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  1. Home
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  3. Portugal 13 Nights 14 Days Luxury 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
3 Nights Stay
Lisbon3 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
Lisbon Tram No. 28 Ride & Walking Tour
Morning
Lisbon Tram No. 28 Ride & Walking Tour
Noon to Evening
At leisure. Add Activity
Train ride to Lagos - Portugal
Lagos - Portugal
3 Nights Stay
Lagos - Portugal3 Nights
Day 07
Morning
Checkout of your hotel. Take your train from Lisbon to Lagos - Portugal. Check-in to your new hotel
Noon
At leisure. Add Activity
Portimo: Benagil Caves Speed Boat Tour with Sunset Option
Evening
Portimo: Benagil Caves Speed Boat Tour with Sunset Option
Day 08
Morning
At leisure. Add Activity
Portimo: Carvalho & Marinha Beach, Benagil Cave Boat Tour
Noon
Portimo: Carvalho & Marinha Beach, Benagil Cave Boat Tour
Algarve: Seven Hanging Valleys Walking Tour
Evening
Algarve: Seven Hanging Valleys Walking Tour
Day 09
Algarve: Benagil Cave Boat Tour and Algarseco Coastal Walk
Morning to Noon
Algarve: Benagil Cave Boat Tour and Algarseco Coastal Walk
From Portimo: Algar de Benagil and Sea Caves Boat Tour
Evening
From Portimo: Algar de Benagil and Sea Caves Boat Tour
Get transferred to Albufeira
Albufeira
2 Nights Stay
Albufeira2 Nights
Day 10
Morning
Checkout of your hotel and get transferred to Albufeira
Noon to Evening
At leisure. Add Activity
Day 11
Morning
At leisure. Add Activity
Albufeira: Tuk-tuk Sightseeing Tour
Noon
Albufeira: Tuk-tuk Sightseeing Tour
Vilamoura: Hop-On Hop-Off Eco Car Tour
Evening
Vilamoura: Hop-On Hop-Off Eco Car Tour
Fly to Porto
Porto
2 Nights Stay
Porto2 Nights
Day 12
Morning
Checkout of your hotel. Board your flight to Porto. Check-in to your new hotel in Porto
Noon to Evening
At leisure. Add Activity
Day 13
Porto: Guided Tour by Tuk-Tuk & Optional Douro River Cruise
Morning
Porto: Guided Tour by Tuk-Tuk & Optional Douro River Cruise
Porto: Douro River Boat Cruise with Port Wine Tasting
Noon
Porto: Douro River Boat Cruise with Port Wine Tasting
Porto: 2-Hour Shared Tuk-Tuk Tour
Evening
Porto: 2-Hour Shared Tuk-Tuk Tour
Day 14
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
₹230,134/ 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

Luxury Road Trip Through Portugal: 14 Days of Discovery

Embark on an unforgettable journey through Portugal, where spectacular coastlines, rich history, and vibrant cultures await. This 14-day luxury road trip itinerary invites you to explore the enchanting islands of Madeira, the lively streets of Lisbon, the stunning Algarve, and the historic charm of Porto. Prepare to discover breathtaking landscapes, indulge in exquisite cuisine, and immerse yourself in local traditions as you traverse this beautiful country.

Highlights of the Destination

  • Madeira's lush landscapes and subtropical climate offer dramatic views, stunning cliffs, and delightful local wines.
  • Lisbon's pastel buildings and historic neighborhoods are perfect for wandering and enjoying authentic Fado music in cozy taverns.
  • Algarve's breathtaking beaches, such as Praia da Marinha, invite sun-soaked relaxation and exhilarating water sports adventures.
  • Porto, the city of bridges, enchants with its port wine, winding alleys, and vibrant riverside, brimming with life and culture.

Travel Tips for Portugal

  • Rent a luxurious vehicle for comfort and flexibility on your road trip while exploring scenic viewpoints.
  • Learn a few basic Portuguese phrases to enhance your interactions with locals and navigate your journey with ease.
  • Take time to savor culinary delights, from freshly caught seafood in the Algarve to sweet pastéis de nata in Lisbon.
  • Book your accommodations in advance, especially in popular tourist cities, to secure the best luxury options and locations.

Conclusion

Each destination in Portugal unfolds a unique story, waiting to be written in your travel diary. From Madeira’s idyllic scenery to the historical richness of Porto, this 14-day luxury road trip is designed to provide you with memories that will last a lifetime. So pack your bags, buckle up, and prepare for a remarkable adventure across this captivating land.

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 cities will I visit on this 14-day road trip in Portugal?

During your road trip, you will visit Madeira, Lisbon, Lagos, Albufeira, and Porto, exploring each city's unique charm and attractions.

What is the best time to visit Portugal for this itinerary?

The best time to visit Portugal is from March to June and September to October when the weather is pleasant and tourist crowds are smaller.

Do I need to rent a car for this road trip?

Yes, renting a car is essential for exploring Portugal’s stunning landscapes and enabling flexibility during your trip.

Is this itinerary suitable for families?

While this itinerary focuses on luxury travel, it can be tailored to suit families with children based on accommodation and activities.

What culinary experiences can I expect in Portugal?

Indulge in local specialties like fresh seafood, famous pastéis de nata, and regional wines, especially in the Douro Valley near Porto.

Are there guided tours available in each city?

Yes, many guided tours are available in each city, offering an in-depth exploration of local culture, history, and attractions.

What should I pack for a luxury road trip in Portugal?

Pack comfortable clothing suitable for warm weather, stylish outfits for dining, swimwear for beach days, and good walking shoes for exploring.
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