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  3. Portugal 13 Nights 14 Days Group 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
3 Nights Stay
Lisbon3 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
Lisbon Tram No. 28 Ride & Walking Tour
Morning
Lisbon Tram No. 28 Ride & Walking Tour
Noon to Evening
At leisure. Add Activity
Train ride to Lagos - Portugal
Lagos - Portugal
3 Nights Stay
Lagos - Portugal3 Nights
Day 07
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 08
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
Day 09
Algarve: Benagil Cave Boat Tour and Algarseco Coastal Walk
Morning to Noon
Algarve: Benagil Cave Boat Tour and Algarseco Coastal Walk
From Portimo: Algar de Benagil and Sea Caves Boat Tour
Evening
From Portimo: Algar de Benagil and Sea Caves Boat Tour
Get transferred to Albufeira
Albufeira
2 Nights Stay
Albufeira2 Nights
Day 10
Morning
Checkout of your hotel and get transferred to Albufeira
Noon to Evening
At leisure. Add Activity
Day 11
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
Fly to Porto
Porto
2 Nights Stay
Porto2 Nights
Day 12
Morning
Checkout of your hotel. Board your flight to Porto. Check-in to your new hotel in Porto
Noon to Evening
At leisure. Add Activity
Day 13
Porto: Guided Tour by Tuk-Tuk & Optional Douro River Cruise
Morning
Porto: Guided Tour by Tuk-Tuk & Optional Douro River Cruise
Porto: Douro River Boat Cruise with Port Wine Tasting
Noon
Porto: Douro River Boat Cruise with Port Wine Tasting
Porto: 2-Hour Shared Tuk-Tuk Tour
Evening
Porto: 2-Hour Shared Tuk-Tuk Tour
Day 14
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
₹176,997/ 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 Group winter-escape Trip: 13 Nights & 14 Days

Embark on an enchanting 14-day journey through Portugal, where every corner reveals breathtaking landscapes, rich history, and vibrant culture. This 13-night winter escape takes you from the lush mountains of Madeira to the sun-soaked beaches of the Algarve, offering an immersive experience like no other. Picture yourself strolling through the cobbled streets of Lisbon, indulging in delectable local dishes, and sipping fine port wine in the historic city of Porto. Each day is tailored for discovery, whether you’re wandering through colorful markets or enjoying the stunning views from historic cliffs.

Highlights of the Destination

  • Discover the lush landscapes of Madeira, a picturesque island known for its subtropical climate and scenic beauty.
  • Experience the charm of Lisbon with its iconic trams and vibrant nightlife, including unforgettable evenings at local pubs.
  • Relax on the beautiful beaches of Lagos and Albufeira, famous for their golden sands and dramatic cliffs.
  • Savor the rich flavors of Porto’s wine culture while wandering its cobblestone streets full of history and charm.

Travel Tips for Portugal

  • Best time to visit is between April and June or September and October for pleasant weather.
  • Learn basic Portuguese phrases to enhance your interactions with locals, as it shows appreciation for their culture.
  • Always keep a camera handy—every street, every sunset, and every meal deserves to be captured.
  • Indulge in local cuisine; don’t miss out on pastéis de nata in Lisbon and fresh seafood along the coast.

Conclusion

As you journey through Portugal, you'll create unforgettable memories that will linger long after your trip. Whether it’s gazing at the sun setting over the Atlantic or falling in love with the warm hospitality of its people, your 13-night adventure through this vibrant country promises to be nothing short of magical. So prepare your bags for an experience filled with laughter, exploration, and the spirit of discovery. Join us in making this winter escape a truly spectacular adventure.

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.
SS-Profile
Ss
Reviewed on :31 Mar 2026
I had an amazing 6-day trip to Thailand organized by Pickyourtrail! Everything was perfectly planned, from smooth transfers to well-curated experiences. Bangkok was vibrant and full of life, and Pattaya was the perfect place to relax and enjoy the beach vibes. The itinerary was balanced with sightseeing, leisure time, and great local experiences. The support from the team throughout the trip was excellentthey were always available whenever needed. Overall, it was a hassle-free and memorable experience. Highly recommend Pickyourtrail for anyone planning an international vacation!
SS-Profile
Ss
Reviewed on :31 Mar 2026
I had an amazing 6-day trip to Thailand organized by Pickyourtrail! Everything was perfectly planned, from smooth transfers to well-curated experiences. Bangkok was vibrant and full of life, and Pattaya was the perfect place to relax and enjoy the beach vibes. The itinerary was balanced with sightseeing, leisure time, and great local experiences. The support from the team throughout the trip was excellentthey were always available whenever needed. Overall, it was a hassle-free and memorable experience. Highly recommend Pickyourtrail for anyone planning an international vacation!
Raghavendra B-Profile
Raghavendra B
Reviewed on :31 Mar 2026
We booked our 3N/4D Maldives vacation through Pick Your Trail, and it was an excellent experience. The team customized every detailresort stay, meals, and activitiesperfectly for our family. They handled bookings smoothly, responded promptly to all queries, and followed up at the right times. Special mention to Sagarika for all the support and recommendations. Many others from PYT who have been supporting us through the trip. Highly recommend them for a well-planned, worry-free getaway!
Raghavendra B-Profile
Raghavendra B
Reviewed on :31 Mar 2026
We booked our 3N/4D Maldives vacation through Pick Your Trail, and it was an excellent experience. The team customized every detailresort stay, meals, and activitiesperfectly for our family. They handled bookings smoothly, responded promptly to all queries, and followed up at the right times. Special mention to Sagarika for all the support and recommendations. Many others from PYT who have been supporting us through the trip. Highly recommend them for a well-planned, worry-free getaway!
Viniiith Shetty-Profile
Viniiith Shetty
Reviewed on :27 Mar 2026
5/5 Pickyourtrail made our Singapore trip absolutely flawless We travelled to Singapore from January 26 to January 31, 2026, to celebrate my daughter's birthday, and I can say without any hesitation that Pickyourtrail delivered a truly perfect experience start to finish. From the very first phone call, the professionalism was evident. There was no confusion, no vague promises, and no chasing. Every question we had was answered with clarity and warmth. The visa guidance was thorough and straightforward, which took a huge amount of stress off our shoulders well before we even packed our bags. The itinerary they put together was thoughtfully curated well-paced, age-appropriate, and genuinely exciting. It did not feel like a generic template. It felt like someone had actually listened to what we wanted and built something specifically for our family. What truly stood out, though, was the on-ground support in Singapore. At every step, they were just a WhatsApp message away. One message that is all it took. No waiting on hold, no being redirected, no uncertainty. Just prompt, helpful, and reassuring responses whenever we needed anything. For a family travelling internationally with a young child, this kind of availability is priceless. And then came the moment that made this trip unforgettable on January 30th, my daughter's birthday, Pickyourtrail had arranged a surprise cake for her. That one gesture meant the world to us. It showed that they were not just managing logistics; they genuinely cared about making this a special occasion. I want to be honest: we were apprehensive before booking. We had a deeply disappointing experience with another travel company previously, where on-ground support was virtually non-existent and we were left to figure things out on our own during the trip. That experience made us cautious. Pickyourtrail completely changed our perspective. There was not a single grey area, not a single moment where we felt unsupported or uncertain. If you are planning a destination trip and want complete peace of mind from the first conversation to the last day of your holiday Pickyourtrail is exactly where you should start. They are not just a travel company. They are a travel partner you can actually trust. A heartfelt thank you to the entire Pickyourtrail team. You made my daughter's birthday truly special, and you have earned a customer for life.
Viniiith Shetty-Profile
Viniiith Shetty
Reviewed on :27 Mar 2026
5/5 Pickyourtrail made our Singapore trip absolutely flawless We travelled to Singapore from January 26 to January 31, 2026, to celebrate my daughter's birthday, and I can say without any hesitation that Pickyourtrail delivered a truly perfect experience start to finish. From the very first phone call, the professionalism was evident. There was no confusion, no vague promises, and no chasing. Every question we had was answered with clarity and warmth. The visa guidance was thorough and straightforward, which took a huge amount of stress off our shoulders well before we even packed our bags. The itinerary they put together was thoughtfully curated well-paced, age-appropriate, and genuinely exciting. It did not feel like a generic template. It felt like someone had actually listened to what we wanted and built something specifically for our family. What truly stood out, though, was the on-ground support in Singapore. At every step, they were just a WhatsApp message away. One message that is all it took. No waiting on hold, no being redirected, no uncertainty. Just prompt, helpful, and reassuring responses whenever we needed anything. For a family travelling internationally with a young child, this kind of availability is priceless. And then came the moment that made this trip unforgettable on January 30th, my daughter's birthday, Pickyourtrail had arranged a surprise cake for her. That one gesture meant the world to us. It showed that they were not just managing logistics; they genuinely cared about making this a special occasion. I want to be honest: we were apprehensive before booking. We had a deeply disappointing experience with another travel company previously, where on-ground support was virtually non-existent and we were left to figure things out on our own during the trip. That experience made us cautious. Pickyourtrail completely changed our perspective. There was not a single grey area, not a single moment where we felt unsupported or uncertain. If you are planning a destination trip and want complete peace of mind from the first conversation to the last day of your holiday Pickyourtrail is exactly where you should start. They are not just a travel company. They are a travel partner you can actually trust. A heartfelt thank you to the entire Pickyourtrail team. You made my daughter's birthday truly special, and you have earned a customer for life.
Paul Joshi-Profile
Paul Joshi
Reviewed on :26 Mar 2026
The trip was really well organised , every activity took place as per the plan , will recommend pick your trail to friends and family
Paul Joshi-Profile
Paul Joshi
Reviewed on :26 Mar 2026
The trip was really well organised , every activity took place as per the plan , will recommend pick your trail to friends and family
Adithya KR-Profile
Adithya Kr
Reviewed on :26 Mar 2026
Had a great trip experience with PYT. The experience and hotels were great. Special callout to Taniya who was extremely proactive and helpful throughout the trip. When our flights got rescheduled, she ensured we have our accomodation and travel sorted without any hassle. A great experience indeed!
Adithya KR-Profile
Adithya Kr
Reviewed on :26 Mar 2026
Had a great trip experience with PYT. The experience and hotels were great. Special callout to Taniya who was extremely proactive and helpful throughout the trip. When our flights got rescheduled, she ensured we have our accomodation and travel sorted without any hassle. A great experience indeed!
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What are the must-see attractions in Portugal?

Some must-see attractions include the historic neighborhoods of Alfama in Lisbon, the beautiful cliffs in Lagos, and the port wine cellars in Porto.

What local dishes should I try in Portugal?

Don't miss traditional dishes like bacalhau à brás, pastéis de nata, and fresh seafood, especially in coastal areas.

Is public transportation reliable in Portugal?

Yes, public transportation is generally reliable, with options such as trains, trams, and buses connecting major cities and towns.

What is the best time to visit Portugal?

Spring (April to June) and early autumn (September to October) are ideal for pleasant weather and fewer crowds.

Do I need a visa to travel to Portugal?

Visa requirements depend on your nationality; many European countries do not require a visa for short stays.

What should I pack for a trip to Portugal in winter?

Pack layers, as winter temperatures can vary. Include comfortable walking shoes for exploring cities and warm clothing for cooler evenings.

Are there guided tours available in Portugal?

Yes, many guided tours are available, covering sightseeing, food tasting, and adventure activities throughout the country.
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