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.
Adventure awaits on the Adriatic
Between the sun, the shore and the food, Puglia has a way of making everything more sumptuous. Mozarella’s more delicious when sampled at a cheese-making demo. Cycling’s more serene along the Adriatic. And a post-ride aperitivo is even more refreshing when sipped in our friend’s garden.
Trip designed by Travel Expert Christina CainView Christina’s Profile
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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.
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Day by Day
Ride south into the picturesque seaside town of Otranto for a fresh seafood lunch. Discover the historic highlights of the old town then hop back on your bike to explore the Mediterranean coastline.
Ride past prehistoric menhirs, around 8thC Byzantine crypts and through quaint villages before you meet the coastline again. Tonight, a local wine expert introduces you to up and coming wines over dinner.
Bike past the Alimini Lakes and through the Graecia Salentina, an area famous for historic villages and a distinct local dialect. After a 'slow food' lunch, end the day in the gorgeous city of Lecce.
Explore the town of Ostuni then take a short bike ride to an exclusive lunch spot among ancient olive groves. Pedal through rolling vineyards and along the aquamarine Adriatic before an afternoon of luxuriating.
Ride to beautiful Alberobello, 'city of trulli' before diving into a mozzarella-making experience. Tonight, a special final night celebration at the hotel offers a refined atmosphere and cuisine.
Enjoy a farewell breakfast at the hotel, then arrivederci in Bari.
Masseria Torre Maizza, Savelletri di Fasano
The charming Masseria Torre Maizza is an oasis among the olive groves with its 26 spacious rooms, tranquil pool and panoramic rooftop bar. Aside from the splendid and relaxing common areas of the main masseria, a spa is available for those seeking extra pampering, while in finer weather visits to its private and relaxing beach club are only a short shuttle away.
Il Risorgimento Resort, Lecce
Situated in the heart of historic Lecce’s old town and vibrant shopping district, this newly restored 18thC property has maintained its historic splendor which is visible throughout the building's magnificent façade and interiors. With beautifully appointed spacious rooms, fitness centre and the luxurious Salus per Aquam Spa you will feel cared for and right at home.
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.
The bike ride from Otranto south to the southern tip of Italy is one of the most extraordinary days of biking I've had in my life. Additionally, Judith and Alex are simply phenomenal guides and great people.— Noah Harlan
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
With 13 others we’re biking Puglia’s back roads. Starting in Brindisi, we’ll log 40-100km a day, weaving through sleepy seaside towns before venturing inland to whitewashed hilltop villages and the historic cities of Lecce and Alberobello. Cycling must be the most rewarding way to see Italy. The mix of fresh air, exercise, decadent meals and breathtaking countryside is unbeatable.Luxury Travel Magazine
Our first three days of biking are on rolling coastal and flat interior roads winding through olive groves. Our last two days are along rolling terrain through vineyards and groves. Daily distances range from 46 to 80 km (29 to 50 mi.).
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
- All breakfasts, four lunches and four dinners, including wine
- Services of B&R guide(s) and support van
- All special events and private tours
- Use of a customized hybrid or a racing bike with drop bars, equipped with handlebar bag and helmet
- A handlebar-mounted 7” Samsung Galaxy tablet with preloaded GPS bike routes
- B&R biodegradable water bottle
- All transportation from rendezvous to drop-off
- All baggage transportation
- All gratuities for baggage, porters and hotel service
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.
Extend your trip in Rome
Chances are that you will pass through Rome at some point during your trip. From ancient to medieval to Renaissance to modern, Rome offers it all. It is an extremely walkable city and home to many great sites, restaurants and hotels. We would be happy to organize some activities or a day tour, courtesy of our Rome-based guides.
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.
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
The Trulli of Alberobello
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