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Portugal: The Azores

Island Hopping in the Azores

Trip code: W14EC

Average customer rating 4.7 / 5(6 verified reviews)

Self-Guided Walking
14 nights hotel-to-hotel
Moderate
CO₂ rating 1/5
Headwater Navigation app

Trip highlights

Island hop across Sao Miguel, Sao Jorge, Pico & Faial

Walk around the crater rim of legendary Sete Cidade on Sao Miguel

Discover stunning coastal cliffs on the island of Sao Jorge

Explore lava fields and vineyards and discover the history of whaling on Pico

Embrace mother nature as you visit Capelinhos on the island of Faial, location of the last volcanic eruption in the Azores.

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Trip details

It’s hard to believe the Azores are part of Europe. This lush, volcanic archipelago rises from the vast Atlantic Ocean, far from mainland Portugal. Scattered across the sea, the nine islands are Europe’s westernmost point and each offers its own dramatic scenery-from ancient calderas and crater lakes to rugged coastlines and flower-fringed trails. A haven for walkers and nature lovers, the Azores enchant with blue lakes, dramatic sea cliffs, and sweeping views. This 14-night island-hopping holiday explores the best of the Eastern and Central Islands – Sao Miguel, Sao Jorge, Pico and Faial – with all inter-island ferries and flights included.

What's included

Included

  • 14 nights accommodation
  • All breakfasts and 6 evening meals
  • Headwater navigation app
  • Luggage transfers between hotels
  • Internal flights and ferries

Not included

  • Flights
  • Local taxes/fees
  • Travel insurance

Travel options

Our travel specialists can arrange flights, rail and transfers to this holiday from wherever you are. Call us to plan your journey. +44 1606 720099

Itinerary

Route map, with each night's stop marked
The full route, night by night. Select the map to view it full screen.

Day 1 · —Arrive in Sao Miguel

Arrive in Sao Miguel

Arrive at your hotel in Sao Miguel.

You stay at Your Hotels

view to Pico from Bela Vista

Your Hotels

The Azores

On this trip we use a selection of hotels on each of the islands. We use a variety of mostly 3-star hotels and guest houses throughout with en suite facilities. They may be located either in the towns themselves or in the surrounding countryside.

All prices are based on 2 persons sharing, so if there is an odd number of people travelling in your party or you are travelling alone, there will be a compulsory supplement for a single room for the tour duration.

Day 2 · 13km/8.1miFurnas to Lagoa das Furnas

Furnas to Lagoa das Furnas

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.

Elevation

Furnas to Lagoa das Furnas elevation profile

Day 3 · 16km/9.9mi or 8km/5.0miSete Cidades

Sete Cidades

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.

Elevation

Sete Cidades elevation profile

Day 4 · 14km/8.7miPraia to Lagoa do Fogo

Praia to Lagoa do Fogo

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.

Elevation

Praia to Lagoa do Fogo elevation profile

Day 5 · —Sao Jorge

Sao Jorge

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

Day 6 · 9km/5.6miSerra do Topo to Faja dos Cubres

Serra do Topo to Faja dos Cubres

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.

Elevation

Serra do Topo to Faja dos Cubres elevation profile

Day 7 · 11km/6.8miParque Sete Fontes to Ponta de Rosais

Parque Sete Fontes to Ponta de Rosais

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.

Elevation

Parque Sete Fontes to Ponta de Rosais elevation profile

Day 8 · —Sao Jorge to Pico

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 · 11km/6.8miFurna de Frei Matias

Furna de Frei Matias

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.

Elevation

Furna de Frei Matias elevation profile

Day 10 · 9km/5.6miLagao do Capitao to Sao Roque

Lagao do Capitao to Sao Roque

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.

Elevation

Lagao do Capitao to Sao Roque elevation profile

Day 11 · 4km/2.5miHorta to Faial

Horta to Faial

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.

Elevation

Horta to Faial elevation profile

Day 12 · 6km/3.7miRocha da Faja

Rocha da Faja

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.

Elevation

Rocha da Faja elevation profile

Day 13 · 13km/8.1miCaldera to Parque Florestal do Capelo

Caldera to Parque Florestal do Capelo

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.

Elevation

Caldera to Parque Florestal do Capelo elevation profile

Day 14 · 7km/4.3miCapelo to Capelinhos

Capelo to Capelinhos

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.

Elevation

Capelo to Capelinhos elevation profile

Day 15 · —Depart Sao Miguel

Depart Sao Miguel

Extending your holiday

HOTEL LISBOA PLAZA, LISBON (4 STAR)

Hotel Lisboa Plaza

Lisbon

  • Air conditioning
  • American Express
  • ATM
  • Bank
  • Hairdryers
  • Market
  • Mastercard
  • Minibar
  • Safe
  • Shops

Owned by the same family since 1953, the 4 star Hotel Lisboa Plaza is an imaginatively designed hotel, just off the famous Avenida da Liberdade. All rooms have en-suite marble floored bathrooms, air conditioning, satellite television, direct dial telephones, hairdryers and mini-bar. The public rooms are elegantly furnished and there is a pleasant bar and dining room.

What our travellers say

Holiday was fantastic. Lost more time transferring than I had realised. Though this is the first time I have done this type of holiday. Have only done inn to inn before. Overall the islands were amazing, the people friendly and helpful and would love to go back .

Lesley Garner

This was a fabulous holiday to a beautiful destination, generally a high standard of accommodation and efficient travel arrangements given number of flights/transfers/ferries. (As per more detailed feedback provided ) – One or two tweaks would reduce some of the airport waiting time. Great variety of walks, and of course freedom to choose to follow plan or not. Would be good to suggest walks directly from accommodation/town locations – as part of joining Information. local tourist offices can do this but then you have the extra time to find out/plan etc when only 1-3 days available per place. Will definitely plan to return to the Azores and explore some of the other islands too.

Joan Macleod

An enjoyable holiday. The itinerary was good and the travel worked out fine. Apart from using a the hotel with no A/C in peak summer months. A little more guidance could be given about how to deal with taxi and bus transfers. (There were apps available for Sao Miguel.) I would be good if you could offer a few easier walks, perhaps walking from the hotels to allow for bad weather or injuries.

Andrew Sandford

Excellent straightforward booking process and personal service.
Well chosen walks
Seamless transfers
Very helpful GPS

Mrs Sheehan

Super holiday, well organised

A Valued Customer

Well planned holidays with a good range of different accommodation. Also very helpful when plans change.

Mrs Major
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Positive impact

Carbon score for this trip

17.0

Kg CO₂e

per person, per night

Relative to other Headwater trips

We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more

From£2,369per person