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  1. Home
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  3. Portugal 4 Nights 5 Days Adventure 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 Adventure Road Trip Itinerary in Portugal

Embark on an unforgettable journey through Portugal with this 4 Nights Adventure Road Trip Itinerary. From the stunning coastlines of Madeira to the vibrant streets of Lisbon, this escapade is designed for adventurers, culture enthusiasts, and anyone looking to experience the soul of this enchanting country. Feel the thrill of the open road as you travel through lush landscapes, historical sites, and local hotspots that will leave you with lasting memories.

Highlights of the Destination

  • Breathtaking views of Madeira’s coastline from Ponta de So Loureno.
  • Immersive nightlife experience in Lisbon’s Bairro Alto district.
  • Scenic ride on the Nations Park Gondola Lift with stunning river views.
  • Unique insights into Lisbon's rich history during a personalized tuk-tuk tour.

Travel Tips for Portugal

  • Book your accommodations in advance, especially during peak seasons.
  • Try local delicacies like pastéis de nata in Lisbon and bolo de caco in Madeira.
  • Use public transport or local rideshares for convenient city travel.
  • Keep a flexible schedule to allow for spontaneous adventures along the way.

Conclusion

This 4 Nights road trip through Portugal invites you to explore its breathtaking destinations at your own pace, uncovering the secrets and stories of this magnificent land. Whether you’re tasting fine wine in Madeira, enjoying the lively nightlife of Lisbon, or simply soaking in the mesmerizing views from a driven cabriolet, every moment will inspire a sense of wonder and adventure. Pack your bags, fuel up your sense of curiosity, and get ready for a Mediterranean getaway like no other.

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.
Elay Raja-Profile
Elay Raja
Reviewed on :10 Feb 2026
Nice hospitality in Bali by Pickyourtrails team. Itinerary was well arranged with private transfers and local guide. Highly recommended.
Elay Raja-Profile
Elay Raja
Reviewed on :10 Feb 2026
Nice hospitality in Bali by Pickyourtrails team. Itinerary was well arranged with private transfers and local guide. Highly recommended.
HARIHARAN NAIR-Profile
Hariharan Nair
Reviewed on :10 Feb 2026
Hari from PYT Handled my flight cancellation refund process which was helpful.
HARIHARAN NAIR-Profile
Hariharan Nair
Reviewed on :10 Feb 2026
Hari from PYT Handled my flight cancellation refund process which was helpful.
Abdul Kareem-Profile
Abdul Kareem
Reviewed on :10 Feb 2026
It was an amazing experience with Pickyourtrail. Mr. Revanth helped me throughout the trip, kudos to the team of Pickyourtrail.
Abdul Kareem-Profile
Abdul Kareem
Reviewed on :10 Feb 2026
It was an amazing experience with Pickyourtrail. Mr. Revanth helped me throughout the trip, kudos to the team of Pickyourtrail.
Amruta M-Profile
Amruta M
Reviewed on :10 Feb 2026
Thank you PYT for arranging such a fantastic holiday to Dubai for us. Every detail was perfectly planned, and we didnt have to worry about anything during the trip. The hotels, transfers, and activities were all excellent. It turned out to be one of our most enjoyable and memorable vacations. We really value your support and would happily recommend your services to others.
Amruta M-Profile
Amruta M
Reviewed on :10 Feb 2026
Thank you PYT for arranging such a fantastic holiday to Dubai for us. Every detail was perfectly planned, and we didnt have to worry about anything during the trip. The hotels, transfers, and activities were all excellent. It turned out to be one of our most enjoyable and memorable vacations. We really value your support and would happily recommend your services to others.
Ravindar R-Profile
Ravindar R
Reviewed on :09 Feb 2026
If you are looking for trustable and affordable yet premium partner, pick your trail is best. I have done few market research on travel partners like MMT, easy my trip, GT holidays etc.. By comparing all pick your trail is best in service, support and package as well. Because message to reply turn around time is very important, how quickly you reply to questions that matters a lot for during a trip, If there is an emergency, when we approach them they should attend your issue in that pick your trail is the best. The team is having a patience to listen your all tiny questions and answer all of them well, which convinced me to go with their package I went dubai with their package as family trip 5 ppl. Every process is supportive and hassle free. 24/7quick support is very useful when you are in trip, because you took family out of country, you have lot many question in mind, everything solved over chat support I have 1 issue with them during travel which was sorted well. No worries you have 99 other good things to share about them The best part is we booked air tickets and packages a month before,without our passports and visa, thats their confidence level.I appreciate overall support from pyt team Pick your trip with pick your trail. Go ahead and opt it Thanks to team Devi, abi, nitya and Sharon etc..
Ravindar R-Profile
Ravindar R
Reviewed on :09 Feb 2026
If you are looking for trustable and affordable yet premium partner, pick your trail is best. I have done few market research on travel partners like MMT, easy my trip, GT holidays etc.. By comparing all pick your trail is best in service, support and package as well. Because message to reply turn around time is very important, how quickly you reply to questions that matters a lot for during a trip, If there is an emergency, when we approach them they should attend your issue in that pick your trail is the best. The team is having a patience to listen your all tiny questions and answer all of them well, which convinced me to go with their package I went dubai with their package as family trip 5 ppl. Every process is supportive and hassle free. 24/7quick support is very useful when you are in trip, because you took family out of country, you have lot many question in mind, everything solved over chat support I have 1 issue with them during travel which was sorted well. No worries you have 99 other good things to share about them The best part is we booked air tickets and packages a month before,without our passports and visa, thats their confidence level.I appreciate overall support from pyt team Pick your trip with pick your trail. Go ahead and opt it Thanks to team Devi, abi, nitya and Sharon etc..
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What are the must-see attractions in Madeira?

Must-see attractions in Madeira include Ponta de So Loureno, the vibrant village of Porto da Cruz, and the breathtaking views from Pico Areeiro.

How can I navigate around Lisbon?

You can navigate around Lisbon using trams, buses, and rideshare services. Tuk-tuk tours are also a popular way to explore the city.

What local foods should I try in Portugal?

Don't miss local specialties like pastéis de nata in Lisbon and bolo de caco in Madeira, as well as enjoying fresh seafood dishes.

Is it safe to drive in Portugal?

Yes, driving in Portugal is generally safe, but be aware of narrow roads in rural areas and follow local traffic regulations.

What is the best time to visit Portugal?

The best time to visit Portugal is during spring (March to May) and fall (September to October) for pleasant weather and fewer crowds.

Are there guided tours available in Lisbon?

Yes, Lisbon offers various guided tours, including walking tours, tuk-tuk adventures, and food tasting experiences.

How can I experience local nightlife in Lisbon?

For local nightlife, join a pub crawl in areas like Bairro Alto and Cais do Sodre, where you can enjoy bars and clubs with vibrant atmospheres.
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