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  1. Home
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  3. Portugal 7 Nights 8 Days Group 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
₹104,448/ 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

Explore Portugal: 7 Nights Winter Escape Itinerary

Welcome to your dream vacation in Portugal, where vibrant cities meet stunning coastlines and rich history unfolds at every turn. Our 7-night winter escape itinerary promises not just breathtaking views but also a warm embrace from the locals, who are eager to share their culture. Imagine sipping Madeira wine while gazing upon rugged cliffs, indulging in fresh seafood in scenic coastal towns, and exploring the charming streets of Lisbon. From the volcanic beauty of Madeira to the historical treasures in Lagos, every day is a new adventure waiting to unfold.

Highlights of the Destination

  • Discover Madeira's lush landscapes and beautiful botanical gardens.
  • Experience the vibrant nightlife in Lisbon, with a guided pub crawl to dive into local traditions.
  • Explore the dramatic cliffs and golden beaches of Lagos, where adventure awaits both in the sea and the town.
  • Immerse yourself in the flavors of Portugal with highlights such as the famous custard tarts and fresh grilled sardines.

Travel Tips for Portugal

  • Always carry water and wear comfortable shoes, especially for exploring the hills of Lisbon.
  • If you plan on visiting during winter, pack for varying temperatures, as coastal areas can be milder than the mountainous regions.
  • Discover hidden gems by using local transport, like trolleys or tuk-tuks, to reach less touristy places.
  • Don't miss the local festivals to immerse yourself in the true spirit of Portuguese culture.

Conclusion

Your 7-night winter escape to Portugal promises to be a blend of exploration, relaxation, and rich experiences. Each city has its own unique charm, with enough local experiences, exciting nightlife, and stunning landscapes to create memories that you'll cherish forever. Don’t wait to book this adventure into one of the most beautiful and culturally rich destinations in Europe. Join us, and let Portugal enchant you with its warmth and beauty!

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 be included in the Portugal winter escape itinerary?

The itinerary includes Madeira, Lisbon, and Lagos.

What activities are recommended during the 7 Nights in Portugal?

Recommended activities include a pub crawl in Lisbon, exploring cliffs in Lagos, and enjoying botanical gardens in Madeira.

Is this itinerary suitable for families and groups?

Yes, this itinerary is designed for groups and families to enjoy Portugal together.

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

The winter months provide milder weather, making it an ideal season to explore without the summer crowds.

What local foods should I try while in Portugal?

Don't miss trying local dishes like pastéis de nata (custard tarts), bacalhau (cod), and fresh sardines.

How can I get around during my stay in Portugal?

Public transport, including trams and buses, are convenient options, and tuk-tuks are a fun way to explore local neighborhoods.

Are there any notable festivals in winter in Portugal?

Yes, winter festivals like the Lisbon Christmas Market and various local celebrations provide insights into Portuguese culture.
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