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
$3,700 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 562 reviews
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We had a terrific trip to Portugal visiting Porto, Lisbon, and the surrounding areas. This travel company specializes in Portugal and was very responsive to both our budget parameters as well as to our unique interests in food, art, and culture.
Everything from the lodgings to the tours to the guides and drivers was extremely professional. We stayed in the cities and did day trips in Porto to the Douro valley and in Lisbon to Sintra, Cascais, and to an organic farm on the outskirts of the city. Each outing was well planned making optimal use of our time. We didn't need to think about ground transportation or timing and our travel planner even allowed for sufficient free time so that we could explore the cities on our own.
Our visit was slightly complicated by requirements for EU proof of vaccination (as opposed to CDC vaccination documentation). However, nothing was insurmountable and our travel planner facilitated testing appointments for our return to the USA (72 hours in advance was required).
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Many people told us that if we liked Spain, we would love Portugal. This is a very accurate statement. This tour agency made our 15 day trip a memorable experience. Our guides/drivers were professional, personable, knowledgeable and passionate about their country and vocation. In addition, this tour agency arranged for a tour of the Lisbon Synagogue with a member of the congregation, and a special tour guide, for the Jewish Museum and Quarter in Belmonte.
Our Destination Expert, was very hands-on. Upon our arrival, she and our guide met us at the airport and provided us with a portable WI-FI and for our return flight, she even guided us through the airport to navigate check-in, baggage tagging, and security. She was always on top of our travels, especially notifying our guide when there were unplanned changes, such as the change in the time of the mass in Belmonte from Sunday to Saturday evening.
We visited the castles and villages in the East where you could see Spain in the distance. We toured and tasted wine from the Alentejo region. Our visit to the Douro Valley included a Port wine tasting and production tour. This area had spectacular vistas which we viewed from. the highest peak and from the boat tour on the river which gives you a very different perspective of the terrace grape vines. Next, we traveled to Porto, the second largest city in Portugal, and added a tour of the Casa da Musica built in 1999 and the Serralves Museum and sculpture garden. Lello bookstore was a magnificent surprise. What a beautiful interior! From Porto to Lisbon, we visited many beautiful seaside villages. We loved our tour of St George’s Castle and the Alfama area. Our evening at a Fado House with dinner and music was a special experience. Cooking Lisbon was tasty, and we can hardly wait to make some of the dishes at home.
Over the course of our trip we visited magnificent churches from the 13th to the 19th century and we never get tired of looking at the Azulejos. The pastries throughout Portugal are exceptional, though we are glad we waited until Belem to try the pasteis de nata, a delicious warm custard pastry. Of course, we sampled other treats during our travels.
The guides truly listened to us. When we expressed a delight in seeing the Roman Temple of Diana in Evora, our guide asked if we would like to take a short side trip to see a small Roman excavation, Ammaia. It was delightful. Also, when visiting Sintra. Our guide gave us a choice with the pro and cons about visiting Queluz National Palace rather than the Pena Palace. We decided on the Queluz National Palace. It was a wonderful and a relaxing tour.
If we attempted to tour Portugal on our own, we would not have visited the great range of sites that the agency provided. Moreover, without the expert commentary of our guides, we would not have understood the subtleties of Portuguese culture and history as well as we did. This agency is an excellent resource and should we re-visit Portugal, we would not hesitate to use it again.
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We had a wonderful trip to Portugal with an itinerary created by this travel agency based on our preferences. They met us at our first hotel in Porto with a programmed GPS, cell phone and a device to create a WiFi hot spot wherever we traveled. They offered a guide with a car to sites in Porto, Braga and Guimares and again in Lisbon and Sintra. This freed us to relax and enjoy the cities without a car but also learning so much of the history of Portugal provided by our guides. They secured a a rental car for us to continue through the Douro Valley Wine country then south visiting smaller towns with castles and fortifications as far back as the Romans. We chose mid level accommodations that were all unique. A restaurant and dinner reservation they arranged in Evora was intimate, family owned and the best culinary experience of the trip. Transport to and from airports, connections with guides, rental car pickup and drop off was all seamless and stress free.
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