Itinerary for 3 day trip to Potugal

Here's an ideal itinerary for 3 days in Portugal that meets all your constraints:

Day 1:

Start your day with a delicious breakfast at your waterfront boutique hotel in Lisbon.
Take a scenic drive to Sintra, a charming town known for its stunning palaces and castles. Spend the morning exploring the colorful and the .
After lunch, head to the nearby town of Cascais, where you can enjoy a refreshing swim in the Atlantic Ocean at Praia do Guincho, a beautiful beach known for its excellent surfing conditions.
In the evening, return to Lisbon and indulge in some of the city's famous seafood dishes at a local restaurant.

Day 2:

After breakfast, head to the picturesque town of Obidos, known for its medieval castle and charming cobblestone streets. Take a leisurely stroll through the town and stop at a local bakery to try the famous Ginjinha, a cherry liqueur served in a chocolate cup.
Next, drive to the nearby town of Nazare, where you can take a scenic hike along the cliffs overlooking the Atlantic Ocean. The views are breathtaking!
In the evening, check into your second waterfront boutique hotel in Porto and enjoy a delicious dinner at a local restaurant.

Day 3:

Start your day with a hearty breakfast and then head to the Douro Valley, a stunning wine region known for its terraced vineyards and picturesque villages. Take a scenic drive through the valley and stop at a local winery for a tour and tasting.
After lunch, head to the charming town of Guimaraes, known as the birthplace of Portugal. Explore the medieval castle and the historic center of the town, which is a .
In the evening, return to Porto and enjoy a sunset cruise along the Douro River, followed by a delicious dinner at a local restaurant.

I hope this itinerary gives you a good idea of what you can do in Portugal in 3 days. Let me know if you have any questions or if there's anything else I can help you with!