Portugal Randonnée Alentejo


Much of the inGamba team of soigneurs and mechanics call Portugal home. This special randonnée is an opportunity to share their intimate knowledge and discover one of the world’s most charming and unique destinations. On this week-long, point-to-point odyssey you’ll get to know Portugal, city by city, from the sea to the mountains and from the mountains to the valleys, all from the vantage point of your saddle.

Starting in Lisbon, the oldest city in Western Europe, we’ll head south through the countryside toward the very special São Lourenço do Barrocal, which has been in Jose Uva’s family for over 200 years and is nestled in amongst the vast miles of oak trees, olive orchards and vineyards of the Alentejo, the country’s sparsely populated, agrarian southern region known as Portugal’s breadbasket. It’s famous for rich, uncomplicated cooking and for its salt cod, sheep’s cheese, black pork, olive oils, mushrooms – and its wine. The region makes almost half of Portugal’s total, and in some neat synergy, it’s also the largest producer of cork in the world.

Included With Trip:

  • All lodging*
  • All food and beverages**
  • Pinarello Dogma F10 bike rental with SRAM RED eTap 11-speed WiFLi components and daily bike wash
  • One Giordana FRc custom inGamba cycling kit and one additional Giordana FRc Inline cycling kit
  • Daily post-ride massage from a professional soigneur
  • Laundry service for cycling clothing

*Pre/post-trip lodging is not included

**Beverages ordered by guests beyond normal amounts and away from group activities will incur additional charges

Trip at a Glance

Start Location:


Finish Location:


Days Riding:


Group Size:

8 – 12

Total Distance:


Total Elevation:


Longest Day:

Day 3. Estremoz Loop. 64km

Biggest Climbing Day:

Day 3. Estremoz Loop. 450m


Day by Day Breakdown


Setúbal Test Ride

Bem-vindo a Portugal! Lisbon is beautiful, but too busy for cycling, so we’ll start our trip just south of the city, along the coast in Setúbal, where we'll be staying at the Pousada de Palmela, a remarkable hotel that offers 21st century luxury within the walls of a 15th century monastery. This 20km loop may be short, but has some good climbing in it and we guarantee it will work out the cobwebs from the flight. The other reason for this test ride is to make sure that you’re comfortable on your Pinarello. If something is not quite right, this is the time to have the mechanic make any adjustments. We’ll descend down toward the coast, and climb through the hills south of Palmela, which boast fantastic views out over the Atlantic.

Setúbal - Évora

Today we will take a short van ride to Alcaçer do Sal and the start of our ride. Our finish line is in Evora, a UNESCO World Heritage Site and one of Europe’s oldest towns, that is widely regarded as one of the most beautiful places in Portugal. We’ll be staying at the wonderful Convento da Espinheiro, a convent dating back to the 1500s. It has been lovingly converted into a luxury modern hotel. We guarantee that it will leave an impression.

Estremoz Loop

Today our course takes us near Estremoz, and is predominantly rolling terrain. This is the largest of Alentejo’s “marble towns”, and the town's castle was once the residence of King Dinis
and his wife Saint Elizabeth of Aragon. Legend has it that the king disapproved of her giving alms to the poor, so Isabel hid the bread in the folds of her skirt. And when her husband asked her to show him what she was carrying, the bread had miraculously turned into roses.

Évora Loop

Today we ride through the middle of Alentejo: Portugal’s ‘garden’. The majority of this region is rolling and covered in expansive cork plantations, wheat fields and vineyards. The Alentejo region offers unexpected surprises, from ancient dolmens and superbly sited castles to Roman ruins. Our ride today will be towards the southwest on roads that are ideally suited for riding in groups with long straight aways that are sometimes windy.

Évora - Barrocal

One of the characteristic things about Portugal you may have noticed by now are the distinctive villages we've been rolling through. Today we will leave Évora and continue our journey eastwards towards the Spanish border and the deepest heart of the Alentejo. Be prepared for some larger hills as the landscape becomes more rugged and the creeks have carved some deeper ravines and valleys. At the end of the day we will be welcomed into the new farmhouse turned resort, Barrocal.

Barrocal Loop

The ranch of Barrocal has been owned by the same family for eight generations. Well, not quite. In the 1950's during Portugal's brief foray into a dictatorial government the ranch was nationalized, But it was eventually reacquired by the family of José Uva and now has been renovated and modernized into a luxury hotel. Our ride today will explore some of the surrounding villages and agricultural centers towards the north.

Monsaraz Loop

Our ride today is a short one to the nearby castle of Monsaraz. From the walls of this imposing fortress you will be able to see for kilometers. You will understand why this bastion was of such significance in the defense of this region. After we depart from the castle we will enjoy once again the rolling hills of this beautiful region. After a shower and light lunch at Barrocal we will return to Lisbon to prepare for your flights home.



Pinarello Dogma F10


ZIPP Service Course SL


SRAM RED eTap 11-speed WiFLi


Speedplay Zero or your own


fi’zi:k Arione, Antares, Aliante, Donna, Vesta or your own


Zipp alloy 30


Vittoria Corsa CX


Elite Custom Race


Elite Corsa Team


Garmin Edge 820