Romantic Two-Week Getaway to Portugal & Azores

What to expect on this itinerary
When it comes to you and your significant other to choose a perfect destination for your ultimate romantic getaway, Portugal is the epitome of the ideal vacation. Steeped in history and filled to the brim with beauty and charm, Portugal is a country that captures the heart and never lets it go. The only problem you and your partner may have is choosing just where you will go and what you will want to see next, which is why we have created a 14-day luxury tour that is handcrafted to give you the best of both worlds, stunning city sights, and idyllic island vibes. From a whirlwind week based in Lisbon, soaking up metropolitan moments and culture, to a peaceful, seven-day escape to the serene and sun-dappled shores of the Azores islands, you will be wooed by Portugal’s vibrant nightlife and bustling energy. By the time your romantic getaway is finished, you will not want to return home.
Customizable Itinerary
Lisbon - Listen to the Haunting Beauty of a Live Fado Performance
You and your significant other will arrive in Lisbon where you will be greeted by your private transfer, which will whisk you away to your luxurious accommodation. After you become settled in, dress to the nines and put on your best dancing shoes because you will spend your first evening attending a live Fado performance, accompanied by an amazingly delicious and authentic Portuguese meal. As you and your loved one enjoy the performance, this famed style of singing, which is known for its dramatic and expressive nature, will move and steal your heart with its hauntingly beautiful and melancholic nature. Tugging at your heartstrings will be an understatement, and the two of you will return to your hotel via private transfer, walking on a cloud beneath the starlit Lisbon sky.
What's Included:
Lisbon - Sightsee from the Sky on a Helicopter Tour
Lisbon – See a Different Side of Portugal on a Private Horseback Tour
Lisbon – Escape the City and Step into the Fairytale World of Sintra
Lisbon — Stroll Hand-in-Hand Down the Picturesque Streets of Porto
Lisbon – Spend an Entire Day on Your Own Private Yacht
Ponta Delgada – Enjoy a Stroll Around the Azores’ Loveliest Town Center
Ponta Delgada – Swim With Dolphins Amid Sparkling Azorean Waters
Ponta Delgada – Luxurious Spa Day for Two at Natural Thermal Pools
Ponta Delgada – Cha Gorreana Tea and Pineapple Plantation
Ponta Delgada – Go Off the Beaten Path on a 4x4 Tour of Sete Cidades
Ponta Delgada – Marvel at Mother Nature as You Hike Ribeira Grande
Ponta Delgada –Savor Unique Azores Cuisine on a Gourmet Tour
Ponta Delgada – Enjoy Brunch Before Saying Goodbye
Trip Highlights
- Soar through the Lisbon skies, gazing down on world-famous sights and stunning scenery
- Experience an authentic Portuguese Fado performance and be utterly romanced by Its hauntingly beautiful, melancholic tone
- Escape the hustle and bustle of the mainland as you island-hop to an idyllic Sao Miguel island in the Azores
- Immerse yourself in a land of fairytales as you wander among the romantic castles and cobblestone streets of Sintra
- Ride into the sunset as you and your significant other saddle up for a romantic private horseback adventure, seeing Portugal and its lovely countryside from a unique point of view
- Luxuriate in a spa day while soaking your sore muscles amid natural thermal pools
- Interact and swim with dolphins in the sparkling blue Azorean waters
- Go off the beaten path on a thrilling 4x4 tour of Sete Cidades
Detailed Description
Portugal is a stunning country that is filled with cobblestone streets, fairytale castles, and even tropical islands. It does not get much more romantic than Portugal. Pristine and picturesque, this land, rich culture, and welcoming people will instantly charm and capture your heart.
Your 14-day itinerary takes you and your significant other to Lisbon and then transports the pair of you to what feels like an entire world away: the idyllic Azores islands. Your handcrafted vacation offers you and your beloved the best of both worlds, including the buzz and energy of Portugal’s capital city and the serenity and exotic escape of a jaw-dropping island archipelago.
You and your partner will spend your first week in Lisbon. From soaring through the Lisbon skies in an exciting private helicopter tour to horseback riding in the Portuguese countryside, you two lovebirds will not want to ever return to your daily routine as this vacation will have you not only falling more in love with one another amid such a romantic backdrop but also adoring this country more each day as well.
After a side trip to Porto, the pair of you will finish your handcrafted tour with a week in the Azores islands. Romance is in the air in these postcard-worthy islands, and you will enjoy every romantic moment as you enjoy a spa day getaway together amid natural thermal pools, swim with the dolphins amid the sparkling blue Atlantic waters, and taste your way through the most mouthwatering local, gourmet cuisine.
Each night you will stay in luxury accommodations, be absolutely cared for with private transfers to and from specified destinations and airports, and will have every detail of this deluxe tour catered with you and your loved one’s ultimate romantic dreams and desires in mind. Looking for the top Portugal travel ideas? Consider browsing our Portugal travel reviews page.
Starting Price
$4,600 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 1412 reviews
Zicasso’s travel company took care of all our needs and if we needed to make changes or find reservations at great restaurants, they responded quickly and set us up in some fantastic restaurants.
The guides and drivers were all super-knowledgeable and nice. We would definitely use the travel company again for trips to Portugal and Spain, and also use Zicasso to help us find tour companies in other countries.
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Zicasso’s travel company designed a fabulous 17-day Spain and Portugal tour for us. It was a pleasure to work with our travel specialist during the entire design process. First, the travel specialist spent time talking to us over the phone so she could get to know what each of us wanted to get out of the trip. Armed with that information, she was able to come up with a recommended agenda. We went back and forth a few times until she designed a trip that suited both of our interests. This trip turned out to be the perfect balance between learning about the history of the area, experiencing the culture, and enjoying our surroundings in rural and urban environments.
The week before we left on the tour, we reviewed our entire trip with the travel specialist over the phone. She wanted to answer any questions we may have had and to make sure we understood how to use our trip app. The trip app made it easy to see what we were doing each day. It contained descriptions of each tour and what was significant about the sites we were visiting. We had access to all our tickets through the app. There were Google Map links, so we could easily navigate to the location we needed to be. Recommendations for various restaurants and other things to do in the area were also included in the app.
The travel specialist provided her contact information and back-up contacts in case we needed anything during our trip. She made it clear to us that if our guide or driver was more than five minutes late to contact her. The travel company was there to support us 24/7.
The travel specialist pays attention to details. I highly recommend the travel company for designing a trip to Spain and Portugal.
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It is hard not to be overly effusive in praise of the trip. The hotels, travel, guides, and itinerary were all wonderful. The trip was tailored to our needs and interests very well. We loved our app and Zicasso’s travel specialist checking in on us.
So what were the favorites for me? The Douro Valley, Córdoba, and Toledo. Not saying that I did not enjoy all the rest, but those were the standouts and might merit a return. I think being there during the Christmas season was special, though the crowds in Madrid were a little much for us. It was colder than we expected, but better than sweltering heat.
So what could I have lived without? The Metropol Parasol (recommended by someone else, not the travel company) was underwhelming and the Royal Palace in Madrid was not as interesting as other landmarks. The Alhambra and the Retiro Park in Madrid were more enjoyable.
That said, the travel specialist did a wonderful job accommodating our lifestyle and interests, making for a wonderful travel experience.
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We had one of the best trips. We never expected so much attention from any travel agency, from the beginning to departure.
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We loved our trip to Spain and Portugal! We enjoyed each of our private tours with our tour guides in the various cities we experienced. They went above and beyond to share their knowledge of the planned sites, plus they added in individual unique sites and information along our walking route.
Zicasso’s tour company took all of our requested activities, venues, and interests to customize a trip that fit us well. They were in communication with us during our trip when a planned site was not available due to construction. Our tour guide provided us with other possible replacement options and let us choose what was of interest to us rather than them making the decision.
We tremendously enjoyed all of the cities, Madrid, Toledo, Granada, and Seville in Spain and Lisbon and Porto in Portugal. Our trip went smoothly and the activities were scheduled at a good pace for us! An extra bonus for us was seeing King Felipe VI by being in the right place at the right time near the opera house in Madrid while we were on our walking tour. We highly recommend Zicasso and the tour company.
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Zicasso’s travel specialist was a class act, very responsive and reliable, and able to adjust on the fly when we needed. She was generous and an absolute class act. We asked for a more spacious room for part of the trip and she delivered, and, I believe, paid out of pocket for the upgrade (which we didn't expect and offered to pay). We were needy at times and she handled it all with professionalism and grace. Well done. I highly recommend the travel company!
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