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.
We use premium hotels that are unique expressions of the region. Often they’ve had a previous life as a monastery or a castle, but in every case they offer an exceptionally comfortable stay.
These are stylish 4-star properties that offer a casual and comfortable stay. Often without a 24-hour concierge or room service, they tend to be smaller family-run hotels that are perfect for the region.
“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”
“I enjoy a good walk or ride, and feel comfortable while on the move.”
“I get moving at least once a week, and don’t mind a little sweat.”
“I get moving a few times per week and enjoy some exertion.”
“I want to feel invigorated each day and going hard is how I like to do that.”
With lush rolling hills, medieval towns, and meandering roads keeping it all together, Tuscany is a travellers’ dreamscape. This is the region you imagine when you think of Italy: the home of olive groves and cypress trees, Roman battlefields and Renaissance churches, and a who’s who of charming villages—from Gaiole to Radda, Siena and Pienza. Sip on the Vino Nobile of Montepulciano, taste the complex flavours of Pienza’s pecorino cheese, follow your nose on the hunt for fresh truffles, and play out a scene of your life movie as you motor through the countryside beneath the Tuscan sun on your Vespa or Fiat 500. La vita è bella!
Converted from USD based on the latest exchange rate. Final amount and payment will be in USD. Final conversion rate is determined by your bank.
Simply fill out this form to view the itinerary. We’ll also email you a copy so you can refer back to it later.
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.
| January | April | July | October |
| February | May | August | November |
| March | June | September | December |
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 QUOTEHead south of Florence through the vineyards and olive grove covered hills of the Val D’Orcia to explore the medieval town of Montepulciano. Continue on to the charming village of Pienza for a sampling of its famous pecorino cheese.
Take your pick of a sleek Vespa or glamorous antique Fiat 500 and cruise through the iconic Tuscan countryside. Enjoy lunch in a local farmhouse before continuing along the Via Francigena, the ancient road used by pilgrims to connect Canterbury to Rome.
Explore the town of Siena with your local guide and visit the Piazza del Campo, home of the famed Palio horse race. Finish your day by enjoying a dip in the hotel’s swimming pool before a memorable dinner with extraordinary views over the countryside.
Venture out on a wine safari, visiting three different wineries where you’ll meet the winemakers and learn about their different appellations. Enjoy lunch featuring seasonal ingredients to pair with your vino.
Meet with a local truffle hunter and his dogs before a hunt for one of Italy’s most precious ingredients. Enjoy a hands-on cooking demo in a private home featuring homemade tagliolini pasta, the perfect shape for your newly found truffles.
Journey back north to Florence for a walking tour through the medieval streets. Learn the secrets of Italian Master Craftsmen in Oltrarno, a bustling neighbourhood filled with local artisans.
Beat the crowds with your local guide and skip-the-line tickets on a visit to either the Uffizi or Accademia gallery. The afternoon is free for you to explore Florence’s vibrant streets and myriad restaurants on your own.
This morning we’ll transfer you to the Florence airport or train station for onward travels. Arrivederci!
A former farmhouse stationed in the rolling Tuscan countryside, L'Olmo once served as a stop for pilgrims hiking along the Via Francigena on their way to Rome. With sweeping views overlooking the Tuscan countryside, this cozy escape features romantic suites, a panoramic heated pool. and an impressive wine cellar. View hotel website »
Carefully restored over the course of a decade, Hotel Le Fontanelle blends classic medieval Tuscan architecture with thoroughly modern amenities and exceptional service. The guestrooms are comfortable and spacious, and downtime options at the hotel include a full spa and tranquil indoor and outdoor pools, all of which afford scenic and splendid views of the Chianti hills. View hotel website »
Warm, inviting and contemporary, the superior Grand Hotel Minerva is ideally located in Florence’s historic city centre. The rooftop pool and bar are sure highlights, affording gorgeous views over the church and square of Santa Maria Novell. Oh, and did we mention the rooms? Designed by famed architect, Piera Benelli, they’re so lovely you may find it hard to leave. View hotel website »
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 Resnick
We never wanted to be the biggest travel company in the world, just the best.
— George Butterfield
The activities on this trip are largely cultural experiences. There will be some city walking, but the trip will be otherwise very easygoing.
“I can’t say I really work out, but I do walk a couple of times a week at home.”
Country lanes, footpaths and coastal or forest trails, all on relatively flat terrain, perhaps with an occasional hill.
Read more on our Activity LevelsIn 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.
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
B&R: Fuel your Wanderlust. Join more than 70,000 fellow wanderers. Sign up for our newsletter to receive insights and advice from our travel experts.
