The 10 Best Sightseeing Tours in Tuscany, Italy

January 31, 2022 Russell Mellin

Tuscany (/ˈtʌskəni/ TUSK-ə-nee; Italian: Toscana, pronounced [toˈskaːna]) is a region in central Italy with an area of about 23,000 square kilometres (8,900 square miles) and a population of about 3.8 million inhabitants (2013). The regional capital is Florence (Firenze).
Restaurants in Tuscany

1. Cortona Private Guided Tour

Cortona Piazza Garibaldi, 52044 Cortona, Province of Arezzo, Italy Umbria Con Me Day Tours
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5.0 based on 1 reviews

Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town, its people, and villa Bramasole that she purchases and fixes up.

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Reviewed By D1271ETdianaw

We had a fascinating morning with Alessandra, exploring Assisi and learning about its history. It's such a beautiful place, and Alessandra made it come alive for us. The 'Umbria con me' attention to detail was superb, and booking lunch for us at a local restaurant afterwards was a lovely touch.

2. Private Medici Chapels and San Lorenzo Square Guided Visit

Cappelle Medicee, 50123 Florence, Metropolitan City of Florence, Italy Caf Tour & Travel
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5.0 based on 4 reviews

Follow your private guide in the fascinating discovery of a unique museum and have a comprehensive visit of the wonderful San Lorenzo square, the lively heart of the Medici district.

Inclusions: Local professional Guide at your side, Earphones for groups of more than 7 participants, Medici Chapels skip-the-line tickets

Exclusions: Hotel pickup and drop-off, Gratuities, Everything not mentioned as Included

Reviewed By aakebe

Only 7 people and the tour was by Van. The driver guided us during the drive but no guide joined us at our stop in Castellina. Professional presentations at the wineries. Especially at Poggio Amorreli with Andrea where we were treated with Spumante, one white and two red Chianti and one supertuscan. We also got bread, cheese, salami with their own balsamic vinegar and olive oil. The driver called for a taxi upon arrival in Florence ????

3. Orvieto and Montepulciano Wine Tasting Private Day Tour from Rome

Rome Italy Explora
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5.0 based on 1 reviews

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip from Rome. The historic, and beautiful section of the city is located at the top of a steep hill. The well-preserved Gothic and medieval buildings will make you feel like you're frozen in time. You can easily walk out of beautiful architecture, historic buildings, or interesting spots to people-watch. Montepulciano, Montepulciano, Montepulciano, Montepulciano, Montepulciano, Montepulciano in Italy and abroad. Montepulciano has a distinct peculiarity, in which you have been dug out underneath the prestigious palazzos.

Inclusions: Pick-up and drop off with luxury transportation and private chauffeur, Private English-speaking tour escort at your disposal, Entrance tickets in the Orvieto Cathedral (Duomo), Light wine tasting in Orvieto, Visit to the most ancient and beautiful wine cellar in Montepulciano, Wine tasting with three different wines in Montepulciano, Snack with local products (cheese, cold cuts) in Montepulciano

Exclusions: Food or drink choices made outside the scope of the organized tasting tour, Gratuities (optional)

Reviewed By GiulianaD137

We wished we could see Pope Francis but we could never expected we could see him so closely thanks to Rossana great effort. Rossana and our driver Luigi are both great persons and the visit to the Pope very well organized. They both were professional, supportive, engaging and very helpful. Rossana took really a great effort to make the visit tailored to our needs and she had great sense of humour. Big thanks to R and L. We would highly recommend this tour.

4. PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

UniqueTuscany private Tours
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5.0 based on 27 reviews

• EXPERIENCE FOR YOUR PRIVATE GROUP • With this fascinating tour you will discover a unique part of Tuscany in a private day-trip from Florence. With an expert local driver/guide, immerse yourself in the renowned Chianti wine region and explore the cities of Siena and San Gimignano. You will tour historic landmarks such as Piazza del Campo in Siena, home to the annual Palio, and the medieval towers of San Gimignano. Add an optional, unforgettable lunch to savor traditional Tuscan wines and specialties in a local organic farm or winery! • 8/9-hr Full-Day private tour of Tuscany • Visit the medieval cities of Monteriggioni, San Gimignano and Siena • Hear live commentary of the wine cellars by your guide • Taste Craft Chianti Classico wine at a local vineyard • Pick-up and drop-off at your Hotel or at the address provided • Travel in a Mercedes-Benz minivan

Inclusions: Pick-up and drop-off at your selected hotel/location (in Downtown Florence), Private transportation by Mercedes-Benz MiniVan, Air-Conditioned, English-speaking licensed driver, Free time in Siena and San Gimignano, Unlimited cold mineral water , On-Board WiFi

Exclusions: Local guides in Siena and San Gimignano, Lunch in farm or winery available at an extra cost 25€pp to 50€pp, depending on option chosen, Entrance fees (Cathedral of Siena ia approx. 7€ pp.)

Reviewed By Gabriel S

This was our 2nd private tour that we did through Uniquetuscany (2017/2020). Our guide, Alessandro was very specific to the covid restrictions and offered us new masks during the day! He did a wonderful job explaining the history of the towns. Our highlight was the visit to Tuscany organic farm where we had our lunch with amazing view. We stopped at Siena, San Gimignano and Pisa. There was a lot of walking and moving from in and out of the minivan so make sure you wear comfortable shoes. I definitely recommend this tour while visiting Florence since you get a lot of history while on the minivan to each town. Just not enough time in all the towns but 10 hours is a long day! still worth the trip! Highly recommended..

5. Tuscan Wine Tour in Lucca by shuttle

Autoservizi DB Tuscany - Private Drivers
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5.0 based on 6 reviews

The only authentic wine tour in Lucca. Two wineries. Two different ways of making wines, different opinions, and different methods, but united by the same aim: producing the best wine of Lucca. I will pick you up at your accommodation with my van, and I will drive you through the hills of Tuscany. For every winery we will visit the cellar where you will discover all the secrets about Tuscan wine, thanks to the explanations and the life stories of the farmers. Than, you will taste 3 wines of the production. Every wine will be matched with products from the garden and some specialties, like finocchiona or pecorino cheese, plus a final dessert... a dip in the Tuscan table culture! You won't be hungry :) "It's not just drinking wine: we want to make you know the real Tuscany and to tell you the story of our roots" N.B.: ! The price includes the transportation and the guided tour, but not the cost of the tastings: you will pay 15€ per person at every winery, directly on the spot !

Inclusions: Private transportation, Guided Tour on the hills of Tuscany, Bottled water

Exclusions: Snacks, Alcoholic Beverages

Reviewed By 591paulinek

We used Tommaso for a ladies trip to Tuscany in September. He provided airport transfers to and from Pisa to our hotel in Florence as well as a half day tour in Chianti with some stops for wine tasting. Tommaso and his colleague were punctual, extremely friendly and helpful, spoke very good English and offered very competitive rates. I would recommend him to anyone needing transport in the area. Thank you for a brilliant few days!

6. Lucca Bikes and Bites Small groups with food tastings

Piazzale Ricasoli, 55100 Lucca LU, Italy Tuscany like a Local
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5.0 based on 3 reviews

This tour is the best way to live the city in the manner of locals: by bike. You can completely enjoy the historical centre, the shading city walls and delicious typical products while you stay fit.

Inclusions: Use of bicycle, italian apetizer: selection of cured meats and cheese and a glass of wine or soft drink, 1 beer or wine or soft drinks plus local snacks, artisan gelato

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Reviewed By 1Yvonne1

Tour Date: THURSDAY, 2nd May 2019 (The date required by Tripadvisor doesn't go back before Covid times)... My guide, Diletta arrived at our meeting point at the elected time. No one else joined the tour which was great; I could practise my Italian and ask lots of questions. From the train station, we walked past the majestic city walls and enjoyed a view of Lucca before diving into local life. Our first food stop was in a local bakery. My mouth watered as we entered Pizza da Felice. First tasting, Cecina (che chen a); a wonderful tasty light chick pea flatbread, best eaten hot. Next, a slice of pizza washed down with a glass of Melotti beer; now under the name of the Dutch Heineken umbrella. Piazza Antelminelli was our next stop and the site of the beautiful Romanesque marble Cattedrale di San Martino. The Cathedral was built during the 6th century, at that period the most central and important areas were already too congested, hence it’s unusual location. At first glance the square appears a bit devoid of character with its wide-open spaces and different architectural styles and buildings from different eras, but wait and you will soon feel how the Duomo emanates a soft tranquillity. We then headed to a favourite local spot: San Michele in Foro Square. This is where locals come to meet up with one another, typically for a friendly chat in a nice coffee bar. Located in the centre is Chiesa di San Michele in Foro, a Roman Catholic basilica church. It is built over the ancient Roman forum. Until 1370 it was the seat of the Consiglio Maggiore (Major Council), the commune's most important assembly. It is dedicated to Archangel Michael. Lucca’s locals love going for Aperitivo after work, meeting with friends and spending a few hours indulging in a glass of good wine and some savoury snacks. And because this tour is all about showing me how the locals live, we stop at an old vineria called Vinarkia Della Pavona della sophi s.n.c. This is a small wine bar typical of the Tuscan tradition. It was pleasant sitting in the outside courtyard, chatting to Diletta. She made it feel like friends hanging out while also giving great information about Lucca. The glass of Vermentino and the generous Aperitivo were equally enjoyable. Our third stop was the Farmacia located in Piazza San Michele. In 1855, this beautiful Art Nouveau pharmacy was the scene of Doctor Pasquale Massagli’s new concoction, a quina elixir named China Massagli. It is prepared with cinchona bark, which arrives directly from the Amazon rainforest. The bark is put to macerate in pure alcohol and decalcified water, together with aromatic herbs and officinal roots. After a long period, during which it is emulsified and filtered twice, the elixir is ready to be consumed, even in long drinks with ice, both as an aperitif and a digestif. We continued through the city as she pointed out the history of the towers and all that Lucca has to offer. Lastly, we stopped in the beautiful square for our final Aperitivo. After a few minutes of walking through the attractive streets, we reached Amphitheatre Square, the only oval square in Italy that takes the place of the typical Roman amphitheatre. We stopped here at Bollicina, finally relaxing with a glass of Monte Carlo Rossi Dating back to the year 846, and of course, a side of pepper, prosciutto, pecorino cheese chicken liver pate and mushroom pate.

Piazzale degli Uffizi, 6, 50122 Firenze FI, Italy Visit Europa Today
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5.0 based on 75 reviews

Florence’s Galleria Degli Uffizi extends across two floors and over fifty rooms, displaying more than a hundred thousand elaborate works of art. They are the grand ambassadors of Florentine unmatched cultural heritage. No wonder Uffizi ranks among the busiest attractions in town. Such splendour deserves full personalized attention. Booking out Private Uffizi Tour with skip the line access gives you a unique opportunity to tailor the Uffizi experience to your needs. With the guidance of our knowledgeable guide, you won’t only save time getting in but also learn all you want to know in detail and at a speed that suits you. Why Book the Private Uffizi Tour with Us? It’s not so often you get to visit Florence. Hence, when you do, you should make your trip truly worth it.

Inclusions: All taxes, fees and handling charges, Licensed guide, Headsets to hear your guide clearly, Private tour, Bottled water, Coffee and/or Tea

Exclusions: Hotel pickup and drop-off

Reviewed By 77lu

I had a wonderful experience at the Uffizi Gallery with my guide Irina. I thought the 49 euro ticket was extreeemely good value for what was provided, I was able to skip the queue and Irina provided a huge amount of information. She was engaging and enthusiastic and I thoroughly enjoyed my time there. Furthermore, Irina emailed me on all of the information that she had mentioned afterwards, so I have the memories and stories of the Uffizi Museum with me forever now. I would highly recommend a tour with Irina! (I was here over a year ago in July 2018!)

8. Florence Full Day Tour with David, Duomo, Uffizi, Ponte Vecchio and More

Piazza San Marco, Firenze FI, Italy The Roman Guy
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4.9 based on 18 reviews

Trace the footsteps of the Medici family and classic Renaissance artists on this Florence in a Day tour. With your local guide, you will be able to conquer all of Florence’s highlights within one day. Walk through the charming winding streets of Florence, taste some local cuisine and get the chance to see some of the most celebrated artworks of all time. Before you know it, you’ll be an expert of Florentine history and culture.

Inclusions: Professional art historian guide, Small group sizes to guarantee a personal experience

Exclusions: Gratuities, Hotel pickup and drop-off, Transportation to/from attractions, Gelato and trippa

Reviewed By TravelNerd32

Uffizi walk-through was my favorite part and I loved the Palazzo Vecchio. Guide was very knowledgeable.

9. Private Chianti Wine Tour with Lunch, a Visit of San Gimignano, Organic Wineries

Via Curtatone, 9, 50123 Firenze FI, Italy Chianti Wine Tour by Fun In Tuscany
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4.9 based on 276 reviews

Private Tour. First we tour vineyards and cellar of an organic farm in the heart of the Chianti region, receiving an up close look at the production and ageing process of the Chianti wines and learning about the secrets of the extra virgin olive oil making. This experience includes a  wine tasting and the opportunity to buy for cheap the best tuscan wines. Our trip continues on to the  medieval town of San Gimignano, where you will also have the chance to try the famous world champion Dondoli gelato. We then move on to a second winery where we enjoy an authentic  tuscan lunch, combined to a wine tasting class. A fine selection of Tuscan wines are presented by a wine expert to be paired with antipasti toscani, ribollita soup, lasagna with truffle olive oil and more.. On our way back we stop at  Piazzale Michelangelo, in the top ten of the most romantic spots in Europe.

Inclusions: Transport by air-conditioned confortable minivan, Lunch, Wine tastings, A visit of two wineries, Private wine tour, Live commentary on board, A visit of San Gimignano, A visit of Michelangelo Square

Exclusions: Hotel pickup and drop-off

Reviewed By KFDOCTOR

Your trip to Tuscany is incomplete if you do not go on this tour !! Amazing selection of Wines and Cheese. You are served some great food and the scenery is out of the world. Do not miss San gimignano you will get to taste the world's best gelato !!

10. The 10 Tastings of Florence With Locals: Private Food Tour

Chiesa di Sant'Ambrogio, Via Giosuè Carducci, 1, 50121 Firenze FI, Italy Withlocals
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4.9 based on 126 reviews

Eat your way through Florence's culinary scene on a private food tour. Go on a delicious journey as you try 10 of the best food items beloved by the locals: from savory to sweet and local drinks; this tour will leave every foodie satisfied! Enjoy tastings typical of the local cuisine and hand-picked by a local guide passionate about food like Coccolo Ripieno and Cantucci. But that's not it! This tour is more than just food; it's a cultural experience! In between food stops, you'll also find city highlights making this experience a well-rounded tour that will satisfy every foodie. Withlocals The 10 Tastings Private Food Tour™ is one of Withlocals' signature tours available in major cities worldwide. We work with passionate local guides who earn a fair fee. We support local economies by only offering local produce and prevent over-tourism with only small non-intrusive groups. Our tours are carbon-neutral and away from the standard tourist routes.

Inclusions: Private Tour, Small group tour option available, Local Guide, 10 Food & Drinks Tastings, Vegetarian alternatives

Exclusions: Hotel pick-up / Drop-off, Extra food & drinks

Reviewed By Aussiechickens

" What a wonderful introduction to Florence! Gianni went beyond our expectations as a foodie guide. Firstly he met us outside our accommodation and walked us to the start of the tour giving us insight to the streets of Florence along the way. He was so knowledgeable about the local history and shared this with us. He was happy to stop and let us take photos over the whole tour. The food places we visited were amazing! Gianni has a personal history with most of the store owners and introduced us as if we were his family. We were made to feel so welcome and spoilt at every destination. From local markets to an exquisite wine cellar and gelatos to finish, this tour had it all! I highly recommend this tour to everyone who loves food and as a great introduction for first time visitors to Florence. Love this city and we loved Gianni! Thank you! From Michele, Kaitlin and Natalie from Australia July 2019 "

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