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  3. Portugal 4 Nights 5 Days Adventure 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
₹57,624/ 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

Portugal 4 Nights 5 Days Adventure Winter Escape Itinerary

If you're seeking an enriching experience that combines breathtaking landscapes with vibrant city life, look no further than Portugal. This 4 Nights 5 Days adventure invites you to explore the rugged beauty of Madeira and the charming streets of Lisbon, each offering a unique taste of Portuguese culture and warmth. Immerse yourself in local traditions as you indulge in gourmet cuisine, visit historical landmarks, and embrace the lively atmosphere of local markets and nightlife. Each moment spent here is crafted to create memories that linger long after you're home.

Highlights of the Destination

  • Stunning Views in Madeira: Known as the Pearl of the Atlantic, Madeira presents spectacular coastal views, lush mountains, and unique flora. A guided hike reveals breathtaking panoramas.
  • Enchanting Lisbon: Portugal's capital boasts charming architecture with a rich history. Stroll through the Alfama district and catch stunning views from the Senhora do Monte viewpoint.
  • Thrilling Outdoor Activities: Whether it's a jet ski ride off the coast of Madeira or a tuk-tuk tour of Lisbon, adventure enthusiasts will find plenty to satisfy their cravings for action.
  • Culinary Delights: Taste authentic Portuguese dishes, including fresh seafood and the famous Pastéis de Nata. Local taverns, often hidden, offer the best traditional meals.

Travel Tips for Portugal

  • Best Travel Time: Visit in the winter for milder weather and fewer tourists. The off-season allows for a more intimate exploration of the beautiful landscapes.
  • Local Customs: Embrace the casual dining culture. Share meals, and don't hesitate to relax with a glass of Madeira wine while soaking in the scenery.
  • Navigating Cities: Consider using public transport or renting a bike in Lisbon to easily explore its hilly streets and hidden gems.
  • Language Tip: Knowledge of a few Portuguese phrases can go a long way in enriching your interactions with the locals.

Conclusion

Your journey through Portugal promises not just adventure, but a tapestry woven with the threads of culture, history, and exceptional natural beauty. From sipping wine in Madeira to dancing through the lively streets of Lisbon, every experience is an invitation to see the world through a different lens. This itinerary is more than a travel plan; it's your gateway to a soul-stirring exploration of one of Europe's most captivating countries.

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.
harshal holkar-Profile
Harshal Holkar
Reviewed on :19 Feb 2026
Overall we had great experience with pickyourtrail! Right from bookings, itinerary and transfers everything went smoothly. Thank you team pickyourtrail!
harshal holkar-Profile
Harshal Holkar
Reviewed on :19 Feb 2026
Overall we had great experience with pickyourtrail! Right from bookings, itinerary and transfers everything went smoothly. Thank you team pickyourtrail!
Nandini suresh-Profile
Nandini Suresh
Reviewed on :19 Feb 2026
We had booked our honeymoon trip via pick your trail. The trip was super smooth. Everything was very well organized and we are super satisfied. Special appreciation to fahim and jagatheeshpathy for helping us with the arrangement of trip and always helping us with the queries
Nandini suresh-Profile
Nandini Suresh
Reviewed on :19 Feb 2026
We had booked our honeymoon trip via pick your trail. The trip was super smooth. Everything was very well organized and we are super satisfied. Special appreciation to fahim and jagatheeshpathy for helping us with the arrangement of trip and always helping us with the queries
Santhosh Kumar-Profile
Santhosh Kumar
Reviewed on :18 Feb 2026
We recently completed a 7-day trip booked for thailand through PickYourTrail, and overall it was a great experience. The itinerary was well planned, hotels were comfortable, and airport transfers were smooth. Their support team was responsive whenever we had questions. The trip was mostly hassle-free and enjoyable. A few activities felt a little rushed, but overall everything was managed professionally. I would definitely recommend PickYourTrail for a well-organized and stress-free vacation.
Santhosh Kumar-Profile
Santhosh Kumar
Reviewed on :18 Feb 2026
We recently completed a 7-day trip booked for thailand through PickYourTrail, and overall it was a great experience. The itinerary was well planned, hotels were comfortable, and airport transfers were smooth. Their support team was responsive whenever we had questions. The trip was mostly hassle-free and enjoyable. A few activities felt a little rushed, but overall everything was managed professionally. I would definitely recommend PickYourTrail for a well-organized and stress-free vacation.
Toolika Pandey-Profile
Toolika Pandey
Reviewed on :18 Feb 2026
It was great experience booking through pick your trail. They provided package at very reasonable rate as compared to other travel sources and the experience was good. We booked honeymoon package and they guided us everything regarding booking and the country that we travelled. Thanks a lot PYT!!!
Toolika Pandey-Profile
Toolika Pandey
Reviewed on :18 Feb 2026
It was great experience booking through pick your trail. They provided package at very reasonable rate as compared to other travel sources and the experience was good. We booked honeymoon package and they guided us everything regarding booking and the country that we travelled. Thanks a lot PYT!!!
niwash deen-Profile
Niwash Deen
Reviewed on :18 Feb 2026
It was an wonderful experience for my family. Right from the start they guided me very well shabreen in phase 2 and Abinaya in phase 3. We enjoyed a lot, Thank you Pick Your Trail for your perfect itinerary and support.
niwash deen-Profile
Niwash Deen
Reviewed on :18 Feb 2026
It was an wonderful experience for my family. Right from the start they guided me very well shabreen in phase 2 and Abinaya in phase 3. We enjoyed a lot, Thank you Pick Your Trail for your perfect itinerary and support.
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What is included in the Portugal 4 Nights 5 Days itinerary?

The itinerary includes visits to Madeira and Lisbon, accommodation, guided tours, and optional activities like a pub crawl and jet ski rides.

What are the best times to visit Portugal?

The ideal times to visit are during the spring (March to May) and fall (September to October) when the weather is pleasant and tourist crowds are thinner.

Is it safe to travel in Portugal?

Yes, Portugal is one of the safest countries in Europe, with low crime rates and friendly locals. Standard travel precautions are recommended.

What local dishes should I try in Portugal?

Don't miss the chance to taste Bacalhau à Brás, Pastéis de Nata, and the traditional seafood dishes. Each region also has its specialties!

How can I get around in Lisbon?

Lisbon has an efficient public transport system, including trams, buses, and metros. Walking is also a great option to explore its charming neighborhoods.
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