The folks at Winding Road Tours have been very responsive to our needs. They have clearly explained what to expect regarding the tours we are interested in and we look forward to planning this adventure with them!
Explore Our Tours
Southern Coast Cycling Tour (Spring 2022)
February 23 – March 6, 2022
This tour takes place within two protected areas along the coast from Alentejo to Algarve, meandering through authentic fishing villages…
Learn MoreBack Roads Alentejo Tour (Spring 2022)
March 14 – 24, 2022
This tour takes place in Alentejo, the Central Region of Portugal, a largely agricultural place where we will see expanses…
Learn MoreSchist Villages Walking Tour in Central Portugal (Spring 2022)
April 1 – 10, 2022
Finding the hidden treasures of Central Portugal is the goal of this fantastic trip. Starting from Lisbon, we will first…
Learn MoreCulture and Wine Country Tour in Northern Portugal (Spring 2022)
April 20 - 29, 2022
Northern Portugal is a region rich in old traditions and idyllic natural and man-made landscapes. It is full of village…
Learn MoreCape St. Vincent (Rota Vicentina) and Southern Coast Walking Tour (Spring 2022)
May 7 – 16, 2022
This tour takes place almost exclusively within protected areas along the coast from Alentejo to Algarve, meandering through authentic fishing…
Learn MoreCulture and Wine Country Tour in Northern Portugal (Fall 2022)
August 24 - September 2, 2022
Northern Portugal is a region rich in old traditions and idyllic natural and man-made landscapes. It is full of village…
Learn MoreCape St. Vincent (Rota Vicentina) and Southern Coast Walking Tour (Fall 2022)
September 9 – 18, 2022
This tour takes place almost exclusively within protected areas along the coast from Alentejo to Algarve, meandering through authentic fishing…
Learn MoreSchist Villages Walking Tour in Central Portugal (Fall 2022)
September 26 – October 5, 2022
Finding the hidden treasures of Central Portugal is the goal of this fantastic trip. Starting from Lisbon, we will first…
Learn MoreBack Roads Alentejo Tour (Fall 2022)
October 9 - 19, 2022
This tour takes place in Alentejo, the Central Region of Portugal, a largely agricultural place where we will see expanses…
Learn MoreSouthern Coast Cycling Tour (Fall 2022)
October 24 - November 4, 2022
This tour takes place within two protected areas along the coast from Alentejo to Algarve, meandering through authentic fishing villages…
Learn MoreOur Amazing Reviews
Dave L., Orlando, FL
“What a great experience! Want to turn around and do this visit all over again. I recommend a trip through Winding Road Tours 100%!”
Sandra C., Washington DC
“I was captivated by the Portuguese landscape and the relaxed Portuguese people. Winding Road Tours has done a good job introducing me to the “real” Portugal through its authentic tour offerings”
Leah O., Missoula, MT

