
The Bikes
On this trip, you can choose between a customized hybrid with flat bars or a road bike with drop bars. We also equip you with a handlebar bag, helmet and water bottle. See Equipment Details
The right number of like-minded travellers to make new friends.
Your dates. Your group. Our expertly-designed itinerary.
Tailored to your interests, a bespoke travel experience.
Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.
Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
Biking – 40-50 km (25-30 mi.) a day over relatively flat terrain with a few small hills—all very manageable for people trying their first biking trip.
Walking – 6-10 km (4-6 mi.) a day on country lanes, footpaths and coastal or forest trails, all on relatively flat terrain, perhaps with an occasional hill.
Biking – 40-50 km (25-30 mi.) a day over terrain that’s relatively flat but will include inclines and the occasional climb or two.
Walking – 8-12 km (5-7 mi.) a day over relatively flat terrain, with occasional steeper climbs.
Biking – 40-50 km (25-30 mi.) a day in gently rolling countryside, with occasional longer climbs to points that are well worth the effort.
Walking – 11-15 km (7-10 mi.) a day over rolling terrain on a variety of surfaces. Most days, one or two steeper climbs to spectacular viewpoints or places of interest.
Biking – Roughly 50 km (30 mi.) a day in consistently rolling countryside, with repeated climbs and longer options available.
Walking – 11-15 km (7-10 mi.) over terrain that varies between rolling and hilly, with a few steeper climbs.
Biking – 50-60 km (30-45 mi.) a day over both level and tougher, hillier terrain with multiple 100 km (62 mi.) options. The routes are designed for avid cyclists and include plenty of chances to push yourself.
Walking – 11-15 km (7-10 mi.) a day over fairly hilly terrain offering lots of challenges. Routes are along high meadow paths and/or well-maintained cliffside or alpine trails, with a few steep ascents to make you feel invigorated.
Explore the remarkable outdoor museum that is Roma, then pedal through Tuscan hilltop towns that have stood watch here since the Middle Ages. On this exciting family adventure, we’ll keep the kids entertained with gladiator battles, gelato tasting and medieval flag throwing. In the meantime, you’ll spend your days revelling in the local culture, cycling the spectacular landscapes, and savouring traditional cuisine made from the freshest and tastiest native ingredients. From the remarkable Eternal City to lordly Montepulciano, Italy truly is La Dolce Vita.
B&R Travel Expert Courtney Mundy was named Top Travel Specialist for Italy 2020 by Condé Nast.
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Ready-to-Book private tours are designed to be enjoyed off-the-rack, but there is room for minor adjustments to fit the trip to your needs. If the gap is too great, then we’d be happy to tailor-make you a Bespoke trip from scratch. Simply tell us a few details about your group and select your preferred date. One of our Trip Designers will spring into action, confirming the details or exploring alternatives, over the next 48 hours.
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Have a custom trip designed exactly to your interests. Like a tailor making a bespoke suit, it will fit you perfectly.
Our Bespoke trip designers are a talented bunch who can craft unforgettable experiences for your specific group—and working within your needs and budget.
Get in touch with a Trip Designer to begin planning your perfect vacation.
REQUEST A QUOTESet out with your local guide on a family scavenger hunt, which will introduce you to the Pantheon, the Trevi fountain and many other treasures only the Romans know about!
Spend the day discovering ancient Rome, with stops at the Colosseum and the Roman Forum. Then, visit a real-life gladiator school, where the kids will master their combat techniques. Tonight, you're in for a private lesson in gelato and pizza making!
Set off on a ride through the Val di Chiana toward Tre Rose Estate, producers of vino nobile, Chianti and Brunello (all of which we’ll taste). Tonight, enjoy a feast of delicacies prepared by Amorosa’s chef.
Pedal sunflower-lined country roads to a homemade lunch at the Lungarella family’s country house (save room for Mamma Sara's tiramisú!). Tonight, explore the boutiques, art galleries, and restaurants in the hilltop town of Cortona.
Visit the magnificent 13thC cathedral in Siena, as well as the Piazza del Campo (the location of the famed Palio horse race). This afternoon, either test your skills on the high-ropes course or embark on one of the most scenic bike routes in Tuscany.
Arrive in Montepulciano and sample its fine vino nobile. Your guide will introduce you to the local artisans and point you toward our favourite specialty food shops as you meander through town. Tonight, a troupe of medieval flag-throwers join us to demonstrate their ancient art form (and give the kids a hands-on lesson!).
After breakfast at the hotel, we’ll drive you to Florence train station or airport for your onward travels.
Take to the hills.
A unique hotelier just steps from Piazza di Spagna in the historic centre of Rome, this hideaway is an authentic “home away from home”. Housed in a former residence, the interior features original wooden ceilings, and beautiful prints and paintings; in fact, the antique furnishings are from the owner's private collection.
When Carlo Citterio set out to restore the property that has been in his family for centuries, his first step was to convert the stables into a superb restaurant. Soon other buildings were refurbished: your bedroom may well have been a clock tower or the hunting lodge. Literally translated as “lodging of romance,” the Locanda exudes just that, and has long been a favourite B&R retreat.
We never wanted to be the biggest travel company in the world, just the best.
— George Butterfield
Meals and tours of the vineyards were great. Loved the hotel selections. Dana did an amazing job - doubly difficult since she was guiding solo!
— Andrew ResnickSince most towns in Tuscany are perched on magnificent hilltops, most days include some challenging climbs. Total daily biking distances average 41 km (25 mi.) with shorter distances for family rides. We’ve also planned lots of fun alternatives for young travellers. The B&R van is always nearby for those looking to hitch a ride. The activities on this trip are geared for children 12 years old and up.
In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.
On this trip, you can choose between a customized hybrid with flat bars or a road bike with drop bars. We also equip you with a handlebar bag, helmet and water bottle. See Equipment Details
Sometimes your B&R trip simply isn’t long enough! Extend your stay for the best vacation possible. If you wish to spend a few days in region either before or after your official B&R trip, and need assistance making those plans, your B&R Travel Advisor can help.
Call us to create an independent travel experience that fits your needs—we can also arrange for a local guide.
We craft extraordinary experiences, tailor made to meet
your every need, with every stitch of every day crafted
just the way you want it. Learn more about Bespoke
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