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  1. Home
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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.
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 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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