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Tuscany - Pisa to Florence

Self-Guided Leisure Bike Tour




8 days

Prices from

$1,400 P.P.


This tour is well-suited to both normal bikes and pedal assist e-bikes and you can choose to hire either when you book your tour with us. Confident cyclists will enjoy the boost from a battery for those cheeky climbs, and with less effort required on the bike, you’ll have more energy at the end of the day for off-the-bike activities.

A beautiful journey between two of Italy's most iconic cities. Beginning in Pisa, the home of the famous Leaning Tower, your journey starts much like it will continue, by taking in some of the most classic historic sights in the country.
From Pisa, your journey will follow the course of the Serchio River as you pedal across beautiful Pisan countryside to the medieval city of Lucca. Well known for its pristinely preserved Renaissance walls encircling its historic, shady city centre, Lucca is the perfect spot for a stroll and a post-ride aperitivo. 
As you head deeper into Tuscany, the route will take in some of the region's smaller towns and villages, including charming Montecarlo, the spa town of Montecatini and Leonardo da Vinci's hometown, Vinci. 
You'll finish your ride in the utterly irrestistable Florence, one of the world's most enchanting cities. With so many fascinating sites to take in, we’ve scheduled in a free day here. The birthplace of the Renaissance, romantic, enchanting Florence (Firenze) is a place to lose yourself in world-class art and delicious Tuscan cuisine. Time to explore!
If you fancy an even more rural Tuscan experience, then do check out our Classic Tuscany holiday which allows you to explore the Crete Sinesi.


  • Riding between two of Italy’s most iconic cities
  • Exploring Pisa, home of the world-famous Piazza dei Miracoli
  • Cycling along quiet country lanes through Tuscan countryside
  • Cycling past fairy tale Renaissance palaces and villas
  • Visiting Vinci, the birthplace of Leonardo da Vinci
  • Spending a free day in Florence, the birthplace of the Renaissance

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Day 1
Arrive into Pisa

Today is your arrival day in Pisa, located on the Arno River and home to the famous Leaning Tower and the Piazza dei Miracoli (Square of Miracles), all part of a UNESCO World Heritage Site since 1987. Time to explore and get ready for your week of cycling!

Day 2
Pisa to Lucca
27 Miles / 44 Kms Approx.
  • Meals: Breakfast
  • Ascent: 350 Metres Approx.

This morning you will receive your welcome meeting and also your bike fitting (if renting). Now is the perfect time to ask any questions to your welcome representative.

Today is your first day in the saddle as you meander through Pisa, along the river towards the northern outskirts. From here, you’ll ride along a path that follows an ancient water duct to the hills that separates Lucca from the fertile plains of Pisa.

As you skirt around the hills, you’ll ride through Asciano and St Giuliano Terme on your way to the Serchio River. Once you’ve crossed the river, a quiet country road will take you past cultivated fields and after a short cheeky climb a fabulous decent will lead you back to the river (not before stopping off to admire the quaint castle of Nozzano!) Once back on the Serchio, the cycle path will lead you to the fortified city of Lucca. You can’t miss out on riding around the defensive walls of Lucca and cycling the whole perimeter of the city. These defensive walls represent one of the best preserved city fortifications in Europe. Plenty of time to explore the hidden gems of Lucca or simply relax in one of the squares watching the bustle of Italian life.

Day 3
Lucca to Montecarlo
22 Miles / 35 Kms Approx. (Optional Loop Ride 9 Miles / 15 Kms)
  • Meals: Breakfast
  • Ascent: 500 Metres Approx.

You’ll start the day riding alongside the Serchio river again, heading north out of town. Turning east, you’ll cycle through the Lucchese hills, immersing yourselves in the stunning countryside dotted with superb Renaissance villas and olive groves. Some of these villas deserve a visit with their stunning staircases in the middle of superb parks such as Villa Oliva, Villa Mansi and Villa Reale.

Particularly beautiful are the olive groves that terrace the hills of Lucca. Meandering through the countryside you’ll eventually reach Montecarlo, a little hamlet perched on the top of a hill, with narrow cobbled streets and alleyways overlooked by a fortress. With a lovely selection of rustic Trattorias serving traditional Tuscan food, including bruschetta dipped in fresh local olive oil, and great hospitality, this is a great place to spend the night.

An additional, optional loop ride is available if you wish to visit Collodi (around 9miles/15 Kms), where the author of Pinocchio spent his childhood. Here we recommend visiting the famous park and adjacent Villa Garzoni.

Day 4
Montecarlo to Montecatini
15 Miles / 25 Kms Approx.
  • Meals: Breakfast
  • Ascent: 350 Metres Approx.

Today’s route is relatively short offering the possibility to spend some time exploring the most famous thermal city in Italy and taking a stroll down the narrow lanes of Montecatini Alta.

Setting off from Montecarlo, the narrow lanes meander through cultivated fields and along small canals. The first part of the ride will lead you to the lower hills of Buggiano. Here the riding becomes a little bit more challenging as the route gradually weaves itself up to Castello di Buggiano and Massa. There is plenty of time to stop and wander through these charming hamlets, admiring the view of the rolling hills and expanses of olive groves.

The reward is a fun descent that will lead you straight into Montecatini Terme. From here, you can head up to Montecatini Alto by taking the short cable car. Alternatively, enjoy some of the Spa facilities that are available in town (you’ll need to book in advance).

Day 5
Montecatini to Vinci
16 Miles / 25 Kms Approx.
  • Meals: Breakfast
  • Ascent: 200 Metres Approx.

Back on your bikes, you’ll head south, cycling among the villas of the Medici family, olive groves, vineyards and beautiful farmland. The route will take you south of Pistoia, edging Monte Albano. A short detour near Lamporecchio will take you to Villa Rospigliosi, once belonging to Pope Clemente IX, and now a luxurious estate.

Moving on, you’ll soon reach the small hamlet of Vinci, Leonardo da Vinci’s birthplace. There should be plenty of time to visit the museum and absorb the atmosphere of this small town before heading to your accommodation which is a short cycle away.

Day 6
Vinci to Florence
27 Miles / 45 Kms Approx.
  • Meals: Breakfast
  • Ascent: 550 Metres Approx.

A slightly more challenging day on the bike today on the way to Florence. Leaving Vinci, the route will take you over the rolling hills of Carmignano, riding through small villages and gradually climbing to the highest point on this trip, 400mt/1312ft. The views across to the west and Florence are stunning. What goes up must come down, and the rewarding gradual descent will lead you down to the Arno river, first cycling through the narrow streets of the charming town of Signa. From here, the riverside Arno cycle path will lead you all the way into Florence.

Florence is the gem of Italian Renaissance, so once you have checked into your hotel you should head out to explore!

Day 7
Free Day in Florence
  • Meals: Breakfast

The Renaissance city of Florence is bursting with culture, and worthy of a full day of sightseeing. You’ll leave your bikes behind, as you explore the city on foot, winding your way through cobbled streets. The entire city is a UNESCO World Heritage Site, and must-see sights include il Ponte Vecchio, il Duomo, Piazza della Signoria, gli Uffizi.

This evening you’ll be free to dine in one of the city’s many restaurants; Tuscany is famed for its wine and fresh produce.

Day 8
Departure from Florence
  • Meals: Breakfast

Time to head back to the airport for flights home, after a final delicious breakfast of course!

If you’d like to extend and explore Florence for another couple of days, please do let us know and we can help organise this for you.

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The Cycling


The tour follows mainly quiet roads along with some short sections of gravel roads (around 85% on asphalt roads and around 15% on unpaved roads).

The terrain is predominantly flat with some hilly sections. Day 5 will prove the harder of the days with a 9km gradual climb. Trains can be used to reduce distances if you choose (on day 3). Some roads will have local traffic, especially leading into Lucca, Montecatini and Florence.

We recommend a hybrid bike for this tour. If you’re wanting to spend more time exploring the towns and villages along the way, then an e-bike is a great idea to cover the miles a little quicker. An e-bike would also help those in need of a little boost (particularly if riding in September when it can get quite hot) to cover some of the longer distances, and cheeky climbs towards the end of the week. Please note – E-bikes are generally heavier than hybrid bikes, so worth considering when handling the bike or taking on and off trains.

For more information about riding an electric bike on our holidays please click here


Leisure Cycling Grade

Grade 2-3: Gentle/ Moderate

Aspects of both our grade 2 and 3 trips

Suitable for those looking for some cycle friendly routes

Some modest climbs

Possibly sections of varying terrain (eg. forest tracks, gravel paths etc)

Our grading guidelines have been carefully created based on our many years of cycling experience, as well as customer feedback from our trips. Of course, if you're still struggling to figure out where you fit on the scale, do feel free to give us a quick call and we'll be more than happy to help!

For more information about our grading system click here.

Is this suitable for you?

Trips that are graded as a 2-3, will have aspects of both our grade 2 and 3 rides. These tours are still suitable for those perhaps who have recently got into cycling, and offer an array of accessible, cycle friendly routes, cycle paths and quiet roads, however there will be some days / sections where you may have to tackle some ups and downs, the occasional steeper climb and perhaps some varying terrain (forest tracks, gravel paths etc). Suitable for those with a decent level of physical fitness, looking for some leisurely rides with occasional (achievable!) challenges along the way.  

For more information about the grading of this holiday in particular, please check out the terrain section which will give you some specifics of what to expect on this tour.

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Dates & Prices

Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.

2024 25 Mar – 30 Oct

Season 1 – $1555 03 Apr – 17 Jun and 04 Sep – 30 Oct

Season 2 – $1815 25 Mar – 02 Apr – 14 Apr and 18 Jun – 03 Sep

2025 24 Mar – 29 Oct

Season 1 – $1685 24 Mar – 16 Jun and 03 Sep – 29 Oct

Season 2 – $1910 – 17 Jun – 03 Sep

Alternatively for a great value trip choose one of our scheduled departures below.

Secure Your Holiday With A Deposit

Book now with a $250 deposit and nothing more to pay until 60 days before departure. Choose a date to start your booking and see all prices, including bike hire and single room supplements.

Select a date to view prices and book
Start Date
End Date
Price p.p.
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Return Date
8 days
Start Date
End Date
Price p.p.
Start Date
Return Date
8 days

Whats Included Tick

A) Accommodation (shared twin / double en suite rooms) in small hotels / agriturismi / guesthouses

B) Meals as per the itinerary (B-Breakfast, L=Lunch, D=Dinner)

C) Local representative (with either an in person or video welcome meeting)

D) Access to the navigation app for holiday information and navigation

E) Luggage transfers

F) Financial Protection through ABTOT

What's not Included Cross

A) Bike rental (available if required)

B) Flights and charges for travelling with your bike (if applicable)

C) Single room (available if required, on request)

D) Travel insurance

E) Meals not stated in the itinerary

F) Personal clothing and equipment

G) Travel arrangements to first hotel or from final hotel

H) Local tourist tax (to be paid locally – Approx. 2€ per day)

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The Essentials

Travel Options

For this tour we ask that you make your own way to your hotel in Pisa on arrival and onwards from Florence at the end of the trip.

The most convenient airport is Pisa (PSA). Most flights from North America require overnight travel, and a stop over in an intermediary airport, with Norwegian combining with another airline being a common combination for this trip.

Please note that flying from North America may involve multiple travel days.

Pisa airport is conveniently located only 1 Km from the city centre. Due to the close proximity of the airport, you can either jump in a taxi to your first hotel which will cost around €10 or you can catch the bus (CPT: www.cpt.pisa.it) that connects the airport to Pisa’s city centre (which runs 10 minutes). A single ticket costs about 1.30€ and is valid for one hour on the entire city network. You can buy tickets at the information office of the air terminal or at the automatic ticket machine at the bus terminal.

For your return journey you may want to fly from Florence (FLR). Alternatively, if you’d like to book a return flight to and from Pisa, you can take a direct train from Florence to Pisa, which costs around €10.

Please check with Skedaddle before booking any flights so that we can ensure they fit in with the trip schedule.


As with all of our trips we aim to use accommodation which showcases the style and hospitality of the area you are visiting. We always have comfort and convenience in mind when selecting our hotels.

You’ll stay in centrally located, comfortable 3 star hotels all with en-suite facilities which have been carefully selected for their location, local cuisine and service.

We also have an accommodation upgrade option available on this trip, if you’d like to stay in a selection of both 3 and 4* hotels. Please select this option at the time of booking.

Bike Hire

If you don’t own a suitable bike or would prefer to avoid bringing your own we have bikes available to rent.

These bikes are typically Giant Roam or Giant Rove hybrids (or equivalent).

We also have electric bikes available to hire on request. These will typically be Giant Explore E+ or Liv Amiti E+ Ehybrid bikes (or equivalent) It may take us a day or so to confirm availability so please let us know as soon as possible if you’d like to take this option.

Please note The price for rental bikes is for 6 days only (delivery on day 1, and pick up at the end of day 6), so you generally won’t have access to the bike on your free day in Florence. If you’d like an additional day of rental please do let us know! (Cost approx. $35 for hybrid, or $55 for e-bike).

We can provide a helmet locally on request, please let us know if you’d like to hire when you make your booking.

Rental bikes will be provided with a pannier rack and 1 bag, a tool kit, a spare inner tube, a bike lock, a bike pump and a phone mount.

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