Portugal
Alentejo
Trip Details
All tours
Stay & Enjoy
Discover our tours
From windswept cliffs and golden beaches to cork forests, vineyards, and hilltop castles—Alentejo is Portugal at its most authentic. Cycle quiet roads through whitewashed villages and rolling countryside, tasting the region’s finest offerings along the way: black pork, seafood, olive oil, and full-bodied red wines. With deep roots in Moorish and Roman history, and a pace of life that invites you to slow down, Alentejo is a feast for the senses—on and off the bike.
Highlights
- Small groups and passionate local guides
- Unforgettable routes like the Crato to Marvao
- Local cuisine in authentic restaurants
- Carefully selected boutique hotels
Package Included
- Expert guides throughout the journey
- Support vehicle during the route
- 6 nights accommodation
- Daily breakfasts, 5 lunches and all dinners except one
- Entry to tastings, selected historical sites and museums
- Detailed GPS routes
- Luggage transport
Not included
- Bicycle hire
Trains run from Lisbon to Evora and take approximately 1 hour.
Day 1 · Évora
Welcome to the walled gem of Alentejo. Upon arrival, we’ll meet at the hotel at 4:00pm for a walking tour through the historic lanes of Évora: Gothic cathedral, Roman temple, 16th-century aqueduct, and the eerie Capela dos Ossos. The day ends with a welcome wine reception and dinner.
Day 2 · Arraiolos
A gentle ride to stretch the legs and ease into the week. Arraiolos is famed for its hand-stitched carpets and surrounded by ancient megaliths. Back in Évora, enjoy wandering through the charming historic centre and dinner at one of its excellent restaurants.
Distance: 46 km – Elevation gain: 279 m
Day 3 ·Estremoz
Today’s route takes us via Redondo, a well-known wine region perfect for a lunch stop. Estremoz, once a royal seat, dazzles with white marble buildings and an elegant air. We stay here for two nights, allowing time to explore.
Distance: 64 km – Elevation gain: 584 m
Day 4 · Vila Viçosa
Ride past marble quarries and orange groves to the stately town of Vila Viçosa and on to Castelo, home to Portugal’s oldest synagogue and a fountain said to have healing waters.
Distance: 49 km – Elevation gain: 244 m
Day 5 · Crato
We head to Flor da Rosa near Crato, a region steeped in history and dotted with prehistoric dolmens. Along the way, stop at the renowned Alter do Chão stud farm, home to Portugal’s prized Lusitano horses.
Distance: 68 km – Elevation gain: 582 m (optional: 106 km – 704 m)
Day 6 · Marvão
Cycle through cork forests and hilltop villages. Visit Castelo de Vide and climb to Marvão, a stunning walled town perched on a rocky ridge, with breathtaking views across the Spanish border.
Distance: 65 km – Elevation gain: 954 m (optional: 60 km – 1,362 m)
Day 7 · Departure
Departure at your leisure from this magical corner of Portugal, enriched by the region’s history, landscapes and exceptional cuisine.
Pousada dos Loios, Évora
This serene and elegant hotel is perfectly in tune with Évora’s timeless charm. Housed in a beautifully restored 15th-century convent, it offers a peaceful retreat in the heart of the town. You’ll stay in the former monks’ quarters, now stylishly updated, and enjoy a fine restaurant, cosy bar, inviting swimming pool and sun-soaked terrace.
Pousada Rainha Santa Isabel, Estremoz
Set within the walls of Estremoz Castle, this historic pousada was once home to Queen Santa Isabel. From the garden and pool, gaze out over sweeping views of Estremoz and the surrounding Alentejo plains. Inside, four-poster beds and regal décor give every guest a taste of royal living.
Pousada do Crato, Flor da Rosa
This architectural treasure sits within the former Monastery of Santa Maria de Flor da Rosa. Carefully restored, it retains the tranquillity of its monastic origins while showcasing a mix of Gothic, Renaissance and Moorish influences. A truly unique and peaceful place to rest and reflect.
Pousada de Santa Maria, Marvão
One of Marvão’s original and finest hotels, this charming pousada offers some of the best views in all of Alentejo. Nestled along a cobbled street in this dramatic hilltop village, it combines authentic character with unrivalled scenery—your own quiet corner of paradise.
Extension in Losbon
Extension in Lisbon
US $495
Single Supplement US $125
Includes 2 nights at a 4-star hotel with breakfast daily, one half day guided visit of the city and Insider’s Guide to Lisbon with recommendations on what to see, where to eat, etc.