Plan Your Trip

Portugal: Island Elegance in the Atlantic

Discover Portugal’s islands with scenic trails, ocean views, and timeless island charm.

Duration

8 Days

Price guide

Cities

Ponta Delgada, Sete Cidades, Terceira, Angra do Heroísmo, Funchal, Madeira

Duration

8 Days

Price guide

Cities

Ponta Delgada, Sete Cidades, Terceira, Angra do Heroísmo, Funchal, Madeira

Angra do Heroísmo
Belmond Reid’s Palace, Madeira
Day 1 São Miguel
Day 2- Sete Cidades
Day 3 Terceira
Day 4 Volcanic Trails
Day 5 Madeira
Day 6 Monte Palace Gardens
Day 7 Madeira Wine
Day 8 Portugal Depature
Funchal
Madeira
Octant Ponta Delgada, São Miguel
Ponta Delgada
Sete Cidades
Terceira Mar Hotel, Terceira
Terceira

Overview

Venture off the beaten path to Portugal’s enchanting islands. From volcanic calderas and UNESCO heritage towns in the Azores to Madeira’s dramatic cliffs, gardens, and wines, this island-hopping escape blends raw nature with refined experiences across the Atlantic.
a view of the ocean from the top of a cliff

Itinerary Details

Day 1
Arrive in São Miguel
Land in Ponta Delgada and transfer to your boutique hotel. Unwind amid volcanic landscapes and coastal charm in the Azores’ largest island.
Day 1 São Miguel
Day 2
Dolphin Cruise & Sete Cidades
Set off on a marine safari to spot dolphins and whales with expert biologists. Later, hike along the crater rim at Sete Cidades and take in the dual-toned volcanic lakes.Set off on a marine safari to spot dolphins and whales with expert biologists. Later, hike along the crater rim at Sete Cidades and take in the dual-toned volcanic lakes.
Day 2- Sete Cidades
Day 3
Fly to Terceira
Travel to Terceira and explore Angra do Heroísmo, a UNESCO World Heritage city. Visit Algar do Carvão, a surreal volcanic chimney, and enjoy dinner with island flair.
Day 3 Terceira

Custom trips with TGG

We design one-of-a-kind journeys incorporating luxury in all its forms. Our bespoke trips include:

  • Luxury accommodation throughout
  • Privately guided tours
  • Private transfers
  • Expertise and support
Day 4
Volcanic Trails & Views
Take a scenic walk along Terceira’s lava fields and forested ridges. Optional visit to Biscoitos natural pools or a wine-tasting experience featuring volcanic varietals.
Day 4 Volcanic Trails
Day 5
Fly to Madeira & Funchal
Arrive in Madeira, the ‘Island of Eternal Spring’. Stroll through Funchal’s old town and settle into your coastal resort surrounded by botanical gardens.
Day 5 Madeira
Day 6
Gardens & Caves of Madeira
Visit the Monte Palace Gardens and ride a traditional wicker toboggan down narrow streets. Explore lava caves and enjoy a sunset along the dramatic coast.
Day 6 Monte Palace Gardens
Day 7
Leisure & Wine in Funchal
Spend the day relaxing poolside or walking the Levada trails. Sample Madeira’s fortified wines at a historic cellar before a farewell gourmet dinner.
Day 7 Madeira Wine
Day 8
Depart Portugal
Transfer privately to the airport for your international departure, bidding farewell to Portugal’s wild yet elegant islands.
Day 8 Portugal Depature

Itinerary Details

Day 1
Arrive in São Miguel
Land in Ponta Delgada and transfer to your boutique hotel. Unwind amid volcanic landscapes and coastal charm in the Azores’ largest island.
Day 1 São Miguel
Day 2
Dolphin Cruise & Sete Cidades
Set off on a marine safari to spot dolphins and whales with expert biologists. Later, hike along the crater rim at Sete Cidades and take in the dual-toned volcanic lakes.Set off on a marine safari to spot dolphins and whales with expert biologists. Later, hike along the crater rim at Sete Cidades and take in the dual-toned volcanic lakes.
Day 2- Sete Cidades
Day 3
Fly to Terceira
Travel to Terceira and explore Angra do Heroísmo, a UNESCO World Heritage city. Visit Algar do Carvão, a surreal volcanic chimney, and enjoy dinner with island flair.
Day 3 Terceira

Custom trips with TGG

We design one-of-a-kind journeys incorporating luxury in all its forms. Our bespoke trips include:

  • Luxury accommodation throughout
  • Privately guided tours
  • Private transfers
  • Expertise and support
Day 4
Volcanic Trails & Views
Take a scenic walk along Terceira’s lava fields and forested ridges. Optional visit to Biscoitos natural pools or a wine-tasting experience featuring volcanic varietals.
Day 4 Volcanic Trails
Day 5
Fly to Madeira & Funchal
Arrive in Madeira, the ‘Island of Eternal Spring’. Stroll through Funchal’s old town and settle into your coastal resort surrounded by botanical gardens.
Day 5 Madeira
Day 6
Gardens & Caves of Madeira
Visit the Monte Palace Gardens and ride a traditional wicker toboggan down narrow streets. Explore lava caves and enjoy a sunset along the dramatic coast.
Day 6 Monte Palace Gardens
Day 7
Leisure & Wine in Funchal
Spend the day relaxing poolside or walking the Levada trails. Sample Madeira’s fortified wines at a historic cellar before a farewell gourmet dinner.
Day 7 Madeira Wine
Day 8
Depart Portugal
Transfer privately to the airport for your international departure, bidding farewell to Portugal’s wild yet elegant islands.
Day 8 Portugal Depature

Accommodations

Where You
Could Stay

Octant Ponta Delgada, São Miguel
São Miguel
Octant Ponta Delgada
Terceira Mar Hotel, Terceira
Terceira
Terceira Mar Hotel
Belmond Reid’s Palace, Madeira
Madeira
Belmond Reid’s Palace

Why Us

Why book with TGG?

Custom Journeys

Your journey is created exclusively for you. Every itinerary reflects your style, interests, and pace, crafted with meticulous attention to detail.

Impeccable Service

From first conversation to final itinerary, our team delivers elevated white glove care. Every moment is planned with precision, refinement, and a deep understanding of your travel style.

Insider Access

Through our global network, you enjoy experiences few others can. Private guides, closed door visits, and rare moments immerse you in the culture and spirit of each destination.

Global Support

As our guest, you will travel with confidence knowing a team of experts is quietly managing every detail behind the scenes from before you depart to the moment you return home with memories that last.