STARTING AT
$3999
per person
Portugal's Best-Kept Secret: The Alentejo Region
Escape the crowds and discover authentic Portugal on our exclusive 7-day cycling adventure through the enchanting Alentejo region. This luxury bike tour combines world-class wines, medieval villages, gourmet cuisine, and stunning landscapes that few travelers ever experience.
This is the perfect tour for cyclists who are also wine enthusiasts, culture seekers, active travelers, and anyone wanting an authentic Portuguese experience away from the tourist masses.
DAY 1
Day One: Arrival in Lisbon
MORNING The journey begins upon arrival to the Lisbon (LIS) Airport. Flights from the US will arrive in the morning and a professional driver will provide transportation to the Lisbon city center.
AFTERNOON Guests can explore the city of Lisbon on their own or take a Tuk Tuk Tour to discover the history of Lisbon. Private guides will share fascinating insights about Portugal's captivating capital and its tumultuous history, setting the stage for the adventures ahead. Afterwards, private transportation will take the group to Évora, the gateway to the Alentejo and the start of our journey.
EVENING After checking in to the Noble House Hotel, join the group for an authentic Portuguese dinner.
MEALS Brunch/Dinner
ACTIVITIES Lisbon Tour
ACCOMMODATIONS Noble House Hotel
DAY 2
Day Two: Évora to Arraiolos
MORNING Begin the day with breakfast at the hotel. Afterwards, our cycling guides will deliver your bike and make sure that it is correctly adjusted and that everyone is ready for the day’s journey.
AFTERNOON Riders will journey along the Ecopista do Ramal de Mora, a converted railway line that winds through the Alentejo. The route offers an intimate view of Portugal's countryside that you won’t see from a car, with ancient olive groves and rolling fields.
Halfway through the ride, the group will stop at Fitapreta Winery, where a centuries old manor house has been converted into a modern winery. Here, riders will be treated to a private tour of the estate, farm-to-table lunch prepared by the estate's chef, and a wine tasting.
EVENING Shortly after we wrap up at the estate, we will arrive in Arraiolos. The group will be staying at the Pousada Convento Arraiolos, a restored 16th-century convent. Arraiolos is renowned for its unique rugs dating back to the 12th Century. A private rug-making workshop led by a master embroiderer from Arraiolos will be available to take. Each rider will be able to weave their own creation.
MEALS Breakfast/Lunch/Dinner
ACTIVITIES Bike Ride, Estate Tour, Wine Tasting, Rug Weaving Option
ACCOMMODATIONS Pousada Convento Arraiolos
DAY 3
Day Three: Arraiolos to Estremoz
MORNING After breakfast at the hotel, our guides will escort the group to the Mainova Winery in Vimieiro, a centuries-old winery. The biking for the day will end here.
AFTERNOON A multi-course picnic will be served at the vineyard featuring premium Mainova wines, regional artisanal cheeses and charcuterie, house-made breads and pastries, and seasonal dishes of the region. Following lunch, guests can choose to:
- Embark on an exclusive tour of Mainova's state-of-the-art winery.
- Mount one of the estate's pure-bred Lusitano horses for a guided, one-hour ride through vineyards and olive groves.
EVENING A private vehicle will transport riders and their bikes to the medieval walled city of Estremoz. Once inside, the meal for the evening unfolds at the remarkable. Riders can dine on the terrace for views of Estremoz's marble-white buildings and castle. Tonight, riders will stay at Pousada Castelo Estremoz, a 13th-century castle overlooking the city and the surrounding lands.
MEALS Breakfast/Lunch/Dinner
ACTIVITIES Bike Ride, Wine Tasting, optional Horse Riding, Castles!
ACCOMMODATIONS Pousada Castelo Estremoz
DAY 4
Day Four: Estremoz to Serra d’Ossa
MORNING After breakfast at the hotel, cycle through the heart of Portugal's cork country. Today's shorter route winds through ancient cork forests and into the majestic Serra d'Ossa mountains before arriving at the Hotel Convento São Paulo, a masterfully converted 12th-century monastery with over 750 hectares of grounds to explore.
AFTERNOON Choose your own adventure! Choose to spend an afternoon of leisure or adventure.
- Refresh in the monastery's outdoor pool.
- Explore the property's extensive walking trails through the Serra d'Ossa.
- Challenge friends to a game of padel on the private court.
- Discover the monastery's extensive collection of original azulejos (Portuguese tiles) in their centuries-old chapel.
- Embark on an exclusive cork forest expedition. This two-hour private jeep excursion through the ancient cork groves will have a local guide explain about sustainable cork harvesting.
EVENING dine at the restaurant inside the monastery and be treated to some of the best food in the Alentejo.
MEALS Breakfast/Lunch/Dinner
ACTIVITIES Bike Ride, Adventure of Your Choice,
ACCOMMODATIONS Hotel Convento São Paulo
DAY 5
Day Five: Serra d’Ossa to Monsaraz
MORNING After breakfast, we will descend the Serra d’Ossa mountains and ride through ancient cork forests and vineyards before arriving to Monsaraz, a walled castle town atop a hill.
AFTERNOON Settle into your elegant accommodations at Horta da Coutada at the base of the hill where we will be staying for 2 nights. From here, we will be transported to the top of Monsaraz to explore the perfectly preserved medieval walled village and castle on foot.
The afternoon continues at Ervideira Winery’s exclusive terrace, where wine and lunch will be served.
EVENING Dining on a terrace with a panoramic view of the surrounding region and Lake Alqueva.
MEALS Breakfast/Lunch/Dinner
ACTIVITIES Bike Ride, Exploring, Wine
ACCOMMODATIONS Horta da Coutada
DAY 6
Day Six: Monsaraz to Reguengos de Monsaraz Loop Ride
MORNING Once again, the choice is yours! Completing a scenic loop ride to the town of Reguengos de Monsaraz by bike or spend the morning sailing on Lake Alqueva.
AFTERNOON Next, we will journey to Sao Pedro do Corval, Portugal’s famed capital of ceramics. There, we will explore shops selling artisan creations and participate in a private pottery workshop.
If you don't want to ride, you can join an expert naturalist guide sailing on Western Europe’s largest artificial lake, where they will learn more about the unique flora and fauna of the region.
EVENING Dinner will be served inside a converted olive mill.
After dinner, the group will be transported to the Lake Alqueva Observatory inside a Dark Sky Reserve for a guided tour of the magnificent night sky of Monsaraz. The observatory uses high resolution telescopes and riders will be able to see deep sky objects like planets, planetary clusters, nebulae, galaxies and much more.
MEALS Breakfast/Lunch/Dinner
ACTIVITIES Bike Ride, Adventure!
ACCOMMODATIONS Horta da Coutada
DAY 7
Day Seven: Monsaraz to Évora
MORNING On the final cycling day, we take the Ecopista de Reguengos, a newly converted rail-trail that winds through the Alentejo's pastoral landscapes to return to Évora.
AFTERNOON A quick picnic is served for lunch, featuring the traditional delicacies of the Alentejo.
After checking into the Nobel House Hotel in Évora, enjoy a city walking tour with stops at the Chapel of Bones, the Évora Cathedral, and the ancient Roman Temple.
EVENING For dinner, we are treated to a farewell Portuguese meal before returning to the hotel for the final night in the Alentejo.
MEALS Breakfast/Lunch/Dinner
ACTIVITIES Bike Ride, Authentic Eats
ACCOMMODATIONS Nobel House Hotel in Évora
DAY 8
Day Eight: Evora to Lisbon
MORNING After breakfast, private transportation takes you from the Noble House Hotel and back to Lisbon. You have the option to be dropped off at the airport or at other accommodations in the city if you choose to continue their trip in Portugal.
MEALS Breakfast
DATES & PRICING
Coming October 2026
8 DAYS / 7 NIGHTS starting at $3999 per person Coming Soon!
What's Included?
- 7 nights 4-star accommodations
- 7 breakfasts
- 1 Brunch
- 6 lunches
- 6 Dinners
- Snacks for rest stops on the way
- Bikes & Accessories (Hybrid bikes. Ebikes available. Equipment includes helmet, lock, lights, & smartphone holder)
- Activities along the way that include:
- Guided city tour(s)
- Fully-guided cycling tours
- Wine and cheese tastings, winery tours, picnics, chef-catered lunches
- Horseback riding, cork trekking tour
- Arts and crafts class
- Luggage transfer from hotel to hotel
- Ground Transportation
- Support Van & Roadside Assistance
- Travel documents with maps, navigation app
- City taxes
Not Included
- flights
- alcohol
- gratuity
Noble House Hotel
The Noble House Évora
Combining history and Alentejo tradition with a modern concept, the recently and fully refurbished Noble House Essence Évora - by Unlock Hotels offers a central location in Évora old town, 2 minutes’ walking from the Roman Temple and Évora Cathedral.
Noble House Essence Évora evokes its memories through the Roman wall, the tiles and the vaulted ceilings. All rooms include a flat-screen TV, mini-bar and a safe, and some rooms offer views of Alentejo plains.
Enjoy a breakfast each morning made of regional products and served in the vaulted breakfast room or in the terrace. The bar has kept original features such as the chimney and serves cocktails and regional wines.
The Bones Chapel and Giraldo Square are around 1640 feet from Noble House Essence Évora - by Unlock Hotels. Surrounding white-washed villages, like Évoramonte, are located a few minutes’ drive.
Pousada Convento Arraiolos
Pousada Convento Arraiolos
Pousada Convento de Arraiolos offers a one-of-a-kind stay in a restored 16th-century convent.
Situated in a peaceful valley near Arraiolos – a pretty hilltop town 120 kilometres east of Lisbon, famous worldwide for its handmade carpets – the Pousada de Arraiolos is housed in a spacious, beautifully converted 16th-century convent where ancient and modern blend beautifully. Bedrooms are decorated in a contemporary style and some overlook the lawns and the large swimming pool. Surrounded by green hills, olive trees and grazing sheep, the Pousada provides its guests with an overall feeling of calm and infinite space. Guests can stroll at leisure in the large cloisters, or relax on the magnificent patio between the original Renaissance building and the stylish new wing.
Pousada Castelo Estremoz
Pousada Castelo de Estremoz
Located in a castle originally built for Queen Santa Isabel in the 13th century, this luxury hotel offers panoramic views of Estremoz and the vast Alentejo plain from the palace gardens and outdoor pool. The rooms at Pousada Castelo de Estremoz feature a classic décor, several still maintaining characteristics of the 18th century. All rooms have a minibar, cable TV, and a private bathroom with a hairdryer. Guests can enjoy a game of snooker in Pousada Castelo de Estremoz’s games room. Nearby activities include fishing, guided country walks, and bicycle tours. The restaurant serves gourmet cuisine that combines traditional Portuguese cooking with contemporary elements. Guests can enjoy a glass of regional wine in the castle’s grand dining hall.
Hotel Convento São Paulo
Hotel Convento São Paulo
The Convento de São Paulo is a true work of art, perfectly preserved, where a collection of tiles worthy of a museum gallery is spread. The ancient cells of the monks, their corridors and fountains transport us to the 12th century in a perfect and unforgettable way, alongside their gardens and two swimming pool.
The convent was abandoned in the early 19th century, when Portugal’s ruling royals dissolved religious orders. A private family eventually restored the Convento de São Paulo, which is home to the largest private collection of tiles in the country. Now the extensive property is both a hotel and museum of sorts, with cloisters, grounds and woodland to explore, adding to the fun of your stay.
Horta da Coutada
Horta da Coutada
Surrounded by beautiful countryside, the Horta Da Coutada is a small guest house offering rustic accommodations in the pretty village of Telheiro.
All rooms have been decorated to reflect the regional styles with many local furnishings and artifacts. Guests at the Horta Da Coutada can relax by the outdoor swimming pool or explore the pretty gardens. There is an organic kitchen garden and fruit orchards, where guests can sample the homegrown fruits of the season including figs, pomegranates and oranges.
The owners will gladly provide fruits or juices from the gardens. At one end of the courtyard is the Sala do Jardim – the garden room. This is the perfect place to enjoy your continental breakfast or enjoy a fine wine while admiring the pretty views.
Horta Da Coutada is ideally placed to explore this beautiful region. There are many hiking trails in the area or you can explore the countryside by bicycle. The Xerez Cromlechs Megalith Museum, the Monsaraz Castle, the Hermitage of Sta. Catarina and the Hermitage of São Bento are within easy reach. There are also 3 vineyards in the area, perfect for a spot of wine tasting.
While cycling we will split up into 2 - 3 groups depending on the group size and rider speeds. There will be a leader of your group and a sweeper for the entire ride as well as SAG. Please stay with your group and do not deviate from the group's route. We will email you a link to routes on Ride with GPS closer to the trip dates.
There will be vans on the route providing SAG services. They will hopscotch the group and set up rest stops as well. If you have a medical or mechanical issue they can pick you up and transport you to your destination.
FAQs
To see what's included, click here.
Yes, everyone is welcome to register and participate in the activities outside of riding bikes. We will have transportation for anyone registered who isn't cycling.
Change of Plans? Please see our Refund Policy. After the listed date, No refunds will be given, no exceptions. You can purchase third-party insurance on your trip in the event of an emergency.
We don't speak Portuguese either! We have local guides and knowledgeable people who are bi-lingual. An English-speaking native is always close by. Also, the google translate app is great for text and translating. You don't need to know any French to join and will be just fine only knowing English.
- A good attitude and appetite for adventure!
- Passport
- Helmet
- Water Bottle
- Active Clothing for Cycling, Hiking, Sightseeing, ect.
- Temperatures are warm but mild this time of year. Keep an eye on the forecast!
- Backpack to carry the items you want to keep with you
- A phone with an international option or eSim - Check your plan
- Euros or USD, most places accept Euros or credit card.
We stay in hotels, the cost of which is included in the price of registration. See the list of hotels here.
The best thing about BRAG is the community of riders. Many come alone and leave with riding buddies for life. You will never ride alone on BRAG. The group is small and participates in all activities together so you will get to know everyone by the time you leave.
Absolutely! The miles are flat and few. Plus, you can also hop in the Van if you need to.
Drop us a line on our contact form or ask the BRAG community on Facebook, or shoot us a line at news@brag.org
We highly recommend using the provided bikes. Flying with a bike is a hassle and you want to be hassle free! If you do fly with your bike, you must be able to assemble and disassemble your bike yourself.