Romantic Two-Week Getaway to Portugal & Azores

Stunning views of Lisbon's waterfront and Belém Tower.

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.

Countries Visited

Portugal

Places Visited

Lisbon, Sintra, Chiado, Alfama, Bairro Alto, Porto, Ponta Delgada

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Lisbon - Sightsee from the Sky on a Helicopter Tour

Day 3

Lisbon – See a Different Side of Portugal on a Private Horseback Tour

Day 4

Lisbon – Escape the City and Step into the Fairytale World of Sintra

Day 5

Lisbon — Stroll Hand-in-Hand Down the Picturesque Streets of Porto

Day 6

Lisbon – Spend an Entire Day on Your Own Private Yacht

Day 7

Ponta Delgada – Enjoy a Stroll Around the Azores’ Loveliest Town Center

Day 8

Ponta Delgada – Swim With Dolphins Amid Sparkling Azorean Waters

Day 9

Ponta Delgada – Luxurious Spa Day for Two at Natural Thermal Pools

Day 10

Ponta Delgada – Cha Gorreana Tea and Pineapple Plantation

Day 11

Ponta Delgada – Go Off the Beaten Path on a 4x4 Tour of Sete Cidades

Day 12

Ponta Delgada – Marvel at Mother Nature as You Hike Ribeira Grande

Day 13

Ponta Delgada –Savor Unique Azores Cuisine on a Gourmet Tour

Day 14

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.

4.9

Verified Traveler Reviews

Based on 1367 reviews

Clayton D.
Portugal Trip Review: Douro Wine Region, Algarve Beaches, Benagil Caves, Private Guide, Food Tour, Fado Performance, 10 Nights

The trip was very well organized; Zicasso's travel company listened to our wishes and delivered. We would definitely use you again and would highly recommend. We were very happy with Zicasso's travel designer's communication and quick responses.

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Allison L.
Portugal Tour Review: Douro Valley, Lisbon, Porto, Evora, Algarve, Braga, Guimaraes, Pena Palace, Pastry Experience, Food Market, Tile Workshop, Winemaking, 12-Day Trip

My husband and I traveled with our two adult children for 12 days through Portugal. Our trip was absolutely amazing, with every transfer, lodging, and tour detail seemingly tailored especially for us. Zicasso's travel expert was so wonderful to talk with as he planned our trip; he asked great questions to understand what kind of travelers we are and our interests. Our itinerary was perfect as we reviewed it prior to our trip, but as we experienced every transfer guide, tour specialist, and lodging, we could not have asked for a better experience. "Mahalo nui" (thank you so much) for helping us to experience your beautiful country and your even more beautiful and kind people. We can't wait for our trip back.

I wanted to make a special note of recognition about our transfer drivers/guides: they were absolutely amazing; so experienced and warm. We all enjoyed learning from them about Portugal and just felt so very well taken care of as they seamlessly transported us through your beautiful country and made sure we knew where to go and where to meet later. One of our drivers walked us through a local pastry shop to see the pastries being made; without him, we would have surely missed that experience. In Douro, another driver recommended a "locals" restaurant down the hill from our hotel. The owner was so kind he arranged for our server to drive us up the steep and winding hill to our hotel! These "special" experiences so reminded us of our beautiful Hawai'i and the spirit of "aloha" we felt so strongly in Portugal! At our departure, another driver walked us with our luggage into the airport departure terminal and showed us where to go (it was so much larger than any terminal we had been in). We would surely have been lost without his expert guidance.

Your tour guide selections were all simply amazing. We felt each guide's love ("aloha" for us) and attachment to each place we visited. We cannot thank you enough for all your work in planning so that we could truly enjoy and now have lasting memories until we return again.

With much "aloha" and gratitude, our "'ohana."

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Derek L.
Portugal Vacation Review: Benagil Caves, Hiking, Boat Tour, 1-Week

My wife and I recently returned from our trip to Portugal, booked with Zicasso's tour operator, and let me say, we could not have been happier. She helped us create an ideal trip in a little over a month, since we decided to book a relatively last-minute getaway.

Our travel expert was a pleasure to work with. We told her what we were looking for and she put together a fantastic itinerary for us. We were beyond happy with the hotels she suggested and booked, as well as every excursion, including private hikes and boat tours. Every part of the trip was well coordinated, including all the private transfers and guides, who were all exceptional themselves. She even met us at the airport when we arrived and even saw us off at the end of our trip, helping guide us around the airport to make that as efficient as possible.

Even on the days we had to ourselves without any planned excursions, she still put together a tentative itinerary, including suggestions of what to explore based on the location we were at.

Our travel expert was very responsive throughout our planning and you can tell she really cares about making her clients' experience the best it can possibly be. We cannot say enough good things about this company and therefore, highly recommend them if you are looking to travel to Portugal. Thank you again!

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Amanda B.
Portugal Trip Review: Douro River Valley, Grape Stomping, Dining Experiences, 10 Days

The trip was well planned by Zicasso's tour company, with only one scheduling snafu. The hotels were nice. The travel agents were very communicative and helpful.

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Bill B.
Portugal Trip Review: Porto, Lisbon, Douro Valley, Tagus River, Winery Tour, Porcelain Factory, Silversmith, Sunset Cruise, 1 Week

Zicasso's travel designer was a great travel agent. She came up with great options, found us some interesting and unusual experiences (a porcelain factory, a unique silversmith in Lisboa), and was incredibly available to help us through the inevitable glitches.

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Dawn H.
Portugal Trip Review: Lisbon, Faro, Walking Food Tour, Local Cuisine, Sunset/Sunrise Experiences, 9 Nights

Wow! Zicasso's travel designer put together a truly amazing trip, with some of the best drivers, guides, and tours we've ever had! I can't say enough good things about this trip! We really appreciated the close communication and the emergency number when we arrived, just in case we needed anything. Some of the experiences were beyond our imagination and I'm so glad we had her to plan this for us. I highly recommend her and the travel company!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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