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  1. Home
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  3. Portugal 8 Nights 9 Days Luxury Winter Escape 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
Morning to Noon
At leisure. Add Activity
Funchal: Jet Ski Circuit
Evening
Funchal: Jet Ski Circuit
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
Train ride to Lagos - Portugal
Lagos - Portugal
2 Nights Stay
Lagos - Portugal2 Nights
Day 05
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 06
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
Get transferred to Albufeira
Albufeira
2 Nights Stay
Albufeira2 Nights
Day 07
Morning
Checkout of your hotel and get transferred to Albufeira
Noon to Evening
At leisure. Add Activity
Day 08
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
Day 09
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
₹106,590/ 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: 8 Nights Luxury Winter Escape Itinerary

Experience the captivating charm of Portugal through this luxurious 8-night winter escape. From the vibrant streets of Lisbon to the stunning landscapes of Madeira, this itinerary unveils the best of what this beautiful country has to offer. Immerse yourself in rich history, delightful culinary experiences, and breathtaking scenery as you travel through diverse locales that cater to the senses.

Highlights of the Destination

  • Explore the enchanting city of Lisbon, a vibrant tapestry of culture, architecture, and culinary delights.
  • Indulge in the exquisite flavors of Madeira wine as you relax in the lush landscapes of this island paradise.
  • Revel in the stunning beaches and dramatic cliffs of Lagos, where you can swim in crystal-clear waters and discover hidden coves.
  • Experience the lively nightlife of Albufeira, known for its thriving bars and beach clubs, perfect for a fun evening out.

Travel Tips for Portugal

  • Bring a comfortable pair of walking shoes to explore the hilly streets of Lisbon and the scenic trails of Madeira.
  • Don't miss trying local delicacies like Pastéis de Nata in Lisbon and fresh seafood along the coast.
  • Plan your excursions early in the day to beat the crowds, especially at popular sites like the Benagil Caves.
  • Make use of local transportation options, such as the tram in Lisbon or ferries in Madeira, for a more authentic experience.

Conclusion

This luxurious winter escape to Portugal offers a curated experience blending relaxation and adventure. Whether you’re sipping wine while gazing at the Atlantic or dancing the night away in Albufeira, every moment captures the essence of Portuguese hospitality. Pack your bags and get ready for a journey filled with memories that will last a lifetime.

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 Portugal?

Must-see attractions include the historic neighborhoods of Alfama in Lisbon, the stunning cliffs of Lagos, and the beautiful landscapes of Madeira.

What is the best time to visit Portugal?

The best time to visit Portugal is in spring (March-May) or fall (September-November) for mild weather and fewer tourists.

Is it safe to travel in Portugal?

Yes, Portugal is considered one of the safest countries in Europe for travelers, with low crime rates and friendly locals.

What local dishes should I try in Portugal?

Try local specialties like Bacalhau à Brás (codfish), Pastéis de Nata (custard tart), and regional wines, especially from the Douro Valley.

How do I get around in Portugal?

You can get around Portugal by using public transportation options such as trains, buses, and trams, as well as rental cars for more flexibility.

Are there any cultural customs I should be aware of?

It's polite to greet locals with a friendly 'Olá' and to try to make an effort in Portuguese; appreciation for the culture goes a long way.

What activities can I enjoy in Madeira?

In Madeira, you can enjoy activities like hiking the Levadas, exploring botanical gardens, and tasting the local Madeira wine.
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