Castles, Wine & Culture in Portugal: Lisbon, Porto, Évora & more!
Journey through enchanting Portugal on this unforgettable 14-day adventure! Explore vibrant cities like Lisbon and Porto, wander through charming towns like Sintra and Évora, and delve into Portugal's rich history at imposing castles. Savor delicious Portuguese cuisine and world-renowned wines, and experience the magic of Fado, Portugal's melancholic yet beautiful music. Kayak through hidden coves near Lagos and discover the iconic Benagil Cave.
This tour offers the perfect blend of relaxation, exploration, and cultural immersion. Book your Portuguese adventure today or simply sharing your idea with us!
Days:
14±
Price:
on request
Best For:
First-timers
Best Time:
Apr. - Oct.
Cancellation Policy:
100% Refund 22 Days before Arrival
* The price is based on a private tour during the low tourist season.
14 days in Portugal Tour Map (Suggested Route)
Brief Itinerary for 14 days in Portugal
| Day | Highlights |
|---|---|
| 1-3 Libon |
Immerse in Lisbon's rich history and charm, from Belem Tower to Sintra's fairytale palaces |
| 4-5 Obidos & Coimbra |
Journey through time in Óbidos' medieval streets and explore the historic university town of Coimbra |
| 6-8 Porto |
Discover vibrant Porto, enjoy day trips to Guimaraes & Douro Valley, and enjoy a captivating Fado night |
| 9-10 Tomar & Evora |
Explore Tomar's Knights Templar legacy, wander UNESCO listed Évora and the wine culture of Alentejo |
| 11-13 Algarve |
Kayaking to Benagil Cave, soak up the Algarve sunshine, and discover Lagos at your leisure. |
| 14 | Faro departure |
Discover real reviews of Highlights Travel Family's best-rated service across trusted platforms.
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Planning for Thailand
We are in the planning stage of the trip currently. Yeliz Wong has been wonderful to help customize the perfect trip for our group! She has been easy to work with and quick to respond to any questions. We are very excited to arrive and experience it all! More
Bekki Sullivan, Aug 2025
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Epic Trip
I was greeted with Jah at the airport who was our guide for the past 5 days and she was amazing. Charismatic, knowledgeable, fun and such an amazing personality. Truly an epic experience. I would easily use them again. Not one thing was an issue More
BP, Aug 2025
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Jimmy and his team are excellent
Jimmy and his team are excellent. They planned every detail every driver every tour guide every hotel most of our meals. They made sure that we had a good time that we saw the Thailand. I would highly recommend Asia highlights and Jimmy and his team if you’re planning a trip, they are phenomenal. More
Richard, Jul 2025
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Tour Highlights
Suggested Itinerary for Inspiration
Embark on a personalized journey through Portugal, where your ideas shape an unforgettable adventure filled with discovering, kayaking, and culinary delights.
Welcome to Portugal! Upon landing in Lisbon, enjoy a private transfer that will escort you from the airport to your hotel.
After a quick check-in, take a moment to rest and mentally prepare for your upcoming Portuguese adventure.
Lisbon's heart unfolds - a sea of terracotta rooftops from Alfama!- Begin your expedition across Lisbon's captivating streets and vibrant neighborhoods.
- The day is filled with exploring landmarks such as Belem Tower, Pasteis de Belém, Alfama, and many more.
- This day also includes a tasty delight - a delightful Pasteis de Nata baking experience.
Discover the striking Pena National Palace, majestically nestled in the Sintra hills- Today's journey takes you from Lisbon to the enchanting town of Sintra.
- Marvel at the Sintra National Palace, National Palace of Pena, Park and Palace of Monserrate, and the breathtaking Cape Roca.
Charming Obidos with its medieval walls- Bid Lisbon farewell and head to Coimbra, stopping by Obidos to relish sights like the Grutas de Mira de Aire and Obidos Castle before settling in Coimbra for the night.
Lost in a sea of knowledge on Coimbra trip!- Dive into the vibrant academic life of Coimbra visiting the University of Coimbra, the Joanina Library, and other fascinating historical sites.
Porto unfolds at our feet - a tapestry of colorful houses lining the mighty Douro River- Depart from Coimbra and proceed to Porto.
- Upon arrival, marvel at the São Bento Station, Clerigos Tower, Porto Cathedral, and other historical landmarks.
- Round up the day with a Porto Heritage Night Tour paired with a Fado Show and Dinner.
Standing tall in Guimarães - honoring Afonso Henriques, the founder of Portugal, at his birthplace!- Embark on a day trip from Porto to Guimaraes, immersing yourself in the remarkable heritage and structures, including the Ducal Palace of Braganza and Guimaraes Castle.
Douro Valley dreamscape - endless vineyards bathe in sunshine- Enjoy a picturesque tour of the Douro Valley, a day full of wine tastings, mouthwatering lunch, and a scenic cruise.
Guarding the Tagus in Tomar - Almourol Castle- Travel from Porto to Evora with an exploration interlude in Tomar, visiting magnificent sights such as the Convent of Christ and Almourol Castle.
Alentejo's golden waves - where sunshine turns to wine!- Embark on a journey to Alentejo's renowned wine region from Évora.
- Visit two prominent wineries, learn about cork production, and indulge in authentic wines and local cuisine.
Time-traveled to Roman Portugal at Évora's Temple of Diana - a day trip you won't forget!- The itinerary moves from Evora to Lagos.
- Explore Evora's famous attractions like the Giraldo Square, Roman Temple, and the Chapel of Bones before your transfer.
Experience the mesmerizing interior of Portugal's Benagil Cave on the charming Algarve coast.- Take a thrilling kayak tour to Benagil Caves.
- Paddle past stunning Praia da Marinha, into the natural wonders of the caves, and seize unique photo opportunities with personalized attention from your guide.
Unleash a Day of Adventure: Explore the awe-inspiring cliffs and vibrant turquoise waters of Lagos!- Relish a free day in Lagos for self-discovery and exploration at your leisure or relaxation after days of adventure.
As your remarkable journey concludes, a private transfer will streamline your journey from Lagos to Faro's International Airport.
As you embark on your homeward flight, bid a fond farewell to Portugal, carrying with you an abundance of unforgettable memories to cherish forever.
Hand-picked Hotel
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Portugal Boutique Hotel
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Sapientia Boutique Hotel
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Se Catedral Hotel Porto
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MouraSuites Hotel
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Lagos Avenida Hotel
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EPIC SANA Lisboa Hotel
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Hotel Quinta das Lagrimas
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GA Palace Hotel & Spa
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M'AR De AR Aqueduto
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Cascade Wellness Resort
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Price Includes
*Price from: on request
*The price is based on a private tour for 2 people staying in 4-star hotels during the low tourist season. (tour code: gh-pt-14)
Your 1:1 travel consultant will reply within 1 working day.
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Rated 5 out of 5 | 98.8% Excellence