At B&R we make it incredibly easy for you to journey with your friends, family, colleagues or on your own. Create your own private trip by taking over one of our dates—or we can request a fresh one. Prices are sliding scale to suit the number of travellers. Interested in tweaking the itinerary? We can do that too. Ask us for 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.
- Difficulty Level
Level 1: Occasional
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.
Level 2: Recreational
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.
Level 3: Enthusiast
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.
Level 4: Avid
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.
Level 5: Expert
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.
The magic of old Italy
Bask in olive groves and gorgeous whitewashed villages as you stroll along the aquamarine Adriatic in one of Italy’s most blissfully low-traffic corners (we’re the only walkers here!). Back at hotel Sant’Angelo – a B&R exclusive in UNESCO Matera – feast on the freshest seafood you’ve ever had while you quaff luscious local Primitivo.
Trip designed by Travel Expert Christina CainView Christina’s Profile
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.
Lecce to Bari Share This Trip request a
Ready for Adventure?
Simply fill out this form to view the itinerary. We’ll also email you a copy so you can refer back to it later.
Select Your Trip Dates
Go with the right number of like-minded travellers to make new friends.
This departure is either sold out or almost fully booked. With a deposit, we will request additional rooms from our hotels where possible.
Adult Family Trips
These are departures we have designated as appropriate for families with kids in their late teens and 20s.
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 QUOTE
Day by Day
We head out to the Bay of Orte before looping back inland, where we follow a path that winds high above the shimmering Adriatic. We travel past the colourful Bauxite Lake on our way to the port town of Otranto.
Traversing quiet country roads, we pass by olive groves and fig trees to the coast for some of the most spectacular views in Puglia. Tonight, enjoy a wine tasting with an expert followed by a family-style dinner.
Explore the white-washed town of Ostuni. Savour an espresso before venturing into the countryside for an exclusive lunch among the olive groves and a visit to the archeological park of Sant’Agnano.
Visit Alberobello for a look at the region's distinctive trulli. Walk along part of the longest aqueduct in Italy to a family-run caseificio for a taste of the delicious local cheeses.
Today's walk takes us from the Sassi of Matera into the countryside. Following a scenic path along the edge of the Gravina di Matera river and park, we pause en route to check out the Rupestrian churches.
After a last breakfast together, we bid each other arrivederci! We drop you at the Bari Airport where you can connect for your return flight home or continue your travels in Europe.
Something new around every corner.
Sant'Angelo Luxury Resort, Matera
Located in the heart of the Sasso Caveoso this “albergo diffuso” is the completion of a grand restoration involving twenty-three historical cave dwellings, various courtyards and narrow streets, all complemented by Italian interior designer Stefano Tardito touch throughout all the rooms.
Masseria Le Carrube, Ostuni
This traditional masseria has recently been bought by an important Italian hotelier family. They’ve renovated this little jewel into a boutique property with two charming pools, spacious grounds, and infinite views over ancient olive groves and onto the sea.
Masseria Montelauro, Otranto
Located just outside of Otranto, this recently restored masseria incorporates styles from around the Mediterranean. The main building is an old original fortified farmhouse, while the furnishings are an appealing blend of Moroccan and Italian. The hotel is family owned, and we are bound to feel like guests in a southern Italian home, where hospitality is paramount.
It was all unimaginable for me. Just outstanding and beyond my greatest expectations. Gail and I were awarded the champagne saber and will enjoy it forever.—James Kneebone
This trip is appropriate for people who enjoy a good walk and feel comfortable while on the move. Daily walking distances vary from 5-13 km (3-8 mi.), with some longer afternoon options along the way.
What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.
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.
- All hotel accommodation
- Meals as indicated with wine
- Services of B&R guide(s)
- Support vehicle during the walks where accessible
- Use of a customized walking sticks
- GPS routes, provided via RideWithGPS (app available for Apple or Android)
- B&R water bottle
- All special events and private tours
- All transportation from rendezvous to drop-off
Walking Poles & Backpack
Included with all walking trips are telescoping walking poles and custom-made 13L backpacks to comfortably conceal your essentials within lockable zippers. The walking poles get “recycled” for use by another B&R traveller. The backpack, however, is yours to keep at trip’s end and folds up for easy packing. 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.
More Trip Inspiration
And your mind? Totally and utterly blown.
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
Notes from the road, on the B&R blog.
The Nose Must Travel: A Research Trip in Puglia
Introducing Matera: European Capital of Culture 2019
Cycling the idyllic, sun-kissed heel of Italy’s boot
In Praise of Puglia (and Basilicata)
The Hidden Gems of Puglia
Hidden Treasures of Puglia’s Coast
In Deep: Puglia Off The Beaten Track
In Deep: A Brief History of Ostuni, “The White Pearl”
In Deep: A Brief History of Lecce, “The Florence of the South”
My Ride Through Puglia
There Are Things To Do At Francis Ford Coppola Resorts Pallazo Margherita… Or Just Do Nothing
15 Incredible Biking Tours around the World
The B&R Q&A: Francis Ford Coppola
Puglia or Bust
Trip Tales: Chef Roberto to the Rescue!
In Pictures: A Day (or Two) in Puglia
Reading for the Road: Books About Puglia
© 2021 Butterfield & Robinson Inc. All Rights Reserved