3 Nights – Lisbon
7 Nights – Madeira
✈️ UK – Lisbon (3 nights): On arrival in Lisbon, you’ll want to dive straight into exploring Portugal’s vibrant capital. Perched on the banks for the Tagus river, with large sun-drenched squares, iconic yellow trams that rattle through historic streets, and a vibrant restaurant and café scene, it’s a city that’s so easy to fall in love with.
Taking the iconic Tram 28 is a great way to explore the historic parts of Lisbon, winding through the city’s oldest streets before you make your way up towards São Jorge Castle. While the tram won’t take you directly to the castle, you can hop off at Largo das Portas do Sol, a stunning viewpoint in Alfama, and take a short but steep walk to the entrance. However you get there, the reward is worth it – with panoramic views over Lisbon and its terracotta rooftops.
No visit is complete without tasting a warm pastéis de nata (custard tart) best enjoyed at one of the artisanal bakeries dotted around the city. For a spot of shopping, head to the Avenida da Liberdade, a tree-lined street with a great selection of shops and lively cafés or explore the vintage shops in the Baixa district. As night falls, head to Bairro Alto with its maze of narrow streets, live Fado music spilling out of bars and a lively atmosphere.
If you have time for a day trip, we highly recommend Sintra with its fairy-tale palaces in the foothills of the Sintra mountains, just a 40-minute train ride away. Visit the magical Pena Palace, perched on top of a hill and the Quinta da Regaleira, with its secret tunnels and pretty gardens. Its location and mountain backdrop make Sintra a welcome cool escape, especially in the summer months.
✈️ Lisbon – Funchal (Madeira) (7 nights): Your private transfer will whisk you back to the airport for a short flight to Madeira, located southwest of the Portuguese mainland and surrounded by the Atlantic ocean. You can choose to stay in Funchal, Madeira’s capital or if you prefer a quieter escape, the Madeiran countryside offers a lovely retreat, with picturesque villages and lush landscapes. For the best of both worlds, consider a split stay – spending a few days in Funchal then retreating to the countryside for a few days.
Some of the highlights of Funchal include the vibrant Mercado dos Lavradores, where you can sample the local food and crafts, and the beautiful Madeira Botanical Garden, home to an impressive collection of plants. Take a cable car ride up to Monte for panoramic views of the city and the surrounding mountains and visit the Monte Palace with its art collection of Portuguese and African art and tropical gardens. Also, for a taste of the famous Madeira wine and to learn about the wine production on the island, visit one of the city’s wine cellars.
In Madeira’s countryside, you’ll find a whole host of outdoor activities including hiking the dramatic levada trails through laurel forests, exploring the volcanic pools of Porto Moniz, or taking in breath-taking views from the Cabo Girão skywalk, the highest in Europe. For those who love the water, a boat trip is a must – whether to spot dolphins and whales or to visit the neighbouring island of Porto Santo, known for its golden beaches.
✈️ Funchal (Madeira) – UK: Whether you spend the week in the Madeiran capital, countryside or a mix of the two, we’ll take you back to the airport in Funchal at the end of your stay for your flight back to the UK.
Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!
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Our experienced personal travel consultants will ensure you find the most suitable holiday, whilst taking care of every last detail. Everything from start to finish will be effortless.
We can use any hotel, in any destination, so we will craft an itinerary to suit your exact needs. Also, as we can provide any itinerary, the only holiday we'll offer, is the one that's right for you.
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Andy and Claire was very helpful and Helped sorting my trip for 2026 Thanks to both
Great service and costs. The staff are excellent they are knowledgeable and very very helpful. I have used them many times and have recommended them to my friends I will continue to use them in the future
Just booked a holiday for two to Argentina and Brazil. Absolutely brilliant service. Kadie [rovided lots of help and support whilst making choices. Cannot wait for the holiday.
Michelle, is as always so helpful and friendly.
I have been using this company for nearly 20 years now and I have always received amazing service , all the staff are great and very reactionary to any issues and prompt whilst dealing with enquiries and bookings !i look forward to my continued rely with them ! Rick
Booked a trip to Budapest-Vienna-Prague with Claire at eShores. Whole experience was amazing Claire was extremely patient with me and extremely helpful. Can't wait to go on holiday now, but already planning where to go after that.
I rang eShores having read about their way of working - I liked that their office is relatively local and their team big enough to have experience of all continents yet small enough think for all the colleagues to know each other I rang with a vague outline of what I hoped to do for…
Anna the travel consultant is very efficient and listens carefully to what we want from a holiday. I would recommend eshores to anyone planing a multi centre holiday
Leanne was brilliant she tailored our trip to Greece exactly as we wanted Very efficient and helpfull
I have used E Shore twice for holidays both times with Michelle, she has the patience of a saint and has been amazing. Will definitely use them in the future
Had contacted a few travel agents about my holiday. None, repeat none of them were as knowledgeable is Matt, who was dealing with my enquiry. His knowledge of my destination & what I was hoping/ looking for was tremendous. The lengths he went to & patience he displayed was tremendous. Really made my choice to…
Dave is as very helpful. He made booking a fairly complicated holiday easy. We haven’t been on the holiday yet, but hopefully with Dave’s expert help it’ll be great.
I have used eshores before to organise a holiday. The service was second to none and the holiday was excellent. Everything went perfectly. For that reason I am using them again. I know I will be well looked after and safe. With eshores you can choose, mix and match different countries, transport etc and nothing…
We’ve just booked our Vietnam holiday through Andy at eShores, and I can’t recommend him highly enough. From the very first call, Andy was friendly, knowledgeable, and genuinely interested in what we wanted from our trip. He took the time to listen to our ideas and then put together a perfect itinerary that combined all…
Kadie from eshores has become my favourite go to for holidays and trips. Having just returned from a visit to China Hong Kong and Thailand organised by eshore I can say that it was one of the best holidays I had enjoyed for many years
I have dealt with Hannah a couple of times and found her very helpful and knowledgeable, it is really nice to be in contact with someone who one feels is genuinely interested in what you as a customer.
Nick has been extremely patient and helpful, he has now found the right flights and accommodation for us flying from the UK to Cairo, in February.
Laura has been very helpful in assisting us twice and responds quickly to our many queries. Our recent holiday to Lake Garda was a great success and we hope Madeira next year will prove likewise
Excellent service from start to finish. Our hotel package was designed totally to our requirments. Matt was super efficient and was more than happy to go that extra mile to ensure our package was the best..i would definitely recommend eShores and i will be using them again in the future.
Nick was a pleasure to deal with, He was patient and happy to make changes to our trip several times, I'd recommend dealing with him and eshores, Thanks nick