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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Have used eshores for over 12 years for bespoke holidays and can honestly say every single holiday has been faultless.. we have had the pleasure of assistance from Emma since 2014 and will continue to use them for our holiday needs.. Emma has recently just booked us flights and a car to Florida as we…
Have used EShores on 6 major holiday trips since 2023 and wouldn’t dream of using anyone else. Our travel consultant (Emma) is amazing. Nothing is too much trouble to her and she is a pleasure to deal with.
I am so pleased I found this company. I was struggling to book a touring holiday myself. Rob has been very helpful and we have now planned and booked our holiday. Thoroughly recommend.
We have just booked a twin centre trip for 2027 with eShores, we had a quick response to all our planning queries, booking was professional and friendly. Thank you
Great service by Zack, listened to what we wanted, not pushy, accommodation suggestions were realistically priced, made any changes we wanted until we got the perfect package. Very pleased!
Helpful, flexible and not pre-packaged! Holidays arranged how they should be. Matt is always super sensible to do business with and is part of a well run team.
Dealing with Michelle, she was patient polite and nothing too much trouble. All question and adapting our holiday she never appeared phased . Mixhelle is the reason I booked with Eshores she isca star and is customer aware . Brilliant Service
Very iffcient and professional
Claire at eShores has been so helpful in researching for us to ba able to book a tailor made holiday to Thailand for Jan 2027. We were looking for a bit of everything from a few days in fast paced Bangkok,sightseeing for a few days in Chiang Mai followed by a week in Phuket for…
We have used Eshores for the past 15 months since we have started travelling again and booked several holidays with them. We feel that we have our own personal travel agent ie Chris who has got to know us snd our needs. I would highly recommend this company for their personal touch, advice and excellent…
So far so good excellent service on point and fast. Delivered what we needed. Prices climbed due to flight availability so no fault of the operator. We are happy we found eshores. Booking the holiday of a lifetime 3 weeks in Mexico and Matt understood exactly what we wanted and fixed it fast. Very pleased…
Megan is 100% patient and helpful but I can't write a proper review till after our trip.
Kelly, our trip advisor was very good in changing anything we suggested to make our trip special, replied to any questions in a very short time after requesting them and always polite with any queries.
Michelle at Eshores was incredibly patient with us while we went through different options. She was very informative with different suggestions and managed to find us a holiday within our price range.
This is the first time ive used eshores and Daves help was great. We gave him an idea of our itinerary and he pulled something together really quickly. The cost was considerably cheaper than a quote we received from another company so we were delighted. Roll on June 2027
We have recently booked our third trip with eShores having used them for the first time last year to organise a mini Greek Island hopping holiday - we had a wonderful time and things went very smoothly. The Travel Consultant we were fortunate enough to first contact is Kadie and she has assisted us with…
Over the last 3 years, Kadie has booked our Thailand and Australia trips and now our New Zealand trip for 2027. She has been absolutely amazing putting together our itinerary (for 4 people with different requirements) and booking all 3 trips. She has taken all the stress out of booking flights, accommodation, transfers, car hire…
We have dealt with dave felton on many occasions, he has always been extremey helpful, giving us several choices of hotels and destinations. He will always make sure you are happy with everthing. Would highly recomend him and his team.
Recently had to cancel a holiday I had booked with Eshores. The whole process was dealt with quickly and professionally. I had my refund within 2 days. I then booked another holiday which was very last minute. Michelle found me exactly what I wanted for a very good price and I had my ticket package…
Many thanks to Emma at eshores ,her knowledge and very helpful manner were a big part of us using them as our holiday consultants.