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 1406 reviews
My husband, our two adult sons, and myself had the pleasure of going to Spain for 11 nights. We didn’t know much about the country, so we relied on Zicasso’s travel specialist to guide us. From the start, she explained the history, culture, food, etc.
We traveled to Madrid, Granada, Seville, Barcelona, and Costa Brava! We also took day trips to Toledo and Córdoba. We had excellent tour guides and drivers. Our trip flowed nicely, as we were on the go a lot of the time.
It was a trip of a lifetime for our family. We looked forward to the tapas, paellas, Jamón Ibérico, gazpacho, empanadas, rabo de toro, and, of course, the seafood every evening. The Spanish people were great and some we’ll never forget!
We learned so much about the ancient and early history, including the Roman conquest through the Medieval and early modern history. We were taking in this information all week, including the Prado Museum, the Picasso Museum, and the Dalí Theatre-Museum!
A simple family moment was sitting on our rooftop in Seville by the pool looking out at this beautiful city, which was difficult to leave!
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Zicasso’s travel specialist and her team were amazing! We developed a great itinerary that included diverse activities and beautiful accommodations. Everyone was knowledgeable, pleasant, attentive, and flexible to adjust to changing conditions, such as intermittent bad weather. We highly recommend the whole team!
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Our trip to Portugal was outstanding. Zicasso, the tour operator, and our travel specialist were excellent. I worked with our specialist for over a month planning our trip. We did this via email and one phone call. She responded to every change I requested promptly and organized the itinerary to exactly how my wife, Jacki, and I wanted it.
The hotels she picked were excellent. The private drivers we had were always on time and were very friendly and professional. The tour guides she provided were great; very informative on the history of Portugal. The wine tours and city tours were exceptional.
Jacki and I have the utmost gratitude for our specialist's efforts in organizing this vacation. I would rate her a 10 of 10. Her expertise was invaluable, which made our vacation so enjoyable. We experienced so much that we couldn't have done on our own.
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Zicasso’s travel specialist and tour operator are fantastic. They planned a great adventure for us. We thoroughly enjoyed our trip to Spain and Portugal. When little hiccups came up, our agents took care of everything. This was our second vacation planned through Zicasso and they have delivered both times. I would not hesitate to recommend this tour operator to any of my friends who are planning a vacation to Spain or Portugal.
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Zicasso's travel specialist planned a wonderful trip. All entrance tickets were purchased in advance, so we never had to wait in a line. Our tour guides were very informative and always answered our questions. I walk with a cane and they all took their time with us. We never felt rushed. The personal service was excellent. The cars (Mercedes-Benz) were very comfortable.
The travel agency is an excellent company to deal with. Each step of the trip, we were well taken care of. We were also taken to some sights that were not on the itinerary. They are very flexible.
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Zicasso's travel specialist could not have been better to work with. As we planned the trip, his knowledgeable and patient demeanor came to the forefront. He always had good suggestions and solutions to our questions. There was no pressure and everything involved in planning the trip was very relaxing and enjoyable.
While we were in Portugal, our agent was incredibly communicative (and timely in his communication), helpful, and able to help us pivot when something came up on our end—he was very solutions-oriented and focused on us just enjoying our time there. We appreciated it immensely—the trip was worry-free.
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