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  3. Portugal 5 Nights 6 Days Group Road Trip Route Itinerary
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Itinerary
Madeira
3 Nights Stay
Madeira3 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
Day 03
Eastern Madeira: Full-Day Tour with Rum Tasting
Full Day
Eastern Madeira: Full-Day Tour with Rum Tasting
Fly to Lisbon
Lisbon
2 Nights Stay
Lisbon2 Nights
Day 04
Morning to Noon
At leisure. Add Activity
Evening
Checkout of your hotel. Board your flight to Lisbon. Check-in to your new hotel in Lisbon
Day 05
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 06
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
₹98,855/ 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: 5 Nights Group Road Trip Itinerary

Embark on a mesmerizing 5-night road trip through Portugal, where every twist and turn unveils a new treasure. This itinerary seamlessly blends stunning landscapes, rich history, and vibrant culture, making it perfect for groups seeking both adventure and leisure. From the bustling streets of Lisbon to the serene beauty of Madeira, prepare to create unforgettable memories in this enchanting country. Immerse yourself in local customs, savor delicious cuisine, and discover Portugal from a new perspective as you journey through its most captivating spots.

Highlights of the Destination

  • Lisbon's Charm: Experience the vibrant nightlife and historic architecture of Portugal's coastal capital.
  • Funchal's Scenic Beauty: Explore the botanical gardens and stunning vistas of Madeira’s capital.
  • Authentic Local Cuisine: Savor traditional dishes like bacalhau and bolo do caco in charming local eateries.
  • Natural Wonders: From majestic cliffs to lush valleys, each destination offers unique and breathtaking landscapes.

Travel Tips for Portugal

  • Language: While Portuguese is the official language, many locals speak English, especially in tourist areas, so communication shouldn't be an issue.
  • Transportation: Renting a car is ideal for this itinerary, granting you the freedom to explore hidden gems at your own pace.
  • Currency: Euro is the currency used here; it's advisable to have some cash on hand for local markets and smaller establishments.
  • Etiquette: Greet with a handshake and be polite; locals appreciate when you try a few words in Portuguese.

Conclusion

As you traverse through Portugal's stunning landscapes for 5 nights, you’ll find that every moment provides a new adventure. The exhilarating blend of historical sites, local flavors, and breathtaking views makes this road trip a must for any traveler. Whether you’re exploring the nightlife in Lisbon or winding along the coastal roads of Madeira, your journey will be filled with beauty and wonder. So pack your bags and get ready for a memorable journey through one of Europe’s most charming destinations.

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 must-see attractions in Lisbon?

Must-see attractions include São Jorge Castle, the National Azulejo Museum, and the vibrant neighborhoods of Alfama and Bairro Alto.

How can I travel around Madeira?

Renting a car is the best way to explore Madeira, as it provides flexibility to visit various stunning locations at your own pace.

What traditional foods should I try in Portugal?

Don't miss out on bacalhau (cod), pastéis de nata (custard tarts), and local wines from the Douro Valley region.

Is the road trip suitable for families?

Yes, this itinerary offers a mix of activities that are enjoyable for travelers of all ages.

What is the best time to visit Portugal?

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

Are there guided tours available in Lisbon?

Yes, there are many guided tours available including walking tours, tuk-tuk rides, and pub crawls for experiencing the nightlife.
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