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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.
meghraj singh-Profile
Meghraj Singh
Reviewed on :11 Mar 2026
It was a nice facilities and coordination
meghraj singh-Profile
Meghraj Singh
Reviewed on :11 Mar 2026
It was a nice facilities and coordination
Prakash Peksi-Profile
Prakash Peksi
Reviewed on :11 Mar 2026
Well managed and seem less of execution
Prakash Peksi-Profile
Prakash Peksi
Reviewed on :11 Mar 2026
Well managed and seem less of execution
Soumya Devi-Profile
Soumya Devi
Reviewed on :10 Mar 2026
Had wonderful and stress-free experience with pick your trail.
Soumya Devi-Profile
Soumya Devi
Reviewed on :10 Mar 2026
Had wonderful and stress-free experience with pick your trail.
Mehul Gandhi-Profile
Mehul Gandhi
Reviewed on :10 Mar 2026
I had my Maldives booking done from pickyourtrail app and believe me that I had a very good experience. Their representatives were in constant touch and very ready to solve my queries immediately. Highly recommend
Mehul Gandhi-Profile
Mehul Gandhi
Reviewed on :10 Mar 2026
I had my Maldives booking done from pickyourtrail app and believe me that I had a very good experience. Their representatives were in constant touch and very ready to solve my queries immediately. Highly recommend
Aditya Arun-Profile
Aditya Arun
Reviewed on :09 Mar 2026
8.5 We liked : 1. Well organised trip with absolute no stress during Travel. 2. Time to Time pickup and drop, additionally drivers were pretty good and of welcoming nature. 3. Food and service were really tasty in both the Hotels. 4. All pre-visit information and requested modifications were delivered amazingly. Improvement : 1. hotel room details (backside room, no good view from window, and missing gallery) 2. Swimming pool not present in IBIS hotel. (Same missing view/gallery) 3. Better cruise experience expected, food was bland and no open-upper deck. (We saw a few cruises there with an open upper deck) Improvements are just suggestions and not complaints.
Aditya Arun-Profile
Aditya Arun
Reviewed on :09 Mar 2026
8.5 We liked : 1. Well organised trip with absolute no stress during Travel. 2. Time to Time pickup and drop, additionally drivers were pretty good and of welcoming nature. 3. Food and service were really tasty in both the Hotels. 4. All pre-visit information and requested modifications were delivered amazingly. Improvement : 1. hotel room details (backside room, no good view from window, and missing gallery) 2. Swimming pool not present in IBIS hotel. (Same missing view/gallery) 3. Better cruise experience expected, food was bland and no open-upper deck. (We saw a few cruises there with an open upper deck) Improvements are just suggestions and not complaints.
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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