Island Hopping Adventure: Unveiling the Azores & Madeira
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!
Days:
14±
Price:
on request
Best For:
First-timers, nature lovers
Best Time:
Jun. - Sep.
Cancellation Policy:
100% Refund 22 Days before Arrival
* The price is based on a private tour during the low tourist season.
Discover real reviews of Highlights Travel Family's best-rated service across trusted platforms.
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Planning for Thailand
We are in the planning stage of the trip currently. Yeliz Wong has been wonderful to help customize the perfect trip for our group! She has been easy to work with and quick to respond to any questions. We are very excited to arrive and experience it all! More
Bekki Sullivan, Aug 2025
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Epic Trip
I was greeted with Jah at the airport who was our guide for the past 5 days and she was amazing. Charismatic, knowledgeable, fun and such an amazing personality. Truly an epic experience. I would easily use them again. Not one thing was an issue More
BP, Aug 2025
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Jimmy and his team are excellent
Jimmy and his team are excellent. They planned every detail every driver every tour guide every hotel most of our meals. They made sure that we had a good time that we saw the Thailand. I would highly recommend Asia highlights and Jimmy and his team if you’re planning a trip, they are phenomenal. More
Richard, Jul 2025
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14 days in Portugal Tour Map (Suggested Route)
Brief Itinerary for 14 days in Portugal
| Day | Highlights |
|---|---|
| 1-3 Libon |
Explore iconic landmarks & charming Alfama district. Take a fairytale Sintra day trip |
| 4-8 Funchal (Madeira) |
Discover volcanic landscapes & lush levadas. Embark on jeep tours & dolphin watching adventures |
| 9-13 Ponta Delgada (Azores) |
Island hop, explore Sete Cidades & canyons, see birds, savor cuisine & sip tea |
| 14 | Azores departure |
Tour Highlights
Suggested Itinerary for Inspiration
Craft your dream Portugal adventure (Azores & Madeira) - explore, unwind, and savor on a personalized 14-day itinerary!
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.
The awe-inspiring Jerónimos Monastery, a highlight of any Lisbon exploration- 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 Jerónimos 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.
Alfama Magic: Lisbon's beauty unfolds!- 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!
Enjoy the view at Cape Roca- 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.
Experience the Lush Subtropics of Madeira Island- 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.
Hand-in-hand on a Madeira levada walk. - 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.
Witness the majesty of Cabo Girão, Europe's crown jewel of cliffs.- 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).
Sunsets & sea whispers - a magical end to our day trip!- 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!
Azores magic from the start! First glimpse of Vila Franca do Campo's dramatic volcanic crater lake.- 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.
Island paradise found! Sete Cidades, São Miguel unveils volcanic beauty!- Explore the breathtaking Sete Cidades crater lake and the volcanic scenery of Lagoa do Fogo.
- Witness the unique beauty of these natural wonders.
Sipping history in the Azores - a traditional tea plantation in São Miguel, where Europe's oldest tea tradition thrives!- 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.
Azorean adrenaline rush! Canyoning through waterfalls - just another day in paradise!- 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.
Azores exhale - Ponta Delgada's charming port, a perfect chill spot after island adventures!- 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.
Hand-picked Hotel
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Portugal Boutique Hotel
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Three House Hotel
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Pêro Teive Bay Hotel
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EPIC SANA Lisboa Hotel
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Les Suites at The Cliff Bay
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Octant Ponta Delgada
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Price Includes
*Price from: on request
*The price is based on a private tour for 2 people staying in 4-star hotels during the low tourist season. (tour code: gh-pt-15)
Your 1:1 travel consultant will reply within 1 working day.
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