Alentejo Food & Wine Tour: Portugal’s Best-Kept Secret, September 2026

An Insider Journey Through Alentejo’s Wine & Food Culture

— Overview

Dates
24 September – 2 October 2026
Max 12 people - only 3 places remaining

Please contact me for other dates or view my availability here.

Where:
Portugal

— Details

Dates
24 September – 2 October 2026
Max 12 people - only 3 places remaining

Please contact me for other dates or view my availability here.

Where:
Portugal
Price range:
4,825€ per person based on 2 sharing
5,595€ individual occupancy. 2000€ Deposit is required.

— What to expect

Alentejo is one of Europe’s best-kept secrets — and quietly, one of its most exciting food and wine regions.

This is a place of wide open landscapes, ancient olive groves, and slow, generous living. Long lunches stretch into the afternoon. Wines are bold, elegant and deeply rooted in the land. And the food — simple on the surface — reveals a depth of flavour that stays with you long after you’ve left.

This is not a tour you could easily put together yourself.

It’s a carefully curated journey into the heart of Alentejo, shaped by the people who know it best — winemakers, chefs, producers and friends who open their doors to us. Expect unhurried meals, behind-the-scenes access, and those magical moments that can’t be planned… only experienced.

If you love discovering places before everyone else catches on — this is for you.

This tour is a feast for anyone passionate about wine, food, and culture. The schedule is full, but all you’ll need to decide is one thing: red or white?

— Includes

Includes

  • 8 nights accommodation
  • 8 breakfasts,  6 lunches &  7 dinners
  • All transportation between locations, activities and cities

Lisbon x 1 night

Albernoa x 2 nights

  • Farm tour, garden tour & cooking class & lunch
  • Winery Tour & Tasting
  • 2 wine pairing dinners
  • 2 nights in the countryside  www.malhadinhanova.pt

Evora x 3 nights

  • Cultural guided tour of wonderful Evora, Cultural Capital of Europe in 2027
  • Early evening cooking class & supper
  • 2 delicious dinners & a free night to detox!
  • Visit family olive oil farm with lunch
  • Learn all about cork with a visit to a cork factory
  • Visit & tour an artisanal weaving workshop & visit to a pottery workshop
  • Visit beautiful Monseraz
  • Be a winemaker for the day at Fitapreta
  • 3 nights in the city  of Evora at Hotel Cicioso

Vaiamonte x 2 nights

  • Cooking Class and lunch
  • Winery tour & tasting
  • Tasting wines directly out of different barrels
  • 2 wine pairing dinners
  • 2 nights in the countryside Torre de Palma

It basically includes everything except one dinner in Evora (detox time!) and a lunch in Evora – but you will be having a late-morning feast of chicken pies (typical for breakfast) and custard tarts.

Transfers on arrival into Lisbon is not included. It is easy to catch a taxi from the airport to our Lisbon hotel. A 16 minute cab ride.  You will be dropped back into Lisbon airport by 1pm on departure day.

Extra nights in Lisbon are definitely worth considering if you have the time.

WHEN

2026 departure;

Thursday 24 September – Friday 2 October 2026

Meeting point – Central Lisbon, 8pm, 24 September 2026

Departure  – Lisbon airport, at 1pm,  2 October 2026

— Additional information

— Day to day

Welcome to Lisbon

Day

September 24, 2026

Arrive in Lisbon and check into the elegant Hotel Blue Liberdade, perfectly located in Praça dos Restauradores. In the evening, we’ll gather for a welcome glass of wine before heading out together for a delicious first dinner in the city.

Prawns in Lisbon with Annie B
Lisbon Tastes & Malhadinha Magic

Day

September 25, 2026

We’ll start the day with Lisbon’s most iconic breakfast — freshly baked custard tarts from the famous bakery next door.
At 9:30am, our guide Rita will lead us on a walking food tour, sampling authentic Portuguese specialties (and a little wine too!) as we stroll through the city.
Afterwards, we journey south to the enchanting Malhadinha Farmhouse. On arrival, an engaging educational wine class, before settling in. Dinner this evening is at Malhadinha’s acclaimed restaurant, reached by a fun jeep ride across the estate.

a group of people on a Lisbon food tour sitting at a table with plates and glasses
A day in the vineyards and farmland of beautiful Alentejo. Cooking class too

Day

September 26, 2026

After a leisurely breakfast, we’ll explore the farm & vineyards. Followed by a hands-on cooking class before sitting down to lunch. The afternoon is yours — perhaps treat yourself to the spa or simply relax by the pool. Dinner is again at the main restaurant, reached by jeep under the stars.

 

a man in an apron cooking meat on a grill with Annie B in Alentejo
Monsaraz & Évora

Day

September 27, 2026

We set off after breakfast, we head to the hilltop village of Monsaraz, famous for its charm, artisan shops, and sweeping Alentejo views. Lunch is at the much-loved Sabores de Monsaraz before we continue to Évora, where we check in at the welcoming Cicioso. Dinner tonight will be at a local favourite restaurant.

Lunch at Sabores de Monseraz ib the Alentejo with Annie B
Exploring Evora & Evening Cooking class

Day

October 3, 2026

Marie will guide us on a walking tour of Évora, uncovering its Roman, Moorish, and medieval treasures. The afternoon is free for lunch and exploring as you wish. In the evening, we’ll roll up our sleeves and join Sofia for a fun and delicious cooking class, followed by supper.

Olive Oil Ice cream in the Alentejo with Annie B
Learning about Cork & Olive Oil

Day

September 29, 2026

Portugal produces the majority of the world's cork and this morning we head to Redondo to learn all about the heritage & production of cork. From here we’ll continue to a family-run olive oil farm, where we’ll tour the ancient organic groves and enjoy a farmhouse lunch with our hosts.
On the way back to Evora, we'll stop by Corkarcite and their quirky shop full of cork creations.

The evening is free for you to wander Évora at your own pace.

Cooking class in Evora with Annie B
Be a winemaker for the day!

Day

September 30, 2026

After checking out, we’ll head to the beautiful vineyard of Fitapreta, where you’ll step into the shoes of a winemaker and blend your own creation, followed by a vineyard lunch.
In the afternoon we arrive at the charming Torre de Palma Wine Hotel. As the sun sets, we’ll enjoy a glass of wine high in the tower before gathering for dinner.

a group of people sitting atFitapreta learning how to blend wine in the Alentejo with Annie B
Bread, Gardens & Barrel Tasting

Day

October 1, 2026

Our morning begins with  visiting Torre de Palma’s gardens and orchards. We’ll bake bread in a traditional wood-fired oven and prepare several regional dishes to enjoy over a leisurely lunch. Early evening, we’ll meet winemaker Duarte de Deus for a tremendous tasting in the winery before a memorable farewell dinner.

Wine Tastiing at Torre de Palma with Annie B
Farewell

Day

October 2, 2026
After a relaxed breakfast, we’ll make our way back to Lisbon airport, carrying home the flavours and memories of the Alentejo.

Join us and immerse yourself in a culinary adventure like no other.

Make Your Reservation Enquiry:

[elementor_fill_hidden_fields]

To reserve your place on this unforgettable journey into the heart of Andalusian culinary tradition, please contact us at info@anniebspain.com or whatsapp me.

People Love Annie B

Here’s what they say

Explore other courses

For people who love local food, the Mediterranean diet at its best!

Jerez – Spain’s Culinary Capital 2026, 4-Night, 5-Day Gastronomic Journey

Delicious Sicily with Annie B October 2026, 11 nights

Daily Cooking Classes: Sherry Masterclasses

Daily Cooking Classes: Spanish Fish

Daily Cooking Classes: Flavours of Andalusia Cooking Class

The Ultimate Culinary Tour of Scotland – Highlands & Islands