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Portugal 14 Nights 15 Days Group Winter Escape Itinerary

Curated by Santosh, planned 3290+ Portugal trips



Your Itinerary
Madeira
3 nights
Day01

Arrive in Madeira airport. Get transferred to your hotel.

At leisure
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Day02

At leisure
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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
Fly to Lisbon
Lisbon
3 nights
Day04

At leisure
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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

At leisure
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Lisbon: Certified Tuk Tuk Experience with Pick-up and Photos - 1.5 Hour Tour Lisboa Medieval
Day06

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

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

At leisure
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Benagil Caves & Marinha Beach Tour with Sunset Option - Special Benagil Adventure
Day08

At leisure
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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
Day09

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
Get transferred to Albufeira
Albufeira
3 nights
Day10

Check out of your hotel and get transferred to Albufeira

At leisure
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Day11

At leisure
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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
Day12

From Faro: Benagil Cave and Seven Hanging Valleys Trail Tour - From Faro: Benagil Cave and Seven Hanging Valleys Trail Tour

Albufeira: Caves Kayak w/ Dry-bag and Snorkeling Swim - Albufeira: Kayak Tour of Hidden Caves and Secret Beaches
Fly to Porto
Porto
2 nights
Day13

Check out of your hotel. Board your flight to Porto. Check-in to your new hotel in Porto
Day14

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

Porto: 2-Hour Shared Tuk-Tuk Tour - Porto: 2-Hour Shared Tuk-Tuk Tour
Day15

At leisure
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Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
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/ person
Excluding Applicable Taxes
Your route
Arrival at FNC
Madeira
3N
Transfer by flight
Lisbon
3N
Transfer by train
Lagos - Portugal
3N
Transfer by bus
Albufeira
3N
Transfer by flight
Porto
2N
Departure at OPO
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

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
GET ASSISTANCE
Not sure if this plan is right for you? Let our experts fine-tune it to match your style.
Embark on a journey through Portugal that offers a beautifully diverse experience across remarkable landscapes, rich traditions, and vibrant culture. This 14-night winter escape invites you to explore the breathtaking archipelago of Madeira, the historical streets of Lisbon, and the stunning beaches of the Algarve. As you weave through Portugal’s best destinations, you'll not only discover the country but also create memories that you'll cherish for a lifetime.
Highlights of the Destination
- Marvel at the stunning cliffs and pebbly beaches of Madeira, known for its warm climate and gorgeous landscapes.
- Experience Lisbon, where every street has a story, with highlights like the majestic São Jorge Castle and vibrant Bairro Alto.
- Bask in the sun at the breathtaking beaches of Lagos and Albufeira, where the golden sands meet the Atlantic waves.
- Indulge in Porto, the city famous for its delicious port wine and charming medieval architecture.
Travel Tips for Portugal
- Make the most of local public transport, as it’s efficient and a great way to mingle with locals.
- Don’t miss trying the regional delicacies like Pasteis de Nata and fresh seafood.
- Learn a few Portuguese phrases; it shows respect and often leads to a warmer welcome.
- Pack layers, as coastal weather can be unpredictable.
Conclusion
Your 14 nights in Portugal will be a symphony of flavors, sights, and sounds. Each stop offers something unique—whether it’s exploring the history in Lisbon or enjoying the sun on Algarve's beaches. This winter escape promises unforgettable adventures and insights into a country where tradition and modernity dance harmoniously together.
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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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