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.
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.”
East of Lisbon, across the Tagus River, sprawls Alentejo, one of Portugal’s largest regions. Overshadowed by its more famous neighbours to the north and south (the Douro and the Algarve), Alentejo is in fact the breadbasket of the country, and in many ways its culinary and cultural heartland, where sleepy villages dot a landscape of farmland, cork forests, olive groves, vineyards, and sinewy man-made lakes. The fact that it also offers superb cycling is a bonus, and we’ll use our bikes to explore its myriad aspects, from the placid waters of dammed Lake Maranhão to the cobbled streets of UNESCO-recognized Evora. In the late 20th century, when B&R first offered biking here, it was still somewhat rough around the edges, befitting its history as desolate frontier territory. Two decades later, we are thrilled to find the region refined and welcoming with a lingering touch of rustic, and we invite you to come (re)discover it with us!
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Lisbon to Lisbon request a DETAILED ITINERARY
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Go with the right number of like-minded travellers to make new friends.
Limited Space / Waitlist
This departure is either sold out or almost fully booked but with deposit we will request additional rooms from our hotels where possible.
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Portugal Biking with your Group
FROM (USD) †
|† Double occupancy|
* Trip elements may be adjusted on smaller group sizes.
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Day by Day
Rendezvous in Lisbon and cross the bridge toward Alentejo. Begin your mid-morning ride pedalling through the olive groves en route to our first lunch in tiny San Antonio de Alcórrego. From lunch, it’s a short ride through the herdades, or ranches, to our hotel overlooking Lake Maranhão.
Embark on a delightful morning ride through the countryside and the amazing setting we have chosen for your picnic lunch. This afternoon we’ll journey around the lake to meet a local farmer and learn the intricacies of cork farming. They just happen to create great wines and olive oils as well.
Ride from the Maranhão south to Evora where you'll be surrounded by vineyards. We’ll pause for lunch at a winery, sampling the local vintages along with our private, catered meal.
Today, discover a UNESCO Heritage site and city that offers a bit of everything. After lunch, embark on an expert-led walking tour featuring the Chapel of Bones within the Church of St. Francis. In the evening we’ll meet up to visit Cartuxa, one of Alentejo’s finest wineries.
Enjoy the perfumed air of the Alentejano countryside on your final ride which culminates at a delightful family-run casual restaurant in the hamlet of Santiago de Escoural. Dinner this evening is served in the hotel’s restaurant. Bom apetite!
We’ll depart the hotel this morning on the 90-minute transfer to Lisbon airport. For travelers wishing to stay on in the capital, taxis are readily available for the short drive into the city centre.
Wander the cobblestone streets.Request a Detailed ItineraryPortugal Biking
Herdade da Cortesia, Avis
This high-design property is the brainchild of an architect and an economist. Slung low in a leaf-shape overlooking Lake Maranhão, the hotel combines refined décor with personable service. Amenities include California King beds, separate tub and shower, and small private terraces in every room; the setting of its infinity pool is inspiring, particularly at sunset. View hotel website »
Convento do Espinheiro, Evora
Housed in a stunning ex-monastery named for a hawthorn bush, Espinheiro leaves guests wanting for nothing. Its hallowed walls harbour two swimming pools, a spa, spacious and comfortable common areas, and rooms with views across olive groves and gardens. The fully consecrated church just off reception may not be of practical use to us, but it is a wonder to behold. View hotel website »
L'AND Resort, Montemor-o-Novo
A cluster of avant-garde buildings nestled among the vines, L’AND delivers comfort and service of the highest calibre. If there’s a chill in the evening air – or even if there is not! – ask the concierge to prepare a fire in your personal fireplace on the terrace of your suite. View hotel website »
I don’t know how B&R does it – the quality of their trips is so consistently high! Just when we think they couldn’t do anything as good as our last trip, they do! Another fantastic experience with B&R.— Carolyn Zaslaw
We never wanted to be the biggest travel company in the world, just the best.
— George Butterfield
The riding varies, with a few hills here and there but also plenty of flat/downhill. Roads are delightfully quiet, although with the occasional short rough patch. Both hybrid and road bikes are perfectly suitable for this trip’s terrain and roads.
“I ride my bike once or twice a month and am comfortable on two wheels.”
Relatively flat but will include inclines and the occasional climb or two.Read more on our Activity Levels
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, four dinners, including wine
- Services of B&R guide(s) and support van
- All special events, private tours, guest experts and entrance fees
- Use of a customized hybrid or a racing bike with drop bars, equipped with handlebar bag and helmet
- Detailed maps, route suggestions and water bottle
- All transportation from rendezvous to drop-off
- All baggage transportation
- All gratuities for baggage, porters and hotel service
- Downloadable GPS routes, provided via RideWithGPS (app available for Apple or Android)
You can’t enjoy a great biking trip without a really great bike. On this trip you’ll be riding a customized hybrid. We also equip you with handlebar bag, helmet and water bottle. Check out our bikes
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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