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 1287 reviews
Thanks to Zicasso’s tour operator, we had an amazing visit to Portugal. Here are the main reasons for the visit being so exceptional.
Accommodations: The hotels recommended were outstanding. They were located in the perfect areas in the cities we visited. They were updated, the rooms were excellent, and the amenities were plentiful.
Tour Guides: This is the biggest reason for our five-star review. The tour guides did not feel like employees of the tour operator. They felt like they were our friends. Our guides were very knowledgeable about all the places we visited. They were able to provide information that allowed us to understand the history of the places we were visiting. They truly wanted to make sure we had a great experience. They consistently made recommendations around places to eat, other sights to see, etc. Superb job by these gentlemen!!!!
Communication: From our first interaction until the end of the trip, communication from the travel specialist was excellent. The planning on what we should see and the order of the trip was perfect. She communicated with us during the trip to make sure we were aware of every detail. Great customer satisfaction.
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My wife, sister, and I had an incredible adventure in Portugal, thanks to Zicasso’s travel specialists. We spent 12 days exploring most of the UNESCO sites in the country. The weather was a challenge, but we got to see what we wanted and had some wonderful memories created along the way. The team really went out of their way to make sure we had the best possible trip.
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We just completed our amazing trip to Marrakech and Portugal… this trip exceeded our expectations. We (six of us—three couples) have so many memories from this trip; ones we will cherish for a long time.
First, we want to especially thank our travel specialist. Thank you—you made our trip the best.
Highlights included having every transfer smooth and on time, and every guide we had during the trip was super-engaged and informative.
All six of us highly recommend the travel company and our travel specialist in particular. We will definitely utilize this travel company again!
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Zicasso's travel company worked with our group to curate an itinerary that was perfect for us. We never felt rushed or pressured to make a decision. Rather, they were focused on meeting all of our needs, which was difficult with a diverse group of six people.
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Zicasso’s travel specialist planned the absolute perfect vacation for me in Portugal. Every detail was handled beautifully, from the information provided to the activities scheduled. She was incredibly compassionate in planning and even small things, like when I had to leave early for the airport. She got the hotel to provide my breakfast to go. There's not a single thing I would change on the entire trip.
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What a wonderful trip. Our guides were incredibly knowledgeable and helpful. We took some wonderful tours of Porto, Lisbon, and other smaller towns. Every detail went so smoothly (aside from the airline losing our luggage).
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