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Portugal 13 Nights 14 Days Group Winter Escape Itinerary

Aryan Banoth

Curated by Aryan Banoth, planned 1543+ Portugal trips

Helper
Sooper hit holidays
Why choose Pickyourtrail - Trust elements

Your Itinerary

Madeira

3 nights

Day01

Arrive in Madeira airport. Get transferred to your hotel.
Morning

Arrive in Madeira airport. Get transferred to your hotel.

At leisure
Noon to Evening

At leisure

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Day02

At leisure
Morning to Noon

At leisure

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Funchal: Jet Ski Circuit - 15 minute JetSki Experience
Evening

Funchal: Jet Ski Circuit - 15 minute JetSki Experience

Day03

Eastern Madeira: Full-Day Tour with Rum Tasting - Eastern Madeira: Full-Day Tour with Rum Tasting
Full Day

Eastern Madeira: Full-Day Tour with Rum Tasting - Eastern Madeira: Full-Day Tour with Rum Tasting

Fly to Lisbon

Lisbon

3 nights

Day04

At leisure
Morning to Noon

At leisure

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Check out of your hotel. Board your flight to Lisbon. Check-in to your new hotel in Lisbon
Evening

Check out of your hotel. Board your flight to Lisbon. Check-in to your new hotel in Lisbon

Day05

Lisbon: Nations Park Gondola Lift Cable Car Round Trip - Lisbon: Nations Park Gondola Lift Cable Car Round Trip
Morning

Lisbon: Nations Park Gondola Lift Cable Car Round Trip - Lisbon: Nations Park Gondola Lift Cable Car Round Trip

At leisure
Noon

At leisure

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Lisbon: Certified Tuk Tuk Experience with Pick-up and Photos - 3 Hour of Poetic and Medieval Lisbon
Evening

Lisbon: Certified Tuk Tuk Experience with Pick-up and Photos - 3 Hour of Poetic and Medieval Lisbon

Day06

Lisbon Tram No. 28 Ride & Walking Tour - Standard Option
Morning

Lisbon Tram No. 28 Ride & Walking Tour - Standard Option

At leisure
Noon to Evening

At leisure

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Train ride to Lagos - Portugal

Lagos - Portugal

3 nights

Day07

Check out of your hotel. Take your train from Lisbon to Lagos - Portugal. Check-in to your new hotel
Morning

Check out of your hotel. Take your train from Lisbon to Lagos - Portugal. Check-in to your new hotel

At leisure
Noon

At leisure

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Benagil Caves & Marinha Beach Tour with Sunset Option - Special Benagil Adventure
Evening

Benagil Caves & Marinha Beach Tour with Sunset Option - Special Benagil Adventure

Day08

At leisure
Morning

At leisure

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Private Yacht Cruise to the Benagil Caves & Marinha Beach - 2H30 Private Cranchi yacht
Noon

Private Yacht Cruise to the Benagil Caves & Marinha Beach - 2H30 Private Cranchi yacht

Algarve: Seven Hanging Valleys Walking Tour - Algarve: Seven Hanging Valleys Walking Tour
Evening

Algarve: Seven Hanging Valleys Walking Tour - Algarve: Seven Hanging Valleys Walking Tour

Day09

Algarve: Benagil Cave Boat Tour and Algarseco Coastal Walk - Group Tour
Morning to Noon

Algarve: Benagil Cave Boat Tour and Algarseco Coastal Walk - Group Tour

From Portimo: Algar de Benagil and Sea Caves Boat Tour - From Portimão: Algar de Benagil and Sea Caves Boat Tour
Evening

From Portimo: Algar de Benagil and Sea Caves Boat Tour - From Portimão: Algar de Benagil and Sea Caves Boat Tour

Get transferred to Albufeira

Albufeira

2 nights

Day10

Check out of your hotel and get transferred to Albufeira
Morning

Check out of your hotel and get transferred to Albufeira

At leisure
Noon to Evening

At leisure

Add Activity

Day11

At leisure
Morning

At leisure

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Albufeira: Tuk-tuk Sightseeing Tour - Albufeira: Tuk-tuk Sightseeing Tour
Noon

Albufeira: Tuk-tuk Sightseeing Tour - Albufeira: Tuk-tuk Sightseeing Tour

Vilamoura: Hop-On Hop-Off Eco Car Tour - Vilamoura: Hop-On Hop-Off Eco Car Tour
Evening

Vilamoura: Hop-On Hop-Off Eco Car Tour - Vilamoura: Hop-On Hop-Off Eco Car Tour

Fly to Porto

Porto

2 nights

Day12

Check out of your hotel. Board your flight to Porto. Check-in to your new hotel in Porto
Morning

Check out of your hotel. Board your flight to Porto. Check-in to your new hotel in Porto

At leisure
Noon to Evening

At leisure

Add Activity

Day13

Porto: Guided Tour by Tuk-Tuk & Optional Douro River Cruise - Private Tuk-Tuk Tour in English with River Cruise
Morning

Porto: Guided Tour by Tuk-Tuk & Optional Douro River Cruise - Private Tuk-Tuk Tour in English with River Cruise

Porto: Douro River Boat Cruise with Port Wine Tasting - Private Boat Trip
Noon

Porto: Douro River Boat Cruise with Port Wine Tasting - Private Boat Trip

Porto: 2-Hour Shared Tuk-Tuk Tour - Porto: 2-Hour Shared Tuk-Tuk Tour
Evening

Porto: 2-Hour Shared Tuk-Tuk Tour - Porto: 2-Hour Shared Tuk-Tuk Tour

Day14

At leisure
Morning

At leisure

Add Activity

Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
Noon to Evening

Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.

Your trip includes

Transfers, Visa & Insurance

Tell us your dates, travel group, and departure city to view all inclusion details

Hear from a traveller who chose a similar itinerary has to say

Madhura Kelkar

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, Portugal

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  1. Home
  2. Itineraries
  3. Portugal 13 Nights 14 Days Group Winter Escape Itinerary

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.

Customer Reviews

4.6

From 65+
countries

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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.

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