Portugal Tailor-Made Trips & Itineraries

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Portugal Travel Insights

View over Lisbon, Portugal
Map of 5 Days in Portugal - 6 Unique Itinerary Ideas
5 Days in Portugal - 6 Unique Itinerary Ideas

If you only have five days in Portugal, you can pair two major cities—Lisbon and Porto, for example—or choose one region for an in-depth experience. Explore the dreamy Algarve coast, head to the wine-famous Duoro Valley, or stick to Lisbon and its surrounds. The itineraries below offer unique options that appeal to all kinds of travelers, from Portugal first-timers to foodies and wine enthusiasts to sun worshipers.

Check out Praia do Camilo (Camilo Beach) when in Lagos, Portugal
Map of 1 Week in Portugal - 6 Unique Itinerary Ideas
1 Week in Portugal - 6 Unique Itinerary Ideas

With one week in Portugal, you can check out the must-see sites of Lisbon and Porto or opt for a beach and coastline-filled itinerary featuring the Algarve Coast. If you're a foodie, opt for a culinary tour of Portugal, complete with cooking classes and market visits, while hiking enthusiasts embark on a supported trek from Guincho to Sintra. Other options include a trip split between Lisbon and Lagos and a history-filled journey in northern Portugal.

Discover the charm of Portugal's iconic Pena Palace in Sintra
Map of 10 Days in Portugal - 6 Unique Itinerary Ideas
10 Days in Portugal - 6 Unique Itinerary Ideas

With 10 days in Portugal, you can visit at least three regions—or add a few days in Spain. Foodies can join a cooking class with a Michelin-starred chef in Lisbon and enjoy wine tastings in Porto and the Douro Valley. Active travelers can kayak to Benagil Caves, take a food walk around Lisbon, and experience volcanic activity in the Azores. History and art enthusiasts will appreciate a private tour of Museo del Prado in Madrid, a visit to Sagrada Família in Barcelona, and a guided city tour in Lisbon.

Ponta do Poiso waterfall on the north coast of the Madeira, Portugal
Map of 2 Weeks in Portugal - 5 Unique Itinerary Ideas
2 Weeks in Portugal - 5 Unique Itinerary Ideas

Two weeks in Portugal gives you ample time to enjoy the highlights at a relaxed pace. Spend time in both Lisbon and Porto — complete with private guided tours and gorgeous day trips — while also adding time further afield, on the beaches of the Algarve or on an island like São Miguel in the Azores. Take a road trip, explore the Douro Valley, or tour the broader Iberian Peninsula by combining Portugal with neighboring Spain in one vacation. Read on for more unique itineraries.

Foz, Porto's Old Town
How Many Days to Spend in Portugal

Portugal's compact size means you can pack a lot into a short trip—a few days allows for exploration of Lisbon and Porto, along with a few excursions beyond city limits. With a week, enjoy a more comprehensive route, detouring to the coast and countryside. Those with two weeks can plan a full north-to-south trip and maybe even tack on a visit to Portugal's lesser-explored islands or neighboring Spain.

The Azores, like Pico island, make for an excellent spring getaway to view colorful hydrangeas
Best Time of Year to Visit Portugal

While Portugal is known for its year-round pleasant weather, it still experiences some variations in temperature from season to season. The country's golden beaches and urban attractions draw crowds in the summer months (June to August), making the spring (March to May) and fall (September to November) shoulder seasons an excellent time to travel. Below, you'll find valuable tips to help you plan your trip.

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Meet our Local Travel Specialists

Experienced travel agents with a passion for Portugal
Travel specialist Diana Mota
active 3 hours ago

Diana Mota

Hi! I’m Diana, and I’m passionate about experiencing new things! I’m always open to trying different stuff – waterskiing; snorkeling; diving into Latin dance classes; now I’m learning how to play...

read more...
Travel specialist Marina Courtaut
active 4 hours ago

Marina Courtaut

Can you think of a better way to live adventures than traveling? When we travel we open our minds to new experiences and learn new cultures by making the destination we visited our home for a...

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Travel specialist Pedro Luis
active 5 hours ago

Pedro Luis

Hello everyone :) Every single time I have the opportunity to travel, my goal is to fully experience the destination. I truly believe that the essence, the context & the materialization are the...

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Travel specialist João Branco
active 2 hours ago

João Branco

Hey Everyone! My name is João and I am a World Passionate Traveler. Ever since I can remember I have been traveling around the world which made my academic and professional choices quite easy -...

read more...

Trip Reviews for Portugal

The latest reviews by travelers who booked their trip on kimkim

Pedro did an excellent job setting up, coordi...
Portugal | Sep 29 - Oct 8, 2025

Craig
Craig P.
Wauwatosa, WI | Reviewed on Oct 09, 2025

Pedro did an excellent job setting up, coordinating and communicating details about our Portugal Trip.

The airport transportation, the various tours and the transportation to/from the various locations we visited were all executed flawlessly. In addition the restaurant and activity suggestions were very helpful.

The tour guides (Claudia, Ricardo & Catarina) and main drivers (Carlos & Ricardo) that Pedro hired all did a fantastic job.

Local specialist: Pedro Luis

Diana and her team were terrific.
Portugal | Oct 2 - Oct 8, 2025

Janet
Janet L.
France | Reviewed on Oct 09, 2025
We really enjoyed our trip and all the arrangements. Favorite things: The walking tours, Ricardo our Porto driver, our Porto hotel, the football match, and the ebike experience. The restaurant suggestions were very good. Diana and team helped us make some last minute adjustments which we appreciated and they were super organized reminding us every evening about the details of the day ahead. Read more

We really enjoyed our trip and all the arrangements. Favorite things: The walking tours, Ricardo our Porto driver, our Porto hotel, the football match, and the ebike experience. The restaurant suggestions were very good. Diana and team helped us make some last minute adjustments which we appreciated and they were super organized reminding us every evening about the details of the day ahead.

Hotel Reviews
Hotel Lisboa Plaza
Lisbon

This hotel is nicely located near key sites and shopping. The staff was wonderful. We had a junior suite (Room 610), which was a king bed with a sitting room. Very nice! We enjoyed the breakfast and all day coffee and water. The only reason I'm not giving 5 stars is the hotel is a bit dated in its furnishings. So the facility is 4 star but the experience was 5 star.

Authenticity & Character
V. Nice older hotel
Location
Staff
Cleanliness & Comfort
Condes de Azevedo Palace
Porto

We loved our apartment style room in this historic hotel. The staff was great and the furnishings very beautiful. We discovered the stunning rear garden too late to use it but it is lovely! The location of the hotel was very convenient.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
To Eat Suggestion: Cervejaria Trindade
To Eat Suggestion: Cervejaria Trindade
Lisbon

We enjoyed this restaurant, but on another night we went to Barrio do Avillez - Pateo for dinner and we liked that quite a bit more. The vibe was more fun.

Unveil the Fairytale Villa of Sintra with a Private Driver Service
Unveil the Fairytale Villa of Sintra with a Private Driver Service
Portugal

We went to Sintra on a spectacular day and the palace is incredible. We had skip the line tickets which was great, but you are really just skipping the entrance line, not the main line that snakes throughout the palace rooms. Its a very congested experience. We walked over to the Moors castle and enjoyed that. We then - with some struggling - found the walking path down to the town and ate at the perfect restaurant for a late lunch: Tascantiga. The food was delicous and we were lucky enough to sit outside at a lovely table. Our improvising made things a little challenging for our driver, who did not seem very happy about our changes in plan.

Quality of Experience
Guides, Drivers and Staff
Transport
the car was very nice! The vans with split seats (vs. bench seats) in the passenger row are much more comfortable!
To Eat Suggestion: Tapabento
To Eat Suggestion: Tapabento
Porto

We loved the vibe of this place and the food too!

Quality of Experience
Guides, Drivers and Staff
Cascais-Sintra Exclusive E-Bike Adventure
Cascais-Sintra Exclusive E-Bike Adventure
Portugal

We had to shorten our ride duration from 3 hours to 2 but our guide (the company owner!) adjusted and was awesome. My husband said he wasn't really looking forward to the bike trip but afterward it was one of his favorite activites. The ride along the beach was spectacular. It was our first time on e-bikes -- they are wonderful and easy!

Quality of Experience
Guides, Drivers and Staff
loved our guide
Transport
Immerse Yourself in the Portuguese Culture by Experiencing a Fado Dinner
Immerse Yourself in the Portuguese Culture by Experiencing a Fado Dinner
Portugal

We were worried this might be a cheesy tourist experience. It definitely is for tourists but it was also very fun and the music and service were great. Our food was also good.

Quality of Experience
Food
Guides, Drivers and Staff
Two-Hour Private River Cruise in the Picturesque city of Porto
Two-Hour Private River Cruise in the Picturesque city of Porto
Porto
Quality of Experience
It was grey and rainy so unfortunately not the best day for boating.
Guides, Drivers and Staff
The boat and the crew were great - friendly and knowledgeable.
Transport
Porto's Historic Odyssey on a Private Walking Tour
Porto's Historic Odyssey on a Private Walking Tour
Porto
Quality of Experience
Guides, Drivers and Staff
Local specialist: Diana Mota
Diana
Diana Mota
Local specialist in Lisbon | Replied on Oct 09, 2025

Hi Janet,
Once again, I’m really happy that you chose our home country to celebrate your wedding anniversary. We’re so glad to know that we could contribute to such a special trip, taking care of all the details to make it perfect for you (let’s just forget about the final score of the football match).
We’ll be sure to share your feedback with our guides and drivers. They’ll be so happy to read your kind words as well.
Looking forward to your next trip to Portugal! 😊
Your friend in Portugal - Diana

Bruno who took us on the wine tour was fantas...
Portugal | Sep 22 - Oct 6, 2025

B
Bryan L.
Canada | Reviewed on Oct 07, 2025

Bruno who took us on the wine tour was fantastic. He could have slowed down his driving a bit. But other then that he was the best.

Local specialist: Hector Molina
Hector
Hector Molina
Local specialist in Madrid | Replied on Oct 07, 2025

Hi Bryan!

Thank you so much for your kind words. I´m thrilled to hear that you enjoyed your wine tour with Bruno. He truly takes pride in sharing his knowledge and passion for the region, so it’s wonderful to know that it made your experience special.

I hope the rest of your time in Portugal was equally memorable and full of wonderful experiences. It was a pleasure helping you plan your trip, and we look forward to welcoming you on another adventure soon!

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