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  1. Home
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  3. Portugal 8 Nights 9 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
Train ride to Lagos - Portugal
Lagos - Portugal
2 Nights Stay
Lagos - Portugal2 Nights
Day 05
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 06
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
Get transferred to Albufeira
Albufeira
2 Nights Stay
Albufeira2 Nights
Day 07
Morning
Checkout of your hotel and get transferred to Albufeira
Noon to Evening
At leisure. Add Activity
Day 08
Morning
At leisure. Add Activity
Albufeira: Tuk-tuk Sightseeing Tour
Noon
Albufeira: Tuk-tuk Sightseeing Tour
Vilamoura: Hop-On Hop-Off Eco Car Tour
Evening
Vilamoura: Hop-On Hop-Off Eco Car Tour
Day 09
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
₹95,820/ 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

Discover Portugal: 8 Nights of Adventure in a Winter Escape

Step into the lush landscapes and vibrant cities of Portugal with this incredible 8-night winter adventure. From the stunning cliffs of Madeira to the enchanted streets of Lisbon, this itinerary takes you through some of Portugal's most iconic destinations, ensuring a perfect blend of leisure and thrill, all while getting to know the warm-hearted locals and their timeless traditions.

Highlights of the Destination

  • Experience the dramatic volcanic scenery of Madeira, where high cliffs drop into the Atlantic.
  • Wander through the historic streets of Lisbon, soaking in views from São Jorge Castle.
  • Relax on the sun-kissed beaches of Lagos, famous for its golden sands and lively Portuguese culture.
  • Try exhilarating activities like the jet ski circuit in Madeira and explore the Benagil caves by boat in Lagos.

Travel Tips for Portugal

  • Always try to learn a few phrases in Portuguese; locals appreciate the effort.
  • Use public transport in Lisbon; it's efficient and connects you to all major attractions.
  • Stay in local guesthouses to experience authentic Portuguese hospitality.
  • Try the local cuisine, especially fresh seafood, and the famous pastéis de nata.

Conclusion

With this itinerary, you're not just visiting Portugal; you're experiencing the soul of this captivating country. From ancient castles to breathtaking coastlines, the journey offers adventure, culture, and unforgettable memories that will stay with you long after your trip ends.

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 cities to visit in Portugal during winter?

Lisbon, Madeira, and Algarve are fantastic choices known for their pleasant winter weather and vibrant atmospheres.

Is Portugal a safe destination for tourists?

Yes, Portugal is considered one of the safest travel destinations in Europe, with low crime rates and friendly locals.

What is the best time to visit Portugal?

While winter offers milder weather and fewer crowds, spring (March to May) and fall (September to October) are also great for exploring.

What local delicacies should I try in Portugal?

Don’t miss trying bacalhau (salted cod), pastéis de nata (custard tarts), and local wines from the Douro Valley.

Can I travel between cities easily in Portugal?

Absolutely! The train network is extensive and efficient, making it easy to travel between major cities.

What outdoor activities are available in Portugal's winter?

You can enjoy hiking in Madeira, surfing on the Algarve coast, and exploring Lisbon's beautiful parks.

Do I need to worry about language barriers in Portugal?

While Portuguese is the official language, many locals speak English, especially in tourist areas.
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