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Bike Tour in Alentejo - Heritage and Wine Country

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Alentejo
/
Start location:
Lisbon
/
Price from:
1590€ per guest
Road bike tour in Alentejo, cycling by USA Today's 2014 best wine country of the world, visiting it's castles and heritage.
Duration
7 days, 6 nights
Altimetry
400 › 1000 m, daily average
Distance
45 › 80 km, daily average
Bike type
Road bike, Touring bike, E-bike
Level
Beginner, Intermediate, Experienced

Highlights:

This tour in a nutshell

Bike tour in Alentejo, perfect for road cycling, where you’ll get to discover the millennial history, culture and traditions of one of the world’s best wine countries, from north to south of the region.

Start riding by the castles and monasteries of Marvão, Crato, Estremoz, discovering the medieval heritage of Portugal, explore the marble region of the Alentejo and its renaissance palaces, the fortified villages atop of the Alqueva and enjoy a week long ride in these peaceful rolling hills while exploring local wine cellars, sleeping in convents and discovering the UNESCO world heritage sites of cities like Évora, Vila Viçosa and Monsaraz.

Discover the amazing history, culture and traditions this wine region has to offer.

Voted Best Wine Region of the world in 2014, Alentejo is a picturesque and charming place, where you’ll fall in love with:

  • the whitewashed villages,
  • medieval castles,
  • sunbathed plains
  • and the secular traditions and lifestyle.

Visit the UNESCO world heritage sites in Évora, the fortified village of Marvão, the former Palace of the Portuguese Kings and the rural lifestyle of the local homesteads; Ride the never-ending rolling hills and the hidden trails between the fields. The car-free roads and trails of the Alentejo provide a great atmosphere for bike tours and its topography makes it a great region for beginner and intermediate riders. You’ll have plenty of time to stop and check out the “Sobreiros” and visit the “Antas” along the way.

With its trademark gastronomy, wine and amazing accommodations, the Alentejo is a great destination to experience the best of Portugal, where luxury meets tradition.

You’ll get to sleep in Convents and dine in some of the country's best restaurants, harmonizing every meal with amazing wines; Admire the Alqueva Dark Sky Reserve, visit the Esporão Wine and Olive Oil “Herdade”, experience a boat ride in Europe’s biggest artificial lake and try an amazing array of experiences the Alentejo has to offer!

Hear from our guests

Portugal Bike Vacation

We just completed a 10 day bike trip to Portugal with Live Love Ride - Portugal Bike Tours. Simply fantastic and ...

Sherry, USA

Happy camper - well, cyclist actually

Excellent service from very nice people. No detail was missed and nothing was too much trouble. The tour was very well ...

Andy, UK

Gallery:

A closer look at the region
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
Bike Tour in Alentejo - Heritage and Wine Country
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Bike Tour in Alentejo - Heritage and Wine Country - copy
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Day to Day:

What you'll be experiencing everyday

Day 1: Arrival in Lisbon, Transfer to Marvão

Pick up from your hotel for a 2 hours transfer to Pousada do Marvão, in Alentejo. Check-in at this Pousada on the top of the hill and inside the village walls, overlooking the northern Alentejo plains. Set up of the bikes. Free afternoon to relax at the hotel or walk through the village’s narrow streets, visit the 9th century castle, cistern and admire the beautiful S. Mamede mountain range Hotel – Pousada de Marvão (upgrade to superior room in "premium" option)

Day 2: Bike tour in Alentejo - Marvão – Beirã  – Castelo Vide – Crato/Alter do Chão (55km, 550 meters of accumulated height)

Breakfast at the hotel. Start of the ride to Alter by the beautiful “Beirã” region, passing the medieval city and stronghold of Castelo de Vide, for a quick stop and coffee. Keep riding through this rural area, rich in olive groves and Cork Oak trees, going through Flôr da Rosa and then Alter do Chão, home of the Lusitano thoroughbred. Relax at the hotel in the afternoon. Hotel – Convento D'Alter or Pousada do Crato – 5 star small luxury hotel of the world (included in the "premium" option)

Day 3: Bike tour in Alentejo: Crato – Alter do Chão – Estremoz/Serra de Ossa (up to 75km, 1000 accumulated height)

Breakfast at the hotel. Start of the bike tour, from Crato to Alter do Chão, where we will ride the rolling hills of North Alentejo to the top of yet another medieval village: Estremoz, where our hotel, the Pousada de Estremoz (included in the premium option) is marvelously located overlooking the Alentejo plains, or the Convento de São Paulo, a unique historical house convent in the Ossa mountain range. Enjoy your afternoon visiting Estremoz or relaxing at this amazing charm hotel. Hotel – Convento de São Paulo or Pousada Castelo de Estremoz - Rainha Santa Isabel (included in the "premium" option)

Day 4: Bike tour in Alentejo: Estremoz – Redondo - Monsaraz (69km, 790 meters accumulated height)

Breakfast at the hotel. Start of our bike tour, from Estremoz to Redondo going through the Ossa mountain range, a steady climb will let you enjoy the views from the top. Ride through Redondo and this quaint countryside of farmed land and rolling hills all the way to Monsaraz, a fortified village atop the Alqueva Lake, with beautiful views over the Alentejo plains. Arrival at our hotel, the Horta da Moura, in Monsaraz, the first rural hotel in the Alentejo or Herdade São Lourenço do Barrocal, a Small Luxury Hotel of the world (included for “Premium option”), perfect for relaxing and visiting its renowned Wine cellars. Hotel – Estalagem de Monsaraz or Herdade São Lourenço do Barrocal (included in the "premium" option)

Day 5: Bike tour in Alentejo: Monsaraz - Montoito – Évora (61km, 580 meters accumulated height)

Breakfast at the hotel. Start of the ride towards Reguengos home of Herdade do Esporão, one of the iconic wine and olive oil producers in Alentejo. Once you leave Reguengos you'll ride some of the quietest roads of this region, through Montoito village and endless vineyards and farmland almost to the edge of the city of Évora. On arrival check in at the hotel M’Ar de Ar Aqueduto hotel, an amazing 5 star hotel by the Évora Aqueduct, or M'ar D'Ar Muralhas, a 4 star hotel placed inside Évora's fortified walls. Free afternoon to visit Évora before dinner at Luar de Janeiro, another opportunity to taste the majestically prepared local gastronomy. Hotel – M’ar de Ar Muralhas Hotel or M’ar de Ar Aqueduto Hotel  (“premium” option)

Day 6: Bike tour in Alentejo: Évora – Arraiolos – Évora (55km, 500m accumulated height)

Breakfast at the hotel. Start of today’s optional bike tour, a morning loop towards Arraiolos, an amazing white washed fortification on the outskirts of Évora, famous for its woolen carpets with intricate and traditional motifs. Ride by the central plains of Alentejo enjoying the views of the cork and olive trees, the bulls and cattle that roam free in the big properties of the region, here called Herdades. Lunch in Évora. Free afternoon for visiting and shopping in Évora and its amazing monuments Hotel – M’ar de Ar Muralhas Hotel or M’ar de Ar Aqueduto Hotel  (“premium” option)

Day 7: Bike tour in Alentejo: Évora – transfer to Lisbon

Breakfast at the hotel, followed by check-out and free time to enjoy Évora's city center before transfer to Lisbon (airport or hotel) or extended stay in Évora.

EXTENDED STAY IN LISBON/ÉVORA: ON DEMAND

Extend your stay in Lisbon or Évora for an extra day before or after this trip.

Map:

Where you'll be riding

Tour options:

Choose how you want to experience this tour

Included

Self-guided

Starts at any date; private tour, minimum of 2 guests

Guided

Starts at any date; private tour, minimum of 4 guests

Premium

Starts at any date; private tour, minimum of 4 guests
Group transfer in from Lisbon airport to start of the tour in Marvão and group transfer out from end of the tour in Évora to Lisbon airport
6 nights in charm 4 star hotels, in double/twin bedroom with breakfast included
Upgrade to 6 nights in charm 5 star hotels ( or superior rooms), in double/twin bedroom with breakfast included
Rental of a Road, Touring or MTB bike (Scott Addict 20 or Scott Aspect 930), helmet and spares;
Detailed briefing, bike fit and routebook provided before the tour by a local guide
Personal guide accompanying your group, providing restaurant reservations, booking of local experiences and all passenger transfers throughout the tour;
Support vehicle (SAG Wagon) throughout all the rides
Ride along guide
Luggage transfer between hotels
Sports nutrition, hydration, fruits  and snacks during our rides;
Garmin GPS with preloaded daily tracks
Access to the Live Love Ride app, that you can use to navigate and explore the best this tour has to offer
Personal accidents insurance during our tour
Remote contact to your dedicated tour guide, throughout your tour
Live Love Ride jersey
Live Love Ride full cycling kit ( jersey, bib short, cap)
Visit to wineries, museums and other select experiences during the tour
Selected aprés-vélo experiences, with post ride drinks and snacks

Prices:

Book the trip of a lifetime

Prices

Self-guided

Guided

Premium

Per guest
1590€ per guest
2340€ per guest
3790€ per guest
High season supplement (1st May to 31st October, holidays and feasts)
250€
250€
400€
Single room supplement (mandatory for solo riders)
500€
500€
700€
Premium hotel upgrade supplement
700€
700€

Add-ons

Half-Board - 6 dinners (drinks not included)
420€
(at your hotel)
420€
Full-Board - 5 lunches and 6 dinners handpicked restaurants (selected drinks and spirits included)
Not available
620€
Upgrade to E-bike
300€
300€
300€
Ride along guide (1 guide for every 6 persons)
2800€ (per guide per group)
2800€ (per guide per group)

Discounts

Join a Scheduled Group Tour from our Calendar
not available
Contact us
not available
Non cycling guests and children
not available
Contact us
Contact us

Tour options:

Choose how you want to experience this tour

Self-guided

Starts at any date; private tour, minimum of 2 guests
from 1590€ per person
click to see what's included

Guided

Starts at any date; private tour, minimum of 4 guests
from 2340€ per person
click to see what's included

Premium

Starts at any date; private tour, minimum of 4 guests
from 3790€ per person
click to see what's included

Group Tours:

Join this tour on a group with other riders, on the following dates

June 2025

08/06/25 - Bike Tour in Alentejo - Heritage and Wine Country

Book now >>

September 2025

14/09/25 - Bike Tour in Alentejo - Heritage and Wine Country

Book now >>
Start Planning
- Guaranteed departures -
- Minimum of two guests to run -

Request a Detailed Itinerary

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your every need, with every stitch of every day crafted
just the way you want it.
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Why Live Love Ride?

Contact us by e-mail, skype or telephone for more information.
GO PRIVATE OR CUSTOMIZE THIS RIDE
EXPERTLY GUIDED CYCLING HOLIDAYS
HIGH-END BIKES AND GEAR
MECHANICAL ASSISTANCE, TRANSFER & VEHICLE SUPPORT
RELAX AND VISIT AT YOUR OWN PACE
ADAPTED TO EVERY RIDER TYPE AND NEED
Private rides:

If you are looking for a different, exclusive experience, you can make this ride private for your group. Just choose any open trip date, get your group together and contact us to know the private trip listing.

Customized rides

If you represent a group and want to schedule a different date than the ones listed, we are available to customize this and other experiences to better suit your needs and availability. Please contact us for more information.
AT YOUR SERVICE

Our team is composed of portuguese tourist guides and bike riders, in love with our country and proud to present the best landscapes, gastronomy, history, culture and experiences to anyone who chooses to ride in Portugal.

For the last five years, our team has been involved in the making of over 200 bike-related events in Portugal, from Granfondos to casual mountain bike rides, throughout the country. We are seasoned travelers and riders, able to tap into our local knowledge to provide great experiences to our guests.

Our team is composed of dedicated guides and riders. We make sure our guests’ cycling holidays run smoothly and exceed their expectations.
We operate with high end bicycles, be it road or mountain bikes. All our bikes are in excellent condition, of the current year and regularly reviewed by our mechanics. Our road bike and mountain bike fleet is composed of carbon and aluminium frame bicycles of the top-notch brand Scott.

Road - Scott Addict or Scott Addict Disc

On the road, you will be riding a Addict - a lightweight and comfortable carbon bike, designed to help you on the climbs and keep your speed on flat sections. Our Addict bikes come equipped with a full Shimano Ultegra kit, for great performance.
Scott Addict


MTB Mountain bikes - Scott Aspect 910

On our mountain bike tours in Portugal, you'll be riding a Scott Aspect 910. These all-rounder, 29 inch wheel size bikes come equipped with front suspension with suspension lock, for better reaction and comfort. They are perfect for short or long distance rides and even for technical trails, and come equipped with Shimano components for the best cycling experience.
Scott Aspect or Spark 930


Touring - Scott Sub-Cross

For mixed terrain, we equip our Scott Sub-Cross fleet with touring tires, so that you’ll roll easily by the countryside backroads and macadam trails alike. These bikes are equiped with a front suspension remote lock-out and handle bar bags, making them the perfect option for touring enthusiasts
Scott Aspect or Spark 930


E-bikes -Scott E-Scale 930 or Scott E-Ride

Our E-bike fleet is composed of the Scott E-Scale 930 and Scott E-Ride bike models, equipped with 500W Bosch batteries, that will allow you to go great distances and with 250W Bosch motors, to assist you during the toughest climbs! These aluminum framed Scott bikes come equiped with front suspension with lockout.
Scott E-Scale 930
The models of the bikes for your tour might not be the ones here depicted, according to availability. All our bikes are perfectly maintained and are fitted to every rider on your first experience with us. If you have a special bicycle request, please feel free to contact us.

In our bike trips, you’ll also get to use our Garmin Edge 820 GPS device, so you can record and upload all your rides.
RIDE SUPPORT AVAILABLE AT ALL TIMES

In our cycling holidays, you’ll be accompanied by our always present staff and vehicles. They will provide for all the services you need for the best biking experience in Portugal.

At your service, you’ll have a fleet of premium equipped vehicles with several amenities for your comfort.

/Mechanical assistance during the bike tours;
/Luggage and bike transfer between hotels;
/Transfer to and from hotels/airports;
/Premium passenger transport and assistance during the rides, at your disposal;

Bike touring at it's best!
AFTER A GREAT DAY IN THE SADDLE, IT'S TIME TO RELAX.

We work with the best hotels and SPA's, to guarantee you full-access to great relaxing experiences and a good night's sleep after your bike tour.

/ Acess to the best SPAs;
/ Free time for sightseeing;
/ Experience adapted to your own pace and holiday style;

We strive to provide our guests with time to relax and immerse into the atmosphere, providing a balance between great activities and well deserved “me time” on your cycling holidays Portugal!
CYCLING HOLIDAYS FOR EVERY TYPE OF RIDER

While planning your cycling holidays, our staff may contact you to ask for further details to better design a bike tour more suited to you. However, all our tours are built to adapt to groups with different riding experience, having shorter and longer options. For "expert" riders, we provide additional cycling challenges. On the other hand we invite all our guests to simply hop into our premium equipped vans if they feel so or just enjoy a recovery day without using their bike.

RIDER TYPES:

1 BEGINNER

/ I ride my bike on a regular basis, for fitness, commuting or out with friends. I prefer rolling terrain but enjoy reaching my goals and enjoy an active lifestyle. I like to overcome some challenges on my bike, but mostly enjoy the landscapes and atmosphere during group rides.
You will get to ride at your own pace, in moderate distances and hop on our premium van if you so desire or, you can challenge yourself when you feel comfortable! You’ll get to ride in a peloton with like-minded people and always accompanied by our guides. If you want an extra "help" on your rides, you can also request an e-bike.

2 INTERMEDIATE

/ Riding is a great part of my life, and I ride my bike regularly with my friends. I am comfortable with rides of 2 to 3 hours, or even more at a relatively strong pace. I like to be challenged and to surpass obstacles or just ride smoothly in a peloton.
You will get to feel different riding experiences, from tougher climbs to rolling along in great company. You’ll have time to enjoy the great landscapes, gain speed in the descents and also push yourself and climb those tough hills. You’ll enjoy the variety of terrain, riding in a peloton and pushing a little harder just before the stop at the café.

3 EXPERT

/ I ride my bike an average of 100 kilometres or more per week and enjoy a fast paced ride for an extended period of time. I love to train, improve and be challenged by other riders. I enjoy all riding experiences, from big climbs to long, technical descents, especially the ones that allow me to push my limits and make long lasting memories.
You’ll get to ride in a peloton along with your peers but also challenge them on the long climbs. Lead the pack and take on the special extra-challenges we have in store for you – try to keep up with our guides as you go for the extra mile just before your well deserved rest and massage at the hotel!

Cycling holidays Portugal for all.

GO PRIVATE OR CUSTOMIZE THIS RIDE

Private rides:

If you are looking for a different, exclusive experience, you can make this ride private for your group. Just choose any open trip date, get your group together and contact us to know the private trip listing.

Customized rides

If you represent a group and want to schedule a different date than the ones listed, we are available to customize this and other experiences to better suit your needs and availability. Please contact us for more information.

EXPERTLY GUIDED CYCLING HOLIDAYS

AT YOUR SERVICE

Our team is composed of portuguese tourist guides and bike riders, in love with our country and proud to present the best landscapes, gastronomy, history, culture and experiences to anyone who chooses to ride in Portugal.

For the last five years, our team has been involved in the making of over 200 bike-related events in Portugal, from Granfondos to casual mountain bike rides, throughout the country. We are seasoned travelers and riders, able to tap into our local knowledge to provide great experiences to our guests.

Our team is composed of dedicated guides and riders. We make sure our guests’ cycling holidays run smoothly and exceed their expectations.

HIGH-END BIKES AND GEAR

We operate with high end bicycles, be it road or mountain bikes. All our bikes are in excellent condition, of the current year and regularly reviewed by our mechanics. Our road bike and mountain bike fleet is composed of carbon and aluminium frame bicycles of the top-notch brand Scott.

Road - Scott Addict or Scott Addict Disc

On the road, you will be riding a Addict - a lightweight and comfortable carbon bike, designed to help you on the climbs and keep. Our Addict bikes come equipped with a full Shimano Ultegra kit, for great performance.
Scott Addict


MTB Mountain bikes - Scott Aspect 910

On our mountain bike tours in Portugal, you'll be riding a Scott Aspect 910. These all-rounder, 29 inch wheel size bikes come equipped with front suspension with suspension lock, for better reaction and comfort. They are perfect for short or long distance rides and even for technical trails, and come equipped with Shimano components for the best cycling experience.
Scott Aspect or Spark 930


Touring - Scott Sub-Cross

For mixed terrain, we equip our Scott Sub-Cross fleet with touring tires, so that you’ll roll easily by the countryside backroads and macadam trails alike. These bikes are equiped with a front suspension remote lock-out and handle bar bags, making them the perfect option for touring enthusiasts
Scott E-Scale 930


E-bikes -Scott E-Scale 930 or Scott E-Ride

Our E-bike fleet is composed of the Scott E-Scale 930 and Scott E-Ride bike models, equipped with 500W Bosch batteries, that will allow you to go great distances and with 250W Bosch motors, to assist you during the toughest climbs! These aluminum framed Scott bikes come equiped with front suspension with lockout.
Scott E-Scale 930
The models of the bikes for your tour might not be the ones here depicted, according to availability. All our bikes are perfectly maintained and are fitted to every rider on your first experience with us. If you have a special bicycle request, please feel free to contact us.

In our bike trips, you’ll also get to use our Garmin Edge 820 GPS device, so you can record and upload all your rides.

MECHANICAL ASSISTANCE, TRANSFER & VEHICLE SUPPORT

RIDE SUPPORT AVAILABLE AT ALL TIMES

In our cycling holidays, you’ll be accompanied by our always present staff and vehicles. They will provide for all the services you need for the best biking experience in Portugal.

At your service, you’ll have a fleet of premium equipped vehicles with several amenities for your comfort.

/Mechanical assistance during the bike tours;
/Luggage and bike transfer between hotels;
/Transfer to and from hotels/airports;
/Premium passenger transport and assistance during the rides, at your disposal;

Bike touring at it's best!

RELAX AND VISIT AT YOUR OWN PACE

After a great day outdoors, it's time to relax

We work with the best hotels and SPA's, to guarantee you full-access to great relaxing experiences and a good night's sleep after your hiking is done.

/ Access to the best SPAs;

/ Free time for sightseeing;

/ Experience adapted to your own pace and holiday style;

We strive to provide our guests with time to relax and immerse into the atmosphere, providing a balance between great activities and well deserved “me time” on your walking holidays Portugal!

ADAPTED TO EVERY RIDER TYPE AND NEED

CYCLING HOLIDAYS FOR EVERY TYPE OF RIDER

While planning your cycling holidays, our staff may contact you to ask for further details to better design a bike tour more suited to you. However, all our tours are built to adapt to groups with different riding experience, having shorter and longer options. For "expert" riders, we provide additional cycling challenges. On the other hand we invite all our guests to simply hop into our premium equipped vans if they feel so or just enjoy a recovery day without using their bike.

RIDER TYPES:

1 BEGINNER

/ I ride my bike on a regular basis, for fitness, commuting or out with friends. I prefer rolling terrain but enjoy reaching my goals and enjoy an active lifestyle. I like to overcome some challenges on my bike, but mostly enjoy the landscapes and atmosphere during group rides.
You will get to ride at your own pace, in moderate distances and hop on our premium van if you so desire or, you can challenge yourself when you feel comfortable! You’ll get to ride in a peloton with like-minded people and always accompanied by our guides. If you want an extra "help" on your rides, you can also request an e-bike.

2 INTERMEDIATE

/ Riding is a great part of my life, and I ride my bike regularly with my friends. I am comfortable with rides of 2 to 3 hours, or even more at a relatively strong pace. I like to be challenged and to surpass obstacles or just ride smoothly in a peloton.
You will get to feel different riding experiences, from tougher climbs to rolling along in great company. You’ll have time to enjoy the great landscapes, gain speed in the descents and also push yourself and climb those tough hills. You’ll enjoy the variety of terrain, riding in a peloton and pushing a little harder just before the stop at the café.

3 EXPERT

/ I ride my bike an average of 100 kilometres or more per week and enjoy a fast paced ride for an extended period of time. I love to train, improve and be challenged by other riders. I enjoy all riding experiences, from big climbs to long, technical descents, especially the ones that allow me to push my limits and make long lasting memories.
You’ll get to ride in a peloton along with your peers but also challenge them on the long climbs. Lead the pack and take on the special extra-challenges we have in store for you – try to keep up with our guides as you go for the extra mile just before your well deserved rest and massage at the hotel!

Cycling holidays Portugal for all.
Book with confidence - Check our cancellation policy.

European Offices

Live Love Ride
Avenida Infante D. Henrique, 311
1950-421
Lisbon - Portugal

Monday to Friday
09AM to 06PM
Telephone: 00351 217 590 365 (Call to the Portuguese national fixed network)
Email: ridewithus @ liveloveride.pt 

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