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

$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.

4.9

Verified Traveler Reviews

Based on 1414 reviews

Nicole M.
Spain, Portugal Tour Review: Private Food and Wine Tours, Sunset Sailing, 9 Nights

We had an excellent trip! We loved the tours and how the Zicasso travel company was accessible during the duration of the trip. We encountered one issue, but the team responded and worked with us to resolve it.

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Lisa P.
Portugal Tour Review: Lisbon, Lagos, Jewelry Making, Bengali Caves, 1 Week

This trip was fantastic! My husband and I, along with my three daughters in their 20s, had the best time. Planning with Zicasso's travel expert was easy. She was quick to respond to emails, texts and calls before and during the trip.

We wanted some unique experiences, like making Portuguese filigree jewelry, and she found a great place for us! The hotels she selected were perfect for our larger group.

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Lynne V.
Portugal Vacation Review: Rainforests, Waterfalls, Whale Watching, 8 Nights

It was an incredible trip and the Zicasso travel company did an excellent job, from preparing the itinerary to being available practically 24/7 to answer questions and provide assistance, including anticipating our needs. I was very impressed with the company.

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Jay B.
Portugal Multigenerational Trip Review: Douro Valley, Lisbon, Largos, Winery, Bike Tours, Boat Rides, 8 Nights

The trip was a fantastic introduction to Portugal and a great mix of history, activities, and relaxing.

We had three generations of family members on the trip, with a wide range of interests and dietary needs. Zicasso's travel company did an amazing job guiding us every day and accommodating last-minute changes. Each of the guides were very knowledgeable about the area and history, and flexible to our needs.

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Olivia L.
Portugal, Spain Tour Review: Porto, Cangas de Onis, Sidecar Tour, History, 10 Days

The planning experience was wonderful overall. From the initial conversation about what my family was looking for to the final touches to the itinerary, Zicasso's travel expert was engaging, responsive, and helpful.

The accommodations he selected for us exceeded expectations; they were spacious, beautiful, and well-located. The tours/activities suggested were really fun and gave us a sense of the locale in a unique and memorable way that fit our family well. Once we were in-country, communications were easy and helpful. We felt very well cared for.

Payment to our travel company was easy and it was a real pleasure once we were in-country to have all the identified items already paid for. I would definitely book a trip with them again.

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Kate O.
Portugal Vacation Review: Porto, Lisbon, Sintra, Cascais, 1 Week

Zicasso's travel company, especially our agent, did a fantastic job! They listened to our preferences and planned an unforgettable itinerary. We would absolutely use them again.

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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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