Tuscany: Cycle Siena & Chianti

8 days
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Small Group Tour
The Tuscan landscape is one of the most evocative and romantic in Europe, with cypress tree-lined roads, olive groves, vineyards, ancient hilltop towns and, of course, classic Renaissance cities. Our group cycling tour is carefully planned to take in the best of Tuscany without feeling rushed: part of the joy of the Italian lifestyle is sitting and watching t...
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$3,450
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Overview

Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

    • Explore the cultural cities of Siena and Florence
    • Enjoy Tuscan cuisine and wine
    • Visit some of the most beautiful hilltop towns in the region
    • Ride along the scenic country roads of classic Tuscany

What's this trip about?

    The Tuscan landscape is one of the most evocative and romantic in Europe, with cypress tree-lined roads, olive groves, vineyards, ancient hilltop towns and, of course, classic Renaissance cities. Our group cycling tour is carefully planned to take in the best of Tuscany without feeling rushed: part of the joy of the Italian lifestyle is sitting and watching the world go by with a glass of wine in your hand. We ride through historically diverse areas of Tuscany, such as the Chianti hills and beautiful countryside around Montepulciano. Riding north, we discover a wonderfully scenic region, home to some of Tuscany’s most beautiful towns and villages. We then enjoy the magnificent Piazza del Campo in Siena before biking past the towers of San Gimignano and on to our final destination in Florence. Following country roads wherever possible, we mix point-to-point and circular rides to make a perfect cycling tour of this region.Ride along the back roads of classic Tuscany­­

Details

Itinerary focusClassic Highlights
Group sizeSmall Group - max of 16 people
Age range16 years and up
Flights and transportAll internal ground transport included
Start CitySan Quirico D'Orcia or Pienza
End CityFlorence

Travel Themes

  • Cultural
  • Cycling & Biking

Destinations

  • Europe
  • Italy

Attractions

  • Florence
  • Siena
  • Tuscany

Activities

  • Culture
  • Cycling

Trip includes

    • All breakfasts
    • All accommodation
    • All transport and listed activities
    • Tour leader throughout
    • Local bike hire
    • Group arrival and departure transfers available

Popular Trips

Itinerary

Travel Map

Day 1 Start at your hotel in the Orcia Valley

We start in the Orcia Valley, staying in one the local hilltop towns, San Quirico D'Orcia or Pienza. There’ll be a welcome briefing at the hotel, where we gather as a group to go over the trip ahead.

Day 2 Circular ride through classic Tuscan countryside via the wine town of Montepulciano and thermal spa village of Bagno Vignoni

Today we enjoy a circular ride in the Orcia Valley. Taking in Pienza and San Quirico d'Orcia, we cycle to the beautifully situated wine centre of Montepulciano, best known for producing vino nobile. We then head towards the medieval village of Monticchiello and on to the well known thermal bath of Bagno Vignoni, before making our way back to the hotel.

Day 3 Ride through vineyards and the walled town of Murlo to Siena

A classic day's riding, showing Tuscany at its most picturesque. Following back roads, we head out of San Quirico with a first stop at Montalcino. We then descend on the road to Buonconvento and ride back up to Murlo, passing by Bibbiano. From here, we ascend the shor...

Day 4 Free day in Siena to explore or relax

Siena is one of the best-preserved medieval towns in Italy and home to the grand Piazza del Campo. There is plenty to see in Siena and its sights are best explored on foot as the town is compact but hilly. There are many museums and buildings of interest to visit, such as the impressive duomo (cathedral). Alternatively, you may choose to head out for an unguided ride.

Day 5 Ride via Gaiole and Radda to Castellina in Chianti

From Siena, we head directly into the heart of Chianti. Our picturesque route takes us via some lovely small villages and hamlets, plus spectacular vineyards and castles, such as Castello di Brolio. Here there is the option to taste some of the finest regional wines. ...

Day 6 Circular ride through the Chianti hills via towers of San Gimignano and Monteriggioni

From Castellina, we ride through rolling countryside before taking a scenic descent into the lower valley. From Poggibonsi, we head towards the distant towers of San Gimignano, nestled between hills and small hamlets. The Unesco-recognised town, famous for its towers,...

Day 7 Cycle to Florence via Panzano and Greve in Chianti

Our final ride passes through Panzano towards the market town of Greve in Chianti. This is considered one of the most scenic roads in Tuscany, which links Florence to Siena via the Chianti hills. On arrival in Greve in Chianti, we have time to admire the triangular pi...

Day 8 End Florence.

The trip comes to an end after breakfast. However, if you’d like a little longer to explore this magnificent city, please speak to your sales representative.

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Dates & Availability

Price From $2,925
Price per day$366
Last Updated: 4/26/2024
Start Date
Finish Date
Double Standard
Availability
11 May 2024
18 May 2024
$3,450
3 spots left
07 Sep 2024
14 Sep 2024
$2,925
8 spots left
28 Sep 2024
05 Oct 2024
$2,925
8 spots left
05 Oct 2024
12 Oct 2024
$2,925
8 spots left

Check Current Availability, prices, specials with Exodus Travels.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Exodus Travels Reviews & Ratings

4.7/5  Excellent
Excellent
12,541
Great
3,241
Average
608
Disappointing
140
Terrible
179
A

Anonymous

Oct 2018

Provided byExodus Travels

Siena cycle trip review

organised and well supported cycle trip through beautiful tuscan countryside with visits to Florence and siena. Not one specific thing but generally enjoyed the cha...

A

Anonymous

Oct 2018

Provided byExodus Travels

Cycling Siena and Chianti

Great cycle routes, well planned stops, good climbs and descents. Reaching the tops of some of the more challenging hills Jon was a fabulous group leader, well org...

A

Anonymous

Oct 2018

Provided byExodus Travels

Lovely Hol

Second trip with Exodus. Lovely holiday cycling through Tuscany, finishing in Florence. Lots of clmb, but not too severe. Great weather, food & wine. Group we...

A

Anonymous

Oct 2018

Provided byExodus Travels

Great trip, difficulty rating a bit misleading

Our second trip with Exodus. A really good group of cyclists to ride and socialize with. Leaders Becs and David did a great job supporting us and handling both t...

A

Anonymous

Oct 2018

Provided byExodus Travels

Excellent hol

Great weather. Lovely group of people. Superb tour leaders (Bex and David). Food and wine was great. Ditto scenery. Really sorry to come home. If you are reasonabl...

Write a Review

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Exodus Travels

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It is all about adventure. That is what Exodus was founded upon and what the company is still all about. Discovering countries, cultures, environments, cities, mountain ranges, deserts, coasts and jungles; exploring this amazing planet we all live on.

At Exodus, we know what makes you tick when it comes to holidays. It’s a desire shared by so many others. A yearning to visit new places and come home with a real sense of what they’re all about. This means delving into local traditions, cultures, cuisine, lifestyles – anything that contributes to its unique identity. At the same time, we always remember that we are only guests. So we travel courteously and respectfully, in smaller groups to minimise our impact, to ensure that every Exodus holiday is a beneficial experience for everyone involved.

This is a philosophy we take with us around the world, helping you reach some incredible destinations on 500 itineraries across over 90 separate countries. We also strive to provide as much flexibility and choice as we possibly can, making it simple for you to experience a very different holiday.

Exodus started life on 4 February 1974 when two friends got together to provide an overland truck to travel to the Minaret of Jam, deep in the heart of the Hindu Kush, the most inaccessible of the world’s great monuments.

All our office staff have a passion for travel and adventure, and between us we’ve notched up experience that spans 171 different countries. That’s not all. In their former lives, our team members have been professional archaeologists, wildlife guides, overland drivers, mountain leaders, diving and ski specialists and mountain bike gurus – so no-one is better placed to create tours that appeal to a wide range of specialist interests.

Their care in putting all the details in place really shines through too. Extensive planning, research, fact-finding and training are a sign of our commitment to providing a holiday where your enjoyment, value for money and safety come first. It’s a telling reason why we remain one of the leading worldwide adventure tour companies. It is no exaggeration to say that our tour leaders can make a world of difference to the enjoyment of your holiday – so we choose them carefully. The result is that, in 2013, 93% of our clients stated that their leader exceeded their expectations. Where possible, we train and employ local leaders because they can provide invaluable insights that enrich the trip. What’s more, this investment in local staff really helps us benefit both them and their community.

Why we love this operator
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
What they’re known for
Global trips to both classic and exotic destinations with a focus on themed adventures, exciting physical activities and discovery of local culture.

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Logistics

What's excluded

    • Travel insurance
    • Single accommodation (available on request)
    • Visas or vaccinations
    • Local taxes
    • E-bike hire

Accommodation

7 nights at 3 and 4 star hotels with en suite facilities 5 days cycling, average 58km/day 100% vehicle support (with limited seats) 85% tarmac, 15% easy gravel roads (most optional),You will spend seven nights in family-run and comfortable three-star hotels. All accommodations have been carefully selected for their welcoming atmosphere and all rooms have en suite facilities. Some hotels have a swimming pool where we can relax after the long cycling days. Examples of hotels used are: Orcia Valley: Hotel Palazzuolo, Residence Casanova or Il Chiostro di Pienza Siena: Hotel Minerva Castellina in Chianti: Hotel Il Colombaio or Hotel Casafrassi Florence: Hotel Classic We can arrange single rooms throughout the trip (subject to availability). Please check with your sales representative for availability and prices.
Cancellation policy

The cancellation policies of this trip when booked through Travelstride are determined by the stated policies of the tour operator - Exodus Travels.

If you or any other member of your party decides to cancel a confirmed booking you must notify Travelstride in writing. Your notice of cancellation will only take effect when it is received in writing by Travelstride and will be effective from the date on which we receive it.

If You Cancel Your Holiday
You, or any member of your party, may cancel your travel arrangements at any time. Written notification from the lead name or your travel agent must be received at our offices. 

Since we incur costs in canceling your travel arrangements, you will have to pay cancellation charges as follows (see also the exceptions below): 

  • More than 42 days - No cancellation fee. Deposit can be transferred to a new booking departing within 2 years of date of travel of original booking. Any remaining balance will be refundedThis excludes all non-refundable costs as set out in clause 4 above (for example international and domestic flights and local services).
  • Between 41 and 21 days (inclusive) - No cancellation fee. Balance and deposit can be transferred to a new booking departing within 2 years of date of travel of original bookingThis excludes all non-refundable costs as further explained in clause 4 above (for example international and domestic flights and local services).
  • Between 20 and 15 days (inclusive) - 80% of the holiday cost
  • 14 days or less; or failure to join the holiday (inclusive) - 100% of the holiday cost

Certain trips may involve different cancellation charges; you will be advised if this is applicable to your holiday during the booking process.For Polar holidays, the following cancellation charges will be made for all Polar holidays. Period before departure in which you notify us: 

Cancelation charge

  • More than 133 days - Deposit only
  • 133 days or less (or failure to join the holiday) (inclusive) - 100% of the holiday cost

Notes (i) Your deposit is non-refundable, even if the cancellation charge calculated is lower than the deposit amount paid; (ii) If the reason for your cancellation is covered under the terms of your insurance policy, you may be able to reclaim these charges; (iii) certain travel arrangements may be subject to higher cancellation charges and could incur a cancellation charge of up to 100% of that part of the arrangements from the moment the booking is confirmed.

If You Change Your Booking

If, after our Booking Confirmation has been issued, you wish to change your travel arrangements in any way, for example your chosen departure date or accommodation, we will do our utmost to make these changes but it may not always be possible. Any request for changes to be made must be in writing from the lead name or your travel agent. You will be asked to pay an administration charge of $60, and any further cost we incur in making this alteration (including those charged by third party suppliers who provide the component parts of your booking).  You should be aware that these costs could increase the closer to the departure date that changes are made and you should contact us as soon as possible. Note: Certain travel arrangements may not be changeable after a reservation has been made and any alteration request could incur a cancellation charge of up to 100% of that part of the arrangements.

You can transfer your booking to another person, who satisfies all the conditions that apply to this booking, by giving us notice in writing at least 7 days before departure provided that the new lead passenger accepts the transfer and these Terms and Conditions. Both you and the new traveler are responsible for paying all costs we incur in making the transfer. Please bear in mind that certain airlines and other transport providers treat changes as a cancellation and charge accordingly, up to 100% of the cost for that part of the arrangement. Where applicable these charges will be passed on to you.

If We Cancel Your Booking

Exodus reserves the right to cancel an itinerary before departure for any reason whatsoever, including too few participants ,logistical problems, a Force Majeure Event (as defined in Section 8), or any other circumstances that may make operation of the trip inadvisable. All trip payments received will be promptly refunded, and this refund will be the limit of Exodus’s liability without any further obligation on Exodus’s part. Exodus is not responsible for any expenses incurred by trip members in preparing for the trip, including non-refundable or penalty-carrying airline tickets, special clothing, visa or passport fees, or other trip-related expenses.

If We Change Your Booking

  1. Changes to the price. We can change your holiday price after you’ve booked, only in certain circumstances. Changes in the price of the carriage of passengers resulting from changes to the cost of fuel or other power sources, the level of taxes or fees imposed by third parties including tourist taxes, landing taxes or embarkation or disembarkation fees at ports and airports, or exchange rates mean that the price of your travel arrangements may change after you have booked.

  2. Changes other than the price. It is a term of your booking that we are able to make changes to any aspect of your booking. If the change is insignificant, we will ensure that you are notified about it. Examples of insignificant changes include alteration of your accommodation to another of the same or higher standard. If we are forced by circumstances beyond our control to alter significantly any of the main characteristics of the travel services that make up your package you will have the rights set out below.

    2.1 - We will contact you and you will have the choice of accepting the change or having a refund of all monies paid. You can also accept an alternative holiday, where we offer one (we will refund any price difference if the alternative is of a lower value). We will tell you the procedure for making your choice. Please read any notification of changes carefully and respond promptly as if you do not respond to us within the timescale given your booking may be canceled.

    2.2 - If you choose to accept a refund then that is the only liability we have and we will not be liable for any further sums, compensation or otherwise and you are advised to adequately insure yourselves against cancellation for any reason

Please note that insurance premiums and amendments charges are not refundable in any circumstances. 

Once you have put down a deposit for a tour, you are unable to cancel and re-book within a promotional period and we reserve the right to amend the pricing on any new booking you make within that time. If you cancel a tour and book the same tour under a promotional code, we reserve the right to decline the booking.

Important Note: Certain arrangements may not be amended after they have been confirmed and any alteration or cancellation could incur a cancellation charge of up to 100% of that part of the arrangements in addition to the charge above.

If the reason for your cancellation is covered under the terms of your insurance policy, you may be able to reclaim these charges.

Where possible, we will deduct the cancellation charge(s) from any monies you have already paid to us.

For more additional details, see the booking conditions of TruTravels at the following web address: https://www.exodustravels.com/us/about-exodus/exodus-booking-conditions.

Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Meals Included
All breakfasts are included and are Continental in style, consisting of coffee or tea, cereals, cheese and cold meat, bread, pastries, yoghurt, jam and/or honey. Tuscan food is authentic and surprising – pizza and pasta are just the tip of the iceberg when it comes to the diverse cuisine on this trip. Starters may include antipasti of cured meats or a crostini di fegato made from toasted bread slices topped with chicken liver pâté . Soup options may include the classic bean dish of zuppa di fagioli or ribollita, a delicious, hearty vegetable and bread soup. For mains, you might try the truffle-infused pasta dish tagliatelle al tartufo or a mouth-watering T-bone steak delicacy known as bistecca alla Fiorentina. End your meal with cantucci biscuits dipped into a glass of the sweet dessert wine known as vin santo for a true taste of Tuscany. While Tuscan cuisine has a strong meat focus, vegetarians can be well catered for. Please inform us of any dietary requirements at the time of booking.
Age Requirements
16 years and up
Additional Information
  • Seven nights at three-star hotels with en suite facilities
  • Five days cycling with partial vehicle support (limited seats)
  • Group normally 6 to 16, plus leaders. Minimum age: 16
  • E-bikes available for an additional cost
  • 95 percent paved, five percent easy gravel roads
  • Option to travel by train to your adventure
Trip ID
exodus-MWI

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