Upon Request

- 1 Day
- €265.00 - €650.00pp
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Trails, Heritage & Wine Tasting in the Lisbon Countryside
From Lisbon/Cascais | Upon Request | 1 Day | Private Cultural & Hiking Tour
Just north of Lisbon lies a historic demarcated wine region, prized for its crisp white wines and still shaped by the small quintas that have farmed its slopes for generations. This full-day private tour combines a circular hiking route through the surrounding hills and river valley with a visit to a local wine and vine museum, lunch at a vineyard-view restaurant with a historic wine cellar, and an afternoon wine tasting with an estate visit at a family-run producer.
Distance: 12.5 km | Type: Circular | Difficulty: Moderate | Elevation Gain: 301 m | Duration: Approx. 3–4 hours
The trail departs from a historic village center and climbs through a wooded river valley, passing two scenic waterfalls fed by a tributary of the Tagus before continuing up to the ruins of a hilltop fort with panoramic views over the surrounding wine country. The route then loops back down through vineyards and farmland to the starting point. Terrain is varied with some sustained elevation gain — guests must be in good physical health and physically fit.
Not suitable for guests with significant mobility limitations. Sturdy walking footwear recommended.
Before lunch, visit a small local museum dedicated to the region’s winemaking history, tracing the evolution of viticulture in this historic demarcated region from its earliest documented vineyards to the present day, with exhibits on traditional production methods and the wines that made the area’s reputation.
Enjoy lunch at a family-run restaurant set among the vineyards, where simple, unpretentious cooking is prepared with care from fresh, seasonal ingredients. The setting includes the estate’s original wine cellar, once used for treading grapes by foot, and views over the vines that supply the house wine. The kitchen is best known for a boneless grilled rabbit dish — a house original — alongside other traditional Portuguese dishes such as pan-seared beef and salt cod.
Not suitable for vegans or strict vegetarians.
Conclude the day with a visit to a family-owned wine estate producing wines under this historic appellation. The tasting is a vertical flight of the estate’s white wine across three different vintages, paired with a red wine made from a traditional Portuguese grape variety, accompanied by a board of regional tapas. A guided walk through the estate provides insight into the winemaking process and the family’s history in the region.
✅ Door-to-door private transportation from Lisbon/Cascais in a comfortable air-conditioned minivan
✅ Guided circular hiking route through the valley and hills above the village
✅ Entrance to the local wine and vine museum
✅ Lunch at a vineyard-view restaurant
✅ Guided wine tasting and estate visit
❌ Personal expenses
Wine lovers, hikers, culture enthusiasts, and anyone who enjoys discovering a wine region through its landscapes, history, and producers. Ideal for couples, families, and friend groups looking for private, personalised experiences.
Good physical health and fitness required. The trail covers 12.5 km with 301 m of elevation gain on wooded paths and hillside tracks, taking approximately 3–4 hours. Previous hiking experience recommended. Sturdy walking footwear essential.
Duration: 1 Day | Group: Private (2–6 guests) | Style: Cultural hiking & wine tour
Itineraries are frameworks, not scripts. Perfect light somewhere? We stop. A local moment that deserves more time? We linger. Need to adjust pace? The day shapes itself around you. Your private tour adapts to your preferences, energy levels, and spontaneous discoveries along the way.
✓ A Genuine Walking Route — Waterfalls, a hilltop fort, and vineyard paths on one circular trail
✓ A Complete Regional Story — Museum, hike, lunch, and estate tasting combine to give a full picture of a historic Lisbon wine region
✓ A Rare Tasting Format — Compare the same wine across three vintages, paired with regional tapas at the source
✓ Knowledgeable Curation — Years of local knowledge ensure authentic experiences and insider access
✓ Seamless Logistics — All coordination, timing, and details handled so you can simply enjoy
✓ Private Small Group — Maximum 6 guests ensures a personalised and intimate experience
✓ Comprehensive Service — Door-to-door transportation, lunch, museum entry, and tasting included
Available Upon Request | Reserve your private wine country tour today!
Contact us to secure your exclusive hiking, heritage, and wine tasting day in the Lisbon countryside.
1 – person solo option – €850.00
2- people – 550.00 per person
3-4 people – €450.00 per person
5-6 people – €400.00 per person
Registration Includes:
Does not include:
(The end time is approximate. This time may change depending on conditions and participants)




