Taking you from Lisbon’s vibrancy and cloistered history to the remote and unspoiled splendour of the Azores’ archipelago, this multi centre holiday is designed for lovers of culture, world-class food and breathtaking natural beauty. We’ve cherry picked the best of the region for your 11-day stay, although you can always opt to add in whatever you fancy.
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Itinerary
3 Nights – Lisbon
3 Nights – Faial Island (Horta)
4 Nights – São Miguel Island (Ponta Delgada)
* Optional day trip to Pico Island
* Optional extension to stay on Terceira Island
✈ UK- Lisbon (3 Nights): We’ll be there to welcome you from your UK- Lisbon flight, where we’ll transfer you directly to your hotel for the start of your 3-night stay. Against the buttercup yellow backdrop of imperial buildings, gothic churches and sundrenched squares, Lisbon is a city brimming with bohemian flair and warm tradition. Wander Belém’s cafe-packed streets between the Jerónimos Monastery and landmark Belém Tower, and take in panoramic views from the hilltop-perched Castelo neighbourhood. The main Praça do Comércio square’s live fado music provides the perfect setting to enjoy coffee with a traditional custard pastry, and you can shop (high or low-end) at Alfama flea market or the buzzing Baixa district. Lisbon isn’t complete without riding the iconic Tram 28- handy for the hill setting. If the Lisbon Castle Tour or Santa Justa Lift’s dizzying heights sound up your street, we can arrange it.
✈ Lisbon- Horta (3 Nights): Leaving the metropolitan buzz for a contrast of picture-perfect plateaus, you’ll then fly direct to Horta for your first glimpse of this volcanic island cluster’s staggering beauty. You’ll be staying 3 nights at a hotel of your choice, but the Azores’ nine islands weren’t formed for staying cooped up in your room. Vast fields of Gingerlily stagger bathing pools of natural, hot-spring lava, but there’s equally a wealth of culture and local life to explore. Horta is Faial Island’s main city. There’s the historic centre’s galleries, markets and marina- think imposing waterfront facades fronting delightful restaurants. The Azores are home to a third of the world’s whales, dolphins and porpoises, so don’t miss out on the chance to watch these in the wild. Flat-terrain cycling, hiking and walking tours are all available, as is your chance to opt in for a day trip to Pico’s wineries and vineyards. This is where you decide whether to jet straight to São Miguel Island, or add on the Terceira Island option for the beachfront bars and cobbled charm. Either way, you’ll be all set for the third leg of your trip.
✈ Horta- São Miguel (4 Nights): Whether you’re flying from Horta or the extended Terceira Island option, you’ll be travelling direct to São Miguel’s city of Ponta Delgada for the remaining 4 nights of your holiday. São Miguel is the largest Azores island, but the quaint charm of blue china shops and Graça Market’s pineapple stands haven’t gone anywhere. The culture-rich Jesuit churches here keep the island’s heritage alive, although it’s the getaway feel of the island’s 20 official walking trails and hidden waterfalls that make it a gem. Scenic views, canyoning and lake vistas from the hike up to Hell’s Mouth make São Miguel a natural paradise- enough for the island’s piña colada greenhouse plants to be fooled that they’re in South America. With 4 nights, there’s more than enough opportunity to switch up trail hiking with The Block’s offbeat art exhibits, and trust us, the local cuisine will have you Googling “Portuguese restaurants” when you get home.
✈São Miguel- UK: On your final day, we’ll meet you at your hotel and transfer you for your flight back to the UK (for that homecoming cup of tea).
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 2 days 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 3 days 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 3 days ago -
Keith
Excellent service
Posted 4 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 4 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 5 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 1 week ago -
Alaine
Great care is given to assist with what your looking for in a holiday.
Posted 1 week 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 1 week ago -
Christopher
Laura was fanastic, knew just what we needed and found it hassle fre when other agents had struggled :-)
Posted 1 week ago
Talk To The Experts
Your personal travel consultant will get to know your needs, ensuring they find you the most suitable holiday, at the best price!