7-Day Lisbon & Madeira Island Escape

7-Day Lisbon & Madeira Island Escape

Discover Lisbon's charm before unwinding in Madeira's paradise. Meet playful dolphins on a gentle cruise, explore volcanic landscapes on a scenic jeep tour, and hike moderate trails amidst lush beauty.

Relax on a private sunset boat tour, sipping sparkling wine as the sky ignites. Unwind in charming hotels and enjoy free time to explore. Book your island escape and let Portugal's magic rejuvenate you!

  • Days:7±
  • Best for:First-timers, Couples, Families with island lovers
  • Best time:Apr. - Oct.
  • Departure date:up to you
  • Sample price:US$ on request

Brief Itinerary for Lisbon & Madeira Island Escape Tour

Day Highlights
Day 1 Arrival in Lisbon
Day 2 Lisbon | City Highlights with Pasteis de Nata baking
Day 3 Lisbon to Funchal | Relax on Madeira Island
Day 4 Luxury at Sea
Day 5 Explore Madeira's East Coast: Villages, Levada Walk & Island Feast
Day 6 Madeira's West Coast & Natural Pools by Jeep
Day 7 Evora to Lisbon for Departure
Seeking a time-efficient trip, to explore the major attractions within a limited timeframe? I'm here to assist you in planning and optimizing your trip.
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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 volcanic wonders by Jeep on a thrilling Madeira adventure.

Natural pool at Porto Moniz, Madeira

Hike lush trails & soak in breathtaking vistas on scenic Madeira walks.

A scenic walk along the levadas

Sip sparkling wine & watch the sky ignite on a private Madeira sunset sail.

sunset on the sea

Meet playful dolphins and whales on a gentle Madeira cruise.

whales watching, Madeira

Master Lisbon's sweet secret: Bake iconic Pastéis de Nata.

baked Pastéis de Nata

Immerse yourself in vibrant culture & savor local flavors at your own pace.

Cape Roca

Ride Lisbon's iconic Tram 28 & delve into historic charm.

Yellow 28 tram in Alfama

Relax in charming hotels, perfectly located for exploring each destination.

evening of Madeira island

Journey Map (Suggested Route)

7 days Portugal tour map

Suggested Itinerary for Inspiration

Your preferences design the real journey. We're ready to create a wonderful tour for you.

Day 1
Arrival in Lisbon
  • Skip the hassle with a private airport pickup and arrive at your Lisbon hotel relaxed and ready to explore.
Day 2
Lisbon | City Highlights with Pasteis de Nata baking
  • Witness maritime history at the Belem Tower, then savor legendary Pasteis de Belém pastries.
  • Hop on Tram 28, weaving through the charming labyrinth of Alfama, Lisbon's oldest district.
  • Ascend to Saint George's Castle for breathtaking panoramic views.
  • Master the art of Pasteis de Nata with a hands-on baking experience, followed by a visit to the Hieronymites Monastery and its architectural grandeur.
Enjoying view of Lisbon city from viewpoint
Enjoying view of Lisbon city from viewpoint
Day 3
Lisbon to Funchal | Relax on Madeira Island
  • Enjoy a private transfer from your Lisbon hotel to the airport for your flight to Funchal, Madeira. Upon arrival, another private driver awaits to whisk you away to your hotel, ensuring a smooth start to your island escape.
  • Island Time Begins: Unwind, explore, or soak up the sun - the day is yours to embrace.
Bird's-eye View of Madeira Island
Bird's-eye View of Madeira Island
Day 4
Luxury at Sea
  • Morning: Spot whales & dolphins in style on a yacht tour, complete with refreshments and snorkeling gear.
  • Afternoon: Unwind on a sunset cruise, enjoying hidden coves and breathtaking views with sparkling wine & snacks.
Aerial view of a private recreational boat with traveler sailing in Madeira
Aerial view of a private recreational boat with traveler sailing in Madeira
Day 5
Explore Madeira's East Coast: Villages, Levada Walk & Island Feast
  • Embark on an 8-hour adventure exploring Madeira's dramatic eastern coast.
  • Visit traditional villages like Camacha and Santana, marvel at stunning views from Ribeiro Frio and Pico do Arieiro, and immerse yourself in the beauty of Laurissilva forest .
  • Enjoy a scenic levada walk, a visit to a trout farm, and a delicious 3-course lunch with wine on Grutas do Faial Island.
couple walking by levada on Madeira island
couple walking by levada on Madeira island
Day 6
Madeira's West Coast & Natural Pools by Jeep
  • Escape the ordinary and embark on a thrilling full-day Jeep adventure exploring the hidden gems of Madeira's dramatic west coast.
  • Revealing breathtaking landscapes, from towering mountains and cascading waterfalls to charming fishing villages and volcanic natural pools .
  • Immerse yourself in the island's rugged beauty, enjoy a refreshing dip in the pools, and create memories that will last a lifetime.
Cabo Girao from the air, Madeira island
Cabo Girao from the air, Madeira island
Day 7
Evora to Lisbon for Departure
  • Sun-kissed moments fade, cherished memories linger. Your private airport transfer whisks you from Evora back to Lisbon, ensuring a smooth departure after your unforgettable 7-day Portuguese adventure.

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, Lisbon
Portugal Boutique Hotel
Three House Hotel, Funchal
Three House Hotel
EPIC SANA Lisboa Hotel
EPIC SANA Lisboa Hotel
Les Suites at The Cliff Bay - PortoBay, Funchal
Les Suites at The Cliff Bay

Our Service Includes:

7 days from
US$ 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-4)

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-4

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