May in Portugal: A Month of Bliss, Sunshine, and Wine

Stunning landscapes, rich culture, and tantalizing cuisine
lisbon portugal

I had always dreamed of exploring the stunning landscapes, rich culture, and tantalizing cuisine of Portugal. When the opportunity finally arose, I decided to embark on a seven-day adventure to this charming European country.

What made this trip even more special was the timing: May. Trust me when I say that May was the best time to travel to Portugal.

Chapter Trail

Day 1: Arrival to Lisbon

May in Portugal: A Month of Bliss, Sunshine, and Wine
Photo by Michiel Annaert on Unsplash

As I touched down at Lisbon International Airport in the early evening, the anticipation of what lay ahead was exhilarating. I was welcomed by a private transfer, which whisked me away to my chosen hotel in the heart of Lisbon. The first night was reserved for an enchanting experience at Adega Machado Restaurant, where I enjoyed a sumptuous dinner paired with a soul-stirring Fado show. The haunting melodies of Fado resonated with the depth of emotions Portugal had to offer, setting the tone for the journey.

Day 2: Regular Tour of Lisbon

lisbon cityscape sunset
Photo by Andreas Brücker on Unsplash

Lisbon, bathed in a unique light that alternates between rainy and sunny, was ready to unfold its wonders. A guided tour took us to the iconic Monastery Jeronimos, Belem Tower, Monument to the Discoveries, and the Museum of Carriages. We strolled through the charming Alfama neighborhood, where the melancholic tunes of Fado filled the air. The tour also included Rossio, a bustling square, and a Port wine tasting, a sweet introduction to the local flavors.

One cannot help but be captivated by the history and traditions that flow through Lisbon’s cobblestone streets. The Jeronimos Monastery, a masterpiece of Manueline architecture, left me in awe with its intricate details. Belem Tower, standing at the mouth of the Tagus River, was a testament to Portugal’s maritime prowess, and the Monument to the Discoveries celebrated the country’s legendary explorers.

Day 3: Regular Tour in Sintra

sintra portugal
Photo by Gothic Aries on Unsplash

The third day led us to the enchanting town of Sintra, a place where secrets of the royal family were lovingly guarded in the walls of its ancient monuments. The National Palace of Sintra, with its distinctive twin chimneys, stood as a testament to the town’s regal heritage. Strolling through the quaint streets, our local travel expert and I found myself transported to a different era, where palaces, mansions, and chalets revealed their timeless beauty.

We ventured to Cabo da Roca, the westernmost point of Europe, and witnessed the mesmerizing landscapes that unfolded before us. The rugged cliffs and the endless expanse of the Atlantic Ocean were a sight to behold. Boca do Inferno, with its dramatic sea caves, added to the drama of the day.

Our journey continued to the cosmopolitan town of Cascais, where the lively atmosphere and coastal charm were a delightful contrast to the serene beauty of Sintra. Finally, the travel expert used a travel agency software to help us explore the gardens of the Casino Estoril, where the allure of pastel buildings and lush greenery was irresistible.

Day 4: Departure to Porto and Regular Tour in Porto

porto city view portugal
Photo by Daniel Seßler on Unsplash

On the fourth day, I said farewell to Lisbon and embarked on a train journey to Porto, a city that had long intrigued me. As I arrived in Porto, the city unveiled itself like a vision rising from the mist. Porto, known as the “San Juan waterfall erected on a mountain in the middle of the mist,” had a mysterious allure that was hard to resist.

The heart of old Porto, Bairro da Sé, with its medieval roots, was our first stop. The Porto Sé, or Cathedral, was a magnificent example of Romanesque architecture. São Bento Train Station, with its exquisite azulejo tiles, left me in awe. The Lello Bookstore, often referred to as one of the world’s most beautiful bookshops, was a treasure trove for book lovers and architecture enthusiasts.

A visit to the Port Wine Cellars in Vila Nova de Gaia was the perfect conclusion to our day. As I sipped on the rich and velvety Port wine, I couldn’t help but feel transported back in time. The dark, atmospheric cellars held the secrets of this historic elixir.

Day 5 To 6: Free Day And Departure from Porto

porto protugal view from bay
Photo by Nick Karvounis on Unsplash

With the city at my feet, I decided to take a leisurely day to explore Porto at my own pace. I strolled along the Douro River, admiring the colorful buildings that lined its banks. The Ribeira district, a UNESCO World Heritage site, was a maze of narrow streets and picturesque squares, perfect for getting lost in.

As my unforgettable journey drew to a close, I checked out from my Porto hotel with a heavy heart. The trip had been a whirlwind of experiences, from the melancholic Fado in Lisbon to the rich heritage of Sintra and the mysterious charm of Porto. My heart was filled with gratitude for the opportunity to explore this enchanting country.


portugal porto wall with art
Photo by portugal porto wall with art on Unsplash

Choosing to explore Portugal in May turned out to be a fantastic decision. The pleasant weather, with sunny days and a touch of rain, made the trip even more delightful. May was the perfect month to witness Portugal’s beauty in full bloom, from the blossoming gardens of Sintra to the charming streets of Lisbon and the misty landscapes of Porto.

I left Portugal with a heart full of memories, a taste for Port wine, and a deep appreciation for the warmth of its people. Portugal had welcomed me with open arms, and I couldn’t be more thankful for the opportunity to explore this captivating country in all its May glory. If you’re planning a trip to Portugal, consider May as your travel month – you won’t be disappointed!

Check out Baboo Travel’s free custom trip itinerary featuring the Iconic highlights of Portugal:

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