For nearly 30 years, Outfitter Bicycle Tours has been crafting exceptional cycling experiences in the United States and Europe. Specializing in bike tours in France, Italy, and the United States, we focus on the regions we know and love, so you get a deeper, more personal travel experience. Whether you’re dreaming of climbing the legendary cols of the French Alps, sipping Pinot Noir in the vineyards of Burgundy, coasting along the lavender-lined routes of Provence, or pedaling through the sun-drenched roads of Tuscany, we’ve got the perfect adventure for you.

From self-guided and small-group itineraries to guided group tours, we design and curate private custom trips for riders of all levels; from casual cyclists to avid roadies.

There’s no better way to experience a new place than from the seat of a bicycle. It’s active, immersive, and allows you to truly connect with the landscapes, flavors, and cultures around you.

Ready to ride? We’re ready to help you plan a seamless, unforgettable journey tailored to your pace, style, and interests.

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About Us

We are a family company. Outfitter Bicycle Tours was founded in 1996 by Dick and Marilyn Powell as an extension of their bike shop in Los Altos, California. It was an expression of their passion for cycling, travel, and exploration. We, Jamie & Joy Gilpin, have continued that passion and look to expand the legacy in the years to come.

FROM THE BLOG

Speed on Two Wheels: F1’s Most Avid Cyclists

Speed on Two Wheels: F1’s Most Avid Cyclists

F1’s Most Avid Cyclists reveals which Formula 1 stars—from gravel racers to Grand Prix legends—train hardest on two wheels and why cycling fuels elite performance. Discover their passion for endurance and explore how you can experience the thrill firsthand on our exclusive Italian Grand Prix Tour and luxury Monza...
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Bringing the Italian Grand Prix & Formula 1 to Outfitter Tours

Bringing the Italian Grand Prix & Formula 1 to Outfitter Tours

Outfitter Bicycle Tours is shifting gears and heading straight to the Temple of Speed. Building on the success of our Giro d’Italia and Formula 1 debut, we’re bringing our passion for performance, culture, and craftsmanship to the iconic Italian Grand Prix at Monza. This new spectator tour blends elite...
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Doug Baker: Custom Self Guided Climbing Tour

“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!”

Kyle & Gregg Caruso: Self Guided Tour

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 recommend to friends.

Veronique M.: Self Guided

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!

Christina C.: Guided family tour in Tuscany

“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 service and support from Outfitters and I highly recommend them.”

Victor and Julie: Craft Beer Tour

“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 utmost importance to OBT. We will definitely take another tour with OBT in the future.”

Bill & Terry Krivan: Self Guided Tour

“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!”

Todd & Tanya Mace: Self Guided Tour

“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!

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