Self-Guided Portugal Luxury Bike Tour

7 Days

Embark on our Self-Guided Luxury Bike Tour in Portugal. Tranquil roads, exquisite cuisine, and fine wines in a serene region await you!

Welcome to Portugal!

You are about to fall in love with the gastronomic soul and most precious rural part of Portugal: the authentic Alentejo wine region. You will soon forget about the hustle and bustle of life surrounded by waving wheat fields, centenary olive trees, stripped cork trees, rolling hillsides, lime-green vines and medieval towns, to get used to a slower pace on quiet roads passing sleepy whitewashed villages with vibrant ceramics. Here, tradition and innovation go hand in hand as you discover modern dishes respecting centenary old cooking recipes made with local products such as asparagus, cod, wild pig or “porco preto” (Iberico Ham) whilst savouring a fruity red wine. All a person needs to be happy is right here, so what are you waiting for!

Would you like this Trip Guided? Please do not hesitate to contact us and our guides will make all the necessary to make your trip an amazing experience!


  • Dream away on quiet roads passing tranquil, sleepy whitewashed villages, Dolmens and Menhirs
  • Participate in a culinary cooking show on an ancient Roman farmland
  • Get dazzled by the Ducal Palace and the Marble Towns
  • Discover 2 of UNESCO's World Heritage Sites: Medieval Elvas and Renaissance Evora
  • Sleep in Monks' Convents and in a Queen's Castle
  • Eat exquisite traditional foods with modern gastronomic twists
  • Enjoy the delicious full-bodied red wines and soft and balanced white wines of the region

Day to day

Welcome to Portugal’s serene Alentejo wine region! Begin your journey on tranquil roads lined with pine and cork trees before returning to the eco-friendly Hotel Herdade da Cortesia. Spend your afternoon by the pool, relishing the stunning views, or take part in a boat tour or canoeing on Maranhoa lake. Stroll through the nearby town of Avis, with its charming medieval streets, to whet your appetite for a gourmet dinner at the hotel restaurant.

Distance: 44 km / 27 miles – Elevation: 518 m / 1.619 ft

Your Hotel: Herdade da Cortesia



This morning, explore historic Alter do Chao, home to a 14th-century castle. Climb the Torre del Homenaje for panoramic views of the village and olive fields. Next, cycle to Monforte, visiting ancient convents and castles along the way. You’ll stay at the 5-star Torre de Palma Wine Hotel, designed with Roman heritage in mind. Don’t miss the nearby ruins of the Basilii family villa. As evening falls, witness a stunning sunset from a 14th-century tower before indulging in a wine tasting event, followed by a gourmet culinary experience.

Distance: 55 km / 34 miles – Elevation: 550 m /1.804 ft

Your Hotel: Wine Hotel Torre de Palma


Breakfast, Lunch, Dinner

Today, you’ll traverse golden wheat fields and silver olive groves en route to Elvas, Portugal’s hidden gem. Marvel at this medieval city, famed for its 15th-century aqueduct and unique star-shaped fortifications built to fend off Spanish invasions. Enjoy a private tour led by a guide, highlighting Elvas’ UNESCO-recognized sites, including its seven fortresses. Keep an eye out for Roncas, traditional ceramic instruments, as you explore the town. Tonight, unwind in a converted convent-turned-hotel in the historic center. Savor a drink in the patio amidst palm trees and lit arches before choosing a restaurant for dinner.

Distance: 42 km / 26 miles – Elevation: 571 m / 1.873 ft

Your Hotel: Vila Galé Collection Elvas



After a restful night, you’ll bike through Portugal’s scenic Marble towns, past hills, quarries, and vineyards. First stop is Villa Viçosa, the “Princess of Alentejo,” a living museum with a stunning Ducal Palace. Enjoy a local lunch before heading to Estremoz, where you’ll catch sight of the Pousada Castelo as you enter the Marble Town via tranquil country roads. Spend the night in this 13th-century castle, surrounded by antiques and tapestries, for an unforgettable experience.

Distance: 52 km / 32 miles – Elevation: 621 m / 2-037 ft

Your Hotel: Pousada Castelo Estremoz


Say goodbye to Estremoz and head south through a scenic landscape of cork and pine trees, punctuated by historic landmarks on the Serra d’Ossa hills. Stop in medieval Redondo to visit a local potter before cruising along the Spanish border through quaint villages featuring iconic Alentejo architecture. Your day ends at a converted 200-year-old Aldea, now a luxurious hotel on a vast estate. Enjoy a variety of activities: spa treatments, horseback riding, swimming, or explore nearby Monsaraz and its stunning Alqueva lake views. Cap off the day with a gourmet dinner at the hotel, featuring locally sourced, organic ingredients transformed into modern takes on traditional dishes.

Distance: 57 km / 35 miles – Elevation: 558 m / 1.831 ft

Your Hotel: Sao Lourenço do Barrocal


Breakfast, Dinner

On the final day, explore Evora, a UNESCO World Heritage Site and Portugal’s Renaissance gem. A private guide will lead you through its historic streets, showcasing landmarks like the Roman Temple of Diana, Portugal’s largest cathedral, and the eerie 16th-century Bones Chapel. Shop for souvenirs in charming boutiques before ending the night with a gourmet dinner or traditional Alentejo meal. Retreat to your 16th-century palace hotel, capping off an unforgettable journey.

Distance: 58 km/ 36 miles – Elevation: 527 m /1.729 ft

Your Hotel: M’ar de Ar Aqueducto



After an amazing week full of unique experiences, unfortunately the last day has arrived and it is time to say see you soon!


What's Included

  • Welcome and Bike Tour Briefing
  • Emergency support by expert guides with an extensive experience and local knowledge
  • Restaurants and places to visit recommendation list and daily phone support
  • Bike Rental
  • Different route options based on your skill level and preferences
  • All luggage transfers
  • Route Guide
  • GPX files for GPS device use
  • Self Guide App to install in your phone
  • All accommodations in carefully chosen hotels
  • Daily breakfast
  • Wine Tasting on Day 2
  • Three Gastro Dinners
  • Private guided visits to Elvas and Evora
  • Cycling Mountains Exclusive Bike Tours Cycling Jersey

What's Not Included

  • Airfare and transportation to and from the start-finish locations
  • Additional hotel expenses
  • Dinners or lunches not included by Cycling Mountains Exclusive Bike Tours
  • Optional activities not scheduled by Cycling Mountains Exclusive Bike Tours
  • Guides Gratuities

Customize your Bike Tour

Can’t find the date you’re looking for? Simply share your preferred dates with us, and we’ll ensure a seamless and customized biking experience, perfectly aligned with your schedule.

Interested in tailoring your Bike Tour to your unique preferences? Trust in our expertise. We are committed to crafting your ideal cycling experience, paying close attention to every detail, from handpicked routes and accommodations to personalized dining experiences. Our experienced team of trip designers and travel specialists are ready to help you explore the region’s splendors in absolute style and comfort.

Call us at:

+34672216124 (WhatsApp available)


Send an email to:

Let’s turn your Dream Bike Tour into reality today!

Overall Company Rating:
- Based on 1 travel review
Very Good
  1. The Alentejo…just amazing
    By Markus & Anne 27/03/2024
    Just back from the Portugal, and it was absolutely unforgettable. Cycling through breathtaking landscapes, from vineyards to ancient cork forests, each day was a new experience. The accommodations were perfect, our guides made the experience even more special, sharing their love for Portugal with genuine warmth. The food and wines were a delightful reward. Can’t wait for my next trip with you!
    Date of Experience: April, 2023

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Personal Information

From 3,950 €
/ Person
  • First Class Assistance
  • Hand Picked Hotels
  • Amazing Rides
  • Culinary Delights
  • 1 & 2 (e-BIKE available)
  • 311 km / 193 miles
  • 52 km / 32 miles
  • 3.330 m / 10.925 ft
  • 550 m / 1.821 ft
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