Portugal: 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, 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 Alentejo, the 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.

Travel + Leisure recently traveled to Alentejo with inGamba. You can read all about it here!

Included With Trip:

  • All lodging*
  • All food and beverages**
  • Pinarello Dogma F12 Disk with SRAM RED eTap AXS
  • Daily Bike Wash
  • One Giordana FRc custom inGamba 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 2. Setubal – Évora 131km

Biggest Climbing Day:

Day 2. Setubal – Évora 1,045m


Day by Day Breakdown


Costa Azul Test Ride

Bem-vindo a Portugal! Our trip begins just south Lisbon, 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 38km loop may be short, but has some good climbing along the coast, which boasts fantastic views out over the Atlantic, and we guarantee it will work out the cobwebs from the flight. This is also a test-ride with your Pinarello, so if something isn’t quite right, now is the time to speak to the mechanic.

Setubal – Évora

This route begins with a quick spin to catch a ferry ride to the coastal town of Tróia before taking us away from the Atlantic coast and into Alentejo. We’ll pass Comporta, one of Portugal’s chicest beach resorts and several charming towns such as Alcáçovas along the way. The 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 do 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.

Evora – Barrocal

This route begins in Évora, a small city that’s considered to be one of the most beautiful in Portugal and is protected as a UNESCO World Heritage site. Evidence can still be seen of its Megalithic and Roman past, and in particular the Roman Temple of Évora is a popular landmark. From there, we’ll continue eastwards to our new home at São Lourenço do Barrocal, in the heart of Alentejo. The roads will be rolling all day and usually they’re completely empty as we ride through the plains and the olive groves typical of this area.

Barrocal Loop

Riding around Barrocal is like stepping back in time, into a land of little villages and farms stretching out in every direction, criss-crossed by empty, undulating roads. This route begins by heading north as far as Venda, before turning toward Montoito and and then south to home, passing through Reguengos de Monsaraz, a historic town of a few thousand people that is actually the second-largest in the region. Aside from the occasional tractor, we can expect to have the road to ourselves all day.

Barrocal – Torre de Palma

Tonight you are in for a treat as we will be staying at the wine hotel, Torre de Palma, which was built in 1338. We’ll pass some picturesque towns like Borba and Vila Viçosa, the historic center of Monforte in the final kilometers, but other than that it will be mostly quiet, rural roads through the rolling countryside. The day’s longest climb only gains a couple of hundred meters, but don’t let that fool you into thinking that this ride will be flat because we’ll be going up and down all day, and by the finish you should have developed a healthy appetite for some fine Portuguese food and wine.

Cabeço do Mouro – Torre de Palma

After a transfer, this route begins with a short climb followed by a long descent, all in the gorgeous surroundings of the Serra de São Mamede Natural Park. We pass the medieval fortress of Castelo de Vide at the edge of the reserve and then, after 32km, we change direction and head south through the plains of Alentejo, passing through quiet villages and past crumbling ruins of Portugal’s rich past. The Castelo de Alter do Chão is particularly impressive.

Montemor – Casa Palmela

On our final day, we'll leave Montemor and head back to our beloved Pousada de Palmela, after a short transfer. The day will be spent riding on what we lovingly refer to as Portuguese rollers, passing through the villages of Lavre, Fazenda das Figueiras and Canha before the finish.




Pinarello Dogma F12 Disk


ZIPP Service Course SL




Speedplay (or your own)


Selle Italia


Zipp 302 Carbon Clinchers


Vittoria Corsa CX


Elite Custom Race


Elite Corsa Team


Garmin Edge 820