4 Nights – São Miguel
2 Nights – Faial
2 Nights – Pico
2 Nights – Flores
3 Nights – Terceira
1 Night – São Miguel
✈️ UK – São Miguel (4 nights): The largest of the nine islands, São Miguel is a lush, green paradise brimming with natural beauty and volcanic wonders. On the western side, you’ll find Sete Cidades, a breath-taking lake system with stunning lagoons and dramatic landscapes. Its twin lakes, Lagoa Azul and Lagoa Verde, offer scenic walks with incredible views along the way. The island is also home to the Furnas Valley, where geothermal springs bubble away, creating natural hot pools and cooking the famous cozido das Furnas, a stew slow-cooked underground by volcanic steam. In the central region, Lagoa do Fogo – one of São Miguel’s most stunning crater lakes – sits within a volcanic caldera, offering fantastic trails around its perimeter. The island’s capital, Ponta Delgada, takes its name from the ‘delgada’ (slender) shape of its coastline and offers charming streets and colonial buildings. Highlights include Igreja de São Sebastião, a fascinating church with distinctive Portuguese architecture, and Forte de São Brás, a 16th-century fortress housing the Museu Militar dos Açores. Along the marina, you’ll find a lively waterfront lined with cafés – perfect for sipping a drink while gazing out at the Atlantic.
The Azores are one of the world’s top destinations for whale and dolphin watching, with around a third of all known species spotted in their waters. Whether you’re in São Miguel or exploring another island, make sure you make the most of your chance to see these creatures in the wild during your holiday.
✈️ São Miguel – Faial (2 nights): After a short flight, you’ll arrive in Faial, often called the ‘Blue Island’ thanks to its hydrangeas that bloom between June and September. This island is a living testament to the Azores’ volcanic history. One of its most unique sights is Capelinhos Volcano, where a 1950s eruption reshaped the island, creating an almost lunar landscape of ash and rock – almost like stepping into a Sci Fi movie. You can learn more about the story of the eruption in The Capelinhos Interpretation Centre, which is built underground. Horta is Faial’s main city, which is full of galleries, markets and the Horta Marina, a legendary stop for sailors crossing the Atlantic. As you stroll along the harbour, you’ll see the murals left behind by sailors from all over the world – each one telling its own story – and hopes for a safe crossing!
✈️ Faial – Pico (2 nights): Another short flight will take you to Pico, home to Mount Pico, the highest mountain in Portugal. For the ultra-ambitious looking for a challenge, climbing Pico is a bucket-list adventure, with incredible views above the clouds. However, if you prefer to keep your feet firmly on the ground, the island offers plenty to explore – from its lava fields and UNESCO World Heritage vineyards to its interesting whaling history, which you can learn more about at the Museu dos Baleeiros. A visit to the vineyards will let you understand how the vines thrive in the black volcanic soil and create a wine (Verdelho) that’s as unique as the island itself.
✈️ Pico – Flores (2 nights): Flores feels like the best-kept secret in the Azores. From the wild beauty of Poço do Bacalhau’s waterfall to the pristine beach of Alagoa, it’s the type of place that’s meant for slowing down. Beyond the waterfalls and beaches, you can hike the island’s dramatic cliffs, explore hidden lagoons such as Lagoa Funda, and kayak along the coastline. The island is a haven for birdwatching, with rare species nesting on the cliffs, such as the Madeiran storm-petrel and Cory’s shearwater, and offers plenty of opportunities for whale and dolphin watching.
✈️ Flores – Terceira (3 nights): Terceira is a gateway to the central islands of the Azores. Its beautiful historic centre, Angra do Heroismo, is a UNESCO World Heritage Site and the islands’ oldest city. Here where you can wander through cobbled lanes lined with colourful buildings and historic churches. Within it you’ll find the 16th century Sao Joao Baptista Castle, surrounded by three miles of walls along with the Angra do Heroismo Museum, which tells the story of the city and the island with a collection of arms, maps and art. Overlooking it all is the Monte Brasil, a volcanic peninsula and a popular spot for hiking that offers incredible views. You can also step inside an incredible ancient lava tube for a fascinating insight into the island’s geology. Terceira is known for its coastal beauty with popular beaches including Vitoria Beach which is ideal for swimming and sunbathing, or for something secluded, head to Baía dos Moinhos with its calm, turquoise waters set against rugged cliffs.
✈️ Terceira – São Miguel (1 night): To round off your unforgettable Azorean adventure, you’ll return to São Miguel for one final night. Relax in Ponta Delgada, where you can revisit the charming streets, enjoy a sunset drink by the marina, or indulge in some delicious local cuisine, making the perfect end to your journey.
✈️ São Miguel – UK: You’ll fly home from Ponta Delgada after your unforgettable Azores trip.
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This is not the first time we have used the services of eShores for our tailor made holiday, having dealt with the company for several years now. Once again, we are totally satisfied with the speed and efficiency of the whole process. It has re-inforced our view that eShores is a must first call for…
I have been booking my holidays with Mr. Chris Eaves from eShores for the last five or so years. I have found Chris to be knowledgeable patient and helpful his advice has proven to be very useful on more than one occasion. Aside from his professionalism he is a very personable and friendly individual and…
Helpful, Informative, incitful.
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eShores have helped us with our travel plans a few times now and they are always helpful, finding us good places to stay and good value deals on flights, transfers and accommodation. Highly recommended.
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Chris was fantastic! We wanted to visit Andalusia, especially Seville and Granada, but wanted some more free time than other tours seem to provide. Chris listened to our requirements, including which airports to use, number of nights at each hotel, rail transfers etc. Within 2 hours, Chris had put together a great itinerary for us,…
Excellent advice with very prompt responses
I was fortunate enough to stumble across eShores whilst googling Island Hopping holidays in Greece. From the very first point of contact with Leanne I have been nothing but impressed with the responsiveness and friendly professionalism I have received. All information provided has been clear and concise and the entire booking process has been a…
EShores are such a joy to work with. They take on board all requests and requirements, coming up with excellent holiday proposals that they are happy to refine as required. Have always been delighted with the friendly professional service, and have always been delighted with the holidays we have purchased. Highly recommended.
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I have used Eshores’s quite a few times now and they always come deliver a great service. Hannah was brilliant throughout our last couple of holidays and ensured everything went smooth. Wouldn’t hesitate to recommend!
I have recently booked a multi centre holiday with Nick at eShores. He was great, he advised me with a few different destinations and timescales for each stop, with different price options also. Nothing was set in stone and I’m now looking forward to a wonderful holiday in Croatia.
This is the 1st time I have used Eshore or even booked a holiday online. Emily was so helpful. Nothing was too much trouble. Everything I asked for was dealt with by Emily professionally and with care and consideration. I would definately use her again in the future if this type of holiday was required…
Trip to Baltic capitals in June, options well presented and discussed and organised for me. Looks spot on & I've used eShores last year too so I expect it will prove to be a good trip.
Claire was fantastic at eShores. She managed to tailor my holiday exactly to my requirements and was well below my budget. She managed to find me hotels with easy train/airport access in the different cities I will be staying at in France. This was very important to me. Wonderful service and I will definitely be…
I recently booked my holiday and I couldn’t be more pleased with how everything was handled from start to finish. The entire process was smooth, efficient, and completely stress-free. Every detail was clearly explained, and all my questions were answered promptly and professionally. What really stood out was the excellent communication throughout. I was kept…
Excellent service, Anna was a joy to work with, very pleasant and polite, she couldn't do enough to help me find the perfect holiday. Much appreciated, thank you Anna.
Nick made the process easy, taking into consideration any requests. No pressure and we’re looking forward to our 2027 adventure!