that if I showed up, it would be an experience of a lifetime and he was right! Guila opened a 2019 bottle of Sangiovese Rosso for our meal and we dined like the King and Queen of the casa. After the Rosso we had more of the dessert wine with biscotti, said our goodbyes with much appreciation to Julia and stumbled back to our room through many hallways and staircases, trying not to get lost, again. About to take a big fat nap so much for the rest of the day! We are done! Buona notte!!

City sightseeing

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Tuscany, Turin, La Spezia, Figline

Duration9 days

From

USD 2,749

USD 2,667

Saving

USD 82

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Tuscany City Sightseeing Tour: Italy Explorer

14% OFF TODAY

Halloween Super Sales

Italy Explorer

4.5

(27 reviews )

No booking fees

Best price guaranteed

Amazing tour. Full credit to Roma on sharing her recommendations and experience with us. An awesome woman who goes out of her way to ensure an enjoyable tour is had by all. So many places to see & new foods to try. Memories for a lifetime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Cinque Terre and Liguria

Rome, Cinque Terre and Liguria, Palermo, Alberobello, Taormina, Agrigento, Venice, Tuscany, Amalfi Coast

14% OFF TODAY

Duration16 days

From

USD 3,370

USD 2,915

Saving

USD 455

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Halloween Super Sales

Rome, Florence & Tuscany Family Adventure

5

(3 reviews )

Trip customizable

Best price guaranteed

Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,633

USD 7,404

Saving

USD 229

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Halloween Super Sales

Discovery of Italy: 8 Days

5

(1 review )

Trip customizable

Best price guaranteed

I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, The Vati

Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Tuscany, Bologna, Padua

Duration8 days

From

USD 2,750

USD 2,668

Saving

USD 83

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Tuscany City Sightseeing Tour: Europe Explorer

18% OFF TODAY

Halloween Super Sales

Europe Explorer

4.8

(42 reviews )

No booking fees

Best price guaranteed

This was my first trip to Europe and I could not imagine experiencing it any better than on the 18 day EX tour. Although we only scratched the surface of many places it gave a wonderful perspective for places I want to come back to for further exploration. We covered a lot of ground in 18 days and made unforgettable memories. I was expecting to see beautiful things and have great experience but the relationships that formed within our group were an unexpected, and delightful, surprise. I'm so thankful I choose to do this tour and have recommended to all of my friends. I will definitely do another Expat tour when I'm able. Disclaimer; This is not a trip for those who want to kick back and relax. It was very active with many early mornings, late night and non-stop adventure days.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Amsterdam, Rome, Venice

Paris, Amsterdam, Rome, Venice, Lauterbrunnen, Black Forest, Toulouse, Barcelona, Avignon, Nice, Tuscany

18% OFF TODAY

Duration18 days

From

USD 4,100

USD 3,371

Saving

USD 729

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Halloween Super Sales

The Tuscan Dream Self-Drive

5

(2 reviews )

Trip customizable

Best price guaranteed

GO!!! Our first time in Italy and this package was absolutely amazing. The price, sights, hotels and people couldn’t be beat. Really, just go!

City sightseeing

Tour Type

Independent Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

English

Destinations

Rome, Siena, Tuscany, Chianti, Pistoia

Duration7 days

From

USD 629

USD 610

Saving

USD 19

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Tuscany City Sightseeing Tour: La Dolce Vita - 11 Days

18% OFF TODAY

Halloween Super Sales

La Dolce Vita - 11 days

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

18% OFF TODAY

Duration11 days

From

USD 3,435

USD 2,832

Saving

USD 603

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Tuscany City Sightseeing Tour: Amsterdam To Rome

14% OFF TODAY

Halloween Super Sales

Amsterdam to Rome

4.4

(7 reviews )

No booking fees

Best price guaranteed

Overall it was a great vacation. The tour leader (Matt) was professional, knowledgeable and funny. The coach driver (Alex) was great too. They worked well together and gave a constant calm feeling to our group. Our leaders had a few obstacles to overcome and they handled them without us ever needed to worry. A few suggestions from Matt made our trip even better. We ate with different people each night, we rotated seats and made friends for a life time. Life changing experience.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Paris, Rome, Toulouse, Barcelona

Paris, Rome, Toulouse, Barcelona, Avignon, Monaco, Tuscany, Amsterdam

14% OFF TODAY

Duration11 days

From

USD 2,660

USD 2,275

Saving

USD 385

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All Tuscany City sightseeing Trips

10 City sightseeing Trips in Tuscany with 110 Reviews

Italy City Break - 5 Days

Grand Journey of Italy - 11 Days

Tuscany and the Italian Riviera

Italy Explorer

Rome, Florence & Tuscany Family Adventure

Discovery of Italy: 8 Days

Europe Explorer

The Tuscan Dream Self-Drive

La Dolce Vita - 11 days

Amsterdam to Rome

Design your own personalized City sightseeing trip to Tuscany with help from a local expert.

Italy City Break - 5 Days

Grand Journey of Italy - 11 Days

Tuscany and the Italian Riviera

Italy Explorer

Rome, Florence & Tuscany Family Adventure

Discovery of Italy: 8 Days

Europe Explorer

The Tuscan Dream Self-Drive

La Dolce Vita - 11 days

Amsterdam to Rome

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tuscany City sightseeing Trips

10 City sightseeing Trips in Tuscany with 110 Reviews

Design your own personalized City sightseeing trip to Tuscany with help from a local expert.