Top Tuscany Private Sightseeing Tours - page 71

Tuscany Wine Tour from Florence

6 hours

from $707

Step into the heart of Florence’s history with this 3-hour tour dedicated to the powerful Medici family, who influenced both the city and Italy for centuries. Your journey begins at the Palazzo Medici Riccardi, the original residence of the Medici. Admire its Renaissance architecture and frescoes as you learn about the family's rise to power. Next, explore the Medici Chapels and the tombs sculpted by Michelangelo. Continue to the Church of San Lorenzo, where the family rests, and witness Michelangelo’s works. Finish with a visit to Piazza della Signoria and Palazzo Vecchio, Florence’s political heart. This tour will immerse you in the Medici legacy, showcasing their art, power, and lasting influence on the Renaissance.

Palazzo Medici and Vecchio Florence Private Walking Tour

Palazzo Medici and Vecchio Florence Private Walking Tour

3 hours 30 minutes

from $365

Discover the artistic treasures of Florence with an expert guide on this private tour of the Uffizi Gallery and the Accademia Gallery. This experience is designed for art lovers who want to explore the masterpieces of the Italian Renaissance at their own pace. At the Uffizi Gallery, you will admire world-famous works by Botticelli, Leonardo da Vinci, Michelangelo, and Raphael, including The Birth of Venus and Primavera. Your guide will bring the artworks to life, sharing fascinating insights into the artists' techniques and historical context. Next, at the Accademia Gallery, you will stand before Michelangelo’s iconic David, one of the most celebrated sculptures in the world. You will also explore other lesser-known yet remarkable pieces, gaining a deeper understanding of Michelangelo’s genius and the artistic evolution of Florence. This private tour ensures a personalized experience, allowing you to ask questions and fully immerse yourself in Florence’s rich artistic heritage.

Florence Uffizi and Accademia Gallery PRIVATE TOUR

Florence Uffizi and Accademia Gallery PRIVATE TOUR

4 hours

from $424

Have a rewarding journey in the fabulous city of Pisa, famous for not only the astronomer Galileo Galilei and his history-making discoveries but also the most spectacular blend of architecture and history worldwide, including the Leaning Tower and the world’s largest baptistery, and make it perfect with a glimpse into the daily lifestyle at the ancient district of Borgo Stretto. You will admire the picturesque vista from the Middle Bridge and stroll along Borgo Stretto’s lively and charming streets. Also, Delve into the thrilling history at the Knights' Square, the city’s ancient political center. Have the opportunity to gaze at architectural treasures of extraordinary artistic value at the Square of Miracles.

Pisa Private Historic Walking Tour

from $470

This tour of Pienza stands out by combining clear Renaissance urban design with authentic local culture and scenic landscapes in a compact and accessible format. The route covers key spaces, beginning at Porta al Prato, continuing along Corso Rossellino, and arriving at Piazza Pio II, where architecture, history, and civic identity come together. It then reveals panoramic views from Via dell'Amore, explores quieter backstreets such as Via del Bacio, and incorporates a culinary stop that highlights regional traditions. Throughout the experience, the tour connects built form with natural surroundings, balances major landmarks with intimate spaces, and allows a deeper understanding of how planning, culture, and landscape interact within a unified setting.

Explore Pienza From Ideal Renaissance City to Tuscan Views

Explore Pienza From Ideal Renaissance City to Tuscan Views

from $236

Step back in time with a walking tour through Lucca’s rich history. Begin at San Colombano Bastion and climb to the city’s impressive Renaissance walls for sweeping views of rooftops and towers. Continue to the 17th-century Napoleon Square and admire the stately Palazzo Ducale. Marvel at the graceful Gothic lines of Lucca Cathedral and trace medieval defenses at Porta San Gervasio. Pass by the mysterious Clock Tower and stroll Via Fillungo, the city’s main medieval street lined with historic shopfronts and lively charm. Conclude your journey at Amphitheater Square, once a Roman arena, now a vibrant hub of markets and cafés—where the past and present of Lucca unfold in every step.

Where History Lives in Timeless Lucca: Walls, Legends & Heritage

Where History Lives in Timeless Lucca: Walls, Legends & Heritage

from $236

Step into the heart of Tuscany with a charming walk through San Quirico d’Orcia, a town where time seems to linger. Begin at the Gate to the Capuchins and stroll medieval lanes like Poliziano Street before arriving at elegant Chigi Square and its majestic Collegiate Church. Soak in the lively local life at Liberty Square, then find peace in the beautifully manicured Leonini Gardens. Pass the historic Scala Hospital and gaze up at the commanding Cassero Tower. End your journey on Dante Alighieri Street, where artisan shops and cozy cafés invite you to relax and take in the town’s soulful beauty.

San Quirico Tour: Medieval Streets, Gardens & Tuscan Views

San Quirico Tour: Medieval Streets, Gardens & Tuscan Views

from $471

San Gimignano, referred to as the 'Town of Fine Towers,' is a UNESCO World Heritage Site, and this walking tour takes you through its medieval heart. Start at Bagnaia Street, where you’ll enjoy views of the ancient defensive walls. Continue along Saint Matthew Street, lined with 13th-century buildings, and explore Rocca Park, offering panoramic views of the town. Admire the art inside the Cathedral of Saint Mary of the Assumption, then pass by the historic Town Hall. Wander through Cistern Square, rich in medieval monuments, stroll down the atmospheric Saint John Street, and finish with stunning views over the surrounding countryside from the Panoramic Point near the Monument to the Fallen.

San Gimignano - Private Historic Walking Tour

San Gimignano - Private Historic Walking Tour

from $507

Discover the distinct flavors, history, and culture of Renaissance Italy during a private dinner and walking tour in Florence. Begin with a guided tour of the city’s attractions which are linked to the influential Medici family, including the Medici Palace, San Lorenzo Church, and Piazza Duomo. Afterward, enjoy a 2-course dinner prepared by a professional chef based on the recipes of Caterina de Medici.

Renaissance cooking class at the table with archaeologist chef

Renaissance cooking class at the table with archaeologist chef

2 to 3 hoursFree Cancellation

Explore the breathtaking landscapes of Tuscany behind the wheel of a Ferrari or other luxury car. This unforgettable driving holiday takes you through the enchanting Chianti region and the iconic Val D'Orcia Valley, all while enjoying luxurious accommodations and tailored experiences. Starting from Florence, your journey includes visits to medieval towns like San Gimignano and Volterra, as well as the breathtaking ruins of San Galgano Abbey. Unwind in luxury hotels and indulge in the beauty of Tuscany's cypress-lined roads, with expert guidance and a pre-programmed GPS for seamless navigation. Ideal for car enthusiasts and travelers seeking a unique holiday experience. - Drive a Ferrari through Tuscany’s scenic routes and historic towns - Stay in luxury hotels in the Tuscan countryside with breakfast included - Explore UNESCO World Heritage sites and indulge in wine experiences - Enjoy tailored support, including a pre-programmed GPS and concierge services

from $176

Ferrari Tour of Tuscany Scenic Drives and Luxurious Stay

Ferrari Tour of Tuscany Scenic Drives and Luxurious Stay

4 daysFree Cancellation

from $18,368

This wine tasting tour in Montecarlo, Capannori, is unique because it immerses you in the authentic Tuscan experience, combining the rich history of the region with its renowned wine culture. You'll visit family-owned wineries where tradition meets innovation, offering wines that reflect the distinct terroir of Montecarlo. The personalized nature of the tour, with opportunities to interact directly with winemakers, learn their stories, and explore off-the-beaten-path vineyards, sets it apart. Additionally, the picturesque setting, with panoramic views of the Tuscan countryside, and the chance to pair wines with local culinary delights, makes it a truly memorable and one-of-a-kind experience.

Private Visit to Two Wineries and Montecarlo Village in Lucca

6 to 8 hoursFree Cancellation

from $660

Private Driver Shore Tours from Livorno port to Pisa and Florence

8 hoursFree Cancellation

from $1,049

Leave the bustle of Florence behind and escape into the peaceful landscapes of the Tuscan countryside. This exclusive two-day experience is designed as a true getaway from the city, where rolling hills, vineyards and medieval villages set the scene for a journey focused on food, wine and authentic local traditions. From the iconic towers of San Gimignano to the quiet beauty of the Chianti hills, you immerse yourself in Tuscany at a slower pace. Taste award-winning gelato, hunt for truffles in the countryside and enjoy a hands-on cooking experience using fresh local ingredients. Perfect for travellers seeking a short yet meaningful escape, this journey combines relaxation, discovery and unforgettable flavours in one of Italy’s most iconic regions.

2-Day Private Taste Tuscany: Hills, Truffles & Cooking Experience

2-Day Private Taste Tuscany: Hills, Truffles & Cooking Experience

2 daysFree Cancellation

from $1,582

Discover Livorno's beautiful coastline aboard an electric golf cart. See iconic seafront landmarks, historic monuments, panoramic terraces, and some of the city's most characteristic coastal views in just one hour.Designed for travelers who want to discover Livorno's main highlights in a short time, this tour combines history, sea views, local landmarks, and the authentic Mediterranean atmosphere of this famous Tuscan port city. Travel past six important locations including the Monument of the Four Moors, the Fortezza Nuova area, Scoglio della Regina, Livorno's traditional shipyard area, the spectacular Terrazza Mascagni, and the Livorno Aquarium. Enjoy a comfortable sightseeing experience with your driver-host while admiring the changing scenery between the historic city and the beautiful Tuscan coastline. An ideal experience for cruise passengers, couples, families, and visitors with limited time in Livorno.

Livorno One Hour Golf Cart Tour

1 hourFree Cancellation

from $81

Special Offer

Florence 2-Hour Private Walking Tour and Transfer

Experience Florence with a passionate local guide on a fully private tour designed to offer a more personal and authentic way to discover the city. Unlike large group tours, you'll enjoy a relaxed pace, engaging commentary and the flexibility to adapt the visit whenever possible. From the moment your guide meets you at your hotel, you'll explore Florence's iconic landmarks as well as charming hidden streets, while discovering fascinating stories, local traditions and the city's extraordinary artistic heritage. Every stop is an opportunity to better understand the history, art and daily life of Florence through the perspective of someone who knows the city. Whether it is your first visit or a return trip, this experience goes beyond a classic sightseeing tour by combining cultural insights, personalised recommendations and genuine local knowledge. You'll leave not only with beautiful photos, but also with a deeper appreciation of Florence and ideas for the rest of your stay.

Florence 2-Hour Private Walking Tour and Transfer

2 hoursFree Cancellation

from

$218

$207

Discover the iconic city of Pisa on this private half-day tour from Florence. With a knowledgeable guide, explore the breathtaking Piazza dei Miracoli, home to the Leaning Tower, Cathedral, and Baptistery, while learning about Pisa’s rich maritime history. Enjoy a scenic drive through the stunning Tuscan countryside and take leisure time to explore beyond the tourist trail. This intimate experience is perfect for those looking to delve deeper into the culture and stories of Pisa while enjoying personalized attention from your expert guide. - Private transportation to and from Florence included - Guided tour of Piazza dei Miracoli with all entrance fees - Opportunity for leisure time in Pisa, including lunch options - Available in multiple languages: English, Spanish, Chinese, and more

Special Offer

Pisa Private Half Day Tour from Florence

Pisa Private Half Day Tour from Florence

6 to 7 hoursFree Cancellation

Explore the rich tapestry of Tuscany on this private day tour, visiting four iconic medieval towns: San Gimignano, Siena, Vinci, and Certaldo. Marvel at the UNESCO-listed towers of San Gimignano and savor the local Vernaccia wine. Discover the birthplace of Leonardo da Vinci in Vinci, and stroll through Certaldo, where Giovanni Boccaccio crafted his literary legacy. Enjoy insights from an expert guide while traveling through the picturesque Tuscan countryside, making this adventure a unique cultural experience. - Duration: Full-day tour (10 hours) - Private transportation and expert guide included - Lunch provided in Certaldo - Experience Tuscany's rich history and breathtaking landscapes

San Gimignano Siena Vinci and Certaldo Private Day Tour

10 hoursFree Cancellation

from $2,415

Private Florence Golf Cart Tour with Piazzale Michelangelo

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What are people saying about Tuscany

Sharon_O, Jul 2026

Fantastic start to our...

Fantastic start to our trip to Florence, what a wonderful way to see the city . We booked for our first night and would highly recommend it as the best way to spend your first night . Views from Piazzele de Michael Angelo & Basllica San Minator were amazing. Our driver Allecio was so knowledgeable, funny and helpful.

Private Tour of Uffizi and Accademia Gallery with David

Jessica_H, Jul 2026

A Great Way to See Uffizi and L’Accademia

Our tour guide, Mary, did a fantastic job with our family! She kept things moving and kept us all engaged as we made our way through the Renaissance artwork at the Uffizi and to the L’Accademia to see The David. She was extremely knowledgeable and taught us so much and gave such great details about the artwork and especially about The David. Thank you, Mary, for sharing all of your knowledge with us!

Private Tour to Cinque Terre from Florence

Amber_B, Jul 2026

Excellent! Excellent! Excellent!

Wow! Stunning views and Amazing experience! We had Tomasso for the day. He was knowledgeable, friendly and and excellent driver! He got us to our first destination with time to spare to walk through the vineyards overlooking Manarola. This is the picturesque town you see in all the postcards. We had the option of walking through town or taking a small hike through the vineyards. If you are able to walk through the vineyards, I would highly suggest this route. It was stunning views, and photos cannot do it justice. He even stopped to take a few wonderful photos of our family. We were able to catch a ferry to the next town of Vernazzo. This is where we had the most delicious lunch overlooking the ocean on top of a cliffside restaurant. The views were so spectacular. We spent our entire time here and did not walk around town. We then caught the ferry to our last town in Monterosso. This was a more family, friendly Beachside town. Where we had the opportunity to walk around for about an hour prior to meeting Tommaso. Our drive back was wonderful and he was able to teach us some Italian songs and Italian words. My father-in-law very much appreciated this as all of us. It was a wonderful experience and would love to be able to do this again! Thank you Tomasso!!!

Private Day Trip to Cinque Terre and Pisa from Florence

Meredith_E, Jun 2026

Cinque Terre Tour

It was one of my most enjoyed tours! Everything was amazing! Donatello picked us up inside our hotel, and then drove us up the mountain and to the first town. While we were driving, he told us a bunch of information on what we were passing, and the cities we were going to. Then, he let us tour the city, and he gave explicit instructions on where to go and what to see. When we were done, Donatello picked us up and brought us right back to the hotel. It was an amazing day, filled with fun and adventure. I would totally recommend this to my friends and family.

Florence Private Tour with a Local - Highlights & Hidden Gems

Kate_T, Jun 2026

Allasandro took us all...

Allasandro took us all over the city, showed us the history of the Medici family and its affect on the history of Florence. He showed us the most ancient pharmacy in the city which was stunning. He took us to local market that sold fine Italian products we could buy. He took us to a local market and showed us the history of the market and the merchants that worked there. He fed us at a local corner trying out local food that normally we would never think of trying but it was DELICIOUS. He brought us bread from a local market to try that was FANTASTIC, and gave my daughter a gift for her birthday. We couldn’t have asked for more!

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

Gary_G, Jun 2026

Mario is the best.

Mario was the most professional and personal guide we have ever had. His love for Italy was infectious. I became ill and Mario treated me like part of his family. He call his daughter who is a doctor twice for advice for my nausea. He drove me back to my hotel and then continued with the tour with my family. He followed up with my family to make sure I was doing well. My entire family consider Mario as part of our USA family. Thank you Mario.

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

Julia_H, Jun 2026

Best bike ride in Florence, Italy

Hands down one of the best bike rides we have been on and we bike regularly. I am 63 and my friend is 66. We downloaded Maps.me and John's route before we left the states. He gave us clear instructions on bike use and went over route. We ended up joining a wonderful group of 6 Canadian riders, (thanks again) and really enjoyed route. We stopped at Vineyard about half way mark and enjoyed glass of wine and charcuterie board, and a swim for $15 euros/per person. We went up quite a bit, bikes did great. We went through forests and saw things you would only see from bike. Coming back into Florence we road the streets no problem. Great people, great bikes , great route!!! Highly recommend

The Best of Tuscany: Private Full Day Tour From Florence

Javier_C, Jun 2026

We enjoyed our day in...

We enjoyed our day in Tuscany. Alex, our driver, was on time, friendly, knowledgeable and made the experience to our liking. We went first to the Michelangelo plaza, across the river, where we had not been yet for a great view of Florence. We chose not to go to Pisa, for more time in the Chianti area and wine tasting. We drove to Monteriggiani, a small walled town, which had a recent restoration. Throughout the day, all buildings were a way to feel how itight have been in medieval times. Then was Siena, with its massive, unfinished, cathedral, and the unique shell shaped plaza. We went wine tasting and lunch at Corbacci, an exclusive experience, as we get to pair wine with meal. Our host Agnes guided us through the tasting and with a passion for wine. The scenery of this place is all we have in mind when we think Tuscany. Lunch was great, no surprise. We left and headed.to St Gminiano, another well preserved medieval town, though with a different flare. Alex drove thru the countryside for more spectacular views. Then back to Florence, already planning our next visit.

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

Lydia_M, May 2026

Outstanding tour by bike of Lucca, Italy

10 plus experience with Antonella, our tour guide. Amazing experience learning this beautiful city of Lucca with a local. We navigated the streets and stopped to see landmarks. Fun, knowledgeable and welcoming. A small time to grab a bite and we finished with the best gelato in all of Europe! Strongly recommend this tour.

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Lorena_B, May 2026

Fantastic day trip!

Fantastic day trip! Our driver Valentin was the best! He arrived at our hotel in a beautiful Mercedes Benz. As he drove us to each city, he provided a brief history about where we were going to visit. At each city we had plenty of free time to roam around and enjoy. Our last stop was the winery. We had a wonderful time sipping the various wines. However, when we were given the last wine to taste, the waitress didn’t even allow us 5 minutes to enjoy it. She said “let me guide downstairs as your hour is up”. To be honest, we would never do the wine tasting again. We felt they cared more about selling wine than allowing the guest to have a nice experience. Overall, we give it 5 stars because of Valentin and the beautiful cities we visited but not the wine tasting.

DAVID and Accademia Gallery Private Tour in Florence

Daphne_M, Apr 2026

Early private tour is worth every dime!

We were able to be some of the very first people to enter in the early morning tour with our private guide, Irina. We were able to walk right up to David, take unobstructed photos, and see every detail Irina explained right up close. (Just 20 minutes later the room was packed with visitors and getting close would have been impossible!) She was incredibly knowledgeable and truly brought the history and process to life. She’s an amazing guide and I will be pointing my friends who travel to Florence straight to her. Don’t hesitate to book this one!

Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings

Sarah_H, Mar 2026

Great food and wine tour

We chose to do 6 tastings and we were stuffed! The food and the wine were delicious! Our guide, Eden was the best! She had a great personalty! She gave us great advice on places try for the rest of our stay. Not just food and drinks, but places to visit. She was wonderful!.