Itinerary Highlights
    • Learn more about Portugal's age of discovery (and food) in the rejuvenated capital Lisbon
    • Paddle down a blissfully peaceful river in the Alentejo
    • Enjoy a horseback wine tour
    • Hang with the cool kids in trendy Comporta on the coast

Contact one of our specialists + 44 (0) 20 3958 6120

Spend a couple of days in the rejuvenated city of Lisbon before indulging in food, wine, country pursuits and beachtime in the varied and under-the-radar region of Alentejo.


Everything is 100% tailored to you

International Flight

There are several flights a day to Lisbon, so depending on which one we've booked for you, you will arrive between early afternoon and evening. The rest of today is all about getting your bearings, so after a quick private transfer to your city centre hotel, why not give our excellent local Concierge a call to arrange a table at one of the best restaurants in town before heading out for a few pre-dinner drinks - your handy destination Dossier is also full of our favourite spots for a sundowner or two.


Age of Discovery

Portuguese explorers of old discovered and explored the world over - from Canada to Indonesia - and built an empire from Brazil to the Philippines. Today, you will meet your expert guide at your hotel for a morning's walking tour of the city. After discussing the Age of Discovery over coffee and a (few) pastis de natas (custard tarts) you will make your way to the seaside district of Belem, from where the great explorers set off to discover the world. Walking around this neighbourhood, visit monuments which commemorate the bravery of the navigators and monasteries that hosted them before they set sail.

This afternoon is yours to while away as you please. We recommend visiting a few spots from your Dossier that you didn't see this morning before enjoying dinner in one of our favourite restaurants.


Go To The Alentejo

This morning you will be privately transferred back to the airport (it's much easier to get onto the motorway from here!) to pick up the keys to your hire car. From here, you will make the two-hour drive south to the heart of the Alentejo region, arriving at your next hotel just in time for lunch. Spend the rest of today settling into your new surroundings and exploring the hotel's wonderful estate.


Row Your Boat

Today you will take to the river with a picnic lunch and an expert guide for a day's canoeing. As you gently float down the blissfully peaceful river which flows through the estate, your guide will point out the interesting flora and fauna unique to the Alentejo. After your picnic lunch it will be time to head back to the estate for a few pre-dinner sundowners.



It would be a crying shame to stay on an estate that produces such wonderful wines and not sample a few. This morning, you will have a private tour of the vineyards on horseback - the estate breeds the beautiful Lusitano horses that grace dressage fields across the world - learning about the growing and production of wine from the estate's rather dashing horseman. After your ride - and a shower! - you will head into the cool confines of the estate wine cellar for a private tasting with the sommelier.

This evening, we've arranged for you to try the tasting menu in the hotel's wonderful restaurant.



After the hour and a half drive north to Comporta - just south of Lisbon on the coast - you will have the next couple of days to truly relax and enjoy the sunshine and sea air. Your lovely hotel has a salubrious spa, so be sure to book yourself in for a treatment or two and spend some time soaking in the various indoor and outdoor pools. There are also bikes available for you to borrow and explore on two wheels, alternatively you can simply head to the beach and grab a sun lounger. If you wish, we can also arrange a few activities for you, including Hrse riding on the beach, or a romantic picnic.


International Flight

After breakfast this morning you will make the hour and a half drive back to Lisbon airport to drop off your hire car in time for your three-hour flight home.

A Rough Idea of Price

Dependent on season, accommodation and activities
The estimated cost for this trip starts from £1,690 to £2,695 per person. The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote. The average starting price for this trip is £2,155 per person.
A few of the benefits of travelling with us
Get in touch
Our experts have the inside track on the destinations they sell and will tailor-make a holiday to your unique requirements.
Contact one of our Portugal specialists