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  1. Home
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  3. Portugal 4 Nights 5 Days Group 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
Day 05
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
₹62,542/ 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 on a 4 Nights Winter Escape

Imagine stepping into a realm where the ocean kisses the cliffs, vibrant cities echo with laughter, and every corner whispers tales of ancient lore. Welcome to Portugal, a captivating country that effortlessly marries history and modernity. Get ready for an enchanting 4-night winter escape that sweeps you through the picturesque islands of Madeira and the vibrant streets of Lisbon.

Highlights of the Destination

  • Explore Madeira’s breathtaking cliffs and serene beaches.
  • Wander through Lisbon's historic neighborhoods and vibrant nightlife.
  • Enjoy local culinary delights in Funchal and Lisbon.
  • Join thrilling activities like jet skiing and a lively pub crawl.

Travel Tips for Portugal

  • Be sure to pack layers; winter in Portugal can be chilly yet pleasant.
  • Try to learn a few Portuguese phrases; locals appreciate the effort.
  • Don’t miss the traditional Fado music performances in Lisbon.
  • Sample local specialties like pastéis de nata and hearty seafood dishes.

Conclusion

This winter escape isn't just a getaway—it's an experience that stirs the soul, packed with adventure, laughter, and unforgettable memories. From Madeira's stunning nature to Lisbon's vibrant energy, Portugal promises an authentic journey that you’ll cherish long after you've returned home. So why wait? Embrace the warmth and beauty of Portugal this winter and create stories worth sharing.

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 the best time to visit Portugal for winter escapes?

The best time for a winter escape to Portugal is from late November to early March when temperatures are mild and the tourist crowds are smaller.

What kind of activities can I experience in Madeira?

In Madeira, you can enjoy activities like hiking, wine tasting, visiting botanical gardens, and relaxing on stunning beaches.

How do I get from Madeira to Lisbon?

You can fly from Madeira to Lisbon, which takes about 1.5 hours, or take a ferry if you're looking for a scenic route.

Is public transportation good in Lisbon?

Yes, Lisbon has an efficient public transport system, including trams, buses, and metro, making it easy to explore the city.

What are must-try foods in Portugal?

Don’t miss trying pastéis de nata (custard tarts), bacalhau à brás (codfish), and bifana (pork sandwich) during your visit.

Is it safe to travel in Portugal?

Yes, Portugal is one of the safest countries in Europe, known for its friendly locals and low crime rate.

Can I join group tours in Portugal?

Absolutely! There are various group tours available that cater to different interests, from cultural experiences to adventure activities.
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