Sailing holidays in Portugal
Experience Portugal's Atlantic swells on a sailing holiday and never look back. These sorts of small group trips are all crewed and you can be as involved or laid back as you wish. Overnight anchorages as the sun sets are simply sublime with numerous locations to head to from Portugal adding to the sense of adventure.
2 Sailing holidays in Portugal found
Lisbon to Madeira sailing holiday
A 600m ocean passage, mile making and night sailing
From €2,499 10 days ex flights
Small group travel:
2026: 24 Jan
Sail from Madeira to the Azores
A unique mini-ocean crossing for adventurous sailors
From €2,747 12 days ex flights
Small group travel:
2026: 10 Apr
