Top Tuscany Private Sightseeing Tours - page 67

Tour in and bike in Alta Umbria and tasting in the cellar

4 to 5 hoursFree Cancellation

from $156

This e-bike tour starts from the historic center of Citta' di Castello, to reach Montone classified among "Most Beautiful Villages in Italy". The approximately 45 km long route can be tackled by all people with basic level of supported training of our pedal assisted bikes. We will follow the banks of the Tiber river a totally traffic-free path until we climb the gentle hills that lead to Montone. Here you leave your bikes we will discover the medieval village with a suggestive view of the Tiber Valley. On request it will be possible to visit the Montone Museum inside the magnificent Cloister of San Francesco where paintings and art objects from the history of Umbria are kept. After the visit we will take the Tiber cycle path back to the starting point in Citta' di Castello

E-Bike tour in Montone with visit to the medieval village

5.0

(1)

4 hours 30 minutesFree Cancellation

from $156

“Enjoy a fully private wine tour in Tuscany, completely tailored to your preferences. Choose your ideal destination among iconic regions such as the Cinque Terre, Montalcino, Montepulciano, Chianti, or San Gimignano. Accompanied by a local wine expert, you will visit carefully selected, enchanting family-run wineries chosen exclusively for you. Each experience is designed to be intimate and authentic, offering a deep connection with the land, the people, and their wines — for a truly unforgettable Tuscan wine journey.

An Exclusive Private Wine Journey Through Tuscany

6 to 8 hoursFree Cancellation

from $1,079

Range Rover Tour with Picnic in a Traditional Farmhouse

4 hoursFree Cancellation

from $216

Hi, I'm Paso — a motorcyclist and a dreamer. I invite you to join me aboard an Indian Roadmaster for a genuine journey far from the usual tourist routes, deep into the most heartfelt emotions of Tuscany. Every ride is unique. There’s no fixed itinerary — we’ll decide together where to go, based on your interests and curiosity: the rolling hills of Val d’Orcia, hidden villages, and roads I’ve known my whole life, far from the crowds. I’ll be your personal guide — like traveling with a friend who’s showing you the places he holds closest to his heart. Along the way, we’ll stop where the light is just right, where the earth smells sweet, where it’s worth taking a breath. I’ll share my story — and if you like, I’ll listen to yours. It’s a sensory, emotional, and intimate journey. It’s IndianBikeTherapy

Motorcycle tour through the secret emotions of Tuscany

5.0

(1)

2 to 8 hoursFree Cancellation

from $240

Entry ticket and a self-guided audio tour of Siena are available via the WeGoTrip app. You’ll receive an email with a link to download the app, which includes your ticket and a digital guide with maps, photos, scripts, and audio commentary. (!) Note: The cathedral ticket is included in the app, but the in-cathedral audio guide uses a separate app. After visiting the cathedral, explore Siena’s cobblestone streets. See Piazza del Campo with its iconic shell shape, Palazzo Salimbeni, Accademia Musicale Chigiana, and finish at the Medici Fortress, a historic cultural landmark. Along the way, discover stories of elegant fountains, renowned Renaissance painters, and the world-famous academy, immersing yourself in the city’s rich history and culture.

Siena Cathedral & Piccolomini Library Ticket with City Audio Tour

2 hours

from $24

Entry ticket Leonardo da Vinci Interactive Museum® and self-guided audio tour of Florence are available in a separate app — the WeGoTrip app. You will receive an email from WeGoTrip with the link to download the app with the ticket and the digital city guide. (!) Please note that while your ticket to the museum is included and available within the app, the audio tour inside the museum is not provided. Start at the Leonardo Interactive Museum®, where wooden models from da Vinci's notebooks come alive. Then, unpause the tour and stroll through Florence's iconic landmarks like the soaring Cathedral of Santa Maria del Fiore, the elegant Basilica of Santa Maria Novella, Palazzo Strozzi, the replica of Michelangelo's David, Uffizi Gallery, ending at the jewel-packed Ponte Vecchio. Handle working models of Leonardo's inventions like the Air Screw and Giant Tank, marvel at Brunelleschi's innovative dome, peer into historic wine holes, and trace Medici influence.

Leonardo da Vinci Museum Ticket and Audio City Tour in Florence

2 hours

from $21

Tuscany Multi Day Bike Tour History Wine and Local Flavors

7 days

from $5,000

Private Full day, Excursion to 5 Terre and Pisa

11 hoursFree Cancellation

from $983

Experience a calm and relaxing flight with friends or family in this private tour, while enjoying the view over one of the most beautiful city in Italy. A Hot-Air Balloon flight above Florence is a poetic and fascinating experience, a unique and suggestive way to admire the fruits of the Renaissance from a different perspective between the sky and the ground. From above you'll be able to see all over the city, apart from the main touristic attractions, such as the Duomo, Ponte Vecchio, Piazzale Michelangelo, the beautiful Chianti Hills and much more.

Private Tour: Hot-Air Balloon Flight over Florence

2 to 3 hoursFree Cancellation

from $1,919

Price varies by group size

Photo Walk in Florence, Italy

1 hour 30 minutes

from $222

Savor the flavors of Siena on this delightful food tour, where you’ll explore the culinary treasures of Tuscany. A local guide will lead you through the charming streets, sharing fascinating insights about the region’s food and wine culture. Enjoy tastings of sparkling wine, red wine, gelato, pecorino cheese, cured meats, pizza and traditional sweets like cantucci and panforte. This small group experience ensures an intimate atmosphere, perfect for food lovers looking to immerse themselves in authentic Tuscan cuisine. - 2 - hour walking food tour through Siena’s enchanting streets - Taste a variety of local Tuscan products - Learn about the history and culture of Siena’s culinary scene - Enjoy a small group setting for personalized attention from your guide

Siena Food Tour : Local Tuscan Flavors

2 hoursFree Cancellation

from $107

Dive into a Tuscanian postcard at San Gimignano and Volterra

8 hoursFree Cancellation

from $923

Discover the magic of the Cinque Terre on a tour from Florence, where the beauty of the Ligurian coast is revealed in all its glory. Departing in the morning from Florence, travel in an elegant, air-conditioned vehicle to La Spezia. Once there, use the local train to explore the iconic villages of Manarola, Vernazza and Monterosso al Mare. Take advantage of the chance to return by boat, enjoying beautiful sea views and treat yourself to some relaxation on the beach. - Departure from Florence in an air-conditioned vehicle with professional driver - Visit three iconic villages of the Cinque Terre: Manarola, Vernazza, Monterosso - Option to return by boat for panoramic views - Relax on the beach

Private Cinque Terre Tour DA Florence

10 hoursFree Cancellation

from $1,079

Discover the heart of Chianti on this private 7-hour tour filled with wine and history. Visit a family-owned winery for an insightful guided tour of the vineyard and cellar, where you’ll learn about traditional wine production methods. Enjoy a delightful wine tasting featuring the iconic Chianti Classico and a traditional Tuscan lunch made with local ingredients **Lunch is not included in the tour price, an additional €60 per person will be charged from the winery** Explore charming medieval villages like Greve,Castellina, and Panzano, each offering stunning views and rich cultural heritage. This tour is perfect for wine enthusiasts and history lovers alike, providing an intimate experience of the beautiful Chianti region. - 7-hour private tour exploring Chianti's wineries and villages - Guided tour of a family-owned winery with wine tasting and a traditional Tuscan Lunch**not included in the price** - Visit picturesque villages with rich history and incredible views

Private 7 Hour Chianti Tour Wineries and Medieval Villages

7 hoursFree Cancellation

from $720

Discover the charm, history, and flavors of Tuscany on this private full-day tour by luxury minivan, led by a licensed English-speaking driver-guide with deep local knowledge. Visit two UNESCO World Heritage sites—Siena, with its stunning Gothic cathedral and famous Piazza del Campo, and San Gimignano, known for its medieval towers and artisan shops. Enhance your experience with an optional wine tasting and full Tuscan lunch at a family-run winery (not included, but highly recommended). Enjoy a fully customizable itinerary with convenient pickup and drop-off from your accommodation in Florence. Highlights: -Private full-day tour for up to 7 travelers -Explore Siena and San Gimignano, both UNESCO World Heritage Sites -Travel in comfort with a luxury minivan with Wi-Fi and licensed English-speaking driver-guide -Optional wine tasting and lunch at a local winery (not included, but highly recommended) -Hassle-free pickup and drop-off from Florence

Likely to Sell Out

Private Full Day Tour Siena and San Gimignano with Wine Tasting

8 hoursFree Cancellation

from $899

Experience the charm of Val d'Orcia, a UNESCO World Heritage site, with a full-day tour exploring the iconic villages of Pienza and Montepulciano. Stroll through Pienza, known as the 'ideal city,' and admire its Renaissance architecture alongside remarkable views of the valley. In Montepulciano, enjoy the medieval atmosphere while discovering its exquisite wines, particularly Vino Nobile. The tour can includes a visit to a family-owned winery for an insightful vineyard and cellar tour, followed by a delightful wine tasting and a traditional Tuscan lunch featuring fresh, local ingredients.**Not included in the price, to be paid on-site 60 euro per person** - Full-day tour through the picturesque Val d'Orcia region - Explore the Renaissance beauty of Pienza and its historical sites - Discover Montepulciano’s medieval charm and world-class wines - Make your tour even more special by adding a vineyard lunch (available upon request, for an extra charge).

Likely to Sell Out

Val d'Orcia Full Day Tour Pienza Montepulciano and Wine Tasting

8 to 9 hoursFree Cancellation

from $1,079

A fascinating journey to discover the power of the Medici, hidden among the architecture of one of the most extraordinary cities in the world. The itinerary will make you understand Renaissance art in its authentic context, right where it was born thanks to the patronage of the Medici. Walking through streets and alleys, you will feel their presence: every corner tells ambition, strategy and political vision. At the same time, the city will reveal itself as an open-air book, to be read also through coats of arms, symbols and sculptures of other great noble families, which testify alliances, rivalries and power relations.

Special Offer

Medici walking tour in Florence art architecture and power

2 hoursFree Cancellation

Step into the world of Florentine craftsmanship and discover what makes it so unique. This tour will take you into the heart of Florence, where you will visit historic shops in which products are still made by hand using centuries-old techniques. This is not just about seeing the most famous sights, but about experiencing the authentic city and connecting with the people who preserve its cultural identity. It is an ideal experience for those who love discovering local traditions, meeting new people, and truly understanding what makes Florence so special. A journey through history, passion, and creativity that will allow you to appreciate the true spirit of the city. Lunch can be arranged upon request at a traditional local restaurant.

Florence Artisan Workshop Tour with Guide

2 hours 30 minutesFree Cancellation

from $540

7-Day Exclusive Escape to Cortona Italy

7 days

from $2,800

Discover the beauties of the Crete Senesi with a short hike through picturesque and iconic hills, with the historic city of Siena as the backdrop. This route offers the opportunity to immerse yourself in nature and appreciate the unique landscapes of this region. A great choice for lovers of outdoor walks and for those looking for an authentic experience in Tuscany for postcard photographs. - 7 km excursion between Crete Senesi and Siena - 120 meters low altitude difference, suitable for different levels of experience - Immersion in the Tuscan hilly landscapes and stop at the Transitional site - Ideal for nature and trekking enthusiasts.

Excursion on the Crete Senesi of Leonina

1 hour 30 minutes to 2 hours 30 minutesFree Cancellation

from $42

Discover the folklore of Siena with an exciting urban trek that will take you to discover the 17 fountains of the district. Drive 8 km through historic streets as you explore the city famous for the Palio no i suoi three-thirds. This treasure hunt-like tour offers a unique way to immerse yourself in the local culture and discover the secrets of Siena. - Explore the 17 historic fountains of the district on an interactive tour - Enjoy an 8 km trek with a difference in altitude of 200 meters - Discover the rich culture and folklore of Siena, famous for the Palio - An experience suitable for all lovers of walking and history

Urban Trekking Discover the 17 Fountains of Contrada

4 to 5 hoursFree Cancellation

from $42

Florence can be overwhelming! There is so much to do and see, you will want to make the most of your time. Let me take you on a customized shopping tour to my favorite places- not the big designer stores, but the owner operated shops that have equal quality and better prices. We will communicate prior to your arrival so that I can design a personalized shopping tour for you. Gold jewelry and leather goods are my specialty. Let's go shopping!

Personal Shopping Guide in Florence

188

2 hoursFree Cancellation

from $102

Discover the heart of Florence on this engaging walking tour, perfect for first-time visitors and those seeking hidden gems. Stroll through Piazza della Repubblica and admire the stunning Baptistery with its golden Gates of Paradise. Marvel at the majestic Duomo and Giotto's Belltower, then wander through the medieval districts. Experience the iconic Ponte Vecchio and explore Piazza della Signoria with its renowned sculptures. Conclude your adventure at Piazza Santa Croce. This intimate tour offers insights from a private guide, ensuring a unique perspective on Florence's rich history. - Private walking tour led by an expert guide - Visit iconic sites like the Duomo, Ponte Vecchio, Dante's house and Piazza Santa Croce - Experience the vibrant city atmosphere and local culture - Flexible itinerary tailored to your interests and preferences

Special Offer

2 hours 30 minutesFree Cancellation

Florence Highlights Tour

from

$24

$30

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Top Attractions in Tuscany

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What are people saying about Tuscany

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.

Golf Cart Tour of Florence Michelangelo & Panoramic Hills

Amabelle_G, Apr 2026

Awesome tour

The golf cart tour is a must especially for first timers in Firenze! We enjoyed so much the panoramic hills. It’s dreamy and you’d wish you live here forever to wake up to such scenery everyday! Our guide Rey was fun with his lovely girlfriend tagging along so it was like a double date for us. They gave us recommendations where to eat and food was fantastic as well!

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

Lisa_K, Apr 2026

Phenomenal bike tour and guide - so enjoyable.

Our tour guide, Chiara, is knowledgeable, professional, and friendly. We learned a lot about the city, history, and culture. Our food and wine stole a so enjoyable ina great area of the city. The bikes are in great shape and new. We would highly recommend.

Private Uffizi Gallery Tour with Reserved Entry

Susan_M, Mar 2026

We booked less than 24...

We booked less than 24 hours before the tour and had an amazing time! The tour was only the three of us in our group, which enabled us to customize the tour to what we wanted to see. Our guide was extremely knowledgeable in art and provided a lot of background and history with not only the pieces but also the Uffizi and the Medici family.

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 ⭐️⭐️⭐️⭐️⭐️

The Best of Tuscany: Private Full Day Tour From Florence

Gianni_B, Dec 2025

Best Tuscany day tour ever

Massimo was wonderful! He was so knowledgeable and was the perfect driver for our day in Tuscany. He got us right from our hotel. Easy to communicate with. It was great because we could customize our day to fit exactly what we wanted. It was a day that my wife and I will never forget. Worth every penny. You will not be disappointed. Trust me.

Private Golf Cart Tour of Florence Michelangelo & Panoramic Hills

Sharon_S, Nov 2025

Golf Cart in Tour Fiseole

On November 18th at 11:30 we had the pleasure of taking the golf cart tour to Fiesole, and it was an absolute highlight of our trip to Florence! The guide was fantastic - considerate, knowledgeable, and added so much fun to our experience. He truly went above and beyond to ensure we had a great time. The tour was well-organized, and we loved exploring Fiesole in such a unique and enjoyable way. Highly recommend!"

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

Timothy_S, Nov 2025

Unforgettable Tuscan Day — Villa, Vineyards, and Hilltop Towns

I contacted the tour company about a month before our trip to customize the itinerary, asking to skip Pisa in favor of a villa or wine experience. They recommended Poggio Torselli, and it turned out to be an otherworldly highlight. The villa sits high on a hill surrounded by the classic Tuscan countryside, with sweeping views that reach all the way to Florence and its Duomo. We toured the extensive gardens before heading inside for a wine tasting in the beautifully appointed villa — elegant, historic, and serene. From there, we visited the medieval towns of San Gimignano and Siena, both spectacular. We had plenty of free time to wander the narrow streets, shop, and enjoy a drink in the piazza. Our driver, Donatello, surprised us with two unforgettable bonus stops. The first was Monteriggioni, a perfectly preserved walled village that feels frozen in time. The second came at the very end of the day — a stop at Piazzale Michelangelo, overlooking Florence from across the river. The city stretched out below us in golden light, with the Duomo and Arno framed perfectly. We also enjoyed a private lunch at a secret location, which I can’t give away — but the dessert was an emotional experience in itself. When my mother-in-law stepped onto the terrace and took in the view, she hugged us both and cried. It was one of the most beautiful days of our entire trip — perfectly planned, deeply personal, and truly unforgettable.

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

Teri_S, Oct 2025

Absolutely wonderful!

This is for people comfortable on an ebike and biking on roads. You also need to be comfortable following a GOS map while biking. Given all that… this was probably our favorite activity in Florence! It was great to get into the country side and we loved going at our own pace and stopping wherever we wanted! The views were amazing. The winery was wonderful with some of the best food we had while in Florence! If you like to tour by bike you will love this!!!

Florence Private Transportation in Rickshaw

Jayme_K, Oct 2025

We had a fantastic...

We had a fantastic experience on our rickshaw tour of Florence! Ivan was great. He was so knowledgeable and full of history about the city. It was a fun and informative way to get an overview of Florence. He picked us up right at our hotel and made sure we had time to stop and take photos along the way. Highly recommend this tour.

MEDICI CHAPELS Private Tour in Florence

Paula_R, Apr 2025

Informative and educational and interesting to her

Irina was extremely easy to understand, very knowledgeable, and gave an amazing history of the Medici family. it was a great pace-and kept our interest and the time seemed to pass very quickly. We were left with wanting to know more of the Medici family and could have spent another day with our guide irina.