Top 10 Multi-day Tours in Siena, Tuscany

November 28, 2021 Leonarda Pillsbury

This Tuscan hill town will transport you back to the Middle Ages. Siena's grand cathedral, built in the 1200s, has treasured artworks and marvelous marble floors. The Piazza del Campo, the main town square, is a UNESCO World Heritage Site. It's also home to the Palio, perhaps the most infamous horserace in the world. No goofy hats and mint juleps here—this is a medieval tradition involving bareback riders racing on cobblestones (so as you might imagine, it's quite dangerous). Siena is an easy daytrip by train from Florence, just 43 miles away.
Restaurants in Siena

1. 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
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1 reviews

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 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.

2. 8- Days Best of Italy Trip from Rome

Carrani Tours
Excellent
83%
Good
17%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.9 based on 7 reviews

Visit Italy’s top destinations — Rome, Assisi, Florence, Bologna, Padua, Venice and Tuscany Wine Region (Montepulciano) — on this 8-day tour from Rome. With a mix of free time and guided portions, this is an ideal introduction to the regions of Umbria, Tuscany and Veneto. Check out the historical cities of Assisi, Siena and Montepulciano; soak up Florence’s wealth of art and architecture; and then continue to Padua and Bologna before arriving in Venice, home to sights like St Mark's Basilica and then continuing to the final destination Rome with the visit of the Vatican Museums and St. Peter's Basilica. Three nights of accommodation in Rome, two nights in Florence and Venice and round-trip transport by coach are included. Your hotels in each city are centrally located for maximum convenience, and 4-star hotel for your time in Venice,Rome and Florence.

Inclusions: Breakfast, Breakfast, Dinner, Breakfast, Breakfast, Dinner, Breakfast, Breakfast, Lunch, Breakfast, Lunch, Air-conditioned vehicle, Onboard WiFi, Professional guide, Seven nights of hotel accommodation, 4 Meals as per itinerary, 7 breakfast, Transfer from Rome Airport to Rome hotel and vice-versa, Breakfast

Exclusions: Gratuities, Food and drinks, unless specified, City tax

Reviewed By ESKILD-SUSANNE-DK

We had a really good tour around The Vatican including all the museums. Our guide Rita gave us a very interesting and informative tour. It was at times very difficult having a face mask on all the time but she was able to give us the best tour even with a mask. Thank you very much, Rita Eskild og Susanne

3. 10-Night Italy Tour: Rome, Florence, Venice and Sorrento

Rome, Metropolitan City of Rome, Italy Gray Line - I Love Rome
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.3 based on 12 reviews

Explore Italy on a 10-night tour from Rome, with hotel accommodation, transport, city tours and excursions included! With the cities of Rome, Florence, Venice and Sorrento as your bases throughout, the tour also includes excursions to must-visit towns and sites like Naples, Capri and the UNESCO-listed archaeological site at Pompeii. Discover the cultural differences between these fascinating areas of Italy, and visit must-see attractions like St Mark’s Basilica in Venice and the Pantheon in Rome.

Inclusions: Air-conditioned vehicle, Breakfast, Breakfast, Breakfast, Breakfast, Dinner, Lunch, Dinner, Lunch, Breakfast, Lunch, Breakfast, Breakfast, Breakfast, Lunch, Breakfast, Onboard WiFi, Professional guide, 10 nights of hotel accommodation, Meals as per itinerary (B=breakfast, L=lunch, D=dinner), Skip the line to the Vatican Museum

Exclusions: Gratuities, Food and drinks, unless specified, Entrance fee to monuments or museums, City tax

Reviewed By E5420ZMdenisk

I loved it, the tour guide Ali was a very nice person and answered all questions, with sufficient knowledge and detail. Recommended.

4. 5-Day Best of Italy Trip

Bettoja Hotel Massimo d'Azeglio, Via Cavour, 18, 00185 Roma RM, Italy Gray Line - I Love Rome
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.2 based on 258 reviews

See the best of Italy in five days on this must-do tour from Rome, and fall in love with Assisi, Siena, Florence, Bologna, Padua, Venice and Montepulciano – places so captivating that you won’t want to go home! Enjoy a mix of guided tours and free time to discover world-class attractions like Florence Duomo and St Mark's Basilica (Basilica di San Marco), and enjoy four nights of 4-star hotel accommodation – two nights in Florence and two nights in Venice.

Inclusions: Breakfast, Lunch, Dinner, Breakfast, Dinner, Lunch, Breakfast, Breakfast, Air-conditioned vehicle, Onboard WiFi, Professional guide, Four nights of hotel accommodation, Meals as per itinerary

Exclusions: Gratuities, Food and drinks, unless specified, Hotel pickup and drop-off, City tax

Reviewed By E5420ZMdenisk

I loved it, the tour guide Ali was a very nice person and answered all questions, with sufficient knowledge and detail. Recommended.

5. 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.

6. 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

7. 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 ????

8. 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.

9. 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!

10. 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.

TAGS

Share on FacebookTweet about this on TwitterShare on LinkedInPin on PinterestShare on Google+Email this to someoneShare on VkontakteBookmark

ThingsTodoPost © 2018 All rights reserved.