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 1 min 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 Tiago Filipe
active 23 hours ago

Tiago Filipe

I've always traveled extensively with my family and from a very early age developed a strong taste for it. Portuguese were once sailors and discoverers and I like to think of myself as one too: a...

read more...
Travel specialist Marina Courtaut
active 2 days 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 João Branco
active 25 mins 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...
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Trip Reviews for Portugal

The latest reviews by travelers who booked their trip on kimkim

Beautiful Azores
Portugal | May 5 - May 18, 2026

S
Susan C.
Manhattan, NY | Reviewed on May 21, 2026
Except for unsettled weather which necessitated rescheduling or canceling of planned activities the trip exceeded my expectations. The islands of the Azores are stunningly beautiful- each in its own way as they are physically different from each other and the Azoreans are gracious, welcoming and friendly.
The local guides were knowledgeable, pleasant and eager to share their knowledge of their islands. This was especially true of our guides Paulo Camara and Felipe Ferreira both of whom... Read more

Except for unsettled weather which necessitated rescheduling or canceling of planned activities the trip exceeded my expectations.

The islands of the Azores are stunningly beautiful- each in its own way as they are physically different from each other and the Azoreans are gracious, welcoming and friendly.
The local guides were knowledgeable, pleasant and eager to share their knowledge of their islands. This was especially true of our guides Paulo Camara and Felipe Ferreira both of whom had to improvise due to weather conditions which necessitated changes to the programs. (It should be noted that at present you are not able to walk through the lava tube struts das Torres.)

Paulo who was our guide on our first full day on Sao Miguel gave us tips on how to plan our subsequent days on Sao Miguel around the unsettled weather, suggested restaurants and alerted us to activities around the local feast which was taking place in Sao Miguel during our stay.
Felipe Ferreira of Terralta(Pico) obviously cares about the Azores and their future especially Pico and Faial. He has an easy but professional demeanor and managed to impart an amazing amount of information during our tour.

Many thanks to Hector, ESPÍRITU and kim-kim for an amazing experience.

Hotel Reviews
Hotel Caravelas
Madalena

Location was great- within walking distance of the ferry terminal and town square of Madalena. The hotel was clean although a little “worn”. Free parking was a plus.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Terceira Mar Hotel
Angra do Heroismo

This hotel has stunning grounds and views of Monte Brazil. You can also access a sea walk from the property grounds. It is a 10-15 minute walk from the center of Angra do Heroismo.

Authenticity & Character
Lovely modern hotel but lacks “character”.
Location
Beautiful views of Monte Brasil. About a 15 minute walk from city center.
Staff
Cleanliness & Comfort
Marina Atlantico
Ponta Delgada

A modern hotel within walking distance of the Ponta Delgada city square. Breakfast is served in its lovely restaurant which overlooks the port.

Authenticity & Character
No improvement is necessary. It is a modern hotel like other modern hotels.
Location
It was within easy walking distance of the major attractions, restaurants and main square of Ponta Delgarda.
Staff
Cleanliness & Comfort
The entire hotel was spotless and our room and the common areas were comfortably furnished.
Activity Reviews
Pico Island 4x4 Adventure: Lagoons, Lava Caves & Volcanic Landscapes
Pico Island 4x4 Adventure: Lagoons, Lava Caves & Volcanic Landscapes
Pico Island

Felipe was a great guide! He appreciates the specialness of the Azores and imparted an amazing amount of information.

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Terceira Cave Experience
Terceira Cave Experience
Terceira Island

Algae do Carvao is an experience that is not to be missed and for me was the highlight of the cave experience. Greta do Natal was interesting but overshadowed by Algae do Cavo. Our guide did not take us to either Serra do Cume or Biscoitos.

Quality of Experience
Guides, Drivers and Staff
Transport
Historic Angra do Heroísmo: A Guided City Walk
Historic Angra do Heroísmo: A Guided City Walk
Terceira Island

Our guide Francesca gave us a great introduction to the sites and history of Angra do Heroismo. She also provided suggestions for restaurants.

Quality of Experience
Guides, Drivers and Staff
Whale & Dolphin Watching in the Azore with Marine Biologists
Whale & Dolphin Watching in the Azore with Marine Biologists
São Miguel Island

Canceled

Quality of Experience
Guides, Drivers and Staff
Transport
Furnas Valley Excursion: Crater Lake, Hot Springs & Tea Plantation
Furnas Valley Excursion: Crater Lake, Hot Springs & Tea Plantation
São Miguel Island
Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Hector Molina
Hector
Hector Molina
Local specialist in Madrid | Replied on May 21, 2026
Hi Susan,
Thank you so much for your kind words and for sharing your feedback. I’m truly happy to hear that the experience exceeded your expectations, even with the unpredictable weather.
It’s very important to us to hear about our travelers' experiences, especially to know that you had a great experience with the guides throughout the journey. It has been a real pleasure helping you plan this trip, and I’m delighted to know that you enjoyed each of the islands in the incredible Azores.
I... Read more

Hi Susan,
Thank you so much for your kind words and for sharing your feedback. I’m truly happy to hear that the experience exceeded your expectations, even with the unpredictable weather.
It’s very important to us to hear about our travelers' experiences, especially to know that you had a great experience with the guides throughout the journey. It has been a real pleasure helping you plan this trip, and I’m delighted to know that you enjoyed each of the islands in the incredible Azores.
I hope to have the opportunity to help you again in the future with another unforgettable journey.
Best regards,
Héctor

Read all Portugal reviews

Marina did a wonderful job crafting a well ba...
Portugal | May 4 - May 15, 2026

Jen
Jen P.
Kansas City, MO | Reviewed on May 16, 2026
Marina did a wonderful job crafting a well balanced and adventurous tour of Portugal. I would highly recommend KimKim and Portugal for interested vacationers! Read more

Marina did a wonderful job crafting a well balanced and adventurous tour of Portugal. I would highly recommend KimKim and Portugal for interested vacationers!

Hotel Reviews
MeraPrime Gold Design Hotel
Lisbon
Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hotel Do Colégio
Ponta Delgada
Authenticity & Character
Location
Staff
Cleanliness & Comfort
The Editory Garden Porto Hotel
Porto
Authenticity & Character
Location
Location is farther away than likes to shops and cafes
Staff
Jessica was wonderful and provided great service and advice!
Cleanliness & Comfort
I
Activity Reviews
À Mesa! Portuguese Cooking Class at a Lisbon Culinary School
À Mesa! Portuguese Cooking Class at a Lisbon Culinary School
Portugal
Quality of Experience
Guides, Drivers and Staff
Transport
Private Day Excursion: Sintra, Cascais & Estoril
Private Day Excursion: Sintra, Cascais & Estoril
Portugal
Quality of Experience
Guides, Drivers and Staff
Transport
Nunu was great!
Get to Know Lisbon with a Local
Get to Know Lisbon with a Local
Lisbon
Quality of Experience
Guides, Drivers and Staff
Transport
The Soul of Lisbon: Fado Dinner Experience
The Soul of Lisbon: Fado Dinner Experience
Portugal
Quality of Experience
Food
Guides, Drivers and Staff
Transport
Private Transfer {{start_location}} to {{end_location}} via Coimbra
Private Transfer {{start_location}} to {{end_location}} via Coimbra
Portugal
Quality of Experience
Guides, Drivers and Staff
Transport
Douro Valley Highlights: Wine, Olive Oil & River Cruise
Douro Valley Highlights: Wine, Olive Oil & River Cruise
Porto
Quality of Experience
Guides, Drivers and Staff
Transport
Private Guided Visit of Porto
Private Guided Visit of Porto
Porto
Quality of Experience
Guides, Drivers and Staff
Transport
Furnas Valley Excursion: Crater Lake, Hot Springs & Tea Plantation
Furnas Valley Excursion: Crater Lake, Hot Springs & Tea Plantation
São Miguel Island
Quality of Experience
Guides, Drivers and Staff
Transport
Sete Cidades Full Day Experience: Ferraria Springs & Volcano Rims
Sete Cidades Full Day Experience: Ferraria Springs & Volcano Rims
São Miguel Island
Quality of Experience
Guides, Drivers and Staff
Transport
Azorean Culinary & Wine Experience
Azorean Culinary & Wine Experience
São Miguel Island
Quality of Experience
Guides, Drivers and Staff
Transport
Local specialist: Marina Courtaut
Marina
Marina Courtaut
Local specialist in Madrid | Replied on May 20, 2026

Hi Jen! Thank you so much for your kind words! 🤗It was truly a pleasure helping you plan your Portugal adventure. I’m so happy to hear that you enjoyed the balance of experiences across Porto, the Azores, and Lisbon, and that the tours, food, and cultural activities made the trip memorable.

It was wonderful working with you, and I’d love to help you plan another adventure in the future — whether that’s more of Portugal or Spain, Italy or Morocco. Wishing you many great memories from your trip! 🤩 Warmest regards, Marina

Read all Portugal reviews

Lisbon, Evora, and the Algarve
Portugal | Apr 30 - May 10, 2026

Megan
Megan H.
Ashburn, VA | Reviewed on May 13, 2026
We had the most wonderful trip to Portugal thanks to Kim Kim and our planner Hector!!
He did a great job by giving us plenty of time in three different locations and a wide range of experiences. Probably our favorite was a winery that ended up being so much more than we could have guessed! The hotels were nice and all very different from each other. Check in processes were seamless. The only thing I would have changed was to go with his original hotel recommendation in Evora (we chose to... Read more

We had the most wonderful trip to Portugal thanks to Kim Kim and our planner Hector!!
He did a great job by giving us plenty of time in three different locations and a wide range of experiences. Probably our favorite was a winery that ended up being so much more than we could have guessed! The hotels were nice and all very different from each other. Check in processes were seamless. The only thing I would have changed was to go with his original hotel recommendation in Evora (we chose to downgraded for pricing). I have used other travel planning services in the past and was not nearly as impressed. You even get an app to keep you on target! We’ll use them again and again!

Hotel Reviews
Lagos Avenida Hotel
Lagos

Our room was spacious by European standards and very comfortable. The patio was nice and the rooftop pool was awesome, beautiful views! The restaurant was also very good and this hotel has an amazing included breakfast; not just a buffet but menu ordering. A very easy walk to the harbor.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Évora Olive Hotel
Évora

Our room was very tiny and I didn’t love the concrete floors. It was very clean though and had a mini fridge. The lobby is beautiful and the restaurant is quite good. If we had an upgraded room I think I would have enjoyed it more

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Hotel Lisboa Plaza
Lisbon

Our room was very big for European standards and included a mini fridge. The hotel is a bit older but comfortable and everyone was very nice. The fifth floor terrace to hang out on was spacious and beautiful. An easy walk to all the riverfront activities and restaurants.

Authenticity & Character
Location
Staff
Cleanliness & Comfort
Activity Reviews
Wine Tasting & Lunch at a Portuguese Quinta
Wine Tasting & Lunch at a Portuguese Quinta
Portugal

You will not leave hungry! Multiple courses paired with wine and all very good. A small tour after

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Wine and Gourmet Experience in Alentejo
Wine and Gourmet Experience in Alentejo
Portugal

This was such an incredible experience, probably our favorite of the trip. Without giving away too much this is far more than a normal winery visit

Quality of Experience
Food
Guides, Drivers and Staff
Transport
Explore Lisbon with a Local
Explore Lisbon with a Local
Lisbon

Very informative way to get to know the city

Quality of Experience
Guides, Drivers and Staff
The Soul of Lisbon: Fado Dinner Experience
The Soul of Lisbon: Fado Dinner Experience
Portugal

Wow! What a welcome to Portugal. The food was amazing, the music was magical, and you got unlimited wine; can’t beat it!!

Quality of Experience
Food
Guides, Drivers and Staff
Local specialist: Hector Molina
Hector
Hector Molina
Local specialist in Madrid | Replied on May 14, 2026

Hi Megan,
Thank you so much for your wonderful words. It was truly a pleasure for me to help you plan this trip, and I am delighted to know that it exceeded your expectations.

I am especially happy to hear that you enjoyed all the hotels and activities during your journey, particularly the wine experience in the Alentejo region.

I sincerely hope I will have the opportunity to help you plan another unforgettable experience in the future.

Wishing you all the very best.
Héctor

Read all Portugal reviews
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