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Clarksville, TN Travel Agent· 2 Years of Experience
A cup of tea travel agency llc, an independent agent with Dugan's Travels, a Travel Leaders Network Affiliate Agency
11 reviews
100% Recommended
2 Years of Experience
5.0
(11)
100% Recommended
Christine was extremely helpful and make the trip a breeze from making sure we had the right documents to making recommendations during our stay. Read More >
COUNTRIES VISITED:On the River, Portugal
PLACES VISITED:Cascais, Douro River, Lisbon, Porto, Sintra
SUGGESTED DURATION:8 Days
This itinerary features a split stay between Lisbon and Porto, thoughtfully crafted to help you make the most of your time without feeling rushed. Both cities are known for their charming tiled sidewalks and hilly terrain, so embracing a relaxed pace will enhance your experience.
From historic landmarks to vibrant cultural moments, there's no shortage of things to discover. And one of the most rewarding ways to connect with the spirit of Portugal is by savoring meals like a local—lingering over fresh seafood, sipping regional wines, and soaking in the atmosphere. It’s all part of the journey.
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DAY1
Lisbon
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Arrival day
After a long overnight flight, settling into your hotel and heading out for a leisurely stroll to a nearby restaurant is a wonderful way to ease into your surroundings. Enjoying a relaxed meal not only helps you unwind but also offers a first glimpse into the character of the neighborhood. Depending on where you're staying, you may find yourself within walking distance of remarkable historical landmarks and cultural treasures.
Turning in early that evening allows your body to recharge, making it easier to fully embrace the adventures of the following day. A bit of rest goes a long way in transforming travel fatigue into excitement for what’s ahead.
HIGHLIGHTS:
Time out market is a good food hall to enjoy many different options of food.
Local street markets with art, jewelry and souvenirs can be found on Aveinda Da Liberdade
The Hotel H10 Duque de Loule has a bar/restaurant on the roof, giving you great views of city
DAY2
Lisbon
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Private walking tour and sunset cruise on the river
Embarking on a private walking tour is a fantastic way to explore the city at your own pace. With a guide dedicated to your group, you set the pace—making the experience far more relaxed and personal than larger group tours. Starting the day with a hotel pickup adds a touch of ease, allowing you to ease into the morning without the rush.
Throughout the tour, you’ll have the freedom to ask questions, dive deeper into the stories behind the sights, and even discover hidden gems through your guide’s local insights.
After the tour, a leisurely lunch is the perfect opportunity to reflect on your discoveries and enjoy the flavors of the region. If you choose to unwind back at the hotel or continue exploring, the afternoon is yours to shape.
As evening falls, a sunset cruise along the Tagus River offers a serene and scenic finale to the day. You’ll enjoy a taste of local gastronomy while watching the sky shift through a palette of colors—each direction offering its own breathtaking view
HIGHLIGHTS:
The restaurant Le Petit Cafe is a good place for a break, and near local sights.
Take the local transportation if you need to take a break from walking
Enjoy the cherry liquor with chocolate cup from a vendor.
If you don't want a break, pick a close by point of interest and explore it, like the tile museum
DAY3
Lisbon
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Porto
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Travels by train to Porto and evening Fado show.
Traveling to Porto by train offers a scenic and stress-free way to transition between cities. With a first-class ticket, you'll enjoy extra comfort, spacious seating, and a bit more legroom, perfect for unwinding as the Portuguese countryside rolls by. The journey takes roughly three hours and includes onboard amenities like restrooms, a food cart, and a dining car (note: both accept cash only), should you want a snack or meal.
Upon arrival, check into your hotel and treat yourself to a nearby meal to ease out of travel mode. A short rest back at the hotel can recharge you for the evening ahead.
As night falls, enjoy a soulful tradition of Fado. Attending a live performance offers a powerful glimpse into Portugal’s musical heritage and emotional depth. Afterwards, indulge in a relaxed dinner at a local tapas spot, sampling a variety of small plates that showcase the region’s flavors. It’s the perfect way to end your first evening in Porto—with culture, cuisine, and comfort.
HIGHLIGHTS:
Use a driver to get to and from the train station to make it easy with luggage
Enjoy the local Tapas restaurants
The Fado show in Sao Joao Novo is a good show, and in a historic building.
DAY4
Porto
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Private walking tour and free time
Opting for another private walking tour is a wonderful way to dive deeper into the city's diverse neighborhoods. With its winding hills and distinct districts, exploring at your own pace allows you to truly appreciate the charm and character of each area. A pause for a café break during the tour offers a chance to rest, recharge, and soak in the local atmosphere.
After the tour, treat yourself to a leisurely lunch—perfect for reflecting on the morning’s discoveries. The afternoon is yours to enjoy, whether that means unwinding back at the hotel or heading out to explore one of the city's many captivating sights.
HIGHLIGHTS:
Visit the most beautiful Mcdonalds.
Take the local transportation if you need to take a break from walking
Enjoy some local vegetarian restaurants. Apuro is a good example
Time out Market in the train station is a good spot to eat.
DAY5
Douro River
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Shared Douro Valley Wine Tour
This full-day shared tour, with a group of around 20 fellow travelers, begins bright and early with a 7:45 a.m. pickup. From there, you’re whisked away to explore charming towns, visit local wineries for tastings of regional wines and ports, and enjoy a scenic riverboat ride along the Douro River.
The journey itself is part of the experience—panoramic views from the bus window reveal the stunning beauty of the surrounding landscape. Throughout the day, the guide keeps the energy lively with engaging commentary, music, and fun trivia that brings the region’s history and culture to life.
Midday, you’ll be treated to a delicious three-course lunch paired with local wines, offering a true taste of the area’s culinary traditions. The entire day unfolds smoothly, blending relaxation, discovery, and delightful moments that make for a truly memorable outing.
HIGHLIGHTS:
This takes 10 hours for the tour so it will be a full day
Ask your hotel for a to-go breakfast, so you won't be late to arrive for the tour
Have a quick meal when done with the tour as you may be tired
DAY6
Porto
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Pastel De Nata cooking class and historical sights
The morning kicks off with a delightful hands-on cooking class where you learn to make Portugal’s beloved custard tart. With a small group of 12 participants, everyone gets a chance to roll up their sleeves and contribute to crafting this iconic treat. Wine, water, and coffee are served throughout, and once the tarts are baked to perfection, you’re rewarded with three of your own to savor. It’s a playful and delicious way to connect with local culture.
Afterward, enjoy a leisurely lunch—perhaps at KOB by Olivier, conveniently located near several must-see attractions. Once you’ve dined, head over to the enchanting Livraria Lello, one of the world’s most beautiful bookstores, before taking a relaxed stroll to the Porto Cathedral. It’s a lovely blend of culinary adventure, cultural discovery, and architectural wonder.
HIGHLIGHTS:
Get a gold ticket for Livraria Lello the day before, less wait time with the queue.
Enjoying a meal at your hotel in the evening can help you relax
DAY7
Porto
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Lisbon
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Train Back to Lisbon
Taking the train back allows you to sit back and unwind. Once you’re back in Lisbon and settled into your hotel, you can explore the nearby restaurants and attractions, depending on your energy level. The day might feel long, especially with a three-hour train ride and the timing of your departure.
HIGHLIGHTS:
Use a driver to get to and from the train station to make it easy with luggage
Have cash for the train if you want a snack
Take local transportation to go explore the sights
Provo-Enoteca is off the beaten path and worth eating at.
DAY8
Sintra
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Cascais
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Small Group tour to Sintra and Cascais
It was another early morning start, meeting at 7:45 am, and you might need to take a taxi from the hotel to get there. The van, accommodating 8 people, was comfortable, and the driver also served as the tour guide for the journey. The sights and destinations were breathtaking, and having lunch by the ocean was a perfect way to wrap up the day before heading back to the city. It was an 8-hour day, so after returning, you could enjoy a meal at the hotel or somewhere near the drop-off point.
This evening is the final one, with suitcases needing to be packed for an early departure the following morning....
HIGHLIGHTS:
Ask your hotel for a to-go breakfast if you won't be able to have it there
Take the time to see the Sintra National Palace on your free time
Take a washcloth from the hotel if you want to dip your feet in the ocean! make sure to put it back.
FINAL THOUGHTS
Portugal is a fantastic destination with something for everyone, and you can’t go wrong with a visit. This country is rich in cultural influences and steeped in history. The people are friendly and do a wonderful job of making you feel welcome.