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  3. Portugal 4 Nights 5 Days Road Trip Route Itinerary
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Itinerary
Madeira
2 Nights Stay
Madeira2 Nights
Day 01
Morning
Arrive in Madeira airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Madeira: East Coast Cabriolet Road Trip
Full Day
Madeira: East Coast Cabriolet Road Trip
Fly to Lisbon
Lisbon
2 Nights Stay
Lisbon2 Nights
Day 03
Morning
Checkout of your hotel. Board your flight to Lisbon. Check-in to your new hotel in Lisbon
Noon
At leisure. Add Activity
Lisbon: Pub Crawl with Open Bar (Premium Upgrade Available)
Evening
Lisbon: Pub Crawl with Open Bar (Premium Upgrade Available)
Day 04
Lisbon: Nations Park Gondola Lift Cable Car Round Trip
Morning
Lisbon: Nations Park Gondola Lift Cable Car Round Trip
Noon
At leisure. Add Activity
Lisbon: Tuk Tuk with hotel pick up and the best of old city
Evening
Lisbon: Tuk Tuk with hotel pick up and the best of old city
Day 05
Morning
At leisure. Add Activity
Noon to Evening
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹84,329/ person
Excluding Applicable Taxes
Your route
city
We went for a trip to Portugal .. had a good experience with pick your trail. The support group was helpful and quite prompt. Some minor mishaps were there related to our visa.. but most of it was great. Hotel bookings were excellent. They were very helpful in planning the destination and suggested some changes for the good. Igni, srivatsan, loni all were very enthusiastic in responding to any of our queries! Overall good experience.Madhura Kelkar, Trip to Portugal

Your Ultimate 4 Nights Road Trip Journey Through Portugal

Embarking on a 4-night, 5-day road trip through Portugal is like diving into a treasure chest filled with breathtaking landscapes, vibrant culture, and delightful cuisine. From the stunning coastal views of Madeira to the rich history of Lisbon, this journey offers a perfect blend of relaxation and adventure, leaving you with memories that will last a lifetime. As you cruise along the scenic routes, each destination presents its own unique charm, ensuring an experience that captivates every traveler’s heart.

Highlights of the Destination

  • Experience the lush, volcanic landscapes of Madeira, known for its stunning cliffs and picturesque villages.
  • Discover Lisbon’s hilly terrain, where the pastel-colored buildings create a stunning backdrop to your adventures.
  • Indulge in local delicacies, from Madeiran wine to Lisbon’s famed pastries, enriching your culinary memories.
  • Enjoy lively nightlife in Lisbon, with vibrant bars and clubs that promise a night to remember.

Travel Tips for Portugal

  • Rent a convertible for the East Coast Cabriolet Road Trip in Madeira to fully experience the enchanting scenery.
  • Embrace public transport in Lisbon; trams and tuk-tuks offer fun and unique ways to explore the city.
  • Pack comfortable shoes, as Lisbon's cobblestone streets are best explored on foot, and you’ll be climbing those hills.
  • Don’t miss out on the local festivals and events during your visit – they provide a glimpse into the heart and spirit of Portuguese culture.

Conclusion

Portugal is an exceptional destination that combines natural beauty, history, and culinary delights, all wrapped into a 4-night adventure. Starting in Madeira with its dramatic landscapes and ending in Lisbon with its lively atmosphere ensures that you’ll experience the best of both worlds. Whether sipping on a glass of verdelho wine while overlooking the ocean or dancing the night away in a Lisbon nightclub, each moment will be filled with wonder, making this road trip an unforgettable experience.

See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
Inclusion card
4.7
From 8250 reviews
Verified Reviews
Photos from Travellers
Pickyourtrail's Original Reviews
Madhura Kelkar-Profile
Madhura Kelkar
Reviewed on :01 Mar 2018
We went for a trip to Portugal .. had a good experience with pick your trail. The support group was helpful and quite prompt. Some minor mishaps were there related to our visa.. but most of it was great. Hotel bookings were excellent. They were very helpful in planning the destination and suggested some changes for the good. Igni, srivatsan, loni all were very enthusiastic in responding to any of our queries! Overall good experience.
Madhura Kelkar-Profile
Madhura Kelkar
Reviewed on :01 Mar 2018
We went for a trip to Portugal .. had a good experience with pick your trail. The support group was helpful and quite prompt. Some minor mishaps were there related to our visa.. but most of it was great. Hotel bookings were excellent. They were very helpful in planning the destination and suggested some changes for the good. Igni, srivatsan, loni all were very enthusiastic in responding to any of our queries! Overall good experience.
harshal holkar-Profile
Harshal Holkar
Reviewed on :19 Feb 2026
Overall we had great experience with pickyourtrail! Right from bookings, itinerary and transfers everything went smoothly. Thank you team pickyourtrail!
harshal holkar-Profile
Harshal Holkar
Reviewed on :19 Feb 2026
Overall we had great experience with pickyourtrail! Right from bookings, itinerary and transfers everything went smoothly. Thank you team pickyourtrail!
Nandini suresh-Profile
Nandini Suresh
Reviewed on :19 Feb 2026
We had booked our honeymoon trip via pick your trail. The trip was super smooth. Everything was very well organized and we are super satisfied. Special appreciation to fahim and jagatheeshpathy for helping us with the arrangement of trip and always helping us with the queries
Nandini suresh-Profile
Nandini Suresh
Reviewed on :19 Feb 2026
We had booked our honeymoon trip via pick your trail. The trip was super smooth. Everything was very well organized and we are super satisfied. Special appreciation to fahim and jagatheeshpathy for helping us with the arrangement of trip and always helping us with the queries
Santhosh Kumar-Profile
Santhosh Kumar
Reviewed on :18 Feb 2026
We recently completed a 7-day trip booked for thailand through PickYourTrail, and overall it was a great experience. The itinerary was well planned, hotels were comfortable, and airport transfers were smooth. Their support team was responsive whenever we had questions. The trip was mostly hassle-free and enjoyable. A few activities felt a little rushed, but overall everything was managed professionally. I would definitely recommend PickYourTrail for a well-organized and stress-free vacation.
Santhosh Kumar-Profile
Santhosh Kumar
Reviewed on :18 Feb 2026
We recently completed a 7-day trip booked for thailand through PickYourTrail, and overall it was a great experience. The itinerary was well planned, hotels were comfortable, and airport transfers were smooth. Their support team was responsive whenever we had questions. The trip was mostly hassle-free and enjoyable. A few activities felt a little rushed, but overall everything was managed professionally. I would definitely recommend PickYourTrail for a well-organized and stress-free vacation.
Toolika Pandey-Profile
Toolika Pandey
Reviewed on :18 Feb 2026
It was great experience booking through pick your trail. They provided package at very reasonable rate as compared to other travel sources and the experience was good. We booked honeymoon package and they guided us everything regarding booking and the country that we travelled. Thanks a lot PYT!!!
Toolika Pandey-Profile
Toolika Pandey
Reviewed on :18 Feb 2026
It was great experience booking through pick your trail. They provided package at very reasonable rate as compared to other travel sources and the experience was good. We booked honeymoon package and they guided us everything regarding booking and the country that we travelled. Thanks a lot PYT!!!
niwash deen-Profile
Niwash Deen
Reviewed on :18 Feb 2026
It was an wonderful experience for my family. Right from the start they guided me very well shabreen in phase 2 and Abinaya in phase 3. We enjoyed a lot, Thank you Pick Your Trail for your perfect itinerary and support.
niwash deen-Profile
Niwash Deen
Reviewed on :18 Feb 2026
It was an wonderful experience for my family. Right from the start they guided me very well shabreen in phase 2 and Abinaya in phase 3. We enjoyed a lot, Thank you Pick Your Trail for your perfect itinerary and support.
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What are the main cities visited in this itinerary?

The itinerary includes Madeira and Lisbon, showcasing their unique landscapes and cultures.

How should I prepare for the road trip in Portugal?

Make sure to have a valid driver's license, a GPS or map app, and familiarize yourself with local road rules.

Is public transport available in Lisbon for tourists?

Yes, Lisbon has a great public transport system, including trams and buses, making it easy to navigate the city.

What local dishes should I try in Portugal?

Don't miss out on pastéis de nata in Lisbon and the traditional poncha in Madeira.

What is the best time of year to visit Portugal?

The best times are spring (April to June) and fall (September to October) when the weather is pleasant and crowds are smaller.

Are there guided tours available in Madeira?

Yes, there are various guided tours for hiking, cultural experiences, and road trips available in Madeira.

Can I drive from Madeira to Lisbon?

No, you cannot drive directly. You'll need to take a flight or ferry from Madeira to the mainland.
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