10 Multi-day Tours in San Gimignano That You Shouldn't Miss

November 26, 2021 Jana Sager

San Gimignano, known as the "city of beautiful towers," had 72 towers in its heyday. Now 14 remain, and, rising above Tuscany's Elsa Valley, they make the town look like a medieval dreamscape. Take in the fresco-covered Collegiate Church, the Civic Museum and the views from atop 177-foot Torre Grossa. Daytrippers from Florence tend to fill up the streets during the day, so for a more up-close-and-personal look at the town, spend the night.
Restaurants in San Gimignano

1. Explore Tuscany's Wonders in Three Nights and Four Days

Tuscan Safari
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Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this four Days and three Nights private excursion from Florence. Enjoy three different regional and world famous varieties: Nobile, Brunello, and Chianti Classico with a dedicated driver guide exploring the towns of Greve in Chianti and the square of Montalcino and Montepulciano, then pop into local wineries to learn about the local Sangiovese grapes and sip some Chianti, Brunello and Nobile. At your own discretion taste some Vernaccia wine in San Gimignano. Visit the historical cities and towns of Montalcino, Montepulciano, Greve in Chianti, San Gimignano, Florence, Siena, Pisa and Lucca. Visit the main squares and attractions, ticket to the Leaning Tower included in the price of the tour. There will be three wine tastings and round-trip private air-conditioned minivan transportation from your accomodation included.

Inclusions: Lunch, Air-conditioned vehicle, Bottled Water, Wine tastings, 3 Breakfast

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Reviewed By Lisa M

The day was good however a couple of constructive feedback points for you 1) when I first looked at the trip the meeting point was at the end of the road the hotel was on, however your e-ticket and website made us go to the main bus station 20 mins tram ride away and the tour guide commented as I hadn’t checked in a Julian’s Bar, as everyone else had. 2) the second point is to do with the final leg of the trip in Siena, when it was pouring with rain and we were about to head back to the bus and the tour guides boss had come up with another great idea for the small cost of €3 everyone could get the trenino back to the bus, half the clients didn’t want to do this and we were made to stand in the rain getting wet whilst the main tour guide waited for the trenino to arrive before the walkers were allowed to set off on foot back to the bus. Had I not stepped up and asked for the walkers to be allowed to walk with a guide without waiting, we would of been soaked!

2. private educational and guided custom tours by walk and by confortable M/B van

Piazza della Repubblica, 50123 Firenze FI, Italy Maurizio Bellini Educational Tours
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Professional local driving guides with the confort of air conditioned Mercedes sedan and van are providing a new approach to history, art, food and wine.

Inclusions: Air-conditioned vehicle

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Reviewed By Mary Jo N

We spent a wonderful, full day with Mau! He picked us up promptly from our AIRBNB in FLR in a very clean & comfortable Mercedes van. Mau was very pleasant, charming and extremely knowledgeable about the Tuscany area. I highly recommend him! My family was not exactly sure where we wanted to spend the day, and Mau made some suggestions, which we followed and I am glad we did. The town of San G is very charming for first-timers to the area. Later at Casa Emma we enjoyed a tour, followed by wine tastings paired with a fabulous lunch, in a very lovely setting. It is much more enjoyable to try the wines with food, and the food was delicious. And, YES, we did order wine to ship home! All day long the landscapes and surroundings were gorgeous, and Mau made sure to show us some particularly lovely views. It was a terrific day, and after having spent the previous 2 days on foot seeing the sights of the city of FLR it was a very welcome respite for our feet.

3. 4-Day Tour: Medieval Tuscany from Rome

iH Hotels Roma Cicerone, Via Cicerone, 55/c, 00193 Roma RM, Italy Europeando Europa

This small group tour discovers the medieval villages of Tuscany. On the way to Siena, you'll have the chance to visit Tivoli, a wonderful village in the suburbs of Rome and Orvieto with its wonderful Cathedral. After visiting Siena, it's time to discover San Gimignano, a place of great wine cellars and old palaces and Volterra, major centre of the Etruscans. Included is an excursion to the Chianti Valley with wine tasting and the walled town of Lucca. On the last day, discover Pienza, the gate of entry to the Val d'Orcia, Montepulciano and Montalcino with its fortress and places to taste Montalcino red wine. The tour ends returning to Rome. Departures on 2021, July 8th, August 5th and October 7th and 2022, May 5th, July 7th, August 4th, September 1st and October 6th are also available with tour director in Portuguese.

Inclusions: Breakfast, Breakfast, Breakfast, 3 nights accommodation, Wine tastings, Breakfast, Local driver/guide, Transport by air-conditioned minivan, Free Wi-Fi on board

Exclusions: Food and drinks (other than those mentioned in itinerary), City taxes at the hotels, Gratuities and porterage, Hotel pick up and drop off

Reviewed By LadyRJ2019

As a family of three, we were excited to go on the 7 day northern lakes and Dolomites tour - especially as it would be very difficult to visit these areas by ourselves (visiting from Australia and not confident driving/getting around to these areas). The tour started well, we were the only English speakers but we had been assured our guide would provide fluent English commentary. Perhaps we expected too much but there was very little information provided about where we were or where we were travelling through. In fact, the first three days we received very limited information in total while the Spanish speakers were provided with much more. We visited some stunning places but too much of the tour focused on lunch breaks and eating rather than seeing the sights. Halfway through the tour more English speakers joined the group bit we still had to seek information rather than being provided with it on some occasions. The bus was too big for navigating city streets and mountain switchbacks - the driver often had to reverse and try multiple times to get around corners and switchbacks. I felt very sorry for him - he did a marvelous job but it would have been so much easier for him and much more enjoyable for us if we weren't concerned about falling off the side of a mountain. The company can't seem to decide whether they are catering to small groups or large and this has a huge impact on the enjoyment of the tour. In Trento we were advised that we would have several hours and could visit the castle. After paying for admission and entering we were then advised that because it was raining some people didn't want to stay so we were cutting the visit short - this should never happen! We then had to get back on the bus only to stop at a truck stop for lunch (instead of staying in lovely Trento). There wasn't really any point to having the guide as he did not provide much "guiding" only very limited information and directions to places he thought we should go and eat. We would have done as well with just the driver. If you can navigate your way around the northern lakes and Dolomites by yourself then I recommend you do that. Otherwise, perhaps a different company would provide a better tour.

4. Wine and Cooking Under the Tuscany Sun

ItalyBestExcursions

Enjoy this 5-day independent tour of Tuscany complete with a private driver. Starting from Rome, make your way to Siena where you will sleep all 4-nights. Over the course of your tour, see places such as: • Florence • Montepulciano • San Gimignano, • Pienza Upon your request, you may advise a professional tour guide to accompany you to several sites. Worry-Free and Safe Private Tour Experience, operated only with: - Expert Professional English-Speaking Drivers - Selected local Expert Licensed Tour Guides (when booked) - Welcoming comfortable and fully air-conditioned last model Mercedes or other similar private vehicles

Inclusions: 4 nights accommodation, Private tour, Hotel/Airport pickup and drop-off, Breakfast, Driver, Transport by air-conditioned minivan

Exclusions: Private guide (60EUR/hour), Additional touring time (20EUR/hour), Excess luggage charges (where applicable), Food and drinks, unless specified, Gratuities

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

5. Organic Tour in Tuscany - 6 days tour - Honeymoon

Rome and Italy - Tourist Services

An amazing 6 days package to discover the beauties of Tuscany in a journey through its medieval villages and its amazing culinary tradition! Art, History and great Food experiences, in a one-of-a-kind unique package!

Inclusions: Dinner, Accomodation in Double Classic Suite with breakfast included in Villa (2 person), Private Transfer service from Florence to the Villa, to Volterra, San Gimignano, Montalcino, Montepulciano, Siena and Monteriggioni, Private English speaking guide at disposal, Welcome Wine tasting, Private Olive Oil tasting with cheese selection in Volterra, Private Cooking Class in the Villa with lunch included, Dessert tasting in Siena, Food & Wine tasting in Montepulciano, Taxes, Breakfast

Exclusions: All lunches and dinners if not mentioned above, Hotel city tax to be paid directly on spot, All the other voices not mentioned above

Reviewed By olimpiaGen

since i’m one of the most disorganized and chaotic people alive, i put my trip in their hands. they took care of every single detail for us discovering the best local places possible across italy. if anyone needs tips and organizing, i would definitely recommend you contact “Rome & Italy”. you won’t regret it. looking forward to our next trip to Italy... hopefully Sicily

6. Via Francigena Multi Day Bike Tour

Province of Lucca, Italy We Like Tuscany

The Via Francigena in Tuscany, from Lucca to Siena, is one of the most popular and spectacular stretches of the Via Francigena, an ancient pilgrimage route similar to the trail of Santiago di Compostela in Spain. This is a small group or private tour!

Inclusions: Breakfast, Breakfast, Lunch, Breakfast, Dinner, Dinner, Dinner, Use of bicycle, Luggage transfer, Breakfast, Accomodation, Walking tour in Lucca, Helmet and Water bottle, Breakfast and accomodation Day 1, 2, 3

Exclusions: Lunch, Add electric bike for 150€

Reviewed By Aileen K

We had a superb day on e-bikes together with our guide, Jacopo. He had great knowledge about the places we visited and he was fun to be with. The lunch at a local trattoria was yummi! We higly recommend We like Toscana and this tour. Again, thank you for taking good care of us today, Jacopo ????

7. Unique Tuscany Experience in 1 week with the locals

Firenze Santa Maria Novella railway station, P.za di Santa Maria Novella, 50123 Firenze FI, Italy Tuscany Untouched

• SMALL INTIMATE GROUP with a maximum of 8 people. • Experience life as a local in a beautiful private apartment in a genuine Tuscan farmhouse. • Commence your journey of discovery in the spellbinding medieval villages of Arezzo and Anghiari. • Immerse yourself in the history of Tuscany when you experience San Gimignano and Volterra up close and personal. • Learn about the fascinating customs and traditions of an ageless Tuscan village. • Lose yourself in the rural allure of Val D’orcia • Intrepidly explore the fascinating medieval city of Siena and the stunning surrounding landscape. • Tour the world-famous vineyards and sample Italy’s finest tipples. • Experience the real Tuscany with a BOUTIQUE FULLY ESCORTED TOUR

Inclusions: Dinner, Lunch, Dinner, Breakfast, Dinner, Breakfast, Dinner, Breakfast, Breakfast, Breakfast, Breakfast, Dinner, Lunch, Breakfast, Dinner, Dinner, 7 nights accommodation, All taxes, fees and handling charges, Fuel surcharge, GST (Goods and Services Tax), Local taxes, Meals as per itinerary (B=breakfast, L=lunch, D=dinner), Wine tasting, Driver/guide, Tour escort/host, Hotel pickup and drop-off, Round-trip shared transfer, Transport by air-conditioned minivan, Transport by private vehicle, Breakfast, Lunch, Dinner

Exclusions: Alcoholic drinks (available to purchase), Food and drinks, unless specifie, Airfares, Airport/Departure Tax, Travel insurance., Entry fees to museums/galleries and other places wherever entry fees apply, Historical Local Guide

Reviewed By frodo216

We loved the hot springs and the setting along a river in the woods and found a small pool at a perfect temeperature for a long soak. The wine tasting at a small family vineyard was a pleasant way to round out the day and a nice introduction to the wines of Montalcino. Matteo was and excellent guide and driver - we enjoyed his insights into the countyside and hid frindly and professional manner. Highly recommended.

8. 10 Days Best Of Italy: Rome To Rome, 20 Sites Max 10 Persons Private Small Group

Catania Tour Private Day Tour

Italy has it all: fabulous cuisine, gorgeous cities and villages, stunning mountains, lakes and amazing beaches, and it's moreover a country rich of many historical sites. For first timers to Italy, Rome, Florence, and Naples usually make the “must-see” list. With our ten days Italy tour, you have enough time to visit these three cities and many others amazing destinations. Entrance tickets and expert local guide are provided to let our clients enjoy deeper the sites and have a full experience of the huge italua historical, archaeological and culturaly patrimony. Accomodations and meals are included since the first day. We customize our tour for small group, max 10 persons, it makes your experience deeper and unique. The vehicle is equipped with wifi, minibar, AC and comfortble seats. By van we moreover are able to reach any destinations, as in Italy a lot of beautiful sites are restricted for coaches and buses. 10 days of pure joy and a memorable experience of Italy with us.

Inclusions: Dinner, Dinner, Dinner, Breakfast, Dinner, Dinner, Breakfast, Dinner, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Dinner, Breakfast, Dinner, Dinner, Breakfast, Air-conditioned vehicle, Private transportation, WiFi on board, WATER AND SODA POPS SERVED ON BOARD, SMALL GROUP MAX 10 PERSONS - MERCEDES VAN, Parking Fees, Fuel surcharge

Exclusions: WHAT'S NOT MENTIONED IN THE MAIN PROGRAM, tips, Restroom on board

Reviewed By Trench50

Tour knew our port was changed right when we did and adjusted the itenirary. Guide was very knowledgeable about the different areas. She also went out of her way to take us to the theatre in Taormina. Was one of the top days on entire trip.

9. The best of Tuscany and Umbria in a 3 days fully escorted tour from Florence

Piazza dell'Unità Italiana, 25/6, 50123 Firenze FI, Italy Tuscany Untouched

What a unique opportunity for all those who wants to discover the best of Tuscany and Umbria have to offer. A delicious Sangiovese red wine from the most famous Chianti Classico region. You will visit the stunning medieval village of San Gimignano famouus also for the white wine Vernaccia produced in the same area. This is just for the first day. On the second and the third day, you will visit the beanty of Umbria region. Amazing cities and villages like Perugia, Orvieto Gubbio and Civita di Bagnoregio which is the town that is dying due to the constant erosion of the tuff rocks where it is placed, this citadel half-way between Orvieto and Lake Bolsena has Etruscan and Medieval origins. You will stay in a fantastic private villa/apartment in a cosy traditional Tuscany farmhouse complex. Our local expert and driver will look after you in a fully escorted day tours for the three days.Join us this amazing adventure to learn more about our culture and experience Tuscany and beyond as local

Inclusions: Dinner, Breakfast, Breakfast, Dinner

Exclusions: lunches

Reviewed By frodo216

We loved the hot springs and the setting along a river in the woods and found a small pool at a perfect temeperature for a long soak. The wine tasting at a small family vineyard was a pleasant way to round out the day and a nice introduction to the wines of Montalcino. Matteo was and excellent guide and driver - we enjoyed his insights into the countyside and hid frindly and professional manner. Highly recommended.

10. Florence private educational and guided custom tours by walk and by car

Piazza della Repubblica, 50123 Firenze FI, Italy Maurizio Bellini Educational Tours

Professional local driving guides with the confort of air conditioned Mercedes sedan and van are providing a new approach to history, art, food and wine.

Inclusions: Air-conditioned vehicle

Exclusions:

Reviewed By AustinTravelingFam

We very much enjoyed our time with Mau.. in fact, we went back for seconds after we had been to the area earlier that same year. This time we toured the Chianti region, had a wonderful lunch and tour at Casa Emma and concluded at San Giminiano for walking/shopping/gelato, etc. Mau is an excellent guide with a great command of the history and interesting anecdotes to keep our 12yr old engaged. When we return to Tuscany, we will absolutely hire him again. Highly recommended!

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