Lisbon, Atlantic Coast, Evora, Estremoz, Monsaraz
7 DAYS, Fully Guided & Supported
Luxury Historical Monument Hotels
Cycling in Portugal is a virtual treasure trove of finds. Bike Portugal’s many quiet routes in the Alentejo region as well as the cosmopolitan vibe of Lisbon. Pamper yourself in the most special collection of hotels, both luxurious and historic and with daily cycle routes designed to treat you too.
Experience dynamic Lisbon before you start cycling into the tranquillity of the countryside of the Alentejo. Still mainly rural, bike through marble quarries, cork forests, olive groves and perhaps hear a unique type of polyphonic singing, so if you care to warble a few notes while pushing the pedals, you’ll fit right in.
Cycle to the UNESCO city of culture, Évora and see its atmosphere of medieval European and Roman ruins, the lovely towns of Estremoz and Monsaraz and the blue and white painted villages that lie in between. Taste the succulent red wines of the area at a private wine tasting, enjoy local specialities and an array of sweets to tempt any palate.
Stay in wonderful atmospheric historical monuments, now luxury Pousada hotels and including one of the Alentejo´s best hotels, the Convent do Espinheiro. This is surely a cycle trip for those who enjoy relaxing travel on two wheels, in a varied rich landscape.
31 Mar 2021 | 25 Apr 2021 | 26 May 2021 | 15 Sep 2021 | 29 Sep 2021 | 30 Mar 2022 | 24 Apr 2022 | 25 May 2022 | 14 Sep 2022 | 28 Sep 2022 | 14 Oct 2022
60KM Daily Average
- Included night in Lisbon with her cosmopolitan charms
- Stay in historic luxury Pousada hotels, monasteries & castles where royalty lived
- Walking tour of Evora UNESCO heritage city with its Roman temple & mysterious Chapel of Bones
- Private wine tasting and winery visit, savour local desserts
- Relax and enjoy the afternoon with a spa and massage at our 5 star Convent Esphinero hotel
- Achieve cycling right across the country from Sea to Spain!
THE CC ADVANTAGE
11 years of running this wonderful tour and still love doing it. Every time is different!
Unbelievable Value for a tour packed with experiences and unmissable unique luxury hotels
For a small country, Portugal has phenomenal food to try, we will show you where!
My spouse and I are experienced cyclists and have been on a number of very good bike tours (self guided and group) over the years. The Cycling Country – Alentejo Tour was the best we’ve ever done. Highly recommended.”
DAY 1. LISBON
Intro drinks and Walking tour
Lisbon, an ancient place, which as stories hint was founded by Ulysses and harboured many famous explorers is our start Its baking red tile roofs, windows hung with washing and a maze of streets, overlooked by the battlements of the medieval castle make it a wonderful place to begin our trip. We take a private guided tour of the city with Rita & Jose, residents of this illustrious place to fully enjoy it.
DAY 2. ATLANTIC COAST
Ride Day : 34 km | Ascent 252 m
We transfer out of the capital bustle to start our cycling journey near the coast. After a quick dip of the toe in the Atlantic, go through a natural reserve before heading inland to our impressive ancient castle hotel, high on a buff overlooking the pretty town of Alcacer do Sal, surrounded by… rice paddies! Yes, Portugal is one of Europe´s biggest consumers and growers of Rice. This place has been a castle for a thousand years and the crypt underneath is an excellent museum of Moorish and Roman remains. Dine in the elegant surroundings for our welcome dinner.
DAY 3. ÉVORA
Ride: 57 km (option to ride up to 93 km) | Elevation Gain : 600 m
Roll through green lush scenery, passing farmers and town´s folk attending the local paddy fields. We head into the UNESCO heritage town of Évora with its magnificent medieval city walls before arriving at our very special place for the next 2 nights – the 15th century Convento do Espinhiero, now a 5 star luxury collection hotel and spa. Relax with a glass of wine by the pool with olive tree views.
DAY 4. ÉVORA LOOP RIDE TO ARRAIOLOS
Ride : 48 km+ | Elevation : 435 m
Winding country roads lead us to the beautifully located village of Arraiolos. Enjoy this place where for centuries they have perfected the skill of weaving, their woollen stitched, take an afternoon private guided walking tour of the city by our friend, Maria. Venture into the chapel of Bones (if you dare!). Let your imagination run wild as you spy the huge 17th century aqueduct and Roman temple of Diana – you’ll only wish you brought your toga! Head back and enjoy time at your rural retreat, maybe trying out the spa.
DAY 5. ESTREMOZ
Ride : 68 km | Elevation : 783 m
We cycle across the taste-bud tingling Redondo wine region, try not to over indulge at our visit local vineyard’s produce! A beautiful forested pass brings us to the interesting market town of Estremoz. A most dramatic cityscape, its medieval castle (our hotel!) looms over the town’s gleaming marble cobbled streets. Take dinner in the great dining room in this most impressive building. You will feel like a king and queen staying is this once royal residence.
DAY 6. MONSARAZ
Ride : 67 km | Elevation Gain : 613 m
Bike this peaceful area with tiny villages and their traditional tile works and Moorish forts. An area of outstanding history and intrigue for centuries, we also can visit a Neolithic site! Arrive at Monsaraz, boasting an awesome hilltop castle and a panoramic vista of both Spain and Portugal. Admire the view over the two countries at the Templar Knight castle. Take a transfer back to Royal Vila Vicosa, a gentile town where you stay next to the Ducal palace in the peaceful former convent and enjoy a delicious meal for our celebration dinner. Well Done!
DAY 7. LISBON
After a leisurely breakfast wander this pretty town and relish the route we´ve travelled together before going back to the hotel for a final coffee and a wave goodbye to this lovely area and each other before transferring back to Lisbon for onward afternoon connections. Boa Viagem!”
Leisure Tour : Guided & Supported
Bikes : Road | Hybrid | Ebike
Route : Lisbon – Atlantic coast – Évora – Redondo wine region – Monsaraz
Group Size : 6 – 16 | Discounts for 4+ booking together
Easy Going to Moderate : Full van support enabling cyclists to cycle as little or as much as they want (Average of 50 km per day). Quiet country roads and rolling countryside. Expect some climbs. Made easier with ebike use.
6 nights : (2 nights in a 5 star collection hotel, 3 nights in Luxury Pousada Hotels, 1 night in a 4 star city hotel in Lisbon)
All bedrooms are private en-suite
All hotels (except Lisbon) have swimming pools
13 meals : 3 Dinners, 3 picnic lunches, 1 local seafood lunch, 6 buffet breakfasts
3 dinners : 3 courses (inc wine/beer and water) in historical hotel restaurants and fine local inns full of local character
1 special lunch at a local seafood restaurant
Read about some of these treats in our Blog on Portugal Desserts!
Stay in Lisbon and enjoy a private walking city tour
Privately Guided tour of a winery including wine tasting
Private walking tour of fascinating Évora and cathedral and not to be missed.. Chapel of Bones!
Hire of 24 speed Trek hybrid bike with front handlebar bag / map carrier (option to change to an Alucarbon Road bike (110€) or Trek Carbon Road bike (160€ ) or Ebike (230€)
Complimentary custom Cycling Country Portugal cycling jersey
Complimentary Cycling Country Tee Shirt & helmet bag
Complimentary Cycling Country water bottle & luggage tags
Tour guide book of your route
Daily Route notes and maps
Daily snacks (museli bars, fruit, etc and drinks)
5% off your next Tour with us!
Transfers back to Lisbon designated center Hotel on tour end date from Vila Vicosa included
2 leaders with full van support, provide refreshments, provide directional signs where required, transfer luggage and provide on-road assistance. 1 leader cycles with the group
The start point of the tour is Portugal´s capital city LISBON accessible by most airlines domestically and internationally and train / bus connections from destinations throughout Portugal.
The hotels on this tour are so truly historic and bound to make such an impression, that it is hard to just highlight two!
Enjoy the magnificent setting of Estremoz and its castle Pousada with amazing 360 views over the town from its pink marble tower and its incredible banquet hall. Relax poolside in lovely gardens overlooking the town. Alcacer do Sal, is our other beautiful castle Pousada stay a mix of modern & ancient.
The finest accommodation awaits. If you aren’t in the arms of Morpheus in the darkened hours with visions of opulence and majesty, you´ll need to work harder on the bike but Vila Vicosa’s tranquil former 16th century Convent will lull you to sleep no problem.
On our Oct 16th 2020 Portugal bike tour, we have the added speciality of staying in another 5 Star Spa hotel in Vila Vicosa, surely a tranquil sleep!
One of Portugal´s best hotels, a 5 Star luxury heaven, is our hotel in Évora, with views of the quiet countryside from the piety of this enchanting 17th century convent, its enchanting chapel testimony to Portuguese tile makers’ talents and the organ is a marvel.
Relax in its beautiful interior Spa or amble around its beautiful landscape with centuries old olive trees in a peaceful setting outside the city of Évora, beloved of the Romans. As well, take a dip in its outdoor pool when the warmer temperatures come!
An amazing buffet awaits and you start the day at this lovely 5 Star accommodation with a very full and delicious Portuguese breakfast..
“Autumn Alentejo BikeTrip”
“Great cycling trip. Friendly and informative guides (Balbino and Dani) and a great group of cyclist of approx equal riding abilities. The Company also organised fantastic hotels, from converted monasteries to castles. The side tours were fantastic and pitched at the right level of intensity after a day of riding.
Of special note was the olive oil tasting .. fantastic.
I recommend Cycling Country to anyone, and I am watching with interest for their plans to run a tour in Morocco.”
J. Woolford – Vic, Australia – Oct 2019
“Cycling Country`s Amazing Alentejo is Amazing!
This was my first guided trip with Cycling Country, after having a wonderful self-guided trip using them in Andalusia. Wow! So impressed with the level of service, the knowledgeable guides and local insight. I cannot say enough good things about this small, family run company where the owners make sure every last detail is perfect. Top notch accommodations and great food. Challenging yet fun cycling routes.”
D. Brandstetter – Calif, USA – April 2019
“What a delightful experience. I’ve traveled the world and this experience is right up there with the best. As a non biker I had a wonderful time and thank you again for arranging for my strange eating habits. There was not one thing I didn’t like about my experience. You guys are the best! I have already recommended this trip to my friends. Cycling Country gets an A+. I look forward to another trip with you and Geoff.”
B. Peterson – USA – Oct 2018
“Romantic Alentejo cycling Tour at its best!
This is our 2nd cycling country tour and Maggi And Geoff we’re exceptional hosts, guides, friends and cyclists.
The incredible attention to detail from picnics to accommodation, routes, dinners, coffee stops and support van was second to none.
We had a small group and this made our experience even more resonant.
We would recommend Spring as the most beautiful time to cycle through Portugal. Weather was mild and the wildflowers were in full bloom.
We will be back again and again!!!!!
Thank you again for this memorable trip.”
S. Wall – Brisbane, Australia – May 2018
“Fantastic bike trip!!
We had a group of ten (all family) and this was our second ride with Cycling Country. We had a variety of bicycling experience but Cycling Country not only made it work but made everyone have a fun experience. Alentejo area of Portugal is beautiful and the roads are quiet for biking. Maggi and Geof were very knowledgeable and took great care of us. They really wanted us to be happy. The bikes that they had were top notch. I used an electric assist bike to help me up the big hills and that made the trip stress free for me. Cycling Country picked great restaurants and inns for us to stay at. They also set up a few walking tours that were great. If you are looking for a biking company, pick this one. They will take exceptional care of you!”
G. & M. Barkley – Illinois, USA – September 2017
“Amazing Trans Iberian Cycling Tour! My wife and I just completed the Trans Iberian ride from Lisbon to Granada with a few days in Sevilla. It was a great trip, interesting and well organised. Amazing landscapes and villages. We are glad we chose to go with Cycling Country, who are based in southern Spain after being set up by Geoff and Maggi 13 years ago. Great local guides ( thanks Geoff, Maggi, Javier, Dani and Balbino) with a professionally run operation. Accommodation was also great and in many cases the same ( or more interesting) than more expensive tour options. If you are interested in cycling in Spain or Portugal I’d thoroughly recommend Cycling Country. Visited May 2017”
A & L. Hood – Australia – May 2017
“Maggi & Geoff,
What a delight to meet you and be included in this memorable bike tour. Flexible was certainly the key word and you two epitomized that word. Loved getting to know you and we wish you and your daughter the best.”
D & D. Crawford – CA, USA – April 2016
“Thanks so much for a super time! Despite the soggy conditions you made the trip fun and full of lovely surprises. You are very accommodating and kind and it was a pleasure to travel with you. Would love to do France in the future! Meanwhile, Happy Riding and be Well!”
J. Logan – NY, USA – May 2016
“Dear Maggi, Dean and David,
Thanks so much for sending these Portugal photos along! I’m sorry I didn’t meet you, Maggi, but I really enjoyed meeting Dean and David and want to let you know what a fine job they did during our trip. Always cheerful, always helpful and always going the extra mile or kilometer to keep everyone happy.”
J. Bremner – WA, USA – May
“My spouse and I are experienced cyclists and have been on a number of very good bike tours (self guided and group) over the years. The Cycling Country – Alentejo Tour was the best we’ve ever done. Highly recommended.”
J & L – Calgary, Canada
“We really enjoyed this wonderful tour. The accommodation was just incredible, the route and well thought out stops made for great cycling days, but meeting you all and riding with Cycling Country will be my lasting memories. Thanks again for such a fantastic trip through Portugal.”
Susan Trutor – Adelaide – Australia
“This was my 3rd. trip with this small company (Cycling Country) and all 3 have been exceptional.
The company provides top quality rental bikes and the trip is fully supported; meaning 2 vans and a third guide on a bike to take care of all needs on the road.
The route is on quiet country roads and the accommodations were all 4 & 5 star in renovated convents and monasteries. Guided tours of Lisbon and Evora were provided as well as visits to a winery, marble quarry and pottery exhibits.
This is a great trip for any level of cyclist who wants to experience some of the diverse culture and history of Portugal. Great value for a first rate bike tour.
I can’t say enough about this excellent tour with Cycling Country”
Ian Taylor – Vancouver, Canada, October 2014
From our first contact to the gorgeous photos that were taken and sent to us when we got home, this company is EXCEPTIONAL! My husband and I are novice cyclists but wanted to do a tour while in Europe. We chose the Romantic Alentejo in Portugal with Country Cycling. Our guides, the owners and one associate, are not only passionate about cycling but about ensuring that everyone has the best experience possible. The equipment is excellent, the routes are well thought out and the accommodations are amazing, not to mention the wonderful picnics and dinners along the way. We felt pampered, challenged and completely safe!”
B. Price – April 2013
“Amazing accommodations, great cycling route and personalized service
Cycling Country delivered an outstanding 9 day cycling trip from Lisboa to the Spanish border through the Alentejo region of Portugal. Everything from the two walking tours (in Lisboa and Evora) to the accommodations (most were luxurious pousadas (renovated monasteries, convents or castles with swimming pools)) to the hearty breakfasts and group suppers to the well planned cycling routes was top notch. Geoff, Maggi and Dean were personable, accommodating, fun, informative and obviously love cycling. The weather was unseasonably hot but the support van was available to provide water to keep all hydrated or provide a lift if someone so desired. The route is through primarily rolling agricultural area and small towns and had only a few short climbs. A highlight for us was the stay in Monsaraz — a beautiful character hotel in a quaint town that is perched on top of a large hill and has amazing 360 degree view of the land below! What a sunset! What an early morning ride to the Spanish border while the sun was rising!”
S. Riley – Toronto, Canada, Oct 2011
Testimonials from previous cyclists are always available and we enjoy receiving the feedback after tours. It helps us improve our services and offer you an even better experience. Please feel free to contact us if you would like a reference to talk to. Others have also posted reviews on the independent travel website .
DATES & RATES
7 DAYS / 6 NIGHTS
SINGLE SUPP. € 495
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