Portugal’s Islands & Icons: Lisbon & the Azores
Discover a side of Portugal where ancient cities meet volcanic wonders. From the cobbled elegance of Lisbon to the lush, elemental beauty of São Miguel in the Azores, this itinerary is designed for those seeking culture, nature, and a sense of place.
This is a suggested itinerary – we will tailormake your route and recommend hotels based on your individual preferences, whether you're travelling as a couple or with your family or friends.
Day 1
Arrival in Lisbon
Upon arrival, you’ll be privately transferred to the elegant Palácio Ludovice, your home for the next four nights. A former royal architect’s residence, it now offers a refined stay in the heart of Lisbon’s Chiado and Bairro Alto districts.
Day 2
The Soul of the City
Today’s guided tour reveals the layers of Lisbon – from its Roman and Moorish foundations to its Golden Age grandeur. Highlights include Alfama, Baixa, and the Belém area. The afternoon culminates in a private workshop at the Fábrica de Sant’Anna, where you’ll hand-paint your own Azulejo tile.
Optional dinner at Alma, a Michelin-starred restaurant just moments from your hotel.
Day 3
Sintra, Cascais & a Sunset Sail
Venture to fairytale Sintra for a private visit to Pena Palace, then stroll the historic centre. After a picnic lunch in the gardens of Seteais, continue to the stylish coastal town of Cascais. End the day with a private sunset sail along the Tagus River, admiring Lisbon’s skyline from the water.
Day 4
Trams, Tiles & Fado
Enjoy a curated tram tour through Lisbon’s most charismatic quarters – Alfama, Chiado, and the downtown core – before a Real Fado concert in the elegant Príncipe Real district. The evening’s mood continues with an optional reservation at Belcanto, a temple of modern Portuguese cuisine.
Day 5
To the Azores
Fly to São Miguel in the Azores, where volcanic peaks and crater lakes define the island’s dramatic topography. You’ll check into Octant Ponta Delgada, a well placed base with sweeping sea views and a rooftop pool.
Day 6
Volcanic Valleys & Hidden Lagoons
Explore the island’s western side by 4x4, from the twin lakes of Sete Cidades to the steaming hot springs of Caldeira Velha. Pause for lunch in a local town before an afternoon at Lagoa do Fogo, one of the island’s most breathtaking crater lakes.
Day 7
Whales & Dolphins
This morning, head out on a semi-rigid boat for a private whale and dolphin watching experience. These waters are home to a diverse array of marine life, from playful pods of dolphins to migrating giants like the blue whale.
Day 8
Leisure in São Miguel
Enjoy the island at your own pace. Suggested activities include hiking scenic trails, visiting the Gorreana Tea Plantation, or canyoning through lush waterfalls. Alternatively, relax at your hotel’s rooftop bar and savour Azorean tapas.
Day 9
Furnas: Geothermal Wonders
Canoe across Furnas Lagoon and witness traditional volcanic cooking – the iconic Cozido slow-cooked in underground heat. After lunch, explore Terra Nostra Garden, one of Europe’s most impressive botanical parks, and enjoy a soak in its warm, iron-rich pool.
Day 10
Departure
You’ll be privately transferred to Ponta Delgada Airport for your return flight home, bringing with you memories of volcanic vistas, soulful cities, and truly unforgettable experiences.
- Explore Lisbon’s historic quarters aboard a restored 19th-century tram
- Visit the Pena Palace in Sintra and enjoy a private sunset sail back to Lisbon
- Experience a hands-on tile-painting workshop at a heritage factory
- Whale watch and 4x4 through volcanic landscapes in the Azores
- Canoe across Furnas Lagoon and bathe in iron-rich thermal springs
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