14 days in Lisbon, Madeira Islands & Azores Itinerary

Created using Inspirock Portugal trip itinerary maker
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1
Lisbon
— 4 nights
Fly
2
Funchal, Madeira
— 4 nights
Fly
3
Furnas, Sao Miguel
— 1 night
Drive
4
Sete Cidades, Sao Miguel
— 1 night
+2
Drive to João Paulo II Airport, Fly to Lajes Airport, Drive to Angra do Heroismo
5
Angra do Heroismo, Terceira
— 1 night
Fly
6
Lisbon
— 1 night
Fly

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Lisbon — 4 nights

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Discover out-of-the-way places like Chiado and Batalha Monastery. Do some cultural sightseeing at Mosteiro dos Jeronimos and Capela Das Aparicoes. Step out of Lisbon to go to Batalha and see Capelas Imperfeitas, which is approximately 1h 40 min away. There's still lots to do: engage your brain at Pavilhao do Conhecimento, take an in-depth tour of Carmo Archaeological Museum, don't miss a visit to Belém Tower, and pause for some serene contemplation at Church of St. Anthony.

To find more things to do and more tourist information, read Lisbon trip maker.

Kuwait City, Kuwait to Lisbon is an approximately 12.5-hour flight. Due to the time zone difference, you'll gain 3 hours traveling from Kuwait City to Lisbon. Traveling from Kuwait City in December, expect nights in Lisbon to be about the same, around 8°C, while days are a bit cooler, around 18°C. Wrap up your sightseeing on the 29th (Thu) to allow time to fly to Funchal.
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Historic Sites · Museums · Neighborhoods · Shopping
Side Trips
Find places to stay Dec 25 — 29:

Funchal, Madeira — 4 nights

The capital of the island of Madeira for more than 500 years, Funchal represents a laid-back city made popular by its historical sites and climate.
Get outdoors at Nature & Wildlife Tours and Praia de Garajau. Get a sense of the local culture at MAMMA - Museum of Modern Art of Madeira and Caravel Art Center. There's lots more to do: take in the dramatic natural features at Valley of the Nuns, trek along Madeira Explorers, get a taste of the local shopping with Municipal Market of Santa Cruz, and see some colorful creatures with a scuba or snorkeling tour.

To find reviews and other tourist information, use the Funchal trip planner.

You can fly from Lisbon to Funchal in 3.5 hours. Plan for somewhat warmer temperatures traveling from Lisbon in December, with highs in Funchal at 23°C and lows at 18°C. Wrap up your sightseeing on the 2nd (Mon) early enough to fly to Furnas.
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Outdoors · Tours · Wildlife · Parks
Side Trips
Find places to stay Dec 29 — Jan 2:

Furnas, Sao Miguel — 1 night

Kick off your visit on the 2nd (Mon): delve into the lush surroundings at Jose do Canto Forest Garden, then see the sky in a new way at Centro de Monitorizacao e Investigacao das Furnas, and then get impressive views of Lagoa das Furnas.

To see traveler tips, other places to visit, more things to do, and more tourist information, you can read our Furnas trip maker site.

You can fly from Funchal to Furnas in 3.5 hours. The time zone changes from Western European Standard Time to Azores Standard Time, which is usually a -1 hour difference. Traveling from Funchal in January, you will find days in Furnas are a bit cooler (19°C), and nights are about the same (15°C). Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Sete Cidades.
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Nature · Parks · Wildlife · Museums
Side Trip
Find places to stay Jan 2 — 3:

Sete Cidades, Sao Miguel — 1 night

Start off your visit on the 3rd (Tue): tour the pleasant surroundings at Mosteiros Beach, explore the activities along Lagoa Verde / Lagoa das Sete Cidades, then take some stellar pictures from Miradouro da Boca do Inferno, and finally trek along Rota da Agua.

To find reviews, other places to visit, maps, and tourist information, go to the Sete Cidades online sightseeing planner.

You can drive from Furnas to Sete Cidades in 1.5 hours. In January in Sete Cidades, expect temperatures between 19°C during the day and 15°C at night. Finish your sightseeing early on the 4th (Wed) so you can travel to Angra do Heroismo.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Jan 3 — 4:

Angra do Heroismo, Terceira — 1 night

Angra do Heroísmo, generally known as Angra, is a municipality and city on the island of Terceira in the Portuguese autonomous region of the Azores. Start off your visit on the 4th (Wed): get great views at Monte Brasil, then contemplate the long history of Fortaleza De Sao Joao Baptista, then admire the landmark architecture of Palacio dos Capitaes Generais, and finally get a sense of history and politics at Camara Municipal de Angra do Heroismo.

To find other places to visit, where to stay, and more tourist information, you can read our Angra do Heroismo trip maker app.

The Route module can help you plan travel from Sete Cidades to Angra do Heroismo. Wrap up your sightseeing on the 5th (Thu) early enough to fly to Lisbon.
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Historic Sites · Nature · Parks
Find places to stay Jan 4 — 5:

Lisbon — 1 night

City of Seven Hills

On the 5th (Thu), visit Alfama, contemplate the long history of Igreja de Sao Vicente de Fora, and then get a taste of the local shopping with Museu Calouste Gulbenkian. Keep things going the next day: make a trip to Panteao Nacional, see the interesting displays at Electricity Museum, then see the interesting displays at National Coach Museum, and finally buy something for everyone on your list at Centro Colombo.

For where to stay, more things to do, photos, and more tourist information, you can read our Lisbon trip planner.

You can fly from Angra do Heroismo to Lisbon in 3.5 hours. Traveling from Angra do Heroismo to Lisbon, you'll lose 1 hour due to the time zone difference. Wrap up your sightseeing on the 6th (Fri) early enough to fly back home.
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Museums · Shopping · Historic Sites · Neighborhoods
Find places to stay Jan 5 — 6:

Madeira Islands travel guide

4.2
Gardens · Geologic Formations · Mountains
A feast for the senses, the subtropical paradise of Madeira Islands draws nearly a million visitors annually. This Atlantic archipelago, known to many as the "Islands of Eternal Spring," lies some 850 km (530 mi) southwest of the Portuguese mainland. Volcanic in origin, the islands feature dense pine and laurel forests and richly cultivated mountain slopes. The two populated islands boast an extensive network of irrigation channels, bringing much-needed fresh water to the coastal farms and resorts. Hiking trails following these water channels make even the remotest areas accessible, beckoning to adventurous trekkers and impassioned nature lovers. Base your holiday in the city of Funchal, the archipelago's capital and biggest city.
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Azores travel guide

4.5
Geologic Formations · Bodies of Water · Lookouts
Mountain Island
Composed of nine volcanic islands scattered in the Atlantic some 1,300 km (850 mi) west of continental Portugal, the Azores represent one of Europe's remotest vacation destinations. Settled sporadically over a span of several centuries, the islands in this archipelago retain much of their isolated feel, each one boasting its own distinct culture, dialect, and cuisine. Long overlooked by even the most adventurous travelers, the islands now surprise a growing number of visitors with their lavish natural beauty, good roads, and hospitable towns providing comfortable accommodations and modern amenities. Place the island of Pico at the top of your itinerary to discover Portugal's highest mountain, a picture-perfect volcanic cone rising above a landscape of World Heritage-listed vineyards.
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