A Food, Wine & Cultural Tour 

The Alentejo Region

Travel like an Insider

Discover the heart of Portugal, and let yourself become enraptured by the sun-soaked golden landscape of the Alentejo region. On this 6-day & 6-night leisurely tour you will meet award-winning winemakers, taste some of the best wines in Portugal, and discover delicious, traditional cuisine. Throughout your vacation you will stay in beautiful and welcoming accommodations, enjoy local recipes made with seasonal produce, and go wine tasting at vineyards where the heart and art of wines are elegantly expressed. 


In the heart of Portugal your accommodation is at a beautiful 4-star hotel in Evora. The charming town a UNESCO World Heritage site, and open-air gallery, with white-washed architecture and cobbled-mosaic streets. Here you will walk in the footsteps of Romans, kings and queens, and touch upon the impressive stones of a Roman Temple, Gothic Cathedral, famed Chapel of Bones, and Stonehenge-style Neolithic monuments. 

For the enjoyable day trips within Alentejo, you will also explore Estremoz, and walk the marble-lined streets which will lead to the palace, where you can have tea on the terrace, or climb the tower to look our over the star-shaped rampart walls of the town.

In medieval Monsaraz, you will step through a time-portal, and experience a charming hilltop castle village, once fortified by legendary Templar Knights. Views from Monsaraz are considered the most beautiful in Alentejo, and a perfect place to sip wine, and soak in the colorful expanse of the rolling hills, decorated by ancient Olive Trees, Cork Oak Trees and vineyards.

Portugal is perfect for 1st time travelers to Europe, as most Portuguese are proficient English-speakers, and known for being wonderfully welcoming. As one of the oldest nations in Europe, Portugal is a place unlike any other, a place inspired by global explorations, where art, architecture, food and wine express elements of the world, all the while remaining uniquely Portuguese.

Cost Per Person: $2,400

Trip Includes:

6-nights in a lovely 4-star hotel. 

Daily Breakfast

Daily Lunch, and or, Dinner

All Wine Tastings (including tapas)

All Transportation

All Admission/Entrance Fees

All Gratuities/Tips

Does Not Include:

Airfare or Travel Insurance

For Full Itinerary & Sign Up:

“If you miss Portuguese wines, you will be missing out on what is arguably the most exciting new wine chapter in the 21st-century wine modernity...the best are gorgeous.”

Wine Spectator critic Matt Kramer