Trip or Vacation Premier Host

Portugal & The Azores: A Wine Journey From Mainland To Islands

Mon, September 14, 2026 (Departure Date)

Cost: $5,200 per person

This unforgettable 9-day journey begins in Lisbon, where you’ll be welcomed with a traditional Ginginha toast and a panoramic city tour before diving into Portugal’s diverse wine heritage. Explore the Tejo and Lisbon wine regions, visit the historic town of Santarém, and tour boutique wineries showcasing terroir-driven reds and whites. Discover the royal charm of Sintra and the rare fortified wines of Carcavelos before flying to the volcanic wonderland of Pico Island in the Azores. 

On Pico, enjoy whale-watching, visit UNESCO-designated vineyards protected by stone walls, and savor seafood by the Atlantic. Island-hop to Faial for a taste of maritime life, then on to Terceira, where you’ll explore the UNESCO city of Angra do Heroísmo and the lava-formed vineyards of Biscoitos. Along the way, enjoy expertly paired meals, curated tastings, and immersive cultural experiences. The journey concludes with a seaside farewell dinner—raising a glass to Portugal’s rich wine legacy. 

Tags

  • trip
  • Portugal
  • Azores

Hosted by
Crush Wine Experiences

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