Luxury 5-Day Portugal Road Trip from Lisbon traveling east to Evora and Caldas da Rainha

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

The first destination of your luxury vacation in Portugal is Lisbon - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Lisbon.

Start your sightseeing in the city with a visit to the fantastic Time Out Market Lisboa. This food court is a popular stop on travelers’ itineraries in Lisbon, with an average rating of 4.4 out of 5 stars by 59,217 visitors.

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

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Lisbon.

For a culinary experience you will remember, have a look at the menu at daPrata52 - Petiscos ¦ Tapas. With an average rating of 4.7 out of 5 stars by 1,470 customers, it’s truly one of the best restaurants in the whole of Lisbon.

If you feel like having something slightly different, check out Alma. This is one of the most recommended restaurants in the city. Considering its average rating of 4.8 out of 5 stars by 1,033 customers, it’s one that most guests enjoy.

Lisboa Tu e Eu 2 is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Lisbon, and has an impressive average rating of 4.7 out of 5 stars by 1,027 customers.

As your day in Lisbon is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Portugal.

Make your way to Delirium Café Lisboa. This bar promises a great atmosphere for your celebrations and has an average rating of 4.5 out of 5 stars by 3,093 customers.

Or, why not continue your evening at Sacramento do Chiado, rated an average of 4.4 out of 5 stars among 1,947 guests.

Another bar where you can have a great time tonight is The George. This bar has an average rating of 4.3 out of 5 stars by 1,939 customers.

Raise a toast to the start of your 5-day luxury vacation in Portugal and look forward to more fantastic days to come!

On day 2 of your luxury road trip holiday in Portugal you will have the opportunity to experience two destinations in one day, the city of Belém and the city of Evora. You’ll stay in Evora for 1 night.

Your day starts in Belém. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Jerónimos Monastery your first stop of the day. The average rating of 4.5 out of 5 stars by 48,349 visitors gives you an idea of what to expect from this monastery and attraction before you head there.

Next up, make a stop at the incredible Padrão dos Descobrimentos. With an average rating of 4.6 out of 5 stars by 55,676 visitors, it's easy to understand why so many people visit this monument and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Belém Tower. This fort has an average rating of 4.6 out of 5 stars by 91,872 visitors.

Make the most of your day in Belém by joining exclusive tours and activities that take your luxury holiday in Portugal to the next level. This is only one of many experiences you can include in your luxury travel package in Portugal. So make sure to check out the other options too, to find the best way to spend your time in Belém today.

By the end of the day, you will drive to the city of Evora, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Taberna Típica Quarta-feira, one of the best restaurants in Evora. This restaurant has an average rating of 4.8 out of 5 stars by 1,537 customers.

If you feel like having something else, locals also recommend Fialho as one of their top choices in the city. Fialho is rated an average of 4.5 out of 5 stars by 1,464 customers.

Another restaurant you could try in Evora is Dom Joaquim. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 1,271 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Molhóbico is one of the best bars you can visit in Evora tonight. This bar is rated an average of 4.3 out of 5 stars by 629 customers.

You can also enjoy a glass or two at a popular place like Bar O Tunnel. This bar has an average rating of 4.2 out of 5 stars from 574 customers.

Alternatively, try Bar Culpa Tua. Bar Culpa Tua is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.2 out of 5 stars by 422 customers.

Raise a glass in celebration of your fantastic luxury holiday in Portugal! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

On day 3 of your luxury road trip holiday in Portugal you will have the opportunity to experience two destinations in one day, the city of Alcántara and the city of Caldas da Rainha. You’ll stay in Caldas da Rainha for 1 night.

Your day starts in Alcántara. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing LX Factory your first stop of the day. The average rating of 4.5 out of 5 stars by 52,117 visitors gives you an idea of what to expect from this best-rated sightseeing destination and attraction before you head there.

Make the most of your day in Alcántara by joining exclusive tours and activities that take your luxury holiday in Portugal to the next level. This is only one of many experiences you can include in your luxury travel package in Portugal. So make sure to check out the other options too, to find the best way to spend your time in Alcántara today.

By the end of the day, you will drive to the city of Caldas da Rainha, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Sabores d'Itália, one of the best restaurants in Caldas da Rainha. This restaurant has an average rating of 4.7 out of 5 stars by 760 customers.

If you feel like having something else, locals also recommend Maratona as one of their top choices in the city. Maratona is rated an average of 4.3 out of 5 stars by 2,670 customers.

Another restaurant you could try in Caldas da Rainha is Casa Antero. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,142 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Bar 120 - Gin Bar is one of the best bars you can visit in Caldas da Rainha tonight. This bar is rated an average of 4.5 out of 5 stars by 459 customers.

You can also enjoy a glass or two at a popular place like Taskinha Do B3co. This bar has an average rating of 4.5 out of 5 stars from 350 customers.

Alternatively, try Pateo do Baco. Pateo do Baco is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.3 out of 5 stars by 132 customers.

Raise a glass in celebration of your fantastic luxury holiday in Portugal! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

Get ready for day 4 of your luxury vacation in Portugal. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Óbidos and Batalha. You’ll stay in Lisbon for 1 night. Enjoy a flexible travel itinerary and choose how much time you want to spend at each destination.

Start your day with one of travelers’ favorite attractions in Óbidos, the incredible Castle of Óbidos. This popular attraction is a castle that has been rated an average of 4.7 out of 5 stars by 34,915 visitors.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Portugal. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Óbidos.

It’s now time to get back on the road and continue to the next destination of your day, the city of Batalha.

Make your way to the incredible Batalha Monastery for some unforgettable sightseeing in Batalha. This popular attraction is a former convent and has an average rating of 4.7 out of 5 stars by 26,705 visitors.

Today you’ll check in at one of the most exclusive hotels in the city of Lisbon. Luxury hotels in Lisbon offer fantastic facilities and wonderful rooms. In combination with staff that is generous with both their time and recommendations, you’re guaranteed a pleasant

Stay in Lisbon.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Lisbon, Nicolau Lisboa. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.3 out of 5 stars from 5,172 reviews.

Locals also recommend Duque as one of the best restaurants to have dinner at in Lisbon. The Duque is rated an average of 4.6 out of 5 stars by 1,973 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Belcanto. This popular restaurant has an average rating of 4.6 out of 5 stars by 1,203 customers.

Depending on your plans for tomorrow, you might want to head back to your hotel for some relaxation. If not, this is your chance to take the temperature of Lisbon's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Delfina-Cantina Portuguesa. This bar is rated an average of 4.4 out of 5 stars from 662 customers.

Another place you could go for some drinks is the top-rated Brown's Central Hotel. Often recommended by locals, this bar is an excellent place to check out tonight. Brown's Central Hotel has an average rating of 4.5 out of 5 stars by 1,273 customers.

Alternatively, go to Lisboa Bar. Rated an average of 4.6 out of 5 stars in 417 reviews, it’s one worth checking out if you’re in the party mood.

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

Today is the last day of your 5-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 Lisbon before saying goodbye.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Make the most of what’s left of your luxury vacation in Portugal by heading out to the stunning Praça do Comércio. This extraordinary square and attraction is rated an average of 4.7 out of 5 stars in 108,290 reviews, and is an excellent choice for your last sightseeing in Lisbon.

Don’t end your vacation hungry. For one last meal in the city of Lisbon, check out the menu at Gambrinus. This popular restaurant is rated an average of 4.4 out of 5 stars by 1,334 customers.

Alternatively, another recommendation is O Arco. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.4 out of 5 stars by 807 customers.

If you prefer something slightly different, try Baía do Peixe - Terreiro do Paço. This restaurant will not let you walk out hungry. With an average rating of 4.5 out of 5 stars by 678 customers, it is truly one of the best in the city.

You will then say farewell to Lisbon 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!