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1.800.960.2221

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Portugal – Deluxe Pousadas & Wine Bike Tour

(17 Reviews)

In many Western European countries, as well as in America, Portuguese wine is overlooked for Italian or Spanish wines. However, Pure Adventures thinks that the wine of Portugal should be celebrated. After all, it champions over four regions of wine that are unique to all others in the world. For the avid cyclist, Pure Adventures tours has put together a wine and self-guided cycling vacation in the Alentejo region that will help you remember the finer sides of Portugal. Start in Lisbon, where you learn about (and stay in) famous historical castles known as Pousadas. You’ll feel like royalty as you spend the day cycling through the diverse scenery, stop at wineries to learn about how wines are made and sample the meats, cheeses, and other dishes that define the region. Your cycling vacation ends in the UNESCO World Heritage Site of Evora – an old, walled town where Roman influence abounds. We put together your lodging, routes, and some meal preparation to provide you with a flexible but fun self-guided cycling tour.

Get your adventure!   
1. Call or email with questions: +1-970-230-5896 or email us. 
2. Book the trip, pay a deposit, and get excited about your adventure!
Book This Tour

Arrival & Departure Locations

Fly into Lisbon and arrive at hotel on your own. Tour finishes in Evora and includes a return to Lisbon.

Price Includes

  • 6 nights in deluxe Pousadas – historical palaces and/or monasteries and convents
  • Breakfast daily
  • Welcome orientation and bike fitting
  • Dinner Day 5 (drinks not included)
  • Wine & cheese tasting at Cartuxa on Day 6
  • Entrance to Forte de Elvas on Day 2
  • Luggage transfers from hotel to hotel
  • Local Lisbon-based emergency support by phone
  • Personalized  transfer from Lisbon to Elvas
  • Personalized departure transfer from Evora to Lisbon
  • GPS Navigation by App on your smartphone, cell/wifi not required for navigation
  • Pre-trip documents with suggestions for visitation and dining

Not Included: Choice of Hybrid, Road, or E-bike Rental

Lodging

Included Standard Lodging: 
  • Lisbon: Tivoli Avenida Liberdade ***** (1 night)
  • Elvas: Hotel Vila Galé Collection **** (1 night)
  • Vila Vicosa: Pousada Convento Vila Viçosa **** (2 nights)
  • Redondo: Convento de São Paulo **** (1 night)
  • Evora: Pousada Convento Évora ***** (1 night)
About: Stay in unique, historical Pousadas for all nights of this tour. All lodging included is deluxe in category, with room category upgrades possible. Note that these historical buildings have rooms in all sizes; nothing is standard which makes much of the charm. If you prefer larger rooms, ask about upgrades to suites, as supplements are small. Copious breakfast available and included each morning before riding, plus 1 dinner included at Convento de São Paulo. Each property offers history and full amenities.
 

Optional Add-Ons

Guides & Local Support


António Gavinho: Although I was an Engineer, my passion has always been cycling, hiking and exploring great places! That’s why I’m so happy to welcome people to Portugal and help them to discover the hidden treasures of Portugal! We are always looking for the perfect ride. We want to show the most beautiful places of Portugal with our knowledge and expertise; Portugal off the beaten track! Come to Portugal, we are ready to welcome you! 

 
Tour Highlights
  • Accommodations in historic hotels, castles, palaces, monasteries & convents
  • Time to explore and enjoy the historical city of Lisbon at the tour’s start
  • Discover the historical south-central Alentejo Province of Portugal
  • Wine country – visit local producers along your route  
  • Evora – a World Heritage town classified by UNESCO
  • Vila Viçosa, the “Princess of Portugal”
  • Juromenha, an abandoned fort from a forgotten world
  • Fields of cork trees, olive trees, and sprawling vineyards
  • Amazing white marble quarries in the “City of Marble,” Estremoz
  • Relive history as you journey through this unique and breathtaking region of Portugal 

Need to Know: 

  • This trip is a wine-themed trip, coupled with the historically important “pousadas” lodging; this is a more deluxe experience of the history of Portugal.
Photos
Itinerary

Day 1 Arrival to Lisbon

Welcome to sunny Portugal! Today, arrive to Lisbon and make your way to your centrally-located hotel on your own. Today is left free so that you have some time to adjust to the time change and explore Lisbon. Lisbon is a city of great historical significance, as it was once a Roman city. There is much to see and discover!

Meals: on own
Overnight: Lisbon

Day 21:00 PM - Transfer from Lisbon to Elvas

This morning provides time to relax or further explore the city. Our guide will pick you up from your Lisbon hotel at 1:00 PM and drive you to your accommodation in Elvas, which is about two hours away. Known as “Queen of the Border,” Elvas is one of the Alentejo’ s hidden pearls, which holds within it a rich and varied heritage. Once there, you’ll have a quick orientation and briefing, given by our local representative. At this time, you will also receive the necessary equipment for the tour and make sure that it is all working accordingly. Enjoy the rest of the day in this lovely town and prepare for your upcoming adventure!

Meals: breakfast
Overnight: Elvas

Day 3Bike from Elvas to Vila Viçosa: 34 km / 21 mi

Today is focused on discovering the many charms of the Alentejo region. After a delicious breakfast filled with the best local products, it’s time to leave the old fortifications of Elvas and head towards the beautiful Vila Viçosa, the “Princess of Alentejo.” The route will take you through the deep landscapes of Alentejo, between plains and cork oaks, until you find the medieval fortress of Juromenha. Once the stage of important battles and conquests, it is a place lost in time that, keeping eternal vigil over the banks of the Guadiana River. Enjoy the incredible views over the river and the border with Spain.

Meals: breakfast
Distance: 34 km / 21 mi, +500
Overnight: Vila Viçosa

Day 4Vila Viçosa Loop: 51 km / 32 mi

Today you will explore Estremoz, the city of Marble, home to many past kings and queens of Portugal. You will cycle on a beautiful road that takes you through the heart of this untouched region. Between the vineyards and agriculture fields where the great wine and olive oil have their origins, you will find a unique historical and cultural heritage. It is also from this same region that some of the world’s finest marble is excavated. You may also wish to stop and visit Paço Ducal and Castelo Vila Viçosa, which are both steeped in great beauty and history. Returning to Vila Viçosa, pass by many wineries and small villages, making this the perfect opportunity for an impromptu wine tasting!

Meals: breakfast
Distance: 51 / 32 mi, +500 m
Overnight: Vila Viçosa

Day 5Bike from Vila Viçosa to Redondo: 29 km / 18 mi

After a relaxing night, leave Vila Viçosa and ride through the quiet meadows and cork tree forests to Redondo. When you arrive at the hotel’s small museum in Redondo, you will find an impressive collection of tiles, remarkable ceramic work that is centuries old and essentially a reflection of Alentejo’s cultural “style.” This building use to be a convent and man kings slept there since the 1500’s. To finish the day, challenge your taste and pallet by learning a bit more about Portuguese wine at the Wine Museum in the center. Don’t miss it! Tonight, a delicious dinner at the Convent is included. (Drinks on own.) Enjoy!

Meals: breakfast & dinner
Distance: 29 km / 18 mi, +400 m
Overnight: Redondo

Day 6Bike from Redondo to Évora: 51 km / 32 mi

Today you will ride along the golden-green hills of the beatiful Portuguese countryside, enjoying the views of cork and olive trees, along with the endless rolling vineyards. After several days of cycling through Portugal’s old-world heritage, the time has come to arrive at the charming city of Évora. Évora is truly one of the most timeless cities in Portugal, due to its history, culture, and breathtaking architecture. Before you make your way to Évora, a delicious wine tasting with cheese pairing is awaiting you at Cartuxa! Tonight, the rest of the day is yours for exploration!

Meals: breakfast
Distance: 51 km / 32 mi, +400 m
Overnight: Évora

Day 7Departure Day

Relax this morning over a well-deserved, delicious breakfast. Transfer to Lisbon is included at 10:00 AM, or earlier. (1.5 hr drive to Lisbon).

Meals: breakfast

Map
portugal bike tour deluxe lodging
Dates & Rates

Dates: Plan your trip at a time that best fits your schedule! Pure Adventures tours have flexible start dates.

2024 Tour Rates by Season: (based on double occupancy)

Superior Historic Pousadas & Hotels: 

  • March: 1781 euros/person
  • Easter: 2044 euros/person
  • April-May: 1988 euros/person
  • June: 2016 euros/person
  • July-September: 2044 euros/person
  • October: 2016 euros/person
  • November-February: 1781 euros/person
  • Single Supplement: 585-806 euros, plus tour pricing; ask us for rates

Hybrid Bike Rental:  150 euros 
Road Bike Rental:  261 euros
E-bike Rental:  230 euros 
Bike Info Details Page

How do our tours compare to similar trips? You Get MoreIf you compare price, we are much less than guided trips with similar experiences. In our private, independent format, you get much more than what most traditional self-guided tours offer, plus it’s a better experience! Our team has gone to great lengths to build and create exceptional tours all over the world, vacations that will give you lifelong memories. From the accommodations to the bikes, to the routes themselves, we hold each component of our tours to a very high standard. We are dedicated to empowering people through travel!
 
Ready to book? Get your adventure!   
1. Call or email with questions: +1-970-230-5896 or email us. 
2. Book the trip, pay a deposit, and get excited about your adventure!
Book This Tour
17 Reviews
Sort By:RatingDate

Karen

Couple Traveller

The onsite staff were delightful, the apps worked well and the accommodations were lovely. I loved having a variety of small and large towns to visit. We will definitely use Pure Adventures again in the future.

September 28, 2024

MB Family

Family Traveller

Thank you so much for your help and guidance in planning our amazing bike trip to Portugal. We had a great time, and the itinerary, communication, and planning were flawless.

Some of the highlights and a few tips (for me) were as follows: Definitely download the Ride with GPS app, and it’s wise to bring the recommended battery/power source. I kept my Ride with GPS on as I rode, and my battery was depleted.
I really liked our accommodations at the monastery. The tile walls, the view, and the food were amazing.
I bought a Camelbak to carry sun tan lotion, an extra battery, protein bars, and water, and it was a huge help!
I thought the bikes were really nice and up-to-date, even though my daughter’s bike dropped its chain a time or two. I appreciate how your bike technician came to our resort to fix my daughter’s bike even when it was late at night.
Your tour guides who picked us up in Lisbon were great! They were friendly, informative, and explained everything well. I look forward to booking another adventure with you soon.

June 4, 2024

Tad Richards

Couple Traveller

This was our first bike trip done without a guide and it went way smoother than my wife and I expected. No issues with nav or support, bikes good. Portugal is awesome. If you like biking, wine, really cool hotels, and amazing food this is the trip for you.

October 14, 2022

Tracey Milton-Humpheries

Family Traveller

The Milton-Humpheries family gives this tour 5 STARS!!! This trip was much awaited after covid cancellations 2 times! We took our adult-aged children and their partners as a celebration for my husband’s 60th birthday. The accommodations were really nice and we felt that it was the perfect amount of biking for a family that cycles regularly. We aren’t bike snobs, but we do enjoy getting out there. What a great way to see Portugal. Only suggestion is an extra day in Evora. We will be back!

September 3, 2022

Jon Eriksen

Couple Traveller

Algarve is great! Loved the food, wine, and routes were enough of a challenge to feel like we earned all of those cals but not too exhausting, either! Hotels were really nice and we appreciated not having to sort out all of the details ourselves. We have taken two tours with Pure Adventures – this one and Catalonia. Excellent support with both bike tours but still enough freedom. Maybe next time France??

June 10, 2022
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