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
- Type
Private
XSmall Group
The right number of like-minded travellers to make new friends.
Private
Your dates. Your group. Our expertly-designed itinerary.
Custom
Tailored to your interests, a bespoke travel experience.
- Support
Daytime Guided
XSelf-Guided
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.
Daytime Guided
Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.
24/7 Guided
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
- Difficulty Level
Level 2
XLevel 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.
Blue coasts, white villages and sun all over
From easygoing to extreme, our deep roots in the breadbasket of Italy mean we have a brilliant, labyrinthine network of routes to suit every rider. Go where only the locals go, shape your own pasta, visit the most enchanting towns (just wait until you see the evening light hit them…), stay in a private masseria, braid mozzarella, wine and dine in a 15thC castle. For starters.
per person from Based on 4 ppl double occupancy
Request your date for exact pricing 6 Days / 5 Nights
Monopoli to Brindisi Start Planning Share This Trip View Our
SAMPLE ITINERARIES
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- USD
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SAMPLE ITINERARIES
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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.
Thank you for your request. One of our travel experts will reach out shortly to start planning your dream trip.
How do you want to travel?
Go Bespoke
Puglia Biking Private
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.
Best Time to Visit
| 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 QUOTEDay by Day
Warm up with a ride along quiet country roads to Otranto for a visit to the cathedral with its impressive floor mosaics. Settle into lunch along the sea and sample the catch of the day.
Set out on a spectacular loop ride from your hotel. Stop for a swim in the crystal waters, explore a cliff-side grotto and pause for lunch in one of the picturesque port towns en route.
Stop by a traditional frantoio (olive press) to learn about the history of the ancient groves and sample the liquid gold. Tonight is a moveable feast through Lecce, a city nicknamed “the Florence of the South”.
Visit Alberobello and its town centre lined with whimsical trulli. Bike through the countryside and vineyards over rolling landscapes to your hotel for some well-deserved spa time.
Embark on a loop ride to Polignano a Mare, a coastal hamlet perched on a limestone cliff. Continue along to the fascinating archeological site of Egnazia, the ancient city of the Messapii.
Based on your outbound flight time and onward travels we have organized a drive to Brindisi airport. Arrivederci!
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day-by-day breakdown?
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Ride the coastline.
Hotels
Furni Russi Tenuta, Otranto
This estate is situated in the heart of the Grecìa Salentina and just a few km away from Otranto, the famous “Porta d’Oriente” (Eastern Gate). Tranquilly set in the countryside the hotel is surrounded by a 20-hectar fig plantation with more than 4500 trees. Composed of 26 Jr Suites, it incorporates contemporary design with styles from around the Mediterranean. View hotel website »
Mantatelure, Lecce
Located in the heart of Lecce, Mantatelurè is an exclusive Guest House and restored, historic residence dating back to 1550. Rich with the allure of its ancient traditions and a healthy dose of modern and refined detailing, the property makes for an unforgettable stay. View hotel website »
Il Melograno, Monopoli
This 17th C Masseria is located on a vast estate just outside of Monopoli and is surrounded by olive and fruit groves. The luxurious rooms have been recently renovated and the extensive grounds, pool and spa will make your stay very comfortable.View hotel website »
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 KneeboneThe 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
The heel of Italy’s “boot”, Puglia boasts 800 kilometres of shimmering coastline, a proliferation of olive trees plus fresh seafood, barrels of red wine and glorious burrata cheese.
Luxury Travel Magazine
Level 2
This trip is rated Recreational, meaning it’s suitable for travellers who ride once or twice a month and feel comfortable on two wheels. Daily biking distances usually vary from 30 to 50 km (19 to 31 mi.), with options on some days as far as 66 km (40 mi.). The terrain is generally flat, with a few hills along the way in the Ostuni area and along the coast. The difficulty of the ride often depends on which way the wind is blowing.
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 (Deluxe room category in the first & last hotels and Junior Suite in the second hotel)
- 5 lunches and 2 dinners
- Service of 1 local guide driving the van support during the routes
- Use of a hybrid bicycle and helmet, water bottle, front bar bag
- Guided tour of Alberobello-Otranto
- Cooking demonstration on Day 2
- Guided food-cultural tour of Lecce on Day 3
- Pick up at Brindisi airport Drop off at Brindisi or Bari airport on last day
- All baggage transportation
Road Bike
Hybrid Bike
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
Your dreams—realized.
Your expectations—exceeded.
And your mind? Totally and utterly blown.
Your expectations—exceeded.
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.
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