Unleash your inner explorer on a 14-day adventure through Portugal's Azores & Madeira archipelagos. Explore vibrant cities, charming villages, and dramatic volcanic landscapes. Hike the UNESCO-listed Laurissilva forest, witness Sete Cidades' colorful lakes, and unwind on pristine beaches. Savor delicious regional cuisine and local wines.
This island-hopping adventure offers the perfect blend of relaxation, exploration, and cultural immersion. Discover Portugal's hidden gems - book your unforgettable journey today!
Brief Itinerary for Best of Islands Portugal Tour
| Day | Highlights |
|---|---|
| Day 1 | Lisbon arrival |
| Day 2 | Lisbon Highlights |
| Day 3 | Lisbon Free & Easy |
| Day 4 | Day trip to Sintra |
| Day 5 | Lisbon to Funchal, Madeira |
| Day 6 | Exploring Madeira's East Island |
| Day 7 | Off-Roading Adventure in West Madeira |
| Day 8 | Dolphin & Whale Watching & Sunset Cruise |
| Day 9 | Funchal to Ponta Delgada, Azores |
| Day 10 | Sete Cidades & Lagoa do Fogo |
| Day 11 | Azorean Delights & Tea Culture |
| Day 12 | Azores Adventure: Marine Life & Canyoning |
| Day 13 | Free & Easy in Azores |
| Day 14 | Departure from Ponta Delgada |
- Monica Mo
- 8 years of travel advisor experience
- Has helped 5,000+ clients
Tour Highlights
Here are the awesome attractions, the most must-do activities selected by Highlights Travel (HT Hand-Picked), and exclusive cultural experiences offered by Highlights Travel (Only With HT) included in this tour:
Explore Portugal's Island Paradises: Discover Madeira and the Azores in one unforgettable combo!

Hike along lush levadas built centuries ago, soaking in the island's verdant beauty.

Experience unforgettable dolphin watching adventures.

Witness the stunning beauty of Sete Cidades crater lake in the Azores.

Become a marine birdwatching expert on a thrilling expedition.

Unveil Lisbon's treasures by exploring iconic landmarks.

Escape to Sintra's fairytale palaces.

Unwind with a relaxing tea tasting, a traditional Azorean activity.

Enjoy hassle-free private transfers between cities and to the airport for a seamless journey.

Rest and recharge in comfortable accommodations throughout the adventure.

Journey Map (Suggested Route)

Suggested Itinerary for Inspiration
Your preferences design the real journey. We're ready to create a wonderful tour for you.
- Welcome to Portugal! Arrive in Lisbon and enjoy a private transfer to your centrally located hotel.
- Relax and unwind after your flight, or explore the surrounding area at your own pace.
- Dive into Lisbon's historic heart, Alfama, with its iconic terracotta rooftops.
- Explore the city's vibrant neighborhoods and iconic landmarks like Belem Tower and the Jernimos Monastery.
- Indulge in a delightful Pastel de Nata baking experience - a local pastry specialty!
- Ride the iconic Tram 28 and witness the Monument to the Discoveries (Padrão dos Descobrimentos).
- Explore the majestic São Jorge Castle (Castelo de S. Jorge) for breathtaking city views.
- Recharge or Explore!
- Unwind on beaches, indulge in a spa, or sip coffee soaking in the city vibes. Or wander charming neighborhoods, visit historical sites, or ride a historic tram. Choose your adventure!
- Embark on a day trip to Sintra, a charming town nestled in the hills.
- Explore the stunning Pena National Palace, Park and Palace of Monserrate, architectural masterpieces.
- Take in breathtaking ocean views from Cape Roca, the westernmost point of mainland Europe.
- Bid farewell to Lisbon and catch a flight to Funchal, the capital of Madeira.
- Upon arrival, a private transfer whisks you to your hotel.
- Enjoy the rest of the day, have a good rest or discover the neighboor on your own.
- Embark on a scenic walk through Laurissilva forest, a UNESCO World Heritage Site. Enjoy the lush vegetation, waterfalls, and unique flora and fauna.
- Visit the village of Camacha, known for its wickerwork production. Watch artisans skillfully craft traditional baskets and furniture.
- Discover Santana, a charming village famous for its colorful, thatched-roof houses.
- Savor a delicious Azorean buffet lunch at a local restaurant, featuring fresh seafood, regional specialties, and local wines.
- Traverse dramatic landscapes, witnessing towering mountains, cascading waterfalls, and hidden coves.
- Take a refreshing dip in volcanic natural pools, a unique experience surrounded by stunning scenery.
- Discover Seixal, a charming village known for its black sand beach.
- Enjoy breathtaking panoramic views from Cabo Girão, Europe's highest cliff with a glass skywalk (optional).
- Search for dolphins, whales & sea turtles. Snorkel with these amazing creatures & enjoy sparkling wine & refreshments.
- Sail past dramatic cliffs, charming harbors, and lush gardens. Enjoy sparkling wine, snacks & breathtaking views during Sunset !
- Travel from Funchal to Ponta Delgada, the capital of the Azores archipelago.
- Upon arrival, a private transfer takes you to your hotel.
- Savor the remainder of your day, relax well, or venture out to explore the neighborhood independently.
- Explore the breathtaking Sete Cidades crater lake and the volcanic scenery of Lagoa do Fogo.
- Witness the unique beauty of these natural wonders.
- Savor the flavors of Ponta Delgada on a culinary adventure, indulging in local specialties.
- Discover the traditional Azorean tea culture with a walking tour and tasting at Gorreana Tea Plantation.
- Witness incredible island birdlife on aeco-friendly cruise. Responsible close-up encounters with majestic birds in their natural habitat.
- Unleash your inner adventurer on a thrilling canyoning expedition! Hike, rappel waterfalls (optional), and jump into crystal-clear pools.
- After an exhilarating journey, enjoy a free day in Ponta Delgada to unwind and recharge.
- (Optional) Soak up the sun on a pristine beach, indulge in a spa treatment, or simply savor a coffee at a sidewalk cafe and watch the world go by.
- Enjoy a relaxing final day in Ponta Delgada.
- A private transfer takes you to the airport for your departing flight home.
Ideas for Making This Trip Uniquely Yours
Special experiences can be added to brighten a honeymoon trip, a family vacation, a birthday, or satisfy personal interests.
Hand-Picked Hotels
We select hotels with style and local features. Let us know your preferences and we'll find your ideal hotel.
Portugal Boutique Hotel
|
Three House Hotel
|
Pêro Teive Bay Hotel
|
EPIC SANA Lisboa Hotel
|
Les Suites at The Cliff Bay
|
Octant Ponta Delgada
|
Our Service Includes:
Groups of 4 or more enjoy a more competitive price.
- One-to-one consultancy
- Knowledgeable local guides
- Private drivers/driver guides and vehicles as listed
- Accommodations Mentioned
- Breakfasts and meals as listed
- Entry to all attractions on the itinerary
- Transportation as listed
- A 24/7 helpline while travelling
Tour code: gh-pt-15
