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Portugal Self-Guided Bike Tour

A journey through Alentejo region, where time stands still

Welcome to the Alentejo region of Portugal, which features gentle hills and unspoiled green and gold landscapes. During your Portugal self-guided bike tour, you will visit and stay in a historic castle and a former monastery, once inhabited by clergy, kings, and queens, and now converted into exquisite lodging. Trek Travel’s self-guided trip of Portugal offers you the opportunity to soak in the traditional small village vibe and enjoy your own pace of riding and sightseeing. Enjoy earthy wines and tasty regional delicacies like aged cheeses and ham produced from the black-footed pigs that devour the acorns falling from the region’s oak trees. Explore Roman heritage preserved in ancient towns like Évora, a UNESCO World Heritage site, where city walls and ruins of Roman baths still remain and live right in the middle of contemporary life. Pedal at your leisure through the breathtaking wilderness offered by the Serra de São Mamede Natural Park and feel the peace and relaxation in your soul as you are in a seamless bond with nature. And the best part, every moment will be on your own timeline with our curated itinerary in your back pocket.Learn more about Self-Guided trips and if they're right for you »
From:
$2599 Per Person
Duration:
6 Days & 5 Nights
Rider Type: ?
3 - Active Non-riders Welcome
Hotel Style: ?
Explorer
From $2599 per person View All Details
Trip Wows
Stay in two historical properties once inhabited by monks and queens and now converted into luxury hotels
Visit the UNESCO World Heritage site of Évora and learn about its unique history with a local guide
Explore the walled village of Marvão set on a great granite escarpment with sweeping views across the vast plains of the Alentejo
Discover the great biodiversity of São Mamede Natural Park as you ride through its amazing landscape
Indulge in the flavors of traditional Alentejo cuisine, together with the region’s fine red wines
A very well-conceived trip with fun routes, excellent food, and interesting side tours. We felt Trek was fully behind us whilst enjoying the freedom of self-guidance. And the Trek bikes inspired confidence!
-John, Trek Travel Guest

Dates & Prices

Early Booking Savings Ends October 7th

Book today for the best savings of the year and the widest availability of dates. Not sure where or when you want to travel?
We don’t charge a fee for changing dates or destinations up to 90 days prior to your trip start.
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Available in 2020 and 2021. Our trip on your schedule. Simply choose your own travel dates and we will handle the rest. Price may vary based on hotel availability and dates requested. Contact our Trip Consultants today at 866-464-8735 to get started.
Don't see your ideal travel date? 
Call us at (866) 464-8735 for custom date availability
Looking for a one of a kind, once in a lifetime experience?
Look no further. Choose your trip date, get your group together and we will do the rest. Private trip pricing is as follows:
2020 Departure Dates:
  • 6+ Guests    Price as advertised*
  • 4-5 Guests +$500 per person to trip price*
  • 2-3 Guests +$2,500 per person to trip price*
  • 1 Guest        Call us for pricing*


2021 Departure Dates:
  • 10+ Guests Price as advertised*
  • 8-9 Guests +$500 per person to trip price*
  • 6-7 Guests +$1,000 per person to trip price*
  • 4-5 Guests +$1,500 per person to trip price*
  • 2-3 Guests +$3,000 per person to trip price*
  • 1 Guest        Call us for pricing*
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Private pricing is not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Looking for a date that you don’t see?
Look no further. Simply tell us your preferred travel dates and we’ll work together to deliver the same great trip on your custom schedule.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom dates are not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Want to customize this trip?
We've got you covered. We’ll work with you to build your perfect vacation from scratch, including your choice of riding, accommodations and dining options. With the help of our trip designers and travel experts, the world is available like never before.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom trips are not available on Ride Camp, Race, Special Edition or Cross Country style trips.

Welcome to the Alentejo Region! After a 2-hour shuttle ride from Lisbon you'll arrive at your luxurious historic retreat in the beautiful fortified town of Estremoz, set at 500 meters above the surrounding landscape. Settle in and make yourself at home before enjoying lunch with your Trek Travel guide and get a brief orientation of the week ahead. Following lunch your guide will give you a personalized bike fitting to ensure the best comfort on your bike for the week. Then, it's off on your first adventure through a landscape characterized by never-ending planted fields, vineyards and olive groves set in a symmetric and harmonious way. Pedal through Borba, a small town of beautiful white houses, renowned for its excellent wines and olive oil. Continue your ride to Estremoz, following the labyrinth of winding streets of the 'cidade velha' (old city). At the summit you will enjoy the unrivaled views of the monumental Alentejo plain from the Castle, which will be your home for the next three days. Take a bit of time for a drink poolside watching the sunset before deciding your plan for dinner tonight: armed with a list of recommended restaurants in Estremoz, choose a restaurant of your leisure or simply enjoy dinner at the hotel’s delicious restaurant.

Today's Ride:

Estremoz to Arcos to Borba Loop
Approximately 27 miles with 1,610 feet of climbing

Hotel:

Pousada Castelo de Estremoz

Included Meals:

Lunch

This morning savor your first exquisite breakfast at the Castle before transferring by private shuttle to Évora, the capital city of the Alentejo and a UNESCO World Heritage Site. Enjoy a private walking tour of Évora with our local storyteller, visiting the "Temple of Diana", an ancient Roman temple dating back to the first century and the town’s most famous landmark. You will finish your tour at the Bone Chapel, perhaps one of the most memorable monuments of Évora, where the walls are lined with bones of the long-deceased, exhumed from the city's graves as the city expanded to allow further burials. Enjoy lunch on your own and take your time to explore a maze of perfectly maintained cobbled streets with traditionally painted houses. A variety of delightful shops provide a great opportunity to buy presents and souvenirs. When you are ready, take your bike and start riding through gently rolling countryside noted for producing high-quality wines towards Estremoz. Tonight dinner is on your leisure at the restaurant that best suits your palate, choosing from the list of our guides' favorite places in town.

Today's Ride:

Évora to Estremoz via Igrejinha
Approximately 43 miles with 2,300 feet of climbing

Avid Option:

Évora to Estremoz via Arraiolos
Approximately 52 miles with 3,000 feet of climbing

Today's Activity:

Shuttle to Évora, where you will enjoy a private walking tour of this historic town

Hotel:

Pousada Castelo de Estremoz

Included Meals:

Breakfast

Today you'll ride from the magnificent hilltop town of Estremoz towards the Alentejo plains of twisted cork trees, fields of wheat and olive trees. Pedal past Borba and reach the royal town of Vila Viçosa, the capital of marble in Portugal, a laid-back, friendly, and beautifully maintained town. The pomp-loving Dukes of Bragança had chosen this blessed town as their place of residence at the 'Paço Ducal', a sumptuous palace that held more azulejo tiles, frescoes, porcelain, oriental carpets and marble than any other royal household in Portugal. Continue your ride to the sweet little castle town of Alandroal, where you can enjoy lunch of your leisure. You may choose to tackle the climb through the Serra d'Ossa, a rich landscape of cork forest, or take a more relaxed route on quiet, meandering roads. Before finishing your ride, just a short distance from the hotel, the track we have deisgned for you will take you to our favourite winery in Estremoz, a local treasure where you can experience the region's flavors first-hand, tasting the finest local wines. Tonight, an array of Alentejo specialties are at your fingertips in town. Just choose the restaurant that best suits your tastes for dinner.

Today's Ride:

Estremoz to Alandroal loop
Approximately 50 miles with 2,600 feet of climbing

Avid Option:

Estremoz to Alandroal to Redondo Loop
Approximately 58 miles with 3,900 feet of climbing

Today's Activity:

Wine-tasting in Estremoz

Hotel:

Pousada Castelo de Estremoz

Included Meals:

Breakfast

This morning you will say goodbye to Estremoz and you will make your way north through more villages and vineyards, and along castles dating to Medieval times. Your luggage will be transferred to your next hotel and you will find it already in your room upon arrival. Enjoy the luxury of travelling worry-free and focus on your ride, pedalling at your own pace on quiet roads through pastoral fields, where the only sounds are the jangling bells of flocking sheep. Be prepared to ride over cobblestone streets as you pass through small towns with the typical Alentejo white-washed homes outlined in blue and ochre trim. Stop in the peaceful Alter do Chão to admire its medieval castle, an authentic architectural masterpiece! You will finish the ride in the tiny village of Flor da Rosa, at its impressive 14th century monastery. This historical building called Pousada do Crato was recently converted into a luxury hotel and will be your home for the next two nights. Unwind and relax at your new retreat before savoring dinner in the elegant setting of the hotel's dining room.

Today's Ride:

Estremoz to Crato
Approximately 46 miles with 2,210 feet of climbing

Short Option:

Estremoz to Crato
Approximately 41 miles with 2,200 feet of climbing

Avid Option:

Estremoz to Crato with Monte da Pedra
Approximately 60 miles with 2,900 feet of climbing

Hotel:

Pousada Mosteiro do Crato

Included Meals:

Breakfast | Dinner

Your journey continues in the Alto Alentejo through forested landscapes and through picturesque white villages. Today the rolling plains give way to steeper climbs as you pedal through the protected area named Serra de São Mamede Natural Park. Ride past chestnut and cherry trees, oaks and olive groves, immersing yourself in all the beauty that nature has to offer. The highlight of today's ride is the town of Marvão, one of the region's hidden gems. Considered by the New York Times one of the "Top 1000 Places to See Before You Die" the walled town of Marvão is perched on a granite crag of the São Mamede Mountain, standing out for its imposing castle and its neolithic and Roman remains. Enter through the large stone archway and walk the castle walls with spectacular views into Spain and into the Alentejo breadbasket. After the visit, choose to enjoy lunch in the fortified town or at our favorite place located on the banks of the river Sever, where you can refuel with exquisite food before heading back to the hotel. Take some time to relax by the pool or with some spa treatments and get ready to indulge in another tasty dinner at your luxury Pousada and celebrate to a fantastic week in this magical region!

Today's Ride:

Crato to Castelo de Vide to Marvão Loop
Approximately 50 miles with 4,050 feet of climbing

Avid Option:

Crato to Marvão Loop
Approximately 54 miles with 4,700 feet of climbing

Hotel:

Pousada Mosteiro do Crato

Included Meals:

Breakfast | Dinner

You're Portugal self-guided bike tour is coming to a close. Take this morning to sleep in and relax, savoring a long breakfast or perhaps go on a final early-morning ride around Crato to soak up the flavors of this beautiful region. A Trek Travel guide will meet you at the hotel at 11:00 AM to take your bike and say farewell before you board on a private shuttle to Lisbon.

Today's Ride:

Crato to Aldeia da Mata Loop
Approximately 25 miles with 1,235 feet of climbing

Included Meals:

Breakfast

Hotels

hotel image

Pousada Castelo de Estremoz

Estremoz, Portugal

Located in a castle originally built for Queen Santa Isabel in the 13th century, this luxury hotel offers panoramic views of Estremoz and the vast Alentejo plain from the palace gardens and outdoor pool. The rooms at Pousada Castelo de Estremoz feature classic décor, several still maintaining characteristics of the 18th century. The restaurant serves gourmet cuisine that combines traditional Portuguese cooking with contemporary elements. Guests can enjoy a glass of regional wine in the castle’s grand dining hall.
hotel image

Pousada Mosteiro do Crato

Crato, Portugal

Originally a 14th-century convent, then a palace, and subsequently a castle, Pousada Mosteiro do Crato has been converted into a luxury hotel by carefully blending the traditional with modern conveniences. Located on the northern edge of the Alentejo region, the hotel is an architectural masterpiece that consists of different buildings reflecting the architectural changes throughout the ages including Gothic, Moorish, and Renaissance styles. All rooms are decorated with warm colors and dark wooden furniture. Guests can enjoy local Portuguese dishes as well as international cuisine in the restaurant. The hotel’s elegant swimming pool is surrounded by beautiful, lush gardens and is the perfect place to relax and unwind under the hot Alentejan sun.

What's Included

For us, the details matter most

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that's how we help you create more memories.

bike

Trek Domane SL 7 Disc

It isn’t the cycling vacation of a lifetime unless you have the industry’s best bike to match. In 2019, we upgraded our fleet to feature the award-winning Domane SL 7 with Shimano Ultegra Disc brakes. Because when you combine the lightweight stability and comfort of the Domane with the superior safety and stopping power of disc brakes, you get a match made in cycling heaven. And the best part? It’s included in the trip price. Ride confidently, comfortably and longer in the most beautiful destinations around the world with the new Domane SL 7. Learn More

bike

Trek Electric-Assist Verve+

With its Low-Step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain. Learn More

WHAT'S INCLUDED

  • Five nights of accommodation at handpicked hotels
  • Daily breakfast
  • One Lunch
  • Two Dinners
  • Ride a Trek Domane SL 7 disc or Trek Electric-Assist Verve+
  • Up to three daily route options on riding days
  • Trek Travel Bontrager cycling jersey to keep
  • A Trek Travel water bottle to keep
  • Each bike is equipped with a Garmin Edge 1030 GPS computer, flat pack, front and rear Bontrager Flare R lights, a Bontrager saddle, and pedals (Shimano clipless road pedals, Shimano clipless mountain pedals, caged, or flat pedals)
  • Bontrager WaveCel helmets
  • Transfers by private shuttle on the first and last day of the trip
  • All luggage transfers and transportation during your trip
  • A carrying case complete with a bike lock, flat kit, frame pump, all necessary accessories and chargers, spare parts, and tools
  • Nutrition bars and electrolyte tablets
  • Personal bike fit by a certified guide
  • Ride With GPS app on your phone to access your daily routes and get all the information you need to travel unsupported
  • Optional daily phone or video call with the guide to prep you for the next day’s adventure
  • Recommended restaurant options in each town
  • Support on the ground in case of emergency

GEAR

  • Trek Domane SL 7 disc carbon road bike with Shimano Di2 electronic shifting or Trek Electric-Assist Verve+, available in a limited quantity
  • Trek Travel Bontrager cycling jersey to keep
  • A Trek Travel water bottle to keep
  • Shimano clipless road pedals, Shimano clipless mountain pedals, caged, or flat pedals
  • Bontrager WaveCel helmet
  • Bontrager men's and women's specific saddles
  • Bontrager front and rear Flare R lights and a flat pack
  • Garmin Edge 1030 GPS computer
  • Upgrade your bike to include carbon wheels (+$200)
  • Coupon valued up to $500 off a new Trek Bicycle. Your coupon will be delivered via email prior to your trip.
  • For the most comfortable ride, you may choose to bring your own pedals, saddle, and helmet on the trip. Your guides will install your gear on the first day during your bike fit.

WHAT'S NOT INCLUDED

Gratuities for your Trek Travel guide are not included in your trip price. We recommend tipping 7.5-10% of your trip price, preferably in the local currency. Please tip your guide at your discretion, based on his/her level of professionalism, guest care, and service.
  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • While we provide daily breakfast, one lunch, and one dinner, other meals are not included. On self-guided trips, Trek Travel provides restaurant recommendations and invites you to explore the local cuisine at your leisure.

More Information

Rider Level: 3 - Active?

AVERAGE DAILY MILEAGE:
40 miles
TOTAL MILES:
241 miles
AVERAGE DAILY ELEVATION:
2,334 feet
TOTAL ELEVATION:
14,005 feet
TERRAIN: HILLY
The terrain of the Alentejo region is a vast area of gently rolling plains in the south and steeper hills in the north (São Mamede Natural Park). This trip is best suited for our Type 3 Riders. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option—you still get a workout but can climb alongside even the strongest rider. Type 4 Riders will enjoy the extra mileage the avid route options offer.
NON-RIDING ACTIVITIES:
There are a variety of non-riding options on this trip for riders who want to take the afternoon off or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Except as specified in the itinerary, expenses and transportation to these activities are not included in the trip price. Some non-riding options on this trip are:
  • Hotel spa and pool
  • Winery tour and tasting
  • Historical and cultural walking tour of Évora
  • Hiking in Serra de São Mamede Natural Park
  • Visit of walled village of Marvão

See itinerary for specific daily ride distances and elevation options. On all of our cycling vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Our itineraries are an approximation of our trips. Trek Travel strives to offer every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

Averages and totals are calculated from our "Today’s Ride" options.

Travel Details

How to Get There

FLY INTO:
Lisbon Portola Airport (LIS)
MEETING TIME:
11:00 AM
MEETING LOCATION:
A Padaria Portuguesa, Rua Mouzinho da Silveira 2, 1250-042 Lisbon, Lisbon, Portugal

Say Farewell

FLY OUT OF:
Lisbon Portola Airport (LIS)
DEPARTING TIME:
1:00 AM
DEPARTING LOCATION:
Lisbon Portola Airport, Lisbon, Portugal

Arriving

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone (GMT-6) and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Lisbon Portola Airport (LIS). Public transportation is inexpensive and easy to use from the airport. You can take the Metro with a one-way ticket for about two euro or get the daily pass, which allows you to use the metro, bus, trams and trains for six euro. More info can be found here: http://metro.transporteslisboa.pt/eng/ Alternatively, taxis are plentiful and cost approximately 15 to 25 euros to Lisbon center.

A private shuttle will pick you up at the A Padaria Portuguesa (Rua Mouzinho da Silveira 2, 1250-042 Lisbon) at 11:00 AM on the first day of the trip. You'll then shuttle approximately two hours to your first trip hotel where you will be welcomed by a Trek Travel guide. Enjoy lunch at your luxury retreat, as your guide familiarizes you with the itinerary for the week. Following lunch you may change into your cycling gear and your guide will give you a personalized bike fitting to ensure the best comfort on your bike. After a few talks about safety, Garmin and cycling in the area you will venture on the roads of Alentejo at your leisure.

If you will be late for the pick-up or are going to miss it altogether, please inform your guide. You will receive an email a week before the trip start with his or her name and contact details. If you cannot reach them, please call our first hotel, Pousada Castelo de Estremoz (+351 268 332 075), and leave a message with your expected arrival time and contact details.

View our pre hotel recommendations

Leaving

A Trek Travel guide will meet you at 11:00 AM at the hotel Pousada do Crato to take your bike and equipment before you board on a private shuttle to Lisbon Portola Airport. The trip will take approximately 2 hours, arriving around 1:00 PM. Please do not schedule a flight out before 2:30 PM on the last day of the trip to allow plenty of time for any unforeseen delays. If you are staying in Lisbon, the shuttle will also stop in the center of town at A Padaria Portuguesa (Rua Mouzinho da Silveira 2, 1250-042 Lisbon).

View our post hotel recommendations

Planning For Your Trip

Packing and Weather

The south central region of Alentejo sees favorable temperatures year round, but spring is the best time to visit with average temperatures from from 55F-75F. Even with only an average of six to eight days of rain, there is always a chance for a spring shower, so rain gear is recommended. Packing List

Before and After Your Trip

before

Before & After: Lisbon, Portugal

Lisbon, known as the city of seven hills, is the capital city of Portugal and is overflowing with great café culture, music, art, and history. You'll be enchanted by the narrow, cobbled streets, white washed walls, ochre roofs, and colorful splashes of ceramic tiles. Be sure to walk the streets of some of the many storied neighborhoods and certainly don't pass up a pastéis de nata, Portugal's mouthwatering custard tart. We recommend the following accommodations for your pre and post-trip hotel:

Why Trek Travel

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the ultra-smooth Trek Domane SL 7 to the Trek Electric-Assist Verve+, you deserve the best ride on your vacation. Plus, we offer a range upgrade options to take you the extra mile.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.

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