Explore Portugal’s lively capital before heading to the stunning island of Madeira with its lush landscapes and coastal beauty.

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Description
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) to 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.
Why choose eShores?

One to One Service
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.

100% Tailor Made
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.

Fully Protected
Our ATOL bonding provides you with the financial protection you need and as a member of the Travel Trust Association, you'll have 100% financial protection. Covering you for any eventuality.

Competitive Pricing
As a tour operator & travel agent, we'll search the market to ensure that we find you the best price. Also as an online business, we can ensure our prices are as competitive as possible.






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Anonymous
We were looking for a two island holiday at Rhodes and Kos. Emily provided us with a number of options and recommendations for flights and hotels which enabled us to make a final choice. She was extremely helpful in dealing with our requests and room preferences and the whole process was handled very efficiently.
Posted 1 day ago -
Julia
So impressed with Eshores. Chris Eaves handles our arrangements and we have just booked our fifth holiday with him. Nothing is too much trouble and as we are two mature ladies his patience is much appreciated. We always feel confident in his advice and suggestions. Over the years he has arranged some complex itineraries for us including a three stop holiday with all flights, hotels and transfers organised - bliss. This time were off to Turkey and Chris has organised everything for us. Another worry free holiday sorted in 2026! Thanks Chris to you and everyone at Eshores.
Posted 1 day ago -
LukeRoger
Rob was very helpful and attentive and responded to my emails quickly and I was very impressed with the service provided. I have no hesitation in recommending eShores and I will certainly be using them again for future holidays.
Posted 1 day ago -
Keith
Excellent service
Posted 2 days ago -
Kaye
Leanne was a delight to work with, proactively suggesting options, whilst remembering they had to be practical. What I appreciated most was how responsive and efficient Leanne was. Everything was handled promptly. Even though we haven’t taken the trip yet, I already feel confident that things will run smoothly thanks to the excellent groundwork that Leanne put in place.
Posted 3 days ago -
Sally
I’ve now lost count of the trips I’ve booked with Gavin at e-shores and how he always manages to know exactly what we like and gets a great price - always the same or less than I research myself. Our latest was Greek island hopping to Mykonos, Paros, Naxos and Santorini and the hotels Gavin booked were all outstanding and the typically small, boutique hotels with less crowds. We went out of season (1st - 13th Sept) and everything went smoothly from the airport transfers, the welcome we had at each hotel and the beauty of each island having its own magic. Looking forward to the next trip already booked through Gavin in November! Thank you everyone-shores - the Napiers!
Posted 4 days ago -
Anonymous
I found your representative very informatative. She listened carefully to our requests and completed every thing we asked for, including changing flight times that were better suited to us.Many thanks. I have already recommended the company already.
Posted 5 days ago -
Alaine
Great care is given to assist with what your looking for in a holiday.
Posted 6 days ago -
Robert
Always get great service from EShores (thank you, Emma). Nothing is ever too much trouble no matter how many times I change my mind! Would not consider using anyone else
Posted 6 days ago -
Christopher
Laura was fanastic, knew just what we needed and found it hassle fre when other agents had struggled :-)
Posted 1 week ago



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