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  1. Home
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  3. Portugal 7 Nights 8 Days Luxury Winter Escape 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
Morning to Noon
At leisure. Add Activity
Funchal: Jet Ski Circuit
Evening
Funchal: Jet Ski Circuit
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
Train ride to Lagos - Portugal
Lagos - Portugal
2 Nights Stay
Lagos - Portugal2 Nights
Day 06
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 07
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 08
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
₹113,722/ 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

Embark on a Luxurious 7 Nights Winter Escape in Portugal

Explore the breathtaking landscapes and vibrant culture of Portugal with our luxurious 7 Nights Winter Escape itinerary. This itinerary whisks you away to picturesque Madeira, the historic charm of Lisbon, and the stunning Algarve coast in Lagos. Experience the subtropical beauty of Madeira’s unique volcanic scenery, indulge in gourmet cuisine, and unwind in elegant accommodations, making every moment of your journey unforgettable.

Highlights of the Destination

  • Madeira offers lush landscapes and stunning cliffs, perfect for nature lovers.
  • Enjoy Lisbon’s rich history as you stroll through its cobbled streets and classic neighborhoods.
  • Lagos boasts breathtaking beaches and fascinating rock formations along the Algarve coast.
  • Experience the vibrant nightlife of Lisbon with guided pub crawls and local entertainment.

Travel Tips for Portugal

  • Pack layers as the weather can be unpredictable, especially near the coast.
  • Learn basic Portuguese phrases; locals appreciate when visitors make an effort to engage.
  • Be prepared for some hilly terrain in Lisbon, so comfortable shoes are a must.
  • Try local treats such as Pastéis de Belém in Lisbon and fresh seafood along the Algarve coast.

Conclusion

Whether you are soaking up the sun on Madeira’s pebbly beaches, sipping fine wine in Lisbon, or exploring the stunning cliffs of Lagos, this luxurious week-long escape will rejuvenate your spirit and create lasting memories. Portugal awaits with its warm hospitality and breathtaking scenery, making it the perfect winter getaway for those who seek both leisure and adventure.

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 is included in the luxury winter escape itinerary?

The itinerary includes accommodations, guided tours, luxury dining experiences, and various activities such as pub crawls, beach excursions, and scenic tours.

When is the best time to visit Portugal for a luxury winter escape?

The best time to visit Portugal for a winter escape is between December and February, when you can enjoy mild weather and fewer crowds.

Is this itinerary suitable for families?

Yes, this itinerary offers a variety of activities that cater to families, including beach days, outdoor adventures, and cultural experiences.

How do I get from Lisbon to Lagos?

You can travel from Lisbon to Lagos by train or bus, both of which are convenient and relatively quick options.

What activities are available in Madeira?

In Madeira, you can enjoy levada walks, wine tasting tours, and breathtaking views from the mountains, as well as a variety of water sports.

What is the culinary scene like in Portugal?

Portugal boasts a rich culinary scene with a focus on fresh seafood, regional wines, and local pastries, providing a taste experience like no other.

Are there any safety tips for traveling in Portugal?

Portugal is generally safe for travelers, but it’s wise to stay aware of your surroundings, especially in crowded tourist areas, and keep an eye on your belongings.
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