Tour Overview

Timeless Portugal and Madeira is dedicated exclusively to Portugal and the Island of Madeira, located just over 1000 km from the mainland

Your 20-day small group tour will be treated to a wonderful, engaging itinerary of nature, culture, living history and gastronomic delights.

Starting in Lisbon, this is the ultimate off the beaten track journey. Exploring the Alentejo region and venturing north, you will travel the scenic country roads of this fascinating destination and take in some of the most captivating medieval villages along the way before the tour winds up with a 4 night visit on the flower island of Madeira.

Departure Dates - Land Only:

Tour start date Lisbon - 2026 touring dates TBA
Tour finish date Lisbon - 2026 touring dates TBA

20 Days / 19 Nights

2026 tour price pp and Single Supplement TBA

Highlights

• Visit the medieval village of Monsaraz

• Sample the full-bodied wines of the Alentejo region and Madeira

• Discover the legendary home of the Knights Templar in Tomar

• Explore the ancient tombs in Evora

• Indulge in a relaxed cruise of the Douro Valley

• Our relaxed tour pace gives you ample time to savour the sights and sounds of our destinations, each brimming with charm and natural beauty

Portugal Up-close

• Accommodated in the historic and monument hotels of the Pousada group, Quintas and other specialty hotels

• Diverse scenery travelling on country roads

• Immense mountains, quaint hamlets of the flower island of Madeira

• Winery tours and wine and cheese tastings

• A road less travelled visiting Portugal's charming medieval villages

• Sample the best of authentic regional food and wines