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  3. Portugal 14 Nights 15 Days Luxury 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
3 Nights Stay
Albufeira3 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
Day 12
From Faro: Benagil Cave and Seven Hanging Valleys Trail Tour
Morning to Noon
From Faro: Benagil Cave and Seven Hanging Valleys Trail Tour
Albufeira: Secret Caves & Beaches Kayak Tour with Swim Stop
Evening
Albufeira: Secret Caves & Beaches Kayak Tour with Swim Stop
Fly to Porto
Porto
2 Nights Stay
Porto2 Nights
Day 13
Full Day
Checkout of your hotel. Board your flight to Porto. Check-in to your new hotel in Porto
Day 14
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 15
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
₹221,496/ 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: 14 Nights of Luxury and Adventure

Nestled between the vast Atlantic Ocean and sprawling landscapes, Portugal stands out with its rich blend of history, culture, and breathtaking scenery. Embarking on a luxurious 14-night winter escape through this mesmerizing land allows travelers to unwind and indulge in the country's finest experiences. From the captivating coastline of the Algarve to the vibrant streets of Lisbon and the enchanting allure of Madeira, Portugal is a treasure trove waiting to be explored.

Highlights of the Destination

  • Explore the iconic arches and caves of Algarve's coastline, creating breathtaking views at every turn.
  • Discover the aromatic gardens and unique architecture of Lisbon, a city steeped in historical charm.
  • Experience the world-renowned wines of Porto while learning about the ancient art of winemaking in the Ribeira district.
  • Unwind in Madeira’s stunning botanical gardens and dramatic cliffs that overlook the Atlantic, perfect for a serene escape.

Travel Tips for Portugal

  • Book your accommodations in advance, especially during the winter months when popular spots can fill quickly.
  • To truly enjoy Portugal's scenic routes, consider renting a car—there’s nothing quite like driving along the coastal highways.
  • Try local delicacies like Pasteis de Nata in Lisbon and fresh seafood in the Algarve—each region boasts unique flavors.
  • Embrace the “siesta” culture; take a break from the bustling activities in the afternoon to recharge.

Conclusion

Portugal's charm is simply unmatched, especially when you take the time to savor every experience it offers. A 14-night journey through its lush valleys, stunning coastline, and majestic castles fosters an unforgettable connection to the land and its people. Whether you're indulging in fine wines in Porto, soaking up the sun in Albufeira, or surrounded by the wild beauty of Madeira, you are sure to create lasting memories of bliss.

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 must-see attractions in Portugal?

Portugal boasts attractions like the historic castles in Sintra, the stunning beaches of the Algarve, and the iconic Ribeira district in Porto.

How can I travel between cities in Portugal?

Traveling between cities is easy via trains, buses, or rental cars; the train network is particularly efficient and scenic.

What is the best time to visit Portugal?

While Portugal is pleasant year-round, the spring and fall offer mild weather and fewer crowds, ideal for exploring.

Is Portugal safe for travelers?

Yes, Portugal is known for being one of the safest countries in Europe, with low crime rates and friendly locals.

What local foods should I try in Portugal?

Don't miss trying Bacalhau à Brás (cod), pastéis de nata (custard tarts), and local wines from the Douro Valley.

Are there any language barriers in Portugal?

English is widely spoken in tourist areas, though learning a few Portuguese phrases can enhance your experience with locals.

What travel documents do I need to visit Portugal?

Ensure your passport is valid; EU citizens typically only need an ID card. Check visa requirements if traveling from outside the EU.
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