Island Hopping in the Azores

Explore 4 of the 9 islands of the Azores archipelago, a scenically varied area to explore, with each island having its own characteristics

Island Hopping in the Azores

Let's Call You

Trip Fee

$ 3.725

Single Room Difference

$ 1.157

Date

17 - 31 October 2026

Trip Information

It is hard to believe that the Azores are part of Europe. Born from the immensity of the Atlantic Ocean, this lush green archipelago of volcanic islands is a far cry from continental Portugal. The nine Islands of the Azores are Europe's western most point located in the middle of the Atlantic Ocean. The Azores have long been known as one of the most scenically varied areas to explore, each of the nine islands has its own characteristics, from steep craters to abundant wildlife and sites of historical interest. The islands of the Azores are a paradise for walkers and nature lovers with their blue lakes bordered by flowers, dazzling views of the sea from high in the hills and lush green landscapes of ancient volcanic craters. This 14-night island hopping holiday features the best of the Eastern and Central Islands of the Azores including Sao Miguel, Sao Jorge, Pico & Faial. Sao Miguel is famous for its beautiful landscapes and exceptional volcanic lakes. The largest of the Azorean islands it is known as Ilhe Verde - Green Island. A stunning coastline of small bays with black sand and precipitous sea cliffs interspersed with small harbours add further interest. The island features three major calderas (volcanic craters) now with lakes sparkling at the bottom. Sete Citdades even has a village at the bottom of the crater and two lakes one blue and one contrasting green. Sao Jorge has the most-jagged coastline of the Azores Islands, with coastal cliffs surrounded at sea level by Fajas. These small flat pieces of land are formed by lava flows and are distinctive features of the Azores. Discover spectacular waterfalls, lush ravines and the chance to explore the interesting fishing village of Velas. Pico is the most volcanic of the Azores Islands, renowned for its almost perfectly coned mountain of Pico Alto standing at 2352m, making it the highest peak in all of Portugal. Enjoy stunning walks through interesting fauna and picturesque villages. The local approach to wine production and vineyard culture has been preserved through the years, making for remarkable scenery of unique vineyards and dark grey basalt. Faial is known as the Blue Island for the abundance of blue hydrangeas seen all over the island and due to its deep relationship with the sea, with its harbour proving important for many adventurous transatlantic sailors. Famous for its stewed octopus in wine amongst the Azoreans - you should most certainly try some! Faial island offers a contrasting picture of rich and diverse flora and a dry lunar landscape. The walking here takes you to volcanic crater rims with breath-taking views and the opportunity to explore the lighthouse and museum which shows the history of volcanic eruptions. Each island offers a unique slice of natural beauty and culture, making this journey an unforgettable exploration of the Azores.

Activity Areas

Self-Guided Walking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking
Walking & Trekking

Region & Country & City

Europe: Azores, Portugal

Included in the Price


- Hotel-to-hotel accommodation
- All breakfasts and 6 evening meals
- Luggage transfers between hotels
- Internal flights and ferries
- Headwater Navigation App

Not Included In The Price


- Travel insurance
- Visas or vaccinations
- Single room supplement
- Solo Traveller Supplement
- Local transport to walk areas

Accommodation Information


- Hotel-to-hotel accommodation
- All breakfasts and 6 evening meals
- Luggage transfers between hotels
- Internal flights and ferries

Itinerary

Day 1 1: Arrive in Sao Miguel

Arrive at your hotel in Sao Miguel.

Day 2 2: Furnas to Lagoa das Furnas 13KM/8MI/3 HR

Take the bus (payable locally) to Furnas and walk to the Lagoa das Furnas. The walk starts and finishes in the attractive village of Furnas, with an optional extra walk round the village at the end. Confirmation of the volcanic origins of São Miguel is nowhere more evident than here. The picturesque Parque Terra Nostra is in the village centre, together with thermal baths.

Day 3 3: Sete Cidades 16KM/9.9MI/4 HR

Take the bus (payable locally) to Sete Cidades, set within the volcanic crater containing Lagoa Azul and Lagoa Verde, a must on any visit to Sao Miguel. Head up to the Vista do Rei viewpoint before either returning the way you came or taking a transfer (must be pre-arranged locally) back to Ponta Delgada.

Day 4 4: Praia to Lagoa do Fogo 14KM/9MI/4 HR

Take the bus (payable locally) to Praia. This walk takes you from almost sea level, steeply uphill across meadows, through dense woodland, alongside a levada (water channel), and finally over heather covered mountainside to arrive at the remote shore of Lagoa do Fogo, the highest lake of Sao Miguel.

Day 5 5: Sao Jorge

Explore historic Ponta Delgada before departing Sao Miguel and flying to Sao Jorge, one of the greenest of the islands.

Day 6 6: Serra do Topo to Faja dos Cubres 9KM/6 MI/4 HR

A real ‘must do’ walk with great variety from misty hills, lush ravines and waterfalls to high cliffs and an insight to life on the Fajas. Plenty of places to linger by the sea for a picnic so be generous with your time in arranging return transport.

Day 7 7: Parque Sete Fontes to Ponta de Rosais 11KM/7MI/3HR

An easy walk, through meadowlands to the lighthouse at the far end of São Jorge, the views from the cliffs are spectacular. Sit here for a picnic and feel the real remoteness of these islands, with possible sightings of dolphins and whales.

Day 8 8: Sao Jorge to Pico

Take the ferry over to Pico and explore Lajes do Pico, settled since 1460. There are several impressive 17th and 18th century buildings but the town is best known for its large whale processing factory which closed down in 1981. The Museu dos Baleeiros (Whaling Museum), running over a terrace of three old boathouses, documents the history of the local whaling industry with a collection of scrimshaw and an assortment of restored whaling vessels. From Lajes de Pico you can also join whale-watching excursions (payable locally). Pico's first church, the Ermida de Sao Pedro, dates back to the 15th century and is typical of the stark black and white-edged buildings that predominate the island.

Day 9 9: Furna de Frei Matias 11KM/7MI/4HR

Enjoy a walk down the lower slopes of Mount Pico with interesting lava tunnels at the start and superb views over to Faial. The walk ends on the coast, in Madalena, where you can learn about the history of wine production on Pico at the Museu do Vinho.

Day 10 10: Lagao do Capitao to Sao Roque 9KM/6MI/4HR

This is a stunning walk but with mostly descents down to sea level. The first section is very easy amongst wild scenery contrasting with the second half which is mainly down through interesting vegetation and forest leading to the picturesque village of Sao Roque. This could be a superb full day walk using your extra time to explore Sao Roque, visiting its Whaling Museum and maybe having a swim in the sea.

Day 11 11: Horta to Faial 4KM/2.5MI/2HR

Transfer to the port of Madalana for the ferry across to Horta on Faial, check in to your hotel and take a short walk direct from the hotel to discover the Monte de Guia peninsula and its historical importance due to its strategic location vital in the development of telecommunications between Europe and the United States.

Day 12 12: Rocha da Faja (6KM/4MI/2.5HR)

This short walk is ideal as an introduction to the Fajas of the Azores taking you to Faja da Praia do Norte, greatly affected by the historical eruption of Cabeco do Fogo, in 1672.

Day 13 13: Caldera to Parque Florestal do Capelo 13KM/8MI/4.5HR

In good weather this is the highlight of walking on Faial. Walk around the rim of a volcano (dormant), the Caldeira crater, it is breathtaking along with views over Faial and to the ocean and islands in the distance.

Day 14 14: Capelo to Capelinhos 7KM/4.5 MI/3HR

This walk is superb with stunning views and an opportunity to explore two crater rims, ending at the Museum in Capelinhos showing the history of the Capelinhos eruption, which only happened just over 60 years ago. Then take an afternoon or evening flight to Sao Miguel.

Day 15 15: Depart Sao Miguel

Travel Dates

17 - 31 October 2026 $ 3.725

19 October - 02 November 2026 $ 3.515

24 October - 07 November 2026 $ 3.515

02 - 16 April 2027 $ 3.830

03 - 17 April 2027 $ 3.755

04 - 18 April 2027 $ 3.830

05 - 19 April 2027 $ 3.830

08 - 22 April 2027 $ 3.830

09 - 23 April 2027 $ 3.830

10 - 24 April 2027 $ 3.755

11 - 25 April 2027 $ 3.830

12 - 26 April 2027 $ 3.830

15 - 29 April 2027 $ 3.830

16 - 30 April 2027 $ 3.830

17 April - 01 May 2027 $ 3.755

18 April - 02 May 2027 $ 3.830

19 April - 03 May 2027 $ 3.830

22 April - 06 May 2027 $ 3.830

23 April - 07 May 2027 $ 3.830

24 April - 08 May 2027 $ 3.755

25 April - 09 May 2027 $ 3.830

26 April - 10 May 2027 $ 3.830

29 April - 13 May 2027 $ 3.830

30 April - 14 May 2027 $ 3.830

01 - 15 May 2027 $ 3.755

02 - 16 May 2027 $ 3.965

03 - 17 May 2027 $ 3.965

06 - 20 May 2027 $ 3.965

07 - 21 May 2027 $ 3.965

08 - 22 May 2027 $ 3.755

09 - 23 May 2027 $ 3.965

10 - 24 May 2027 $ 3.965

13 - 27 May 2027 $ 3.965

14 - 28 May 2027 $ 3.965

15 - 29 May 2027 $ 3.755

16 - 30 May 2027 $ 3.965

17 - 31 May 2027 $ 3.965

20 May - 03 June 2027 $ 3.965

21 May - 04 June 2027 $ 3.965

22 May - 05 June 2027 $ 3.755

23 May - 06 June 2027 $ 3.965

24 May - 07 June 2027 $ 3.965

27 May - 10 June 2027 $ 3.965

28 May - 11 June 2027 $ 3.965

29 May - 12 June 2027 $ 3.755

30 May - 13 June 2027 $ 3.965

31 May - 14 June 2027 $ 3.965

03 - 17 June 2027 $ 4.400

05 - 19 June 2027 $ 4.085

07 - 21 June 2027 $ 4.400

10 - 24 June 2027 $ 4.400

12 - 26 June 2027 $ 4.085

14 - 28 June 2027 $ 4.400

17 June - 01 July 2027 $ 4.400

19 June - 03 July 2027 $ 4.085

21 June - 05 July 2027 $ 4.400

24 June - 08 July 2027 $ 4.400

26 June - 10 July 2027 $ 4.085

28 June - 12 July 2027 $ 4.400

01 - 15 July 2027 $ 4.475

03 - 17 July 2027 $ 4.190

05 - 19 July 2027 $ 4.475

08 - 22 July 2027 $ 4.475

10 - 24 July 2027 $ 4.190

12 - 26 July 2027 $ 4.475

15 - 29 July 2027 $ 4.475

17 - 31 July 2027 $ 4.190

19 July - 02 August 2027 $ 4.475

22 July - 05 August 2027 $ 4.475

24 July - 07 August 2027 $ 4.190

26 July - 09 August 2027 $ 4.475

29 July - 12 August 2027 $ 4.475

31 July - 14 August 2027 $ 4.190

02 - 16 August 2027 $ 4.475

05 - 19 August 2027 $ 4.475

07 - 21 August 2027 $ 4.190

09 - 23 August 2027 $ 4.475

12 - 26 August 2027 $ 4.475

14 - 28 August 2027 $ 4.190

16 - 30 August 2027 $ 4.475

19 August - 02 September 2027 $ 4.475

21 August - 04 September 2027 $ 4.190

23 August - 06 September 2027 $ 4.475

26 August - 09 September 2027 $ 4.475

28 August - 11 September 2027 $ 4.190

30 August - 13 September 2027 $ 4.475

02 - 16 September 2027 $ 4.475

04 - 18 September 2027 $ 4.190

06 - 20 September 2027 $ 4.475

09 - 23 September 2027 $ 4.475

11 - 25 September 2027 $ 4.190

13 - 27 September 2027 $ 4.475

16 - 30 September 2027 $ 4.475

18 September - 02 October 2027 $ 4.190

20 September - 04 October 2027 $ 4.475

23 September - 07 October 2027 $ 4.475

25 September - 09 October 2027 $ 4.190

27 September - 11 October 2027 $ 4.475

29 September - 13 October 2027 $ 3.890

30 September - 14 October 2027 $ 4.475

02 - 16 October 2027 $ 3.890

04 - 18 October 2027 $ 4.055

09 - 23 October 2027 $ 3.890

11 - 25 October 2027 $ 4.055

16 - 30 October 2027 $ 3.890

18 October - 01 November 2027 $ 4.055

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