The 10 Best Private Tours in Monteriggioni, Tuscany

January 19, 2022 Jacquiline Delozier

Monteriggioni is a comune in the province of Siena in the Italian region Tuscany. It borders on the communes of Casole d'Elsa, Castellina in Chianti, Castelnuovo Berardenga, Colle di Val d'Elsa, Poggibonsi, Siena and Sovicille. The town is architecturally and culturally significant; it hosts several piazzas, and is referenced in Dante Alighieri's Divine Comedy.
Restaurants in Monteriggioni

1. Private Tour: Guided Hike in Tuscany with Transport from Siena

Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Tuscan Escapes
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5.0 based on 5 reviews

Explore Tuscany's picturesque rolling hills on a private, full-day hiking tour with transport from Siena. With your expert guide, enjoy a scenic, full-day adventurous hike through the beautiful Chianti region in Tuscany, full of forests, olive groves, vineyards and quaint villages, stopping halfway to relax over a picnic of classic Tuscan specialties. Continue in the afternoon by minivan to the medieval hill town of San Gimignano for a walk around its UNESCO World Heritage-listed city center. Spend time at your leisure browsing the main sights and boutique stores in this gorgeous town before your relaxing drive back to Siena.

Inclusions: Private guide, Round-trip transportation from Siena to Chianti, Transport by air-conditioned minivan (maximum 8 passengers), Picnic lunch with glass of wine, Hotel pickup and drop-off

Exclusions: Gratuities, Food and drinks (unless specified)

Reviewed By Pioggiola

We did a 3-hour private tour of Siena with Giorgia this summer with our two teenage children. It was just perfect! Giorgia is extremely knowledgeable about all aspects of Siena and beyond, and it clearly showed in the depth of her answers to the very many questions that we asked. She was flexible to adapt the tour based on what we were interested in. Although not originally from Siena, she knows and loves the city like a local and has the ability to make the tour unforgettable. 160 Euros for a fantastic private our of Sienna. Very good value for money. Probably the best private city tour that we have ever done.

2. Florence Private Day Trip to Siena and San Gimignano

LuccaLimo
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5.0 based on 1 reviews

A customized day trip of Siena and San Gimignano for the discerning traveller seeking an authentic Italian experience on a small group tour with only the very best of English speaking driver-guides.  Travel from the centre of Florence to discover the one-time capital of Tuscany, Siena and the enchanting hilltop towered town of San Gimignano.  Visit Italy close up in a Mercedes minivan of up to 7 - 8 people that takes you into the very heart of each of these beautiful Tuscan cities.

Inclusions: Bottled water, Driver/guide, Florence hotel pickup and drop-off, Transport by private vehicle

Exclusions: Museum & Monument entrance fees, Lunch, Gratuities

Reviewed By Psinclair12

Super responsive, caring, thoughtful service that I worked with on my most recent Italian vacation. From the first email to the last drop off, they were simply the best. A pick up at the very hard to navigate Florence train station--flawlessly executed. An amazing restaurant recommendation on the trip from Florence to Lucca. Courteous, professional, communicative from Florence to Lucca, to La Spezia, to Lucca, to Pisa. Wonderful!

3. Private Minivan Tour to Siena and San Gimignano from Florence

Piazza dei Cavalleggeri, 50122 Firenze FI, Italy ACCORD Italy Smart Tours & Experiences
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5.0 based on 2 reviews

During this private open-air tour in a comfortable minivan, you will explore the breathtaking towns of Siena, Monteriggioni, and San Gimignano. All are symbols of Medieval and Gothic architecture, characteristic elements are the historic towers, pointed arches, and narrow streets. Moreover this Tuscan area is full of superb food specialties you will surely have the chance to taste, such as Panforte and Pici. The tour lasts 8 hours with 2 hours spent in Siena, a short visit in Monteriggioni for a photo stop, and approximately 1 hour in San Gimignano.You will also get a detailed description from our expert local guide in Siena.

Inclusions: Professional local guide in Siena - 1 hour, Air-conditioned minivan, Hotel pickup and drop-off from central hotels, Light lunch in a restaurant or farmhouse (depending on availability)

Exclusions: Guide in San Gimignano (upon request), Food and drinks, unless specified

Reviewed By sandyc17

My husband and I did this tour and it was fabulous - the driver was great and there were only four of us so you could talk away to the driver - we scooted through the city easily on the golf cart and it was such good fun and we saw loads of amazing stuff, I’d highly recommend this tour

4. Private The Essence of Tuscany: Chianti Classico, Montalcino, Montepulciano

Caf Tour & Travel
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5.0 based on 1 reviews

Following the scent of the Great Wines through the most stunning landscapes of Chianti, Val d’Orcia and Val di Chiana

Inclusions: Pick Up and Drop Off at the hotel in Florence if centrally located, Transport by deluxe ari-conditioned vehicle with WIFI on board, English/Italian speaking driver, Typical Tuscan Lunch in a family run Farm, Wine and Food Tasting with 3 wines and local products in a cozy Winery

Exclusions: 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 ????

5. Private tour Siena, San Gimignano and Monteriggioni

Florence, Metropolitan City of Florence, Italy Driver Florence
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5.0 based on 1 reviews

Spend a day in Tuscany visiting the city of Siena, the castle of Monteriggioni and the medieval village of San Gimignano. With a private English speaking driver, you will enjoy more flexibility in your itinerary with lots of free time. Enjoy a stroll through the historic center full of history of Siena and then admire the view over the Tuscan countryside from San Gimignano. End the tour with a visit to Piazzale Michelangelo before returning to Florence.

Inclusions: Private transportation, Air-conditioned vehicle, WiFi on board, Natural water is available inside the minivan, available to customers from the minibar., English speaking driver

Exclusions: Lunch only on request (paid separately), Tourist guide only on request (paid separately), Gratuities, Admission tickets (for the Duomo of Siena at about € 7 per person)

Reviewed By PM770

Florian is very punctual, prompt in his replies to mails, excellent driver and very cooperative. His car is also in top condition. We did a Pisa and Cinque Terre trip with him on 20th May. He also helped us with restaurants and finding a good guide. 5/5 to him. P Muthal

6. Livorno Shore Excursions: Siena - San Gimignano - Monteriggioni Private Tour

Tuscany Taste Tour
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5.0 based on 2 reviews

If you are looking a fun tour guided by an english speaking driver, around the gently hills in Tuscany, admiring the beauties of the Tuscan countryside dotted by olive trees, vineyards , cypresses and "umbrella Trees", this is the right tour for you!!

Inclusions: Free wifi on board on all most our vehicles., New Mercedes Van, English speaking driver

Exclusions: Lunch, Bottled water

Reviewed By FarAway620912

I hired Mauricio in the past Oct 2019! We had a great tour, great food and of course great wines. Bolgheri is a wonderful place worth to visit! It's very close to Piombino dock! Thanks

7. 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..

8. Private Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Chianti Drivers
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4.9 based on 48 reviews

*Experience for your private party* Explore the art, culture and medieval history of Italy on this private 8/9-hour tour. Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni and San Gimignano. See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano. • Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs. * With agreements during the reservation we can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lover.

Inclusions: Hotel pickup and drop-off in Florence, Private luxury minivan, Bottled water, Onboard Wi-Fi (on request at reservation), Our drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs., Spanish-, Portuguese- or French-speaking driver upon request

Exclusions: Lunch in winery or farm. (to decide at the time of briefing in the morning with your driver), Guide city tour (you will find the complete tour with private guide in Siena on viator with this code 23322P50)

Reviewed By Laurettab1974

We had a fab day! Our driver, Massimo was great! Very engaging, informative and made so enjoyable trip. Satisfied and exceeded our expectations Not only the tour through Tuscany was beautiful and the wine delicious, but above all Max made the whole experience unique! I recommend ChiantiDrivers to anyone! I highly recommend it.

9. Livorno Port Shore Excursion: Tuscany Siena and San Gimignano Lunch&WineTasting

ItalyBestExcursions

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Private option. Pickup and dropoff will be at your ship. Private or Shared Tour available options. Worry-free Shore Excursion: We will ensure your timely return to the Livorno Cruise Port for this activity. In the rare event your ship has departed, we will arrange for transportation to the next port-of-call. See our terms and conditions for full details.

Inclusions: Port pickup and dropoff, Air-conditioned, fully insured and licensed legal vehicle with professional English-speaking Driver, Dedicated Local Licensed Expert Tour Guide (upgradable in Private option), Wine Tasting and Light Lunch in Tuscany countryside

Exclusions: Tipping is not included in our service fees, it is never mandatory although it is always appreciated

Reviewed By Bernadette E

Just back since Sunday after 7 nights on ship - boarded in Barcelona 3rd Nov - cannot praise ship - staff - food and - organisation skills - fantastic. It was my 60 th birthday pressie and have to say it was SPECIAL. Hopefully will see you all again next year

10. Monteriggioni San Gimignano and Castellina in Chianti Fullday from Rome

ItalyBestExcursions

Enjoy a day exploring the landscapes and artistic small towns that Tuscany can offer: • Monteriggioni • San Gimignano • Castellina in Chianti Lunch and WineTasting Included. Pick up and drop off will be at your accommodation in Rome. Upgradable with licensed local guide in Private option. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides (when booked) • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Inclusions: Hotel pickup and dropoff, Air-conditioned, fully insured and licensed legal vehicle with professional English-speaking Driver, Dedicated licensed local expert personal tour guide (upgradable in Private Option), Lunch and Wine Tasting

Exclusions: Tipping is not included in our service fees, it is never mandatory although it is always appreciated

Reviewed By Bernadette E

Just back since Sunday after 7 nights on ship - boarded in Barcelona 3rd Nov - cannot praise ship - staff - food and - organisation skills - fantastic. It was my 60 th birthday pressie and have to say it was SPECIAL. Hopefully will see you all again next year

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