Day 1 – Arrival in Porto and transfer to Chaves

Pick up in Porto airport or your hotel and transfer to Chaves. Bike setup and briefing of your tour. Free afternoon to explore Chaves historic old town and monuments. Chaves is a very old medieval town on the banks of the Tâmega River and with roots dating back to the Roman Empire where it was known as Aqua Flaviae, due to the thermal baths and name of its Roman ruling family. Vestiges of Roman, Arabic and medieval Christian buildings and bridges are still present all over the old town.

Hotel: Castelo Hotel or Forte de São Francisco (premium option)

Day 2 – Chaves to Régua – 90km and 1000m accumulated climbing

After the breakfast at your hotel you’ll start your 1st ride of this tour. Today you’ll leave Chaves, heading to Peso da Régua, along the N2 road, the oldest road in Portugal, and one that crosses Portugal from the northern tip of the country in Chaves all the way down to the southern tip in Faro, Algarve. You’ll ride most of the day on this road, first along the highlands and going through the thermal baths city of Vidago, followed by Vila Pouca de Aguiar and then Vila Real the region capital of Trás-os-Montes. From Vila Real you will have 1 very long downhill section, interrupted by a short hill, that will be your entrance gate to the magnificent wine country region of the Douro. Enjoy the amazing downhill along the vineyards and that will take you to the Douro River and Peso da Régua the riverside village, important commercial port of this wine country. Check in at your riverside hotel and either relax enjoying the river views or walk to town to visit the Douro museum to learn about the wine heritage and traditions of this region.

Hotel: Vila Galé Collection Douro or Quinta da Pacheca (premium option)

Day 3 – Régua – Longroiva – 90km and 1600m accumulated climbing

Breakfast at your hotel. Start your ride entereing the EN222 road that runs along the Douro River for 20km in direction of the village of Pinhão. Just before Pinhão, take a right turn to São João da Pequeira, tackling the 13km climb to the top with some of the most wonderful views of both the Torto and the Douro Rivers, as well as the vineyards full valleys. At the top, continue riding the same EN222 road further inland to the Côa River valley. It will be a bit of up and down ride through the small village of Fonte Longa where you can consider a road side stop for refreshments and the on to Mêda, a short 5km to either of the hotels in Longroiva, where you’ll just ride downhill to arrive at your hotel, or Marialva where you’ll have to tackle and extra climb to the top of the village. In either of the villages take some time to visit the castles and surrounding countryside.

Hotel: Longroiva Thermal Hotel or Casas do Côro (premium option)

Day 4 – Longroiva – Penhas Douradas – 100km and 2200m accumulated climbing

Enjoy a big breakfast because you’ll need to climb plenty to get to Penhas Douradas today! Start your ride along the Côa Valley with its long and gentle hills, seeing from afar Trancoso, with its castle atop of the hill. After Trancoso you the next town will be Celorico da Beira right at the edge of the Serra da Estrela Natural Park and probably the best place to taste the typical and tasty Serra Cheese, a creamy and pungent goat cheese of this mountainous area. Entering the natural park you’ll gently start to climb and as you pass Folgosinho, a nice place to stop and refill, in case you haven’t, you’ll start the long climb to Penhas Douradas. You’ll face a steeper start taking you roughly to 1/3 of the climb and then you’ll have a long flat and then downhill section until you’ll enter the gentler 9km climb taking you to your hotel in Penhas Douradas. Relax and enjoy the views from the top in these spectacular mountain retreats.

Hotel: Casa das Penhas Douradas or Casa de São Lourenço (premium option)

Day 5 – Penhas Douradas – Manteigas – Torre – Covilhã – 61km and 1350m accumulated climbing

After breakfast at the hotel, this day will let you ride up to the highest point of continental Portugal, the snow station of Torre, which sits at 2000m high up the Sierra da Estrela and will let you know the western side of this mountain range. Start by riding the long downhill section from your hotel towards Manteigas and from here ride one of the nicest climbs to the top of the Sierra, up the glacier valley. The first part is is a long tough climb of 9km and 8% average incline starting at the Zêzere river, leading you through the beautiful glacier valley and up to the Viriato Lake. After a short 2km downhill section you'll have to tackle the remaining 8 km to get to Torre, also at an average 8% incline. It’s a tough constant climb that will get you to 2000m high with amazing views from the top. At the top enjoy some coffee and snacks or venture yourself and get the typical and huge prosciutto and serra cheese sandwich they sell at the café because e all the hard work of the day is done. Trace back downhill to the crossing to Covilhã, tackle the 2km uphill section and be ready to start the veeery long 20km downhill section that gets you to Covilhã, the city at the base of the mountain range. Enjoy the restaurants at the city centre and be sure to rest well for the upcoming days.

Hotel: Hotel Pena D'Água or Casa das Muralhas (premium option)

Day 6 – Covilhã – Proença a Nova – 116km and 1600m accumulated climbing

Breakfast at your mountain retreat and start of your day ride. This day's ride has plenty of downhill and rolling hills terrain, but there's also several medium to short 2 to 5 km climbs along the route. On this day you'll be leaving the big mountain to get access to the flatter central and south region of the country. Enjoy the ride along the river valleys and long extensions of forested area as well as the almost car free roads of most of this region. This area of the country has plenty of small villages along the route where you can stop and refill or have a coffee and you should aim to get a stop half-way through the day and be sure to eat to make it through this leg breaking up and down riding. As you get closer to Proença a Nova the terrain starts to get flatter too.

Hotel: Amoras Country House (upgrade to superior room in premium option)

Day 7 –Proença a Nova – Estremoz – 150km and 1900m accumulated climbing

Breakfast at your hotel and start of your ride, leaving the highlands towards the rolling hills of Alto Alentejo. Your ride starts with a long downhill section to get you to the Tagus River and then climb from the banks of the Tejo River to the surrounding hills and to the village of Nisa. Once you get to Nisa you are already in Alentejo and in rolling hills terrain, which will constitute most to today’s ride. You’ll ride through Alpalhão, Flor da Rosa, Crato, Alter do Chão and Fronteira, all small villages where you can stop and enjoy a coffee, refill you water bottles and grab a bite while noticing the different architecture and slower pace of this province. The landscape, trees and terrain will be quite different also, as if you entered a new country. After the short climb to Fronteira the rest of the route will be in flat-ish roads with a very gentle climbing approach to Estremoz and then the short and sharp hill to get you to the top of the village. If you’re staying in Estremoz enjoy the views from the top of the Castle Tower and make sure to visit the great restaurants in town. If you’re staying at the Convento de São Paulo you still have to ride 18km more to your mountain retreat in the Ossa Sierra, a beautiful old convent now a hotel. From Estremoz you’ll ride downhill to the base of the mountain and then tackle the remaining 7km at 6% incline that will lead you to your hotel. Relax by the pool and have dinner at the great restaurant in the Convent Courtyard.

Hotel: Convento de São Paulo or Pousada de Estremoz (premium option)

Day 8 – Estremoz – Vale do Gaio or Alvito – 107km and 800m accumulated climbing

Enjoy your breakfast in either of the the high ceiling dining rooms of both historical buildings and head out to ride the plains and rolling hills of Alentejo. If you haven’t ridden it the day before you will ride it today, up the Serra D’Ossa and then down to Redondo, a long 7km climb and then a 5km downhill section. If you stated at Convento de São Paulo you just have to roll downhill and then ride the flat area till Redondo. From here you’ll enter the rolling hills and plains of Alentejo, riding really quiet roads and passing the very small villages of São Manços and Torre de Coelheiros, before going through the more populated Viana do Alentejo. If you are staying at Pousada do Alvito the latter is only 10km from this historic castle and hotel. If you’re staying in Vale do Gaio then you still have 35km of you ride to complete it, mostly in gentle downhill roads that will take you to this hotel just at the edge of the Vale do Gaio reservoir. Relax at the pool and enjoy dinner outside if the weather is favourable.

Hotel: Pousada do Alvito or Hotel Vale do Gaio (premium option)

Day 9 – Vale do Gaio – Vila Nova de Milfontes – 103km and 600m accumulated climbing

After your breakfast at the hotel, you’ll start your ride that will take you from the plains to the coast and the beaches of Alentejo. Exiting your hotel you’ll have a downhill section to take you to the banks of the Sado River and its rice fields. After a short sharp climb from the river bank you’ll enter a long flat section that will take you to the village of Grândola, a good place to stop at a café and refill your water bottles. Once you leave Grandola you’ll have to head up the Grandola Sierra, riding the plateau to Santiago do Cacém and then the downhill section to Morgavel Reservoir and thus entering the protected area of the Vicentina Coast, or Southwest Coast as we call it. From here the terrain is flat, in a road parallel to the Coast, passing near Porto Covo and the arriving in Vila Nova de Milfontes, where your seaside or riverside hotel is located.

Hotel: HS Milfontes Hotel or Monte do Zambujeiro (premium option)

Day 10 – Vila Nova de Milfontes – Sagres – 100km and 800m accumulated climbing

Breakfast at your hotel and start of the last ride of this tour that will take you to the southwestern most point of Portugal, Sagres, full of significance due to the Nautical School said to be founded there in the 15th Century a.C. by D. Henrique while preparing expeditions to the African coast. Today’s route is mostly flat with a couple of short climbs along the way as you approach the coast and then get back inland. From Vila Nova de Milfontes you’ll ride south to Odeceixe, where a detour to the beach is highly recommended, it’s just an amazing view the confluence of the beach, the Seixe river mouth and the rugged coastal cliffs of this area. From here you continue to Aljezur, where a stop for coffee or snacks might be in order as you’ll have to ride up the last climb of the tour, a 3km climb that will take you to Vila do Bispo. From here it’s all flat or downhill until the edge of the continent at St. Vincent’s Lighthouse. Trace back to Sagres and check-in at your hotel. Relax and enjoy the city and don’t forget to visit one of the local restaurant to enjoy the marvellous fresh fish and seafood of this coast.

Hotel: Pousada de Sagres or Memmo Baleeira Hotel (premium option)

Day 11 – Transfer to Lisbon

Enjoy your breakfast at your hotel and after check in you’ll be transferred to Lisbon airport or your hotel in the city. End of the tour.