It’s Time To Create Your Dream Adventure To Portugal

Imagine your dream Portuguese vacation…Then let us handle all the details.

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The Ultimate Vacation to Portugal, Your Way.

Escape to a land of enchantment and create unforgettable memories while exploring Portugal’s hidden gems. For The Story Vacations partner with the best guides and experiences, from private wine tastings in the Douro Valley to secluded coastal escapes in the Algarve. Whether you dream of staying in a historic palace, embarking on a private yacht cruise, or indulging in Michelin-starred cuisine, we’ll make it happen!

  • Surfers riding small waves near a large rocky cliff at sunset, with a sandy beach in the foreground and a green bag lying on the sand.

    Surf School — Lagos

    Hit the waves and learn to “hang ten” off the picturesque coast of Lagos, with expert instructors who move at your pace. Your first wave is a thrill unlike any other!

  • Scenic view of terraced vineyards along a winding river, surrounded by lush green hills under a clear blue sky.

    Vineyards — Douro Valley

    Float down the Douro river with a private guide, stopping in for tastings at some of the best wineries in the region as you learn the history and the process behind the libations.

  • Fishing rod with reel on a boat at sea during sunrise, with ocean waves and distant cliffs under a clear sky.

    Deep Sea Fishing

    Cast your line into the depths of the Atlantic for an unforgettable fishing expedition. You’ll have an opportunity to hook a tuna, marlin, swordfish, or mahi mahi.

  • Colorful palace with yellow, red, and gray towers, surrounded by trees under a blue sky.

    History & Architecture — Lisbon

    Step back in time and explore Lisbon, Europe's second-oldest capital city. You’ll find a never-ending wealth of Roman ruins, Moorish castles, and Gothic cathedrals to scope out.

  • Sailboat on blue ocean surrounded by rocky cliffs and clear sky

    Hiking — The Algarve

    Lace up your boots and venture into the Algarve's diverse landscapes – hidden waterfalls, breathtaking views of the Atlantic and rolling hills and mountains, and a healthy dose of peace.

  • Indoor dining scene with people sitting at tables, candlelit ambiance, live music performance with a singer and guitarists, warm lighting.

    Fado Music

    Find your way to one of the many Fado houses in Lisbon for bluesy tunes, poetic storytelling, and a whole lot of emotion – delivered to you by passionate fadistas.

10-Day Travel Trajectory

There’s so much of Portugal to see…

We get it. Travel planning can feel overwhelming. And we’re here to help you! If it’s your first time exploring Portugal, a trajectory like this is the perfect way to see it all at a fun, unhurried pace.

Sketch of a historical European town with ornate church towers and rooftops.

Lagos — 2 Nights


Your adventure begins in Lagos, home to the breathtaking Ponta da Piedade, where golden cliffs plunge into the turquoise waters – and Praia Dona Ana with its golden sands. Journey inland, and Lagos’ Old Town is filled with historic churches, bustling markets, and charming squares.

Sketch of a vintage streetcar in an urban setting with tall buildings and street lamps.

Lisbon — 2 Nights


Your next stop is Europe’s second-oldest capital, Lisbon. The highlights: Alfama, Lisbon’s oldest district, with its narrow, winding streets; the Jerónimos Monastery, a masterpiece of Manueline architecture; and Belém Tower, a 16th-century fortress and UNESCO World Heritage site.

Illustration of a cultivated field with furrows and trees in the background.

Douro Valley — 2 Nights


Your next 2 nights will be spent in the Douro Valley, a UNESCO World Heritage site where terraced vineyards cling to steep hillsides. You’ll enjoy a private tour of historic wine estates, or “Quintas” and discover the charming village of Pinhão directly in the heart of it all.

Illustration of a cityscape with church domes, rooftops, and buildings outlined in a sketch style.

Porto — 3 Nights


Your trip concludes in Porto, the quintessential Portuguese city. Cross the Dom Luís I Bridge, a magnificent double-deck iron bridge with amazing views. See the Ribeira, Porto’s historic riverside quarter. Then ascend the Clérigos Tower, and be rewarded with sweeping views.

FEATURED

Family Adventure Through Portugal

The Ressler Family, known for their adventurous and fun-loving spirit, wanted to create the summer trip of a lifetime with an adventure through Portugal. We knew Lagos’s sun-drenched beaches and the vibrant Lisbon culture would provide all four with wonderful memories and experiences.

From a private bike tour of the Atlantic coastline to late-night mini golf, the Ressler Family enjoyed a variety of experiences. Through their Pastel de Nata Pastry Workshop, they learned the secrets behind Portugal’s iconic custard tarts and gained a deeper appreciation of the country’s culture and traditions.

“Traveling with Rachael as our planner was a dream. She was knowledgeable, responsive, and helped us plan things we never would have done on our own. This was our first overseas trip with our children and Rachael ensured that their needs were considered and everything was flawless. We met so many amazing guides and people through her network and felt that we got to experience the more authentic side of Portugal. We will definitely use Rachael for future European travel!”

Two boys smiling in front of an ornate stone archway in a city square, one wearing a white shirt and the other a striped shirt.
A family of four posing in front of a historic yellow tram on a city street. The family includes two adults and two children, with buildings in the background.
Family of four smiling on a balcony with a view of a busy street and historic buildings in the background. Red flowers adorn the railing.
A couple embracing in front of a monumental arch.
Family of four smiling in front of a decorative tiled wall.

When To Travel

While every season offers its own charm, the discerning traveler will find the period between March and October most agreeable. Summer can prove a touch overwhelming, but it is an excellent time for beach going if you don’t mind the crowds. Exploring the city can be done year-round. Best to visit between April and September for outdoor activities.

BEACH BREAK

June - September

OUTDOOR EXPLORING

April - September

Have Questions About Your Dream Trip to Portugal?

  • Fresh seafood, incredible pastries, traditional soups and sandwiches… it’s a culinary adventure.

  • You can, but shoulder season is the sweet spot - still warm enough for the beach, but without the crowds.

  • Portugal has a network of high-speed trains that will whisk you from Lisbon to Porto in a flash. It’s efficient and comfortable.

  • Portugal pairs perfectly with Spain, its neighbor to the east. These two countries share a rich history and culture, but each offers its own unique charm.

  • YES! Portugal is incredibly family friendly. Safe streets, beautiful beaches, and plenty of activities to keep the little ones entertained.

  • Portuguese, of course! But don’t worry, most people speak English too. Learning a few phrases will go a long way.

Let’s Start Planning Your Dream Trip To Portugal Today!

Schedule an inquiry call now — I can’t wait to plan your adventure!