Alentejo Bike Tour

Beyond Lisbon: Portugal's Cork Capital

6 days / 5 nights Level: 2Price From: $4,695Collection: Classic

Tour Highlights

  • Pedal on traffic-free roads through Portugal’s compelling countryside, sprawled with wildflower fields, gnarly cork trees, olive groves, and vineyards
  • Dine at our friend’s private country palace and renowned winery
  • Stay in Convento do Espinheiro, a gorgeously renovated 15th-century convent
  • Explore the Roman temples and Gothic cathedrals in Évora, a UNESCO World Heritage city
  • Accept a private invitation to a cooking class with a local chef


Smoked meats, porco preto, tangy sheep’s and cow’s milk cheese, gazpacho, bacalhau (dried salt cod), lamb and beef, and pasteis de nata (egg custard tarts)


Harmonious, full-bodied, and robust red wines; crisp, fruit-forward whites made from indigenous grapes

As featured in:
Print Itinerary
  • Day 1

    Welcome to Portugal’s Alentejo

    Your guides will greet you in Lisbon and drive east to the Spanish border. The Alentejo region is a stark contrast to the bustling metropolis of Lisbon, with its unhurried pace of life, rolling hills of gold and green, cork tree quintas, hundred-year-old olive groves, and flocks of sheep that roam the meadows. Have your first taste of Alentejano specialties at a light lunch in the town of Vila Viçosa before riding to the picturesque fortress of Juromenha. Cycle back to the hotel or hop in the van and head back to refresh at the hotel’s spa or pool. Tonight we dine at one of our favorite restaurants in nearby Estremoz.

    Meals: Lunch / Dinner
    Destinations: Lisbon, Vila Viçosa, Juromenha
    Accomplished: 14 miles / 22 km, elevation gain: 581 feet / 177 meters
    Longer Option: 27 miles / 43 km, elevation gain: 1,794 feet / 547 meters
    Accommodations: Torre de Palma Wine Hotel 

  • Day 2

    Marble Palaces and Saintly Queens

    A gourmet breakfast prepares us for an easy ride past marble quarries and olive trees, through the wine village of Borba, and on to Estremoz. A short climb takes us to the citadel and a marvelous marble castle that was built to survey the countryside. We ride back to Vila Viçosa after a light tapas-style lunch in Estremoz, with time back at the hotel to relax at the spa or have a poolside siesta. Tonight, we dine like royalty with our friend Isabel at her family winery and ancestral home, a mid-18th-century palace built by king John V and gifted to a lady of the court (with whom he was madly in love).

    Meals: Breakfast / Lunch / Dinner
    Destinations: Borba, Estremoz, Bencatel, Vila Viçosa
    Accomplished: 32 miles / 51 km, elevation gain: 1,653 feet / 504 meters
    Accommodations: Torre de Palma Wine Hotel 

  • Day 3

    Ceramics and Convents

    Today’s ride is one of the week’s most challenging as we pedal past rows of gnarly olive trees, pristine vineyards, and whitewashed farms. In the town of Redondo, visit an artisan potter at work in his studio before enjoying a picnic lunch of local ham, cheese, and fresh salads. We’ll continue our travels over rolling country plains towards a cold drink in Nossa Senhora de Machede. End the day with an optional ride all the way to Convento do Espinheiro, our luxurious hotel built around a 15th-century convent, or hitch a ride in the van. This evening, join the hotel’s tour of this incredible property with a wine tasting hosted in the cellar. Dinner follows at your discretion: your guides can happily suggest a few favorite restaurants in Évora, or you may prefer to stay at the hotel for a laid-back meal from the kitchen once used by the monks who inhabited the convent.

    Meals: Breakfast / Lunch
    Destinations: Alandroal, Redondo, Nossa Senhora de Machede, Évora
    Accomplished: 33 miles / 54 km, elevation gain: 1,463 feet / 446 meters
    Longer Option: 44 miles / 71 km, elevation gain: 2,007 feet / 612 meters
    Accommodations: Alentejo Marmòris Hotel + Spa

  • Day 4

    Évora and Country Cooking

    This morning, transfer from our hotel to a 16th-century convent, where we set out pedaling on tranquil country roads. We’ll pass sleepy villages, cattle pastures, and fragrant eucalyptus trees before a short but energetic climb. Pause for a mid-morning espresso in a village café, then spin to a 14th-century estate that has been rejuvenated at the hands of a Portuguese wine wunderkind. Tour the cork-walled winery, ending in the medieval cellar where a wine-paired lunch awaits us. Choose to finish the short ride back to Convento do Espinheiro or take a lift in the van. We’ll reconvene for an afternoon guided tour of the UNESCO World Heritage city of Évora: stroll through centuries-old streets and squares from the Roman Temple to the intriguing Chapel of Bones. Tonight, learn to make Alentejano dishes during a cooking class with a local chef and enjoy them with a hand-chosen selection of wines.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Valverde, São Brissos, São Sebastião, Évora
    Accomplished: 27 miles / 44 km, elevation gain: 1,578 feet / 481 meters
    Accommodations: Convento do Espinheiro

  • Day 5

    Portugal's Cork Trade

    Our first stop this morning is a local cork producer to learn about harvesting and processing this uniquely sustainable material and why it thrives here in particular. Afterwards, spin through pastures, vineyards, and oak groves, where the only sounds are the chirping of birds and the jangling bells of flocking sheep. We’ll arrive in Arraiolos, revered for its colorful, precious hand-stitched woolen floor tapestries. Enjoy a light lunch of local tapas while we contemplate the pretty town park, then shuttle back in the van or finish riding all the way to our hotel. Our farewell dinner will take place at the hotel’s Divinus restaurant, surrounded by colonnades and gothic arches.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Arraiolos, Évora
    Accomplished: 37 miles / 60 km, elevation gain: 1,820 feet / 555 meters
    Longer Option: 50 miles / 81 km, elevation gain: 2,142 feet / 653 meters
    Accommodations: Convento do Espinheiro

  • Day 6

    Adeus to the Alentejo

    Relax this morning over a well-deserved gourmet breakfast before our drive back to Lisbon, where your guides will take you to your hotel or the airport.

    Meals: Breakfast
    Destinations: Lisbon

DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.

Arrival Details

Airport City: Lisbon, Portugal Pick-Up Location: InterContinental Hotel Lisbon Pick-Up Time: 10:30 am
Departure Details

Airport City: Lisbon, Portugal Drop-Off Location: InterContinental Hotel Lisbon or Lisbon Airport Drop-Off Time: 11:00 am

Any scheduled tour can be made private. Your group, your dates. Go Private

2023Single Supplement From: $600

See our cancellation policy

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  • Thoughtfully selected accommodations that reveal the true character of the region
  • Luggage transfers


  • Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
  • 4 gourmet dinners at our favorite local restaurants and renowned culinary establishments
  • Carefully selected local wine, beer, or spirits with every meal


  • Wine tastings and activities as outlined in the tour itinerary
  • Entrance fees to historic sites, museums, parks, and all other exclusive events
  • Gratuities for baggage, porters, and hotel service


  • Top-of-the-line bicycle selection
  • Bike helmet
  • Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
  • GPS in most destinations


  • Expert bilingual guides with extensive local knowledge
  • Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
  • Pick-up and drop-off before and after your tour from predetermined meeting points
  • Daily bike maintenance to ensure optimal performance

See our FAQs page for answers to common questions.

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Synapse 2 RLE

Manufacturer: Cannondale

Type: Road

Quick 1 Disc

Manufacturer: Cannondale

Type: Hybrid

Quick Neo

Manufacturer: Cannondale

Type: E-Bike