Luxury 7-Day Greece Road Trip Vacation from Thessaloniki traveling south to Kavala, Nea Propontida, and Trikala

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

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

Start your sightseeing in the city with a visit to the fantastic Aristotelous Square. This square is a popular stop on travelers’ itineraries in Thessaloniki, with an average rating of 4.7 out of 5 stars by 37,870 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Thessaloniki. 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 Thessaloniki.

For a culinary experience you will remember, have a look at the menu at Kitchen Bar. With an average rating of 4.3 out of 5 stars by 9,067 customers, it’s truly one of the best restaurants in the whole of Thessaloniki.

If you feel like having something slightly different, check out Sebriko. This is one of the most recommended restaurants in the city. Considering its average rating of 4.6 out of 5 stars by 2,978 customers, it’s one that most guests enjoy.

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

Make your way to Pulp. This bar promises a great atmosphere for your celebrations and has an average rating of 4.7 out of 5 stars by 1,573 customers.

Raise a toast to the start of your 7-day luxury vacation in Greece and look forward to more fantastic days to come!

On day 2 of your exciting luxury holiday across Greece you will continue exploring the city of Thessaloniki. You still have 2 nights left in the city. Enjoy your break from the road and spend this day sightseeing and eating at some of the best restaurants in Thessaloniki. Your accommodation will be conveniently located close to several of the best attractions in the city.

Start your sightseeing of the day with a visit to the fantastic Agias Sofias Square. This attraction is a square and has an average rating of 4.6 out of 5 stars by 9,307 visitors.

Next up on your agenda, you’ll find the extraordinary Holy Church of Hagia Sophia. This attraction is rated an average of 4.7 out of 5 stars by 4,618 visitors.

If you, like many others, have been feeling curious about the spectacular White Tower of Thessaloniki fortified tower, then you should definitely take the opportunity to visit this attraction today. White Tower of Thessaloniki has an average rating of 4.7 out of 5 stars by 43,953 visitors and is visited by up to 290,192 people every year.

The outstanding The Umbrellas by Zongolopoulos is another stop you can visit today in Thessaloniki. This must-see tourist destination is a highly recommended attraction in the city. Rated at an average of 4.7 out of 5 stars by 12,539 visitors, it’s one many travelers find worthy of a visit.

Exploring new places makes you hungry. Luckily Thessaloniki has multiple restaurants that offer fantastic dining experiences you’ll appreciate after a long day of sightseeing.

If you’re curious about the best restaurant in Thessaloniki, make sure to check out Charoupi. This restaurant is a local favorite and has an average rating of 4.6 out of 5 stars by 2,912 customers.

Alternatively, another top-rated restaurant in the city is The Rouga. This one-of-a-kind restaurant is rated an average of 4.6 out of 5 stars by 2,900 customers.

A common recommendation among luxury travelers who have vacationed Thessaloniki before is The Greek. This restaurant has a popular menu, deserving of an average rating of 4.5 out of 5 stars by 3,117 customers.

If you’re not yet ready to head back to your hotel, check out some of the bars in the area and experience the local nightlife.

Apallou is one of the best bars in Thessaloniki and the perfect place for an after-dinner drink. This bar has an average rating of 4.4 out of 5 stars by 2,504 customers.

You may also want to check out Kafodeio Greek. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Kafodeio Greek is rated an average of 4.6 out of 5 stars by 2,095 customers.

Alternatively, head out to LOCAL Thessaloniki. LOCAL Thessaloniki has an average rating of 4.4 out of 5 stars by 2,056 customers and is a top choice among travelers as well as locals.

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

On day 3 of your luxury road trip holiday in Greece you will have the opportunity to experience two destinations in one day, the city of Thessaloniki and the city of Kavala Prefecture. You’ll stay in Kavala Prefecture for 1 night.

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

Make the amazing Kapani your first stop of the day. The average rating of 4.4 out of 5 stars by 9,697 visitors gives you an idea of what to expect from this market and attraction before you head there.

Next up, make a stop at the incredible Archaeological Museum of Thessaloniki. With an average rating of 4.7 out of 5 stars by 5,949 visitors, it's easy to understand why so many people visit this archaeological museum and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Atatürk Museum. This house museum has an average rating of 4.6 out of 5 stars by 5,828 visitors.

When you’re finished at the top-tier point of interest, the perfect next stop is the popular Heptapyrgion of Thessaloniki. This spectacular top-tier point of interest and attraction is rated an average of 4.6 out of 5 stars in 4,925 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Acropolis of Thessaloniki. This park is a remarkable attraction with an average rating of 4.7 out of 5 stars from 2,790 visitors.

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

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

After a long day of driving and exploring, we recommend you try To Araliki, one of the best restaurants in Kavala Prefecture. This restaurant has an average rating of 4.8 out of 5 stars by 1,214 customers.

If you feel like having something else, locals also recommend Tsalapeteinos (Tsalapeteinos Urban Farm) as one of their top choices in the city. Tsalapeteinos (Tsalapeteinos Urban Farm) is rated an average of 4.5 out of 5 stars by 2,267 customers.

Another restaurant you could try in Kavala Prefecture is Apiko Tsipoyradiko. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 1,476 customers.

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

1901 Old Town Cafe Wine Bar is one of the best bars you can visit in Kavala Prefecture tonight. This bar is rated an average of 4.8 out of 5 stars by 331 customers.

You can also enjoy a glass or two at a popular place like Lychnari Cafe. This bar has an average rating of 4.7 out of 5 stars from 139 customers.

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

On day 4 of your luxury road trip holiday in Greece you will have the opportunity to experience two destinations in one day, Thessaloniki and the city of Νέα Μουδανιά. You’ll stay in Νέα Μουδανιά for 1 night.

Your day starts in Thessaloniki.

Make the amazing Kavala Fortress your first stop of the day. The average rating of 4.6 out of 5 stars by 5,883 visitors gives you an idea of what to expect from this top-tier point of interest and attraction before you head there.

Next up, make a stop at the incredible Dimokratias Square. With an average rating of 4.5 out of 5 stars by 5,032 visitors, it's easy to understand why so many people visit this park and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Ancient theatre of Philippi. This greek theatre has an average rating of 4.8 out of 5 stars by 2,756 visitors.

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

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

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

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

On day 5 of your luxury holiday in Greece, wonderful attractions await. Today you have the opportunity to discover two places in one day, Thessaloniki and Trikala. You’ll stay in Trikala for 1 night.

Joining a top-rated tour in Thessaloniki is another excellent way to spend your luxury holiday in Greece. The best tours in this destination will take you on a discovery of some of Greece’s most well-known attractions and best-kept secrets.

Make your way to the incredible Sports Park St. George Trikala in Trikala for some sightseeing. This popular attraction is a park and has been rated an average of 4.8 out of 5 stars by 1,273 visitors.

Another unforgettable travel destination you’ll want to pay a visit in Trikala is the outstanding Matsopoulos Park. Rated 4.7 out of 5 stars by 6,946 visitors, this remarkable park and attraction definitely deserves a spot on travelers' bucket lists in Greece.

We also recommend a visit to the popular Central Bridge. This attraction, a stunning best-rated sightseeing destination, has been rated an average of 4.8 out of 5 stars by 2,555 travelers.

If you’re keen to explore even more, then consider a visit to the fantastic Trikala City Center Square. With an average rating of 4.7 out of 5 stars from 3,717 travelers, this is a highly recommended stop on your luxury road trip through Greece.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Trikala.

After a long day of experiencing some of the most fantastic attractions and sights in Greece, we recommend you try To Chani, one of the best restaurants in Trikala. This restaurant has an average rating of 4.6 out of 5 stars by 2,894 customers.

If you’re keen on trying something else, locals also recommend Palia Istoria as one of the top restaurants in the city. Palia Istoria is rated an average of 4.5 out of 5 stars by 1,654 customers.

Another of the most recommended restaurants in Trikala is Ladophánaro. This restaurant has been rated an average of 4.6 out of 5 stars by 1,212 customers.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks.

If you’re not yet ready to call it a day, pop into the top-rated Krypti Mpar. This bar is considered one of the best in Trikala and is rated an average of 4.7 out of 5 stars by 620 customers.

You can also enjoy drinks at a popular bar like Ivy. This bar has an average rating of 4.6 out of 5 stars by 766 customers.

Alternatively, go to The Love Shake. This is one of the most frequently recommended bars by locals in Trikala and is rated an average of 4.6 out of 5 stars in 655 reviews.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your luxury road trip in Greece awaits!

On day 6 of your luxury road trip holiday in Greece you will have the opportunity to experience two destinations in one day, the city of Thessaloniki and the city of Thessaloniki. You’ll stay in Thessaloniki for 1 night.

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

Make the amazing Main Observation Deck of Meteora your first stop of the day. The average rating of 4.9 out of 5 stars by 1,347 visitors gives you an idea of what to expect from this must-see tourist destination and attraction before you head there.

Next up, make a stop at the incredible The Great Meteoron Holy Monastery of the Transfiguration of the Saviour. With an average rating of 4.8 out of 5 stars by 7,417 visitors, it's easy to understand why so many people visit this place of worship and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Monastery of Varlaam. This church has an average rating of 4.8 out of 5 stars by 5,819 visitors.

When you’re finished at the monastery, the perfect next stop is the popular Meteora. This spectacular monastery and attraction is rated an average of 4.9 out of 5 stars in 30,168 reviews.

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

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

After a long day of driving and exploring, we recommend you try Palati Thessaloniki, one of the best restaurants in Thessaloniki. This restaurant has an average rating of 4.4 out of 5 stars by 2,775 customers.

If you feel like having something else, locals also recommend LOCAL Thessaloniki as one of their top choices in the city. LOCAL Thessaloniki is rated an average of 4.4 out of 5 stars by 2,056 customers.

Another restaurant you could try in Thessaloniki is Pantheon Bar. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,765 customers.

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

ARC | espresso • wine bar is one of the best bars you can visit in Thessaloniki tonight. This bar is rated an average of 4.4 out of 5 stars by 1,816 customers.

You can also enjoy a glass or two at a popular place like Enoches Bar. This bar has an average rating of 4.3 out of 5 stars from 1,608 customers.

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

Today is the last day of your 7-day luxury holiday in Greece and it’s soon time to start your journey home. This is your chance to get one last glimpse of Thessaloniki 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 Greece by heading out to the stunning Arch of Galerius and Rotunda. This extraordinary tetrapylon and attraction is rated an average of 4.6 out of 5 stars in 10,650 reviews, and is an excellent choice for your last sightseeing in Thessaloniki.

Don’t end your vacation hungry. For one last meal in the city of Thessaloniki, check out the menu at Ta Tria Goyroynakia, Three Little Pigs. This popular restaurant is rated an average of 4.5 out of 5 stars by 1,672 customers.

Alternatively, another recommendation is ARC | espresso • wine bar. 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 1,816 customers.

If you prefer something slightly different, try The Cretan Cafe. This restaurant will not let you walk out hungry. With an average rating of 4.5 out of 5 stars by 1,366 customers, it is truly one of the best in the city.

You will then say farewell to Thessaloniki 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 Greece in your luggage!