Discover Portugal's Alentejo with Erik Segelbaum

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Overview

Discover Portugal's Alentejo with Erik Segelbaum
Evora, Portugal
Apr 20 - 26, 2026
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Tinto travels
$4,200
Deposit: $1,000

About your trip

Come find out why Travel & Leisure The Wall Street Journal think Portugal is one of the world’s hottest destinations at the moment. Experience it like an insider.

Spend 6 days and nights exploring the history, culture, cuisine, and wines of Southern Portugal’s Alentejo region, with the UNESCO World Heritage walled city of Évora as your base.

Guided by Erik Segelbaum

Food & Wine Magazine’s Sommelier of the YearWine Enthusiast 40 Under 40 Tastemaker, and one of the most dynamic wine educators in the U.S.

Tour Highlights

  • Historic Évora – Roman temple, the Bone Chapel, the Cathedral of and more

  • Portugal’s Stonehenge – older than the UK’s by 2,000 years

  • Cork Forest Experience – sustainable harvesting in the Montado

  • Monsaraz – a fairytale hilltop village overlooking Spain

  • Royal Palace of Vila Viçosa – Portugal’s regal history

  • Estremoz Market – one of Europe’s oldest outdoor markets

  • Guided Winery Visits – Hosted by Erik. Some of his favorites including: Howard’s

    Folly, Esporão, Fita Preta & more

  • Dining – unforgettable meals with wine pairings, including rising star chefs

What's included

Hotel

6 nights at a 5-star hotel in Évora

Daily breakfast

Meals

Daily long lunch or dinner including all wines & gratuities

Visits

All winery visits, tastings & cultural excursions

Transportation

Private transportation from the pick up location through the drop off on Sunday in Lisbon

Pick-Up

Pick-up/drop-off in Lisbon

Wine tastings

all, generally including tapas

What's not included

Airfare

Trip insurance

If applicable

Day 1

Day 1 image

The UNESCO world heritage city of Évora

Our private group bus will meet you at our pickup location in central Lisbon at 10am and to take us to Évora (approximately 1h20m minute ride).

Prior to lunch, we will visit the famous Bone Chapel of Évora. We will then wander the

maze of narrow streets of Évora before arriving at our lunch destination.

Wine tasting & lunch: We will dine at one of our favorite restaurants in Évora. The family has been serving traditional Alentejo gastronomy for close to 40 years.

After lunch, we will visit the 800 year old Cathedral of Évora followed by the 1,800 year old Roman temple, before making our way to your hotel – a 5-star property located within the walls of the town.

Each evening you can enjoy the common areas of the hotel with its commanding view of the 16th century aqueduct or wander the streets of Évora.

Day 2

Day 2 image

Cork, Fita Preta winery & Portugal’s Stonehenge

Cultural stop over: You will learn why cork is such an incredible sustainable resource.

We will visit a cork forest led by the always jovial, interesting Andreia. You will never look at a wine cork in the same way again!

Lunch & wine tasting: We will then stop at Senhor Daurindo’s for a super traditional

Alentejo feast accompanied by some very local wines. This afternoon we will visit with one of the most dynamic winemakers in the entire country at his winery, Fita Preta.

More culture: On the way back to our home base, we will stop by at the pre-historic

megalith, a stone circle that predates Stonehenge by 2000 years.

Day 3

Day 3 image

Portuguese Royalty & Howard’s Folly winery

Cultural stop: A guided visit to the royal summer palace in Vila Viçosa.

Wine tasting: Howard’s Folly. Funny name, serious wine. Lead winemaker David

Baverstock is better known for running the wine operation at Esporão. But Howard’s Folly is a new, small venture by David’s good friend, Howard who lived for 30 years in Hong Kong.

Lunch: Innovative Chef Bernardo creates perfect dishes to pair with Howard’s wines.

Day 4

Day 4 image

Portugal’s best hilltop village & the wines of Esporao

Cultural stop over: the fairytale village of Monsaraz. One of the best-preserved villages in the country. If it were anywhere else, it would be mobbed with tourists year-round. We will stop in the pottery town of São Pedro do Corval along the way for some shopping.

Lunch: We will have a lovely lunch while trying the wines of Herdade do Esporão

Day 5

Day 5 image

Roman Villa & Quetzal winery

Wine: Visit our friends at Quinta do Quetzal who love both art and wine. Our visit will be led by winery head, Reto Jorg.

Lunch: João Mourato, head chef at Quetzal, may receive a Michelin star one day. You will not believe he is only 29!!

Cultural highlight: the Roman Villa of São Cucufate has been standing for over 1,800

years.

Day 6

Day 6 image

The Estremoz Saturday market and Monte Branco winery

Cultural stop over: We will visit one of the oldest outdoor markets in Europe in the

marble town of Estremoz.

Winery tasting: Owner, winemaker Luis Louro of Monte Branco was practically born into the wine business. Luis has strong opinions about winemaking and looks forward to sharing them with you. It also helps that his tasting area overs a glorious view of the countryside.

Lunch: We will have a lovely lunch in the barrel room while continuing to try some of the Monte Branco wines.

Day 7

Day 7 image

Boa viagem

Early breakfast, check out and transfer back to Lisbon airport.

Most of you will be departing on a noon flight that day, therefore you will be leaving the Évora hotel at around 8 am.

If you are staying in the country, breakfast is at your leisure.

We can help you in booking transfers at other times and to different locations.

Location

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1. Evora, Portugal

Evora, Portugal

About your organizer

We curate and host food, wine and cultural tours on behalf of universities, wineries, wine stores, and wine influencers to some of the top destinations in Europe,

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