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  1. Home
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  3. Portugal 4 Nights 5 Days Group 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
₹89,246/ 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

Discover Portugal: 4 Nights of Adventure on a Group Road Trip

Portugal is a sun-kissed jewel on the Iberian Peninsula that brims with history, culture, and breathtaking landscapes. From the vibrant streets of Lisbon to the picturesque views of Madeira, this 4-night group road trip offers a taste of everything that makes Portugal iconic. Imagine cruising along rugged coastlines, indulging in local delicacies, and soaking up the warm ambiance that fills each city. Whether you're an adventure seeker or a culture enthusiast, this journey promises memories that will last a lifetime.

Highlights of the Destination

  • Explore the historical neighborhoods of Lisbon, where cobblestone streets and pastel buildings tell stories of the past.
  • Discover the emerald cliffs and unique flora of Madeira, a paradise for nature lovers and outdoor adventurers.
  • Engage in the lively nightlife of Lisbon with a vibrant pub crawl that leads you to the city's best bars and clubs.
  • Drive along Madeira's stunning east coast, with its dramatic landscapes and charming villages like Santana.

Travel Tips for Portugal

  • Familiarize yourself with the public transport systems in Lisbon; trams and buses can whisk you around the city efficiently.
  • Don't miss out on trying local dishes like Bacalhau à Brás and the famous Pastéis de Belém when in Lisbon.
  • When touring Madeira, opt for early morning drives to avoid crowds and capture the best light for photos.
  • Pack comfortable walking shoes; both Lisbon and Madeira boast plenty of hills and delightful alleyways that are best explored on foot.

Conclusion

Portugal awaits you with its stunning scenery, rich history, and welcoming people. This 4-night itinerary is designed for those looking to bond over shared adventures while exploring the highlights of Lisbon and Madeira. Each stop unveils a new layer of the country's beauty, promising an unforgettable experience. Pack your bags, gather your friends, and get ready to create cherished memories on this exciting escapade through Portugal.

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 is included in the 4 Nights Portugal group road trip?

The trip includes accommodation, guided tours, and special activities like the Lisbon pub crawl and Madeira road trip.

Is this itinerary suitable for first-time visitors to Portugal?

Absolutely! This itinerary highlights key locations ideal for first-time travelers, offering a balanced view of the culture and sights.

What are the best times to visit Portugal?

The best times to visit are spring (March to May) and fall (September to October) when the weather is mild and crowds are fewer.

Can I customize the road trip itinerary?

Yes, many tour providers allow for customizable options to suit your group's preferences and interests.

What types of activities can I expect during the trip?

Expect a variety of activities including sightseeing, cultural experiences, local cuisine tastings, and nightlife exploration.

Do I need a rental car for this itinerary?

While the guided tours provide transportation, having a rental car enhances your flexibility, especially in Madeira.

What should I pack for a trip to Portugal?

Pack light layers for both warm days and cooler evenings, comfortable walking shoes for exploring, and sunscreen for sunny days.
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