Top Tuscany Private Sightseeing Tours

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

12 hoursFree Cancellation

The Best of Tuscany: Private Full Day Tour From Florence

4.8

(55)

from $461

Pienza and Montalcino are top foodie destinations, but getting there by train and bus can eat hours out of your day. Experience the area's top cheese and wine with ease on this private tour from Siena. Admire the Val d’Orcia scenery, learn about cheese making during an organic dairy farm tour, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine at a Montalcino winery.

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

(34)

from $828

Make the most of your time on this private full-day tour from Florence. Travel along the Chianti road to Siena to see the town’s famous Piazza del Campo and Gothic cathedral. Then, head to San Gimignano with time for sightseeing and shopping. The tour finishes in Pisa, where you’ll have the chance to visit the Leaning Tower of Pisa. Enjoy flexible scheduling and hotel pickup included.

Tuscany in one day. Private tour of Siena San Gimignano and Pisa from Florence

Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence

10 hoursFree Cancellation

(112)

from $452

Unravel the wonders of Florence with a personal touch on this private tour led by a local host. Explore Italy's sun-soaked Cradle of the Renaissance for the time you wish, covering the historic center and visiting your choice of landmarks from the Duomo to Ponte Vecchio. You can also choose to discover corners of the city far from the tourist crush, like Oltrarno and Via dei Girolami, a medieval road that boasts a vaulted design. Hotel pickup is available for central locations, adding convenience to your experience.

Florence Private Tour with a Local - Highlights & Hidden Gems

Florence Private Tour with a Local - Highlights & Hidden Gems

2 to 6 hoursFree Cancellation

(70)

from $116

Seeing the sights of Florence can involve a lot of walking. Cover the ground, including hidden lanes that traditional cars can’t enter, without wearing out your shoe leather on this private tour. Open sides offer wraparound views of the city’s UNESCO World Heritage–listed historic center. Upgrade to the panoramic tour to include a stop at a romantic fountain and Piazzale Michelangelo for sweeping rooftop vistas.

Likely to Sell Out

Private Golf Cart Tour in Florence

1 to 2 hoursFree Cancellation

Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

(379)

from $80

4.8

(423)

from $840

Private Tour: Secret Siena Walking Tour

3 hoursFree Cancellation

(111)

from $331

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino at the famed of Brunello di Montalcino wine. Taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide and meet local producers. Price is per group, with a maximum of either 3 or 8 passengers, depending on season and vehicle type.

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

(95)

from $918

Lucca Bikes and Bites with food tastings for Small Groups or Private

Beautiful tree lined boulevard on the Lucca walls

3 hoursFree Cancellation

(269)

from $109

Discover UNESCO-listed Siena through the eyes of a local on this custom-made Lokafy walking tour. Skip the typical guided tour and instead connect with a Siena local who will show you around their city like a friend and introduce you to the neighborhoods that they know and love. As you explore the city, gain an insight into Tuscan culture, cuisine, and everyday life; and receive recommendations on where to eat, drink, and shop.

Siena Private Walking Tour with a Local

2 to 6 hoursFree Cancellation

4.4

(12)

from $57

Navigate one of Florence's busiest landmarks with a private guide. Enjoy priority access to the Duomo, the city's architectural masterpiece, and learn about its history and significance. Marvel at the mosaic ceiling at the Baptistery, and see original works by Donatello and Michelangelo at the Duomo Museum. Finish in the Crypt of Santa Reparata and walk along the ruins of the original cathedral.

Likely to Sell Out

Florence Duomo Complex Private Guided Tour

Florence Duomo Complex Private Guided Tour

2 hoursFree Cancellation

(35)

from $178

Discover Pisa and Florence on this tour from Livorno port, travelling in the comfort of a private air-conditioned vehicle. Your first stop will be Pisa, where you will get off very close to the famous Leaning Tower. Enjoy 1 hour of free time to explore the UNESCO-listed Square of Miracles and its stunning monuments before transferring to Florence. First stop in Florence will be at Piazzale Michelangelo, a panoramic square on top of a hill where the view of the city will leave you speechless! You will have the chance to take beautiful pictures over Florence. Continue your day visiting the historic centre and its highlights. With our vehicles you can reach the very heart of the city and have more time to discover the beauty of Florence. Get on board and enjoy the tour!

Pisa and Florence Private Day Tour from Livorno Port

Pisa and Florence Private Day Tour from Livorno Port

(59)

from $769

The Uffizi Galleries are among the world’s most famous and celebrated art museums, but it can be a challenge to get children excited about art history. This private half-day tour is specially designed for families, with fun commentary and interactive games and quizzes to keep the kids entertained. Adults can admire the art without worrying about bored kids. Morning or afternoon time slots are available to suit your family’s schedule.

Florence: Private Uffizi Gallery Tour for Kids & Families

2 hours 30 minutesFree Cancellation

(62)

from $278

Savor Florence’s best bites on a private food tour! Enjoy 6 or 10 authentic tastings of local favorites, from espresso and pastries to Chianti wine and Cantucci. Along the way, discover the city’s highlights, visit local markets, and experience the culture behind each dish. This intimate, sustainable tour is led by a passionate local foodie, ensuring a delicious and unforgettable journey through Florence’s food scene.

Florence private food tour with a local private guide

Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings

3 hoursFree Cancellation

(670)

from $135

See Tuscany’s loveliest scenery, and discover the history of one of Italy’s most revered wines, on this private, half-day tour. Following pickup from your area hotel, head off the tourist trail to a local, family-owned winery. Taste Brunello di Montalcino—a 100% Sangiovese wine that’s one of Italy’s best—as well as other wines and nibbles. You’ll also tour the idyllic Val d’Orcia, from ancient hill towns to historic monasteries.

Brunello Wine Tour and Val D'Orcia Landscape

Brunello Wine Tour and Val D'Orcia Landscape

4 hoursFree Cancellation

With this self-guided tour, get a taste of Chianti without long day trips or drives—just hop on an e-bike and follow a GPS device to a vineyard on the outskirts of Florence. Easily scale the Florentine hills with a battery-assisted boost. Then, sample Chianti-style wine and other Tuscan products at a vineyard in the ancient Etruscan town of Fiesole, and enjoy views of Florence on the ride back down.

(95)

from $261

Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

4 to 7 hoursFree Cancellation

Private Golf Cart Tour of Florence Michelangelo & Panoramic Hills

(790)

from $95

1 hour 45 minutesFree Cancellation

4.6

(2,060)

from $93

Visit Cinque Terre, Italy’s UNESCO World Heritage-listed collection of five cliffside villages, on this private day trip from Florence. Don’t miss the opportunity to discover the charm and beauty of this coastal region, with stops in Manarola, Vernazza, and Corniglia. Admire the spectacular scenery made up of terraced hills and endless sea views; have time to browse local shops and walk along colorful streets; and take a scenic drive along the coastal road. When booking, you have the option to upgrade to include an additional stop in the Tuscan city of Pisa.

Private Tour to Cinque Terre from Florence

10 to 11 hoursFree Cancellation

4.9

(409)

from $972

Step back in time and explore the heart of Italy's Renaissance on a highlights tour of Florence. With just a private guide for company, you'll get to discover some of the city's best-known attractions, like the Duomo, Ponte Vecchio, Piazza della Signoria, and more. You'll also view priceless artistic treasures at the Uffizi Galleries and the Accademia, home of Michaelangelo's David (museum entry own expense).

Florence in a day - Private Tour

5 hoursFree Cancellation

(25)

from $494

Discover the medieval Tuscan hill towns of Cortona and Montepulciano, without the hassle of spending hours on trains or busses. Enjoy the luxury of a private, chauffeured drive through the Arno Valley. Explore the impressive sights and historic attractions of Cortona, then eat a light lunch before strolling through the charming streets of Montepulciano. Your guide suggests the best places to stop, and customizes the tour to your interests.

Private tour from Florence to CORTONA & MONTEPULCIANO

Private tour from Florence to CORTONA & MONTEPULCIANO

(17)

from $467

Private Cinque Terre Tour from Livorno Port & Tour Leader

(11)

from $769

Experience Tuscany's vine-decked hills and cypress-clad palazzi without the self-drive stress when you book this private transport-only tour direct from Florence. Visit the UNESCO World Heritage sites of Siena and San Gimignano, with a stop at a winery for a tasting and lunch (own expense). Your chauffeur provides a bit of information on each location and answer questions as you travel, but cannot accompany you around the towns.

Private Day Trip Tuscany Landscape and Wine Tasting from Florence

Private Day Trip Tuscany Landscape and Wine Tasting from Florence

4.9

(34)

from $390

See many of Florence’s top sights in less than a full day with this combination walking tour through the city’s medieval center that also visits both Galleria and Accademia art galleries. Spend about one hour exploring the Galleria dell'Accademia, where you can see Michaelangelo’s *David*, and continue on a walking tour past the Duomo, Palazzo Vecchio, Piazza della Signoria, and others. Your tour ends with a 2-hour visit to the Uffizi galleries.

Likely to Sell Out

Florence City Tour, David & Uffizi Gallery Exclusive Guided Tour

Florence City Tour, David & Uffizi Gallery Exclusive Guided Tour

5 hours 30 minutesFree Cancellation

(74)

from $282

Private Tour to Cinque Terre from Florence

1 2 3

...

Top Attractions in Tuscany

1 / 2

Attractions

What are people saying about Tuscany

Zuen_W, May 2026

We signed up for a...

We signed up for a private tour for our six peoples group on April 26. We were picked up by a very comfortable minivan at our hotel. Nunzio, our driver and guide had a lot to say about the history of Florence, the marble mountain, and vinery field during our drive to cinque terre. Our guide walked along with us to the very first stop Manarola at cinque terre. He gave us a tour in Manarola and recommended a waterfront restaurant for our lunch in the next town. The guide recommended we take a ferry (not train) to the next town - Vernazza so we have a better view of Manarola and Vernazza. He also gave us a guide in Vernazza and help us to purchase train tickets to Monterosso. We felt the view of the ferry was better than the train. We walked around Monterosso on our own.The guide went back to the first town to get Van and was waiting for us in the parking lot. The towns are gorgeous. The guide was so knowledgeable about the area and its history without being boring. He gave us time to stroll through the towns and to enjoy lunch. He is the best!

Golf Cart Tour of Florence Michelangelo & Panoramic Hills

Tracy_T, May 2026

Mohammed was our guide....

Mohammed was our guide. He was super friendly and knowledgeable about Florence and its history. We were lucky enough to be the only customers on our tour, so it felt like a private tour. We definitely saw places we didn't even know existed in Florence. Thanks Mohammed, we had a great time. Shan and Trace

Private Tour of Uffizi and Accademia Gallery with David

Leslie_M, May 2026

A must do in Florence!

Renata was a wonderful guide- so very knowledgeable about art history. I felt like I could ask her anything related to the Uffizi Museum/Gallery or the Accedemia and she would know the answer. The private tour with skip the line entrance was 1000% worth it. This is a MUST do when traveling to Florence.

The Best of Tuscany: Private Full Day Tour From Florence

Arianna_C, May 2026

Alex the great!!!

Alex was phenomenal! He picked us up and took us to 3 medieval towns and 2 wineries. His knowledge of the area was quite extensive! He was really kind, patient and had the best recommendations both along our route and in Florence. We sincerely enjoyed our day with him and would book with him again if we had more time! Thank you to the coordinator Max for all of the communication leading up to our day. 10000/10! Highly recommended!

Lucca Bikes and Bites with food tastings for Small Groups or Private

Lillian_A, Apr 2026

Biking around Lucca

We had a wonderful time biking around Lucca. Claudia was a wonderful, friendly, and informative guide. She offered a great perspective of the history of Lucca as well as offering suggestions for further sight seeing in the area. It was a nice way to spend the day. The two stops for refreshments were amazing. We completely enjoyed the experience.

DAVID and Accademia Gallery Private Tour in Florence

Evelyn_K, Apr 2026

Fabulous guide to an unmissable Florantine experience.

Irina was a great guide. She came with a tablet full of illustrations to show us as she talked. Very knowledgeable and continuously pointed out things to see that we would have missed without her guidance. Our questions were answered immediately and in depth.

Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings

Ava_G, Jan 2026

We can not say enough...

We can not say enough good things about Eden! Her kind, genuine nature mixed with her knowledge of Florence and it’s culture, made our day exceptional. Our family enjoyed being with her. She took us to amazing places to sample food and drinks of Florence. She treated us like family. 5 star rating ⭐️⭐️⭐️⭐️⭐️

Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

Dean_S, Nov 2025

This was an incredible...

This was an incredible experience getting outside of the city and going to the historic towns of Siena, San G, and Chianti. Our private tour guide, Simone has been guiding for 23 years, and was raised in Florence. His knowledge, and hospitality were 5 star! We love to book the private tours as we not only get to learn history, see beautiful towns and cities, but create wonderful memories. We ended up at a vineyard in Chianti and the day turned out perfect! Highly recommend Simone. Genuinely great person and passionate about sharing his knowledge and history of the area.

Private Tour of Florence on a Golf Cart Tour

Begum_H, Jul 2025

Great tour to do on a hot afternoon in a Florence summer!!

Great way to get the lay of the land. We were very happy to have this tour booked as it was a hot day and we had just arrived in Florence. Our train was delayed and after contacting our guide we were still able to make the tour despite being about 5 mins late. Thank you!!