Exploring Portugal’s Most Romantic Enclaves: Trip for All-Aged Couples

What to expect on this itinerary
During this 10-day journey, you will witness some of the most iconic aspects of Portugal. Portugal is an amazing travel destination that is often overshadowed by some of the larger European countries, but this unique country has something to please everyone and usually always has its guests leaving enamored. Escape to Madeira Island for three days, indulge in a dinner cruise, and spend the night at a 13th-century castle.
Customizable Itinerary
Porto – Indulge in a River Cruise
Upon your arrival to Porto, you will be met by your private driver, who will transfer you to your luxurious accommodations in the heart of the city. After checking in and having ample time to settle in, you will embark on a romantic dinner cruise on the Douro River. This river tour will prove to be an amazing way to witness the picturesque city from a unique perspective, and during your cruise, you can dine on some of Portugal’s freshest fare. After admiring the gorgeous views as you sail, you will be returned to your luxurious accommodation.
What's Included:
Viana do Castelo – Tales of Lore
Braga – Private Horseback Ride
Guarda – Visit the Jewish Quarter
Guarda – Reconnect with Nature
Obidos – Sleep in a Castle
Obidos – Learn How to Make Ginjinha
Funchal – Escape to Madeira Island
Funchal – Taste the Flavors of Funchal
Funchal – Departure
Trip Highlights
- Escape to magical Madeira Island for three days of exploring tropical gardens, farmers’ markets, and delighting in picnics
- Indulge in a dinner cruise in Porto that will have you gliding along the calm waters of the Douro River
- Venture on a horseback riding tour among the beautiful backdrop of Braga’s scenery
- Marvel at Viana do Castelo, where you can hear tales of the town’s fascinating folklore
- Escape to the alluring Estrela Mountains, where you can admire the spectacular views that will surround you on every side
- Peruse the historical wonders of Guarda’s Jewish Quarter before discovering the beauty of Guarda’s castle and cathedral
- Spend the night in a 13th-century castle that has been converted into a stunning bed and breakfast
Detailed Description
When it is time for you and your significant other to escape, Portugal provides the perfect destination. From its charming villages that are full of cobblestone streets and medieval architecture to its numerous castles, Portugal presents a wonderland that boasts boundless beauty and boundless marvels to explore. This luxurious, 10-day journey will provide you with some of the most exclusive experiences that this country has to offer.
Your journey will begin in Porto, where you will begin with a dinner cruise, sightseeing the city from a unique perspective as you glide along the Douro. Day two will find you venturing to Viana do Castelo, which is a lovely enclave that is imbued with charm and history. While here, you will listen to fascinating tales of folklore. Later in the evening, you will be provided with the incredible opportunity to craft your own to keepsake.
You will transfer to Braga on day three, and upon your arrival, you will witness the Bom Jesus before embarking on a private, horseback ride. Two unforgettable days in Guarda will be waiting, which is where you will indulge in an escape to the Estrela Mountains. This getaway will give you the chance to reconnect with nature among majestic, mountain scenery. While here, you will enjoy perusing the historical gems that can be found in the Jewish Quarter before become exploring the city’s castle and cathedral.
Obidos will be next on your agenda, and here, you will indulge in a private tour of the city’s highlights. Your accommodation in Obidos will be what was once a royal castle but is now a high-end bed and breakfast. During your second day in Obidos, you will enjoy its many outdoor offerings as you begin the morning by embarking on a stand-up paddleboarding adventure at Obidos Lagoon. Following your SUP session, you can spend the afternoon strolling and sunbathing on the beach before partaking in your exciting evening event. This evening you will indulge in a class that will be taught by a local master on how to craft the famous cherry liqueur known as Ginjinha.
The final leg of your getaway will find you flying to Madeira Island for a three-day adventure. The following day will have you exploring two tropical gardens. Following your foray into the blossoming world of the botanical gardens, you will be led on a gourmet food tour excursion. During your tour, your culinary guide will introduce you to the flavors of the city.
Throughout your vacation, you will stay in luxurious accommodations and have every detail of your journey taken care of, including all private transfers to and from each destination. Nearly everything about this itinerary is customizable, so you can adjust nearly anything and everything to better suit your moods and interests once you are in Portugal.
Starting Price
$3,300 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
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Verified Traveler Reviews
Based on 1271 reviews
I couldn’t say enough positive things about Zicasso's travel specialists, from top to bottom. Airport service was excellent, daily guides were excellent, and management was excellent, a rare combination.
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My trip to Portugal was absolutely amazing. Zicasso’s travel company went above and beyond my expectations. The itinerary was amazing and all the guides were incredible. Everything was on time, the accommodations they booked were five-star and in great locations, and enough time was built in for me to be able to explore on my own. I feel the cost was well worth the value. Should I ever go back to Portugal, I would certainly use this travel company again, and I would highly recommend them to anyone looking to have a great experience on a Portugal vacation.
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Zicasso’s tour company did a fabulous job in providing us with an exceptional Portugal vacation over the Christmas and New Year’s holiday. They provided us the 24/7 coverage they promised over the holidays without a glitch, including addressing our weather-delayed arrival and multiple itinerary updates that this required without missing a step. We will be using this travel company again and recommend them without reservation.
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We enjoyed a relaxing trip to Portugal in December 2025. Zicasso’s travel company and their team were awesome, very present, tailored the trip based on our needs, and we got to explore much of the country, given the time of the year. The itinerary suggested was wholesome, relaxing, and covered most of the sights and sounds. I would highly recommend them to friends and family.
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Zicasso’s travel specialist and her team were exceptional. Our guides were wonderful. The team was super-accessible. It was a great agenda. The team adapted to unforeseen circumstances and were continually going the extra mile. It was a great experience and I recommend this travel specialist highly!
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I cannot say enough about this trip and Zicasso’s travel specialist. She helped plan a wonderful itinerary for us that we all enjoyed. Everything we wanted to see and do was accommodated. The guides we had were superb. We had a problem with the airline losing our luggage,and she was more than helpful in assisting us, as well as modifying our itinerary to accommodate our need to shop for clothing and attempt to get in touch with the airline. They were prompt in their responses.
As stated, our guides were wonderful. They were with us on multiple days and their knowledge was first-rate. They were fun as well.
I would not hesitate to use this company again and highly recommend them.
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