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We’ve created the ULTIMATE 2-week road trip itinerary for adventurous travelers that want to get off the beaten path and have unforgettable experiences in Portugal!
This done-for-you itinerary is everything you need!
I'm ready to plan my trip!
35
pages
14
fully-planned days
8+
exciting locations
Completely DONE-FOR-YOU Itinerary!
CONFESSION:
I have major trip FOMO.
I hate coming home from a trip only to realize I missed an epic hike or a hidden restaurant I was just around the corner from.
Can you relate?
If so, you are in the right place because we have literally spent hundreds of hours creating this itinerary (no exaggeration) so that you don’t have to worry about missing out.
This is packed with advice (from actual on-the-ground experience) as well as hidden gems most travelers miss.
Here’s a sneak peak at what’s included!
- some of the most magical sunset views we’ve ever seen
- a charming medieval town that looks too perfect to be real
- off the beaten path Portuguese village where House of Dragons was filmed
- epic dinner views from your private balcony
- bucket list hikes that are well worth the effort
- where we found the best pastel de nata of our entire trip
- a dreamy swimming hole you’ll have all to yourself
- accommodation that will have you pinching yourself (they’re that good)
Our itinerary style…
Explore the countryside in your rental car to get off-the-beaten path.
Visit a mix of iconic sights and hidden gems that see far fewer tourists.
Hike some of the most stunning trails with epic views around the country.
Immerse yourself in authentic Portuguese culture—from food to friendly small towns.
A mix of splurge-worthy experiences and free activities that immerse you in nature.
Super unique accommodation recommendations for each night of your road trip.
Are you in?!
If you’re ready to embark on the Portugal trip of your dreams, grab your itinerary now & you’ll soon be on your way.
Cheers to the trip of a lifetime!
Jam packed with details for the perfect trip
“This itinerary provides a perfectly curated trip that thinks of everything for you. Not only does it provide off the beaten path suggestions to allow you to break from the dreaded tourist pack, it will save you countless research hours you’d need to spend to create it yourself. Easily worth the money. I particularly liked the addition of the “traveling with kids” tip and would love to see more of that.”
I can’t say enough good things!
“Wow!! I can’t say enough good things about this itinerary! Super clear and packed with great tips to experience the very best of Portugal. Each recommendation feels carefully chosen and I love the mix of must-see spots and off-the-beaten-path finds. I’m a big foodie so I also appreciate all of the amazing food and wine recommendations. I can’t wait to road trip and eat my way through Portugal!”
This is perfect!
“This is perfect! You guys are amazing with your travel, dining, accommodation and sightseeing ideas. This is a dream trip for my husband and I. I feel like we could leave tomorrow and have a great time just following this itinerary! Thanks so much for all the hard work to make a great adventure for others!”
Interactive Google Map
Be sure to grab the interactive map with all places pinned for easy access!
Getting Around
We’ve provided driving directions, distance and timing for your road trip around the country
Restaurant recommendations
You’ll love our restaurant recommendations throughout the itinerary as we’ve done plenty of on the ground “research” to find the best spots.
Where to stay
We’ve carefully chosen unique and special accommodation options for each destination on your road trip.
A 2-week custom itinerary based on all of our research and experience in Portugal would cost upwards of $1,000.
We know that is not feasible for everyone, so we decided to take our experience and turn it into a totally affordable and downloadable PDF guide!
Let us help save you SO MUCH TIME.
Portugal Itinerary
Overview
This itinerary includes detailed plans for each of these places (+ a whole lot more!) and is customizable based on your interests & travel style.
Lisbon
Portugal’s lively capital, a maze of cobbled streets, historic neighborhoods, and sweeping viewpoints due to all the hills.
Sintra/Azenhas do Mar
Explore multiple castles in this iconic hillside town before heading to the shimmering coast for sunset.
Óbidos
This medieval town has charming cobblestone streets, a walled castle and is amazing to explore at golden hour.
Monsanto
Nicknamed the ‘most Portuguese village of Portugal,’ this picturesque village was built on boulders. It was absolutely worth the journey to get to.
Cerdeira Shale Village
This restored historic shale village has been transformed into an art haven and boutique hotel to prevent it from being destroyed.
Peneda-Gerês
Portugal’s only national park, established in 1971, is spread out and so much fun to explore the trails and villages there.
Porto
Straddling the Duoro River, this charming town comes to life with iconic tiled buildings, port wine caves and breath-taking sunsets.
Duoro Valley
A UNESCO-listed wine region of terraced vineyards offering river cruises and scenic drives.
“We’ve packed this with insider tips that’ll make the difference between a great trip & the most unforgettable trip of your life!”
– Katie & Ben Zweber
Why trust our Portugal advice?
Before our Portugal adventure, we spent months researching the best routes—must-see sights, hidden gems, and the logistics of getting around.
Then we spent 3 weeks road-tripping through Portugal—hiking to epic viewpoints, staying in villages, testing drives, swimming holes, and local eats to see how to best pace the trip.
After we returned, we fine-tuned everything into what we think is the ultimate two-week Portugal road trip: a mix of highlights and hidden gems with just the right amount of adventure—without being exhausting.
This is the exact resource we wish we had when planning. It’s fully road-tested, family-approved (our toddler & baby came along!), and designed to help you make the most of your time in Portugal.
-Katie & Ben Zweber
Your dream trip awaits…
Let’s turn your dream Portugal trip into reality!
We’ve done all the hard work for you. This itinerary will truly save you SO MUCH time and headache. All you’ve got to do is pack your bags and you’ll be off on the trip of a lifetime!
Grab your itinerary!
IF THIS YOUR VIBE, THIS ITINERARY IS FOR YOU…
Charming local villages & iconic cities + epic hikes + local eats + off-the-beaten-path adventures + once-in-a-lifetime experiences
Get ready to make core memories!
FAQs
Who is this itinerary for?
This is a perfect road trip route for anyone who has roughly 2 weeks to spend in Portugal and wants to see the top sights as well as some little-known gems. This would make an amazing honeymoon or special trip.
This itinerary is for you if you:
- love scenic road trips and a sense of freedom
- want a mix of bucket list spots and off-the-beaten-path gems
- enjoy hiking, outdoor adventures, and jaw-dropping landscapes
- prefer traveling independently (not on a tour)
- like having flexibility, but also appreciate a well-thought-out plan
- are comfortable driving a rental car
- want to make the most of your time in Portugal without the pressure of planning
What is the budget?
The accommodation, experiences, and activities recommended are for those with a mid-range budget.
Portugal is pretty affordable, and we’ve done our best to keep costs reasonable.
We’ve included a handful of (optional) worthy splurges, but have mostly stuck with mid-range prices.
What type of accommodation is recommended?
Each night of this itinerary has 2-3 accommodation options to choose from. We’ve included a mix of Airbnbs and hotels to give you options depending on your preferences.
Do I need a car to follow this itinerary?
This itinerary was created as a road trip, and therefore you will need your own vehicle.
You DO NOT need a 4×4 for this itinerary.
How much physical activity does this itinerary require?
We’ve included a number of hikes and outdoor adventures, plus there is a decent amount of walking involved to explore the destinations around Portugal.
That being said, we think anyone with a moderate level of fitness should be able to enjoy this itinerary, and you can always swap out of a hike for another less strenuous activity if you’re not feeling up for it.
What time of year can I follow this itinerary?
In theory you could do this itinerary for any time of year, however in the colder winter months, some of the hiking and outdoor activities may not be as enjoyable (or open!). Not to mention the shorter daylight hours.
We’d suggest following this Portugal itinerary during the spring, summer or fall months (April – October). We went in May and had ideal weather for our trip!
What if I have less time?
We have suggestions for how to alter this itinerary whether you have more or less time.
What is your return policy?
Since this is a digital download and we cannot revoke access to it, we have a no refund policy.
For this reason, we have made it incredibly affordable.
We stand by this product 100% and have put countless hours into putting it together for you. We are confident that this will be extremely helpful in planning your trip.
The itinerary includes various easy to moderate level hikes, but nothing too demanding or requiring extra gear.
Related Products
Grab our interactive Google Map with over 300+ pins of our top recommendations in Lisbon, Sintra, Óbidos, Monsanto, Peneda-Gerês, Porto, Duoro Valley, Madeira Island and more!
Bundle and save! Grab our 2-week Portugal road trip itinerary and our interactive Portugal map at a discounted price.
Buy Now!
Just visiting Lisbon and Porto? We are offering just the Lisbon and Porto part of our Portugal itinerary (+a bonus day in Porto!) at a discounted cost for those who have one week to explore Portugal’s most popular cities.
Buy Now!
Headed to Madeira Island? Grab our 1-week Madeira Itinerary, which includes the best highlights, hikes and hidden gems of this island paradise.
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Want it all? Grab our ultimate Portugal Bundle and save! This includes our 2-week Portugal road trip itinerary, the Lisbon & Porto standalone itinerary, our 1-week Madeira itinerary + printable planning worksheets you won’t get anywhere else!
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Still have questions?
If you still have questions, feel free to reach out and ask away!
Get in touch!