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Alentejo and Lisbon (Self Drive)

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7 Nights from $1,167*
* Sample price: priced within the past 7 days for a 5/18/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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Add Outbound & Return Flights

This 7 night sample itinerary includes:

  • Flight into and out of Lisbon
  • Rental Car for 5 days
  • Hotel for 2 nights in the Alentejo North East area
  • Hotel for 2 nights in the Alentejo Golden Plains area
  • Hotel for 3 nights in Lisbon

The vast Alentejo region is often overlooked by visitors in Portugal; unfortunately this means that many miss this wide open gem. Discover for yourself why this region, with its rich medieval history, national parks, vast lakes, open plains, and delicious wines is so special with this totally customizable vacation package. Begin in the Alentejo North East area (a medieval Portuguese stronghold in the land wars with Spain: rife with castles, cobbled streets, and charming people) and then the relaxing Alentejo Golden Plains (known for its wide open expanses and wine production); end your stay in fantastic Lisbon (a feast for all the senses, with medieval towers, nearby glorious beaches, and inimitable food)!

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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