Tuscany Bicycle Tours
Pedal the romantic hills of central Italy.
Food, Wine, Culture, and Romance in Tuscany…
What else could be on your wish list for a cycling tour? On our Tuscany bike tours, every town has its own rich history and secrets for you and your loved ones to discover.
And the food… oh the food! Even the most low-key restaurants have amazing, delectable food.
Tuscany Bike Tours on Your Terms!
You name the dates, riding distance, and other details of your tour. You have worry-free routing by GPS, and a guide/concierge always available to help you when you need it.
Tuscany Bike Tour Inclusions
Private Bike Tours
Fit Your Needs
We're on Your Schedule
Concierge Level Service
Our Tuscany Bike Tours
Your journey begins in Florence
Let us plan your perfectly customized bike tour in Tuscany
1. Explore the tour itinerary options
If this is a "self-guided" tour, why do I have a guide/concierge?
Our local contact is dedicated to ensuring that your holiday goes as smoothly as possible. Think of them as your local friend showing off their home while you’re in town for a visit. They are there from greeting you at the beginning to saying goodbye at the end. OBT concierges take care of curating excursions taking care of mechanical issues & roadside assistance, luggage transfers from hotel to hotel, providing assistance with routing, and much more. They are a phone call away, and there for you.
We deliver this level of service because you’re exploring an area unknown to you, and having a local contact provides great peace of mind. Let us streamline your holiday so that you can focus on having fun! OBT’s level of service is well above the typical self-guided experience.
What is included?
We take care of everything except pedaling the bike….except for eBikes. The eBikes we provide will help you pedal!
- All hotel accommodations – mostly 3 and 4 stars but ask for custom accommodation requests.
- An OBT cycling jersey!
- Comprehensive routing instructions. GPS unit rentals are available.
- Luggage transfers from hotel to hotel.
- Meals as explained in the tour itinerary pages. Usually, this means all breakfasts, no lunches, and some dinners.
- Detailed route notes, maps, and tourist information
- Your personal guide/concierge
What is not included?:
- Transportation to start location and from finish locations
- Bikes, but we have rental bikes available
- Travel and Health Insurance
- Admission to site-seeing venues, unless explicitly mentioned as included
Why is a Private tour better?
Our tours are centered around accommodating our guests and the experience they are craving. Not the other way around.
Have you ever been stuck with a group of people you don’t know and may not particularly like? Or have been required to go along with tour plans or excursions that you were not excited about? Have you ever been in a tour group where you feel like you’re being herded along and hurried regardless of what you’d like to do? We’ve been there and don’t like it either. A private tour allows you to travel when you want and with whom you want. Bring your friends, family, partner, or simply yourself. Let us curate an experience for YOU!
We're on your schedule? How?
From when you register for the tour through the duration of your tour, we cater to your timing.
- YOU get to name the dates of your tour. You don’t have to choose from a calendar of tours that require you to adjust the timing your vacation plans. Want to start on a Wednesday? Sure! Want to be on tour for 5 days rather than the 6 days on our sample itinerary? That is OK with us.
- When on your tour you are not being pushed to get on the bike at a certain time with a group. You rise, have breakfast, and roll out when you’re ready.
- Want to spend more time exploring an area on a daily riding route? Sure! Just make sure you get to the hotel in time for dinner.
Are bike rentals available? If so, what kind?
High-quality rental bikes available – road, hybrid and eBike. We will deliver the bikes to you and fit them to you at the beginning of the tour. Your guide/concierge is always available for help if you have a mechanical issue.
How customizable are your tours?
We are very flexible in the destinations we offer tours. Customization options include the number of days/nights on tour, accommodation level (but we DO NOT go under 3-star), new towns/villages within established destinations, and much more. We are open to trying new things in new destinations! Please ask if you’re not seeing what you want!
We have a minimum of 3 or 4 nights on tour, depending on destination.
How are you "a step above the typical self-guided tour"?
The level of service we deliver is beyond the average self-guided tour. You have the freedom of choosing your tour dates and the flexibility to customize your tour itinerary. During your tour, your local guide/concierge is there to help you every step of the way. We require them to have more regular contact with you, our guests, than what you’ll experience with other tour operators. In fact, some of our guides have been known to offer to ride with you on certain tour dates, if you wish.
If you’re looking to experience a polished professional tour, we are your only choice.
How short can a tour be? Do you provide one-day guiding?
We have a minimum of 3 or 4 nights on tour, depending on destination. We do not provide one-day guiding.
Can I have a guided rather than a self-guided tour?
Yes, for most of our destinations and most of our itineraries we can create a fully guided experience. Note that a guided tour requires extra planning lead-time and additional cost.
Where can I learn more about OBT's Self-Guided tours?
What is the pricing of the tour?
Pricing varies on several factors: Number of days on tour, double or single occupancy of rooming, and level of accommodation. To discover more about pricing click on the itineraries above and find the “Pricing” tab halfway down the page. Each itinerary will have its own pricing structure.
WHAT OUR GUESTS SAY
“Outfitters provided high-touch, personalized service when planning our guided tour to Chianti, Italy. Our guide, Bruno, was a world class rider and knew the region like his own back yard. Road support was always minutes away, whether we needed it or not. An e-bike was magically delivered to my 11-year-old daughter on day 3, when the climbs had become too difficult for her. We had wonderful servic… Read more
“The support was incredible – so nice to have a car on the route for water, and so we did not have to lug gear for weather changes. With all the elevation, this was comforting. Exceptional mechanical support. We did not expect this kind of on-road support!”
“We had an absolutely incredible time! Everything was perfect. The routes, the hotels, and the food was fantastic!…We absolutely had more fun and had a greater experience than we were expecting and our expectations were already very high! So thank you very much! We will definitely recommend you to our friends and will hopefully have the opportunity to work with you again on another tour!”
I always had an idea that I wanted to go see the Tour de France once in my life. Well, I have now gone on three TdF trips with Outfitter Bicycle Tours as the experience was that good. Jamie and Joy’s low key, friendly and flexible approach made riding in the Alps an amazing experience. They did a great job of helping me determine what would maximize my experience. If I wanted an easier day, they h… Read more
“We’ve returned home now and I wanted to say a big thank you for a wonderful trip. It came off without a hitch and we enjoyed many of the routes you mapped out for us. Happily, after our wives built their confidence, the only day we ended up truncating was the first day, when we rode directly from Le Thor to Fontaine de Vaucluse through Ile sur la Sorgue. We also added Oppede le Vieux on the s… Read more
“The countryside is every bit as lovely as we had expected, the routes offered really pleasant riding with excellent variety. We do love the self-guided style trips (this was our 3rd with your organization), with flexibility to ride at our own pace, to stop whenever and wherever we care to. The only pressure is to arrive at the evening’s destination by cocktail hour!”
“Outfitter Bicycle Tours were wonderful- Jamie Gilpin is an excellent communicator and responds quickly to questions and needs. Bruno Baldini is an excellent tour guide, responsive, on time and a skilled cyclist. We have plans to definitely do another tour. Overall, an A+++ trip full of fantastic memories!“
Thank you for a great trip. It might have been my favorite in Europe ever. It was totally trip that I wanted. Lars went above and beyond!
“We enjoyed so much that it is difficult to describe.”
“We did a relaxed bike tour around Provence, France. It was fantastic! OBT and Jamie had everything organized for us. Our self-guided tour was well mapped out, and we were able to cycle at our leisure and take in the spectacular landscape. We stopped along the way and soaked in the beautiful French countryside. We were warmly welcomed at the hotels and inns that OBT organized for our tour. We had … Read more
“I was able to watch Tour de France action when I wanted and ride the beautiful roads and passes of France when I wanted, and the flexibility to do either was what I most appreciated. Conquering Mont Ventoux, Col d Galibier, Col d Semnoz, Col d Serene, Alpe de Huez, riding alongside Andy Schleck and Jens Voigt on their rest day, and 40+ mph descents that went on for miles are just some of the hi… Read more
“Excellent in all aspects. Bikes were well setup and maintained. Lodging was just wonderful. Routes were well laid out and avoided big roads and big towns. Enough hills to remind us where we were without killing us. Responsiveness of team in California and on the ground was just excellent. We will do more tours with Outfitter Bicycle Tours.”
“The careful and excellent detailed preplanning, reservations, and auxiliary service were well done and made our trip easy and seamless!”
Before booking my Best of Provence – Relaxed 7 Night solo riding tour, I had not ridden a bike for more than a couple of hours at a time let alone six days in a row! So, coming into my tour, I had no idea what I was getting myself into or whether I would be able to even complete the journey, however the itinerary that Outfitter Bicycle Tours had designed for me, gently taking me through Provence… Read more
“Bruno speaks English very well. He is extremely knowledgeable about food like where to eat and regional dishes and wines, accommodations and the roads. He asks feedback on the places we stayed and the quality of the food. He was very responsive our cycling needs too. When we needed sag help he was there quickly and no complaints.”
It was amazing! It was well organized and Bruno did a very good job. He is a nice guy, we really enjoy our trip. The hotels were great, cities and routes were very very nice. Thank you, we have really enjoyed our vacation by bike!
“The team at the Outfitter Bicycle Tours put together an amazing holiday that I’ll never forget. We had great places to stay/eat and we were always in the thick of the action. The tour rides catered for riders of all levels and we somehow managed to visit my favourite team on a tour ride! I’ll be back to do it all again soon.”
“Fantastic tour. The routes were all exceptionally well planned. The climb up the Ventoux was epic. The descent was white knuckles and we loved every minute of it. Each day we rode a 2-3 hours in the morning and 2-3 hours in the afternoon. Lunch was usually 2-3 hours. The restaurants were recommended by our guide, Arthur. The Provencal country food was absolutely unbelievably delicious. Independen… Read more
My dad and I had a great trip to Asheville, NC on a self guided tour where Jamie and his staff were excellent. Not only were they super flexible with where we wanted to ride but also very helpful in recommending best spots to eat/drink around town. They took care of all the logistics and planning and we just had to show up and ride. Already thinking about another trip and would definitely recomme… Read more
“We thoroughly enjoyed every aspect of this tour – well thought out bike routes, very good hotel accommodations (nice, clean rooms and substantial breakfasts), and excellent choice of breweries and brewery restaurants (including brewery tours when available). It was obvious that a great deal of attention to detail had been given to this tour and customer service and client satisfaction was of ut… Read more