6 days
Duration
2/5, 3/5
Activity Level
4-14
Group Size
Lisbon
Starting City

Tour Overview:
Embark on an extraordinary journey through the enchanting Alentejo region of Portugal known as “The Land of the Golden Plains”. Our Taste of the Alentejo Cycling Tour offers you a unique opportunity to immerse yourself in the rich culture, history, and natural beauty of this part of the country.

Highlights:

  • Cycle through the Alentejo, the most pristine region of Portugal, inhabited for millennia.
  • Historical & Cultural Immersion: Visit hilltop castle towns, Roman ruins, medieval churches, and megalithic monuments.
  • Stargazing: Experience the wonder of starry nights under some of Europe’s darkest skies.
  • Marble and Wine: Discover Vila Viçosa, renowned for its palace, marble and exceptional wines of the region.
  • Culinary Delights: Savor delectable Portuguese cuisine paired with local wine at every dinner.
  • Rest in comfort at Historic Hotels.
  • Flexible cycling routes with option to hop in a support vehicle at any time.

Experience the Alentejo Difference:

Our Taste of the Alentejo Cycling Tour is not just a journey; it’s an immersion into the very soul of Portugal. As you pedal through this picturesque region, you’ll be enchanted by the rolling hills adorned with cork forests, the charming castle towns that have witnessed centuries of history, and the warm hospitality of the locals who are eager to share their traditions with you.

This tour is an opportunity to embrace Portugal’s multifaceted heritage. From the remnants of the Roman Empire in Évora to the medieval fortresses of Monsaraz and Vila Viçosa, each day unfolds a new chapter in Portugal’s captivating story. The Alentejo is a region where the past coexists harmoniously with the present, where modernity meets tradition, and where the landscapes change from fertile plains to tranquil reservoirs and dramatic hilltop castle towns.

A Journey of Culinary Delights:

In addition to its historical and natural wonders, the Alentejo region is a paradise for food enthusiasts. The Alentejan cuisine is an art form, and you’ll have the opportunity to savor its finest creations. From succulent black pork to creamy sheep’s cheese, from the richness of cured sausages to the golden perfection of olive oil, every meal on this tour is a celebration of Portugal’s gastronomic heritage.

For our vegetarian and vegan travelers, we’ve curated a menu of soupy rice dishes, traditional bean salads, roasted potatoes, and a medley of fresh vegetables. These dishes reflect the authenticity of the Alentejan kitchen and provide a delightful culinary journey for every palate.

Join us on the Alentejo Cycling Tour and let the captivating landscapes, rich history, and delectable cuisine of Portugal’s Alentejo region capture your heart and imagination. This is more than a vacation; it’s an encounter with the essence of Portugal. Reserve your spot today, and get ready for the adventure of a lifetime!

Your Once-in-a-Lifetime Vacation:
At Terracotta Journeys, we draw upon our expertise to curate a truly unforgettable vacation for you. Our Alentejo Cycling Tour is a blend of history, adventure, and relaxation that promises to leave you with cherished memories and a deep appreciation for Portugal’s Alentejo region.

 

DEPARTURE/RETURN LOCATION: Hotel Lisboa Plaza, Lisbon
DEPARTURE TIME: Please arrive by 9:00 am for a welcome brief and departure at 9:45 am.
RETURN TIME: Approximately 4 pm.
WHAT TO WEAR: Comfortable cycling gear such as shorts and jersey, shoes with clips if desired.
INCLUDED:
Guide services
Transfers during the course of the trip
Lodging & meals as indicated on the daily itinerary
Wine with lunches and dinners
Entrance fees to historic sites, museums, parks, and other attractions
NOT INCLUDED:
Airfare or transportation to trip starting point
Guide gratuities
Travel insurance
SINGLE SUPPLEMENT: € 90 / night (2024/25)
Day 1

Alentejo cycling: from sleepy Arraiolos to majestic Evora, the former capital of Portugal

Set out on a captivating journey through the heart of Alentejo, Portugal, the “Land of Golden Plains.” This flexible cycling adventure offers the freedom to set your own pace while experiencing the region’s most enchanting highlights.

Highlights:

  • Admire Arraiolos – a quaint castle town with an embroidered carpet making tradition
  • Experience Evora – a whitewashed beauty, once the capital of Portugal
  • Visit key Evora attractions: the Roman temple, Evora Cathedral and the Chapel of Bones

Our guides will meet you in Lisbon, Portugal at 9am for a short brief and to get acquainted with the group. We begin our adventure with a transfer due south east from Lisbon to quaint Arraiolos, a sleepy castle town known for its traditional embroidered wool carpets found in many a palace and home in Portugal. After completing our bike fittings, we’ll cycle from the cobblestone streets to quiet paved roads. Our route takes us through rolling hills of golden plains and wildflowers, cork tree estates, generations-old olive groves and meadows dotted with sheep and cattle.  The elegant aqueduct comes into view as we arrive at Evora and pass through the city walls to enter this stunning whitewashed town with the hum of university life and a collection of impressive historical monuments.  After reenergizing over the flavors of Alentejo cuisine at a local restaurant, we visit the captivating Roman Temple, Evora Cathedral (the largest in all of Portugal!) and the intriguing Chapel of Bones. As the sun sets, we’ll enjoy a delightful dinner, walking distance from our historic hotel. 

Biking: 17 mi | 1hr30 | + 557 ft elevation gain.

Walking tour: 1hr30
Driving: 1hr45
Meals: Lunch / Dinner
Hotel: Evora 

Day 2

Evora to Monsaraz: Rock Roses, Colorful Pottery and Star-gazing.

Highlights:

  • Meander the pottery village of São Pedro de Corval
  • Discover the fortified hilltown of Monsaraz, inhabited by many peoples since before Roman times
  • Marvel at the stars in the darkest skies in Europe

Today we’ll hop in the van for a short transfer south of Evora, where your cycling adventure continues. Pedal through the gorgeous country scenery painted with same wildflowers that appear in the region’s colorful pottery. We’ll have a chance to learn more about the distinctive painted pottery, made from deep red local clay, in the village of São Pedro de Corval, where we also enjoy lunch.  After a rest, we will take the winding road up to the impressive fortified hilltop village of Monsaraz, “The Hill of Rock Roses”, once occupied by countless peoples from the Romans, to the Moors and to a medieval Jewish community as well. Tonight we’ll dine on local specialties such as Iberian pork before strolling the village to observe the stars in an impressively dark night sky.

Biking: 30 mi | 3.5hrs | 1148 ft elevation gain
Walking tour: 1hr
Driving: 1h30min
Meals: Breakfast / Lunch / Dinner
Hotel: Monsaraz

Day 3

Castles to Quarries: cycling along the Alqueva Reservoir to Vila Viçosa

Highlights:

  • Admire the Alqueva Reservoir – a source of sustenance for local agriculture and wildlife
  • Discover a prehistoric Megalithic menhir,  evidence of local Iron Age peoples
  • Explore the marble capital of Vila Viçosa: Ducal Palace, Castle and Marble Museum
  • Stroll along marble sidewalks

This morning we begin with a gorgeous descent from Monsaraz to Vila Viçosa. As you ride along the Alqueva reservoir, you’ll pass over rivers, through silvery olive groves and visit an impressive Iron age menhir.  As we glide into Vila Viçosa you’ll be amazed by the impressive Ducal Palace clad in blue gray marble, facing the massive marble square.  Due to its exceptionally high quality, the local marble is exported worldwide, including to Manhattan to build the new translucent Perelman arts center. Savor a leisurely lunch on your own in Vila Viçosa, at one of the various local options. In the afternoon, you can take a guided visit of the neighboring Ducal Palace or exploring the local sites on your own such as the Museum de Marmore (Marble Museum) or the castle.  Alternatively, take it easy and relax by the pool. The day concludes with a delightful dinner by the local square.

Biking: 52 mi| 4hrs30 | + 1,804 ft / 550 mt
Walking: on your own in Vila Viçosa
Driving: none
Meals: Breakfast / Dinner
Hotel: Vila Viçosa

Day 4

Live like a king: enjoy a gourmet winery lunch in market town of Estremoz and stay in a 13th c. castle

Highlights:

  • Enjoy a delicious winery lunch with pairings
  • Admire the magnificent views of the plains from the castle tower
  • Visit the castle of Estremoz gifted by King Dinis to his wife in the 13th c.

Today offers lighter cycling with more time to discover the vibrant wine-producing industry of Alentejo. You’ll enjoy lunch with wine pairings at an urban winery in Estremoz and have the chance to explore their unique art gallery featuring local artists.  You can ride in the van up to our exceptional lodgings in the town’s castle. If you need feel the need to climb just a little bit more, follow the stairs to the castle roof and enjoy breathtaking views of the surrounding landscape dotted with fields and olive orchards. Otherwise, enjoy exploring  our historic hotel or take a walk to see this famous market town and visit the Museu Berardo Estremoz, renowned for its tile collection.  Dinner is on your own tonight, with many delicious options available nearby.

Biking: 28 mi | 4hrs40 | + 3,313 ft elevation gain
Walking: 1 hr
Driving: none
Meals: Breakfast / Lunch
Hotel: Estremoz

Day 5

Cycle through time: from the fortified border town of Marvão to the hidden Jewish Quarter of Castelo de Vide

Highlights:

  • Enjoy view from the eagle’s nest hill town of Marvão, on the border with Spain
  • Wander the cobbled streets of Castelo de Vide to see Jewish museum and marble fountain
  • Mosteiro Flor da Rosa – experience the unusual silence of a fortified 14th c. monastery

We enjoy a scenic downhill ride from Marvão through forest and vineyards to the spa town of Castelo de Vide at the base of the Serra de São Mamede. Your guide will take you on foot to the clandestine Jewish quarter and synagogue museum to learn more about local Jewish history. We later cycle down to the plains to the elegant fortified gothic monastery built by the Knights Hospitaller in tiny Flor da Rosa. After a stop for a light lunch in Alagoa, we return to Estremoz for a farewell dinner at a special restaurant in town.

Biking: 65 mi| 5hrs | + 3,937 ft. elevation gain
Walking: 1 hr
Driving: 1 hr
Meals: Breakfast / Lunch / Dinner
Hotel: Estremoz

Day 6

Alentejo Finale: a morning of rest or visit to a Royal Stud Farm

Highlight:

  • Coudelaria De Alter – a Lusitano horse breeding and riding center

Today you can opt to enjoy a leisurely breakfast and read by the hotel pool, or join our guides for at 10am visit to a Royal horse breeding center founded in the 18th c., dedicated to raising purebred Lusitano horses. We all reunite for a final lunch with our friends, near the hotel, before we transfer to Lisbon or arrival by 4 pm. Any flights should be books from 6 pm onwards. Farewell! Adeus! Adios!

Walking tour: 1hr
Driving:
2hrs (optional) + 2 hrs
Meals:
Breakfast / Lunch

Although we do our very best to adhere to the schedule above, the itinerary is subject to change for numerous reasons beyond our control, including weather and terrain conditions.

What’s Included

  • Full use of high-quality, Trek 7.4 FX bicycles with GPS unit and front pouch
  • Bike maintenance as needed
  • Guilt-free van support with snacks and water
  • Highly experienced and enthusiastic bilingual guides / mechanics
  • Entries for specific monuments, events or points of interest
  • Gratuities for all accommodations and group meals
  • Baggage transfers and handling.
  • Wine with dinners
  • Lodging and meals as indicated below

Accommodations

Hotels, 5 nights in 4 hotels:

  • Évora: 1 night
  • Monsaraz: 1 night
  • Vila Viçosa: 1 nights
  • Extremoz: 2 nights

Meals

All breakfasts, 5 lunches and 4 dinners:

Day 1: Lunch and wine tasting / Dinner
Day 2: Breakfast / Lunch / Dinner
Day 3: Breakfast / Dinner
Day 4: Breakfast / Lunch
Day 5: Breakfast / Lunch / Dinner
Day 6: Breakfast / Lunch

Tour Dates – 2024

  • April 28-May 3
  • May 26 – 31 – guaranteed departure
  • Oct 27 – Nov 1

Tour Dates – 2025

3,399€/person 

Please contact us for 2025 dates. Ideal times to take this trip are in the spring and fall.

map b1 portugal and spain bike tour the frontier

Alentejo Cycling Tour Cycling group
Sunset Monsaraz Alentejo Cycling
Monsaraz Ceramics Fish
Alentejo Cycling Tour Monsaraz
Alentejo Cycling Tour Anta do Tapadao
Alentejo Cycling Tour Evora Cathedral Roof
Alentejo Cycling Tour Evora Cathedral
Atentejo Cycling Tour Marvao
Monsaraz Alentejo Cycling
Monsaraz Reservoir Alentejo Cycling
Vila Viçosa Alentejo Cycling
Alentejo Cycling Tour Monsaraz Ceramics
Alentejo Cycling Tour Soup
Pre-Historic Site Alentejo Cycling
Extremoz Altentejo Cycling
Extremoz White Wash Wall Alentejo Cycling
Flower Alentejo Cycling

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