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.”
Slowing down to see the world means seeing what others miss—like shockingly under-travelled Alentejo, whose vineyards and unforgettable restaurants we have all to ourselves. Here, white villages dot a landscape of farmland, vineyards, and the sprawling reservoirs that supply much of the country with water. Ride through breathtaking cork and olive groves, taste sublime reds at a private Cartuxa winery event, tour our friend Nuno’s farm-to-table estate and join gentleman farmers for dinner in Evora. Prepare to be enchanted.
Trip designed by Travel Expert Oscar BiedmaView Oscar’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.
Lisbon to Lisbon 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.
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.
Portugal BikingBOOK NOW
Your private Portugal Biking trip
FROM (USD) †
|2-5||*Call for details|
|† Double occupancy|
* Trip elements may be adjusted on smaller group sizes.
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
Rendezvous in Lisbon and cross the bridge toward Alentejo. Begin your mid-morning ride from Estremoz to a private lunch, hosted by our friend Jaquim dos Loites. Cycle back to the hotel and spend the evening enjoying this beautiful property.
Enjoy a guided tour of Monsaraz—one of the most stunning villages in Portugal. After lunch and a wine tasting at the impressive winery Monte dos Perdigoes, visit the town of El Corval for a private pottery lesson by the ceramist Rui Patalim.
Ride from Monsaraz to Evora, where you'll be surrounded by vineyards. Our local guide will lead us on an intro tour, touching on Evora’s history, important monuments, and one of the oldest university in Europe!
Embark on a delightful morning ride through the countryside to our friend Nuno’s family estate to learn the intricacies of cork farming (they happen to create great wines and olive oils as well!). Enjoy the beauties of Canto Alentejano before dinner in Evora.
Enjoy the perfumed air of the Alentejano countryside on your final ride which culminates at the infamous Manuel Azinheirinha restaurant in Santiago do Escoural. Dinner this evening is served in the hotel’s Michelin-starred restaurant.
We’ll depart the hotel this morning for Lisbon airport. For travellers wishing to stay on in the capital, taxis are readily available for the short drive into the city centre.
Wander the cobblestone streets.
São Lourenço do Barrocal
In the same family for over 200 years, the estate has its heart at the monte, an ancient small farming village, which has been brought carefully back to life as a remarkable hotel of understated luxury, surrounded by ancient oaks, olive groves and vineyards. Here, the feeling of being at home is intimately connected with the sense of belonging to the vastness of the land. In Alentejo, farm and landscape soon become your home. 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 of 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
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. We can create an independent travel experience to fit your needs—and if you desire, 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