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  3. Portugal 5 Nights 6 Days Adventure 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
Day 06
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
₹72,151/ 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

Experience the Ultimate 5 Nights Adventure in Portugal

Picture yourself strolling through the charming streets of Lisbon, soaking in the vibrant culture, and then whisking away to the lush landscapes of Madeira. This 5 nights adventure promises to deliver a delightful blend of leisure and thrill, making it a perfect winter escape for you and your travel companions.

Highlights of the Destination

  • Lisbon's Historic Treasures: Experience the magnificent São Jorge Castle and wander through the colorful alleys of Alfama, where traditional Fado music fills the air.
  • Madeira's Natural Wonders: Explore the volcanic landscapes and lush gardens of Madeira, where adventure meets tranquility in its stunning hiking trails and scenic vistas.
  • Thrilling Jet Ski Rides: Feel the adrenaline rush as you navigate the azure waters of Funchal on a jet ski—perfect for both novice and experienced adventurers.
  • Culinary Delights: Savor delicious local dishes, from traditional Pastéis de Nata in Lisbon to fresh seafood on Madeira, and experience the unique flavors of Portugal.

Travel Tips for Portugal

  • Embrace Public Transport: Lisbon's efficient metro system makes getting around seamless; grab a Viva Viagem card for easy access.
  • Wear Comfortable Shoes: Both Lisbon and Madeira have charming cobbled streets and hilly terrains; bring sturdy shoes for your adventures.
  • Book In Advance: Popular activities like the Jet Ski circuit or guided tours can fill up quickly; make sure to reserve spots ahead of time.
  • Know the Dining Hours: In Portugal, dinner is typically served late; many locals enjoy meals around 9 PM, so adjust your plans accordingly.

Conclusion

Your 5 nights adventure in Portugal awaits, ready to captivate your senses and create memories that last a lifetime. Whether you're exploring vibrant city centers, relaxing on serene beaches, or embarking on exciting activities, this itinerary offers a unique opportunity to discover Portugal's enchanting beauty. Pack your bags and prepare to embark on an unforgettable journey that authentically showcases the best of this stunning country.

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 are the best activities to do in Lisbon?

Lisbon offers numerous activities including visiting São Jorge Castle, exploring the National Azulejo Museum, enjoying a guided Tuk Tuk tour, and experiencing a vibrant pub crawl in Bairro Alto.

What should I pack for a trip to Madeira?

Pack comfortable walking shoes for hiking, swimwear for beach days, lightweight clothing for warm weather, and a light jacket for cooler evenings.

Is it safe to travel to Portugal right now?

Yes, Portugal is generally regarded as a safe destination for travelers, with low crime rates and a welcoming atmosphere.

What is the best time to visit Portugal?

The best time to visit Portugal is during spring (April to June) and fall (September to October) when the weather is pleasant and the tourist crowds are smaller.

What are some local delicacies to try in Portugal?

Make sure to try Pastéis de Nata (custard tarts), Bacalhau à Brás (codfish), and Vinho Verde (green wine), among other culinary delights.

How can I travel between Lisbon and Madeira?

You can travel between Lisbon and Madeira by taking a short flight, as there are several daily flights available for quick and convenient travel.

Are there any cultural customs I should know about in Portugal?

Yes, it’s customary to greet with a kiss on both cheeks, respect meal times, and be aware that dining out may involve a leisurely pace.
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