What to do and see in Province of Siena, Tuscany: The Best Vespa, Scooter & Moped Tours

May 16, 2022 Cedrick Jardin

The Province of Siena (Italian: Provincia di Siena) is a province in the Tuscany region of Italy. Its capital is the city of Siena.
Restaurants in Province of Siena

1. Self-Drive Vintage Vespa Tour at Sunset Wine Tasting

Via Gherardo Silvani, 149, 50125 Firenze FI, Italy 500 Touring Club
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5.0 based on 9 reviews

Combine the romance of a Tuscan sunset with the thrill of driving a Vespa scooter with this 3.5-hour self-drive sunset Vespa tour from Florence. Ride through the Tuscan hills and experience the simple joy of the Italian lifestyle .After some photo ops partake in a wine tasting experience, sampling of local cheeses and cured meats.

Inclusions: Introduction to the beautiful Vespa scooter, Driving through Tuscan and Chianti countryside, Lovely country views over Olive groves and Chianti Classico vineyards, Full Tour Commentary from an experienced guide, Note: We will have 2 people from same party on 1 Vespa.

Exclusions: Gratuities

Reviewed By forrest2207

Sadly due to recent times it was just the two of us on this tour, however did we get lucky! Our tour guide Marti ensured that we felt confident driving our little green beauty before we set off in to the Tuscan hills. Marti is an absolute credit to this tour, with her vast knowledge of the region and her experience as a sommelier. The tour is not only fun but informative as well. It gets you out of the city, you see the beautiful countryside with plenty of pit stops for photo opportunities and then end up in a stunning location for a light lunch and wine tasting down in the cellar. If you do one day trip whilst in Florence THIS IS THE ONE!

2. Self-Drive Vintage Vespa Tour with Wine Tasting from Florence

Via Gherardo Silvani, 149, 50125 Firenze FI, Italy 500 Touring Club
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5.0 based on 15 reviews

You have dreamed of a romantic Italian getaway. Be ready to make that dream a reality with this 4.5-hour Vespa scooter tour from Florence with a wine tasting experience. Your guide will lead the convoy on the adventure of a lifetime as you drive your own scooter through the countryside. The breathtaking view of the Tuscan hills, the historic Tuscan Villas, cypress lined roads, endless vineyards and captivating olive groves are visuals you will never forget.

Inclusions: Introduction and safety briefing of the Vespa scooter, Several photo-op stops with views over olive groves and Chianti Classico vineyards, Professional wine tasting in enchanting setting, Take in the historic cultural feel of the Villa, Note: We will have 2 people from same party on 1 Vespa.

Exclusions: Gratuities

Reviewed By forrest2207

Sadly due to recent times it was just the two of us on this tour, however did we get lucky! Our tour guide Marti ensured that we felt confident driving our little green beauty before we set off in to the Tuscan hills. Marti is an absolute credit to this tour, with her vast knowledge of the region and her experience as a sommelier. The tour is not only fun but informative as well. It gets you out of the city, you see the beautiful countryside with plenty of pit stops for photo opportunities and then end up in a stunning location for a light lunch and wine tasting down in the cellar. If you do one day trip whilst in Florence THIS IS THE ONE!

3. Self-Drive Vintage Vespa Tour with Tuscan Gourmet Lunch

Via Gherardo Silvani, 149, 50125 Firenze FI, Italy 500 Touring Club
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5.0 based on 1 reviews

Get into the Tuscan countryside with this fun 5.5-hour self-drive vintage Vespa tour from Florence, including a picnic lunch and wine tasting. This exclusive opportunity is perfect for anyone wanting to escape the congestion and crowds of the city. Enjoy the crisp and fresh air as you tour the soft rolling Tuscan hills on Vespas. The Renaissance painters chose these landscapes for a reason, and you will wholeheartedly agree.

Inclusions: Introduction to the beautiful Vespa scooter, Driving through Tuscan and Chianti countryside, Lovely country views over Olive groves and Chianti Classico vineyards, Full Tour Commentary from an experienced guide, Full Tuscan lunch, Wine tasting experience, Note: We will have 2 people from same party on 1 Vespa.

Exclusions: Gratuities

Reviewed By forrest2207

Sadly due to recent times it was just the two of us on this tour, however did we get lucky! Our tour guide Marti ensured that we felt confident driving our little green beauty before we set off in to the Tuscan hills. Marti is an absolute credit to this tour, with her vast knowledge of the region and her experience as a sommelier. The tour is not only fun but informative as well. It gets you out of the city, you see the beautiful countryside with plenty of pit stops for photo opportunities and then end up in a stunning location for a light lunch and wine tasting down in the cellar. If you do one day trip whilst in Florence THIS IS THE ONE!

4. VESPA Tour in Tuscany

Tuscany Private Tour, Via, Viale IV Novembre, 35, 53011 Castellina in Chianti SI, Italy Tuscany Private Tour
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5.0 based on 4 reviews

Nothing speaks ‘romanticism’ more than a tour on a Vespa, a ride through history and style, that can really change the tone of your holiday. The Vespa experience offers an original take on touring Tuscany, while we take care of each and every detail. Leave chaos behind you, enjoy the best of Tuscany’s landscapes from your Italian Vespa and skip traffic like Italians do. Discover the beautiful Tuscan hills riding a Vespa scooter. Visit three quaint villages during your 6-hour tour with English-speaking guide. Enjoy a homemade lunch with a wine-tasting session in our organic farm. Visit its ancient wine cellar.

Inclusions: Lunch, Wine tasting, All activities, Tour escort/host, Hotel pickup and drop-off (selected hotels only), Use of helmet, Private tour, Alcoholic Beverages

Exclusions: Gratuities

Reviewed By S B

This was a magical experience, we will remember it forever! My girlfriend and I were staying in Castiglione della Pescaia and didn't have a car, so at Tuscany Private Tour they tailored the whole program to our needs. They sent Filippo to pick us up from right below our airbnb, and he took us to different vineyards and borghi in the area and told us about the history of these places. He was extremely professional but also very friendly and receptive to our needs. He told us he also organises tours of Tuscany by bike and this is something we will definitely consider doing with him in the future. We would highly recommend him and the agency if you want to experience something special that you won't forget.

5. San Gimignano Vespa tour - 1 vespa for 2 people

Hotel Villa Ducci, Località San Biagio, 53037 San Gimignano SI, Italy Kalitumba travel - La Bella Italia in Vespa
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5.0 based on 4 reviews

Our San Gimignano tour includes: - Delivery of your Vespa (125cc, automatic gears) at hotel Villa Ducci - Technical and informative briefing. - Half day guided driving. - A stop in Monteriggioni where you can relax, stretch and visit the town. - Aperitif at hotel Villa Ducci when tour finished. Kalitumba Tours offers you to see Tuscany through the eyes of a real local on a Vespa. Experience the Italian lifestyle in a unique way and enjoy 'La Dolce Vita Italiana'. We have selected the most scenic and calm routes for you to ride, and suggest the most cosy and qualitative restaurants to enjoy. After the tour you can taste an Italian aperitivo; the famous 'Vernaccia di San Gimignano'. This will be offered by us to wind down and relax after your Tuscan Vespa tour at hotel Villa Ducci, which will be the point of departure and return.

Inclusions: vespa, guide, helmets, aperitif

Exclusions: All Fees and Taxes

Reviewed By StefanVanHers

Excellent organization and 4 day trip to remember! Remember your review has to be at least 100 caracters!

6. Private Tuscany Vespa moped tour and wine experience with FunInTuscany

Via Curtatone, 9, 50123 Firenze FI, Italy Fun in Tuscany
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5.0 based on 6 reviews

This all-inclusive small group Vespa moped tour is a great way to discover the beauty of the Tuscan wine county

Inclusions: Snacks, Vespa moped, helmet, Total insurance, Vespa driving lesson, medieval villages, lunch, guided wine tastings, foto and

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Reviewed By 26p_p_m

I did the horseback riding tour with in Tuscany! It was so much more than just horseback riding, we went to San Gimignano, two types of farms with animals and we had a wonderful wine tasting. Our tour guides were wonderful and became good friends!

7. Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Piazza dei Cavalleggeri, 50122 Firenze FI, Italy Walkabout Florence Tours
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4.9 based on 1,321 reviews

Drive your own stylish vintage Vespa through Tuscany, just as the locals do, on this 4-hour small-group tour from Florence! Following your guide, leave Florence and head to the hills, passing beautiful attractions like the Church of San Miniato al Monte and Piazzale Michelangelo. Finish in the best way possible, with a relaxing and typically delicious Tuscan meal in Florence. Numbers are limited to 10 people on this fun-filled Vespa tour, ensuring you'll enjoy a more personalized experience.

Inclusions: Vintage Vespa (automatic - no gears) rental with helmet, A fun and professional guide to lead the tour, Two way radio to stay in contact with the guide, Tasting of typical local food and wine, Third party insurance, driver insurance, fuel, taxes

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By katiegN3709NB

Christian helped make our Florence experience memorable! My husband and I traveled throughout Italy with our two young children ( 8 and 5 years old) and they were so excited for their Fiat tour. They were the only kids on the tour but Christian made sure it fun and educational for them. The whole group was inviting and it was great to get to meet people from all around the world! My kids can not wait to travel more and still talk about how awesome the tour was. I highly recommend this tour with or without kids. We were taken to scenic views throughout Tuscany and even had to maneuver through the streets of Florence in a super fun classic Fiat. Everywhere we drove people would stop and wave because of the group of Fiats brought joy to everyone! This was the best tour we took in Italy and when we come back for a visit we are definitely doing it again! (Our tour was pre-covid)

8. Siena Vespa Tour Including Lunch at a Chianti Winery

Piazza Gramsci, 53100 Siena, Province of Siena, Italy My Tour in Italy
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4.8 based on 52 reviews

Explore the Tuscan hills by Vespa scooter on a day trip from Siena, and visit a Chianti winery for lunch, too! After a practice session, choose to drive your own scooter or hop on behind a tour escort -- (depends on the option selected). Under the watchful eyes of a guide and tour escorts, ride in a convoy, heading to a Chianti winery in the lush Tuscan countryside. Tour the vineyards and cellars, sit down for a wine-tasting session, and then relax over an ‘antipasto’ lunch before returning to Siena.

Inclusions: Hotel pickup and drop-off (for Hotels located within 20 km from the center of Siena), Professional tour escorts and guide, Use of helmet, Winery tour with Wine tasting, Lunch made with typical fresh dishes

Exclusions: Gratuities

Reviewed By Oversunsetplain

I couldn’t put correct date on this review - I did this tour with my two children in August 2019 and originally posted it then. I have had a message to say that I had posted it under the wrong company (one with a very similar name). I would like to re-post the review as we had such a brilliant day with our guide and would like to recommend the tour company to others whenever this type of activity goes ahead again! Our guide Ms Ivanova was very knowledgeable and friendly. The tour took in many places around the city and we also visited the Uffizi in the afternoon. I was with my children aged 6 and 9 and both really enjoyed this day. They felt included and learned a lot. The guide met us at the times planned and gave plenty of opportunities for questions and were able to answer any queries. Everything was organised well and went smoothly. We were unable to book a tour inside the Duomo but actually this one which took us all the way around the outside and to other fascinating parts of the city was perfect for my family.

9. Private VESPA Tour in Tuscany from Florence

Piazzale di Porta Romana, 50125 Firenze FI, Italy Tuscany Private Tour
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4.6 based on 5 reviews

Nothing speaks ‘romanticism’ more than a tour on a Vespa, a ride through history and style, that can really change the tone of your holiday. The Vespa experience offers an original take on touring Tuscany, while we take care of each and every detail. Leave chaos behind you, enjoy the best of Tuscany’s landscapes from your Italian Vespa and skip traffic like Italians do. Discover the beautiful Tuscan hills riding a Vespa scooter. Visit three quaint villages during your 6-hour tour with English-speaking guide. Enjoy a homemade lunch with a wine-tasting session in our organic farm. Visit its ancient wine cellar.

Inclusions: Wine, extra virgin olive oil and honey tasting, Professional tour escort, Hotel pickup and drop-off in Florence, Insurance, Winery visit, Lunch, Alcoholic Beverages

Exclusions: Gratuities

Reviewed By 628brendah

What an amazing day! It started with truffle hunting with Roberto and his two dogs - Ori and Chloe! We learned a lot about truffle hunting and how the dogs are trained. Chloe was 'in training' and it was fun to see how Roberto used both dogs. They found about 12 truffles in all of various sizes! Then we headed to a small family winery where we ate the fruits of our labor!!! We had a 4 course 'absolutely delicious' meal, tasted a lot of great wines, in addition to olive oil and honey! We even bought a bottle of wine to take with us and watched Sylvia add the DOCG label by hand (which are closely tracked by the region)! We had a great tour guide, Paelo, with us the entire day! He picked us us at our farmhouse, was our translator when needed, was very courteous and informative! I would highly recommend this very unique experience! And I would recommend Tuscany Private Tours. They were very easy to communicate with and very responsive!

10. Vespa Tour in Chianti with Lunch from Florence

Via Elio Gabbuggiani, 7, 50144 Firenze FI, Italy My Tour in Italy
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4.5 based on 34 reviews

Have fun riding a Vespa along the scenic and peaceful roads on the Tuscan hills. An alternative way to admire the sights of Chianti, wrapped in the perfumes of the Tuscan countryside and the sound of the working farms. You can join the tour every day and enjoy this experience together with our escorts, who will be showing you around small medieval villages situated in the heart of Tuscany. Those who do not feel confident enough about riding on their own can opt for riding with one of our expert escorts. The tour along the Chianti hills lasts all day. You will be stopping in a renowned farm for a wine tasting and a light lunch.

Inclusions: Travel by minivan to the Chianti area, Professional tour escort, Original Vespa scooter (automatic transmission), Light lunch , Wine tasting

Exclusions: Hotel pickup and drop-off, Gratuities

Reviewed By Oversunsetplain

I couldn’t put correct date on this review - I did this tour with my two children in August 2019 and originally posted it then. I have had a message to say that I had posted it under the wrong company (one with a very similar name). I would like to re-post the review as we had such a brilliant day with our guide and would like to recommend the tour company to others whenever this type of activity goes ahead again! Our guide Ms Ivanova was very knowledgeable and friendly. The tour took in many places around the city and we also visited the Uffizi in the afternoon. I was with my children aged 6 and 9 and both really enjoyed this day. They felt included and learned a lot. The guide met us at the times planned and gave plenty of opportunities for questions and were able to answer any queries. Everything was organised well and went smoothly. We were unable to book a tour inside the Duomo but actually this one which took us all the way around the outside and to other fascinating parts of the city was perfect for my family.

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