Luxury 9-Day Portugal Road Trip from Porto traveling south to Caldas da Rainha, and Lisbon

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Experience travel that redefines comfort and elegance with this 9-day luxury road trip in Portugal. Witness Portugal's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

Portugal offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Portugal. With this perfectly planned vacation itinerary, you will stay 3 nights in Porto, 1 night in Caldas da Rainha, and 4 nights in Lisbon, experiencing the ultimate luxury vacation in Portugal.

Finding the perfect luxury lodging is going to make your vacation in Portugal feel truly special. The home for your 9-day luxury holiday will be only the most exclusive 5-star hotels in Portugal. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Portugal, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 9-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Portugal.

Throughout your exclusive vacation in Portugal, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Portugal. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Portugal.

This exclusive travel plan is designed to include everything you need to have the best vacation in Portugal. By booking this luxury holiday package, you can avoid spending hours researching and planning your 9-day road trip in Portugal. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Portugal before and after booking. Our flexible trip planning means you will be able to explore Porto, Nazaré, Óbidos, Peniche, Caldas da Rainha, Agualva e Mira-Sintra, Sintra, Lisbon, Almada, Feijó, Costa da Caparica, Nossa Senhora da Piedade, Madalena, and Vila Nova De Gaia at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Portugal.

The best flights, activities, tours, and hotels in Portugal fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Portugal today!

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Day 1

Day 1 – Porto - arrival day

  • Porto - Arrival day
  • More

Your luxury holiday in Portugal begins as soon as you reach the city of Porto. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Seize the day by visiting some of the best attractions in the area, like Miradouro Da Vitória. This extraordinary point of interest has an average rating of 4.5 out of 5 stars from 5,667 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Porto. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Porto.

Enjoy a lovely meal at Brasão Aliados, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Em Canto is another top choice with a popular menu. You could also check for a table at Nata Lisboa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Porto tonight.

Continue your lively evening at Fé Wine & Club, a perfect place for winding down or revving up the night, depending on which mood you’re in. Tapas Bar 24 is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Royal Cocktail Club ensures a night out tailored to your taste.

Raise a toast to the start of your 9-day luxury vacation in Portugal and look forward to more fantastic days to come!

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Day 2

Day 2 – Porto

  • Porto
  • More

Drive 22 km, 1 hour 25 min

  • Parque da Cidade do Porto
  • Casa da Música
  • Gardens of the Crystal Palace
  • Clérigos Church
  • Porto Cathedral
  • More

Day 2 of your luxury road trip in Portugal begins and concludes in the city of Porto. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Porto, where you still have 1 night nights remaining.

Make Parque Da Cidade Do Porto one of your first sightseeing stops in Porto. Rated an average of 4.7 out of 5 stars by 26,319 travelers, a visit to this local attraction makes for a great introduction to the area.

Casa Da Música is a worthwhile attraction you can visit next. This concert hall is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 18,098 reviews.

Today is also the perfect opportunity to drop by Gardens Of The Palácio De Cristal. This garden has been rated an average of 4.6 out of 5 stars by 39,364 visitors.

If you’re keen to explore more, head to Clerigos Tower. A trip to this popular bell tower is also your opportunity to see if it lives up to the reputable 4.6 out of 5-star rating as given by 16,727 previous visitors.

Another top place to visit is Porto Cathedral. This cathedral enjoys an average rating of 4.6 out of 5 stars from 28,944 local and international travelers.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Porto.

Enjoy a delicious meal at Restaurante Cana Verde, a highly-rated dining destination in Porto. If you're eager to try something different, consider Bulha Sá da Bandeira, another top spot with a tantalizing menu. You might also want to secure a reservation at KOB by Olivier, Porto. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Porto this evening.

If you’re not ready to end the night just yet, Bali-hai Polynesian Bar offers a perfect venue to relax and savor a drink. Similarly, Aduela is well-suited for those looking to unwind in a social setting. Adega Sports Bar is another excellent spot to enjoy a nightcap after a delightful meal.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Portugal has plenty more in store for you.

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Day 3

Day 3 – Porto, Nazaré, Óbidos, Peniche, and Caldas da Rainha

  • Caldas da Rainha
  • Nazaré
  • Óbidos
  • Peniche
  • More

Drive 321 km, 3 hours 53 min

  • Nazaré beach
  • Nazaré Lighthouse
  • Miradouro do Suberco
  • Castle of Óbidos
  • Praia de Peniche de Cima
  • More

Wake up to day 3 of your luxury holiday in Portugal! Remember to have a hearty breakfast because today will be filled with memorable adventures in Nazaré, Óbidos, and Peniche. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Porto, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Nazaré may take around 2 hours 7 min. Upon your arrival in Nazaré, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Seize the day by visiting some of the best attractions in the area, like Nazaré Beach. This extraordinary beach has an average rating of 4.6 out of 5 stars from 31,563 visitors.

Next, make your way to Nazaré Lighthouse. This lighthouse is rated an average of 4.8 out of 5 stars in 10,888 reviews.

While in Nazaré, we also recommend a visit to Miradouro Do Suberco. This point of interest has been rated an average of 4.7 out of 5 stars in 22,760 reviews.

After soaking in Nazaré’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Óbidos. Expect your car journey to take a minimum of 37 min. When you arrive in Óbidos, it's time to take a break from the road.

When you’re ready for some sightseeing, make your way to Castle Of Óbidos. This much-appreciated castle is rated 4.7 out of 5 stars in 34,915 reviews.

Continue your road trip and head to your next destination, Peniche. This car ride takes around 22 min.

An excellent attraction to start your day with is Praia De Peniche De Cima. This sightseeing destination is rated an average of 4.6 out of 5 stars in 2,510 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Caldas da Rainha. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Caldas da Rainha. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Enjoy a delicious meal at Sabores d'Itália, a top-rated dining destination in Caldas da Rainha. If you're in the mood to try something new, consider A Ribatejana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Tacho. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Caldas da Rainha this evening.

After enjoying a fulfilling meal, continue your evening at Central Silos, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Daiquiri Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Marula provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to another amazing day of your luxury holiday in Nazaré, Portugal and seize the opportunity to celebrate.

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Day 4

Day 4 – Caldas da Rainha, Agualva e Mira-Sintra, Sintra, and Lisbon

  • Lisbon
  • Agualva-Cacém
  • Sintra
  • More

Drive 171 km, 3 hours 39 min

  • Quinta da Regaleira
  • Cabo da Roca
  • Sintra-Cascais Natural Park
  • Park and National Palace of Pena
  • Castle of the Moors
  • More

Wake up to day 4 of your luxury road trip holiday in Portugal! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Lisbon, where you'll be staying for 4 nights. The day's itinerary unfolds with a diverse array of experiences in Agualva e Mira-Sintra, and Sintra.

When you’re ready to jump back into the car and say goodbye to Caldas da Rainha, you’ll hit the road in the direction of Agualva e Mira-Sintra. This drive usually takes around 1 hour 12 min. When you arrive, enjoy some sightseeing.

An excellent attraction to start your day with is Quinta Da Regaleira. This museum is rated an average of 4.8 out of 5 stars in 54,624 reviews.

Continue your journey at Sintra-cascais Natural Park. This park is rated 4.7 out of 5 stars by 37,716 travelers from near and far.

Agualva e Mira-Sintra is also the home of National Palace Of Pena. This museum has an average rating of 4.4 out of 5 stars from 86,631 visitors.

You can continue your self-guided sightseeing tour at Castle Of The Moors. Rated 4.6 out of 5 stars by 21,662 visitors, a visit to this top sight is time well spent.

Fasten your seatbelt and make your way to your next stop. Sintra, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Sintra, we highly recommend checking out some of the top attractions.

Seize the day by visiting some of the best attractions in the area, like Cabo Da Roca. This extraordinary cape has an average rating of 4.7 out of 5 stars from 55,143 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Lisbon. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

In Lisbon, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Savor the flavors at Delirium Café Lisboa, a top pick for dinner tonight. Alternatively, Via Graça beckons with its unique menu offerings. Also, consider daPrata52 - Petiscos ¦ Tapas. With its consistent customer satisfaction, it’s an excellent option for dining in Lisbon tonight.

Unwind after your meal by stepping into Cockpit Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Lisboa Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Cave Rock Bar, another top-rated bar in the area.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Portugal has plenty more in store for you.

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Day 5

Day 5 – Lisbon, Almada, Feijó, Costa da Caparica, and Calhariz

  • Lisbon
  • Almada
  • Feijó
  • Costa da Caparica
  • More

Drive 105 km, 2 hours 43 min

  • Palácio da Cerca
  • Sanctuary of Christ the King
  • Park Paz
  • Paisagem Protegida da Arriba Fóssil da Costa de Caparica
  • Parque Natural da Arrábida
  • More

On day 5 of your stress-free luxury holiday in Portugal, you will explore the surroundings of Lisbon. You have 3 nights left in Lisbon, giving you enough time to explore the region.

Continue your road trip and head to your next destination, Almada. This car ride takes around 31 min.

Be one of the day’s first visitors at Palácio Da Cerca. This house is rated an average of 4.7 out of 5 stars by 2,465 visitors.

When you’re finished at Palácio Da Cerca, head to Sanctuary Of Christ The King. This one-of-a-kind colossal statue of jesus is rated an average of 4.6 out of 5 stars in 34,961 reviews.

Embrace the thrill of the open road as you wave goodbye to Almada and set your GPS to Feijó. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 9 min. Upon reaching Feijó, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Seize the day by visiting some of the best attractions in the area, like Park Paz. This extraordinary park has an average rating of 4.6 out of 5 stars from 10,019 visitors.

Costa da Caparica’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Feijó behind. This drive usually takes around 21 min. Costa da Caparica welcomes you with a multitude of unique vacation experiences.

A top pick for your self-guided sightseeing tour today is Paisagem Protegida Da Arriba Fóssil Da Costa De Caparica. Previous visitors have rated this park an average of 4.6 out of 5 stars in 10,270 reviews.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Lisbon.

In Lisbon, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Enjoy a lovely meal at Lídia Restaurante & Bar, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Adega da Tia Matilde is another top choice with a popular menu. You could also check for a table at A Provinciana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Lisbon tonight.

If you’re not ready to end the night just yet, Toca Da Raposa offers a perfect venue to relax and savor a drink. Similarly, Janela Da Atalaia Bar is well-suited for those looking to unwind in a social setting. Pub Português is another excellent spot to enjoy a nightcap after a delightful meal.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Portugal has plenty more in store for you.

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Day 6

Day 6 – Lisbon

  • Lisbon
  • More

Drive 20 km, 1 hour 46 min

  • Castelo de S Jorge
  • LX Factory
  • Jerónimos Monastery
  • Padrão dos Descobrimentos
  • Belém Tower
  • More

Day 6 of your luxury road trip in Portugal begins and concludes in the city of Lisbon. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Lisbon, where you still have 2 nights nights remaining.

Be one of the day’s first visitors at Castelo De S. Jorge. This museum is rated an average of 4.4 out of 5 stars by 86,378 visitors.

When you’re finished at Castelo De S. Jorge, head to Lx Factory. This one-of-a-kind point of interest is rated an average of 4.5 out of 5 stars in 52,117 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Jerónimos Monastery. This monastery is rated an average of 4.5 out of 5 stars by 48,349 visitors.

If you’re keen to explore more, then consider a visit to Padrão Dos Descobrimentos. This monument is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 55,676 visitors.

To round off your sightseeing experience, make your way to Belém Tower. This famous fort is rated an average of 4.6 out of 5 stars by 91,872 travelers.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Lisbon. Savor the local cuisine and relax as you recount the day's experiences.

Have a fantastic dining experience at Procópio bar, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Delfina-Cantina Portuguesa offers an enticing alternative with its varied menu. Additionally, Trindade is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Lisbon.

To truly maximize your evening out, consider visiting Pub Lisboeta after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Desordem Bar & Lounge, another bar with an inviting ambiance. Similarly, Bar Tr3s Lisboa also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass and relax after another big day of your luxury holiday in Portugal!

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Day 7

Day 7 – Lisbon

  • Lisbon
  • More

Drive 24 km, 1 hour 46 min

  • Lisbon Oceanarium
  • Praça do Comércio
  • Miradouro de Santa Luzia
  • Santa Justa Lift
  • Time Out Market Lisboa
  • More

Day 7 of your luxury road trip in Portugal begins and concludes in the city of Lisbon. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Lisbon, where you still have 1 night nights remaining.

Start your sightseeing with a visit to Lisbon Oceanarium. This public aquarium is a popular stop on travelers’ itineraries in Lisbon, with an average rating of 4.7 out of 5 stars by 86,301 visitors. Around 1,000,000 people visit this attraction every year.

Praça Do Comércio is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 108,290 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Miradouro De Santa Luzia. Visitors have rated this scenic viewpoint an average of 4.6 out of 5 stars in 32,846 reviews.

Santa Justa Lift is another unique site you can experience today. This attraction is a sightseeing destination rated an average of 4 out of 5 stars in 48,439 reviews.

Make your way to the fantastic Time Out Market Lisboa, perhaps the most famous food court in Lisbon. This attraction is rated 4.4 out of 5 stars by 59,217 travelers.

Discover a world of culinary delights in Lisbon, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Make sure to reserve a table at Chic do Rêgo, an iconic dining spot in Lisbon. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Laurentina, a popular restaurant in Lisbon. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of A Nossa Casa, a hidden gem nestled in Lisbon. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at 4 Caravelas, a well-loved spot among locals and tourists. Or, head to Imprensa Cocktail And Oyster Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at A Tabacaria, another top-rated place in the area.

Celebrate another great day of your luxury holiday in Portugal with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 8

Day 8 – Lisbon, Nossa Senhora da Piedade, Madalena, Vila Nova De Gaia, and Porto

  • Porto
  • Ourém
  • Madalena, Vila Nova de Gaia
  • Vila Nova de Gaia
  • More

Drive 331 km, 3 hours 52 min

  • Sculpture of Our Lady of Fátima
  • Basilica of the Most Holy Trinity
  • Praia de Lavadores
  • Jardim do Morro
  • More

On day 8 of your luxury holiday in Portugal, your road trip route will take you exploring the best of Nossa Senhora da Piedade, Madalena, and Vila Nova De Gaia. The day's journey will conclude in Porto, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Portugal.

Continue your road trip and head to your next destination, Nossa Senhora da Piedade. This car ride takes around 1 hour 25 min.

Journey into the unknown at Sanctuary Of Fátima, a unique attraction awaiting your visit. This remarkable shrine to the virgin mary has an average rating of 4.8 out of 5 stars from 107,827 reviews.

When you’re ready to continue your sightseeing, Basilica Of The Most Holy Trinity is a recommended place to visit. This church is rated an average of 4.8 out of 5 stars in 15,906 reviews.

Madalena’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Nossa Senhora da Piedade behind. This drive usually takes around 1 hour 53 min. Madalena welcomes you with a multitude of unique vacation experiences.

Take the opportunity to see Praia De Lavadores. This attraction has an average rating of 4.5 out of 5 stars from 5,316 visitors.

Fasten your seatbelt and make your way to your next stop. Vila Nova De Gaia, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Madalena to Vila Nova De Gaia may take around 18 min without traffic disruptions. Upon arrival in Vila Nova De Gaia, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Jardim Do Morro. This park is a popular stop on travelers’ itineraries in Vila Nova De Gaia, with an average rating of 4.7 out of 5 stars by 27,309 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Porto. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Porto for you, so you can check out the menus and make your reservation in advance.

Enjoy a lovely meal at TerraPlana Café, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, ZA IN PORTO is another top choice with a popular menu. You could also check for a table at Mundo. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Porto tonight.

Explore the vibrant nightlife at Graça Rooftop Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Base Porto for a great selection of flavorful drinks and a charming setting. Furthermore, Embaixada Do Porto is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass and relax after another big day of your luxury holiday in Portugal!

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Day 9

Day 9 – Porto - departure day

  • Porto - Departure day
  • More
  • Luís I Bridge
  • More

Today is the last day of your 9-day luxury holiday in Portugal and it’s soon time to start your journey home. This is your chance to get one last glimpse of Porto before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning Luís I Bridge. This extraordinary point of interest and attraction is rated an average of 4.8 out of 5 stars in 79,912 reviews, and is an excellent choice for your last sightseeing in Porto.

Treat yourself to a final feast. Savor the unique flavors of Porto one last time before you head to the airport.

If you're eager to try something different, consider Flor de Bragança, another top spot with a tantalizing menu.

You will then say farewell to Porto and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Portugal in your luggage!

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