Luxury 5-Day Greece Road Trip from Thessaloniki traveling south to 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 42,159 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 Kanoula. With an average rating of 4.8 out of 5 stars by 2,335 customers, it’s truly one of the best restaurants in the whole of Thessaloniki.

If you feel like having something slightly different, check out rOOTS. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 2,104 customers, it’s one that most guests enjoy.

Kitchen Bar is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Thessaloniki, and has an impressive average rating of 4.3 out of 5 stars by 9,067 customers.

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.

Or, why not continue your evening at Wall by Wall, rated an average of 4.5 out of 5 stars among 4,128 guests.

Another bar where you can have a great time tonight is Loupino Restaurant. This bar has an average rating of 4.4 out of 5 stars by 3,657 customers.

Raise a toast to the start of your 5-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 Holy Church of Saint Demetrius, Patron Saint of Thessalonica. This attraction is a church and has an average rating of 4.9 out of 5 stars by 5,909 visitors.

Next up on your agenda, you’ll find the extraordinary Atatürk Museum. This attraction is rated an average of 4.6 out of 5 stars by 7,650 visitors.

If you, like many others, have been feeling curious about the spectacular Archaeological Museum of Thessaloniki archaeological museum, then you should definitely take the opportunity to visit this attraction today.

The outstanding White Tower of Thessaloniki is another stop you can visit today in Thessaloniki. This fortified tower is a highly recommended attraction in the city. Rated at an average of 4.7 out of 5 stars by 51,335 visitors, it’s one many travelers find worthy of a visit. This place of interest usually attracts more than 290,192 visitors per year.

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 Giok Balik. This restaurant is a local favorite and has an average rating of 4.4 out of 5 stars by 4,336 customers.

Alternatively, another top-rated restaurant in the city is Sebriko. This one-of-a-kind restaurant is rated an average of 4.6 out of 5 stars by 2,978 customers.

A common recommendation among luxury travelers who have vacationed Thessaloniki before is Charoupi. This restaurant has a popular menu, deserving of an average rating of 4.6 out of 5 stars by 2,912 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.

Tribeca 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 3,262 customers.

You may also want to check out Castra- All Day Terrace Bar. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Castra- All Day Terrace Bar is rated an average of 4.5 out of 5 stars by 2,882 customers.

Alternatively, head out to The Blue Cup | Creative bar. The Blue Cup | Creative bar has an average rating of 4.6 out of 5 stars by 2,254 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 Trikala. You’ll stay in Trikala 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 11,618 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 Agias Sofias Square. With an average rating of 4.6 out of 5 stars by 10,231 visitors, it's easy to understand why so many people visit this square and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Holy Church of Hagia Sophia. This church has an average rating of 4.7 out of 5 stars by 5,652 visitors.

When you’re finished at the tetrapylon, the perfect next stop is the popular Arch of Galerius and Rotunda. This spectacular tetrapylon and attraction is rated an average of 4.6 out of 5 stars in 12,215 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Heptapyrgion of Thessaloniki. This must-see tourist destination is a remarkable attraction with an average rating of 4.6 out of 5 stars from 5,638 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 Trikala, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Ouzo Vasilis, one of the best restaurants in Trikala. This restaurant has an average rating of 4.7 out of 5 stars by 972 customers.

If you feel like having something else, locals also recommend To Chani as one of their top choices in the city. To Chani is rated an average of 4.6 out of 5 stars by 2,894 customers.

Another restaurant you could try in Trikala is Palia Istoria. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,654 customers.

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

Krypti Mpar is one of the best bars you can visit in Trikala tonight. This bar is rated an average of 4.7 out of 5 stars by 620 customers.

You can also enjoy a glass or two at a popular place like Bonjour Cafe Trikala. This bar has an average rating of 4.3 out of 5 stars from 1,081 customers.

Alternatively, try Ivy. Ivy is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.6 out of 5 stars by 766 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 holiday in Greece, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Trikala and the city of Kastraki. You’ll stay in Thessaloniki for 1 night.

Begin your adventures of the day with a visit to the outstanding Trikala City Center Square. This attraction is a park and has an average rating of 4.7 out of 5 stars by 3,972 visitors.

Next up, make a stop at the incredible Matsopoulos Park. This park and travel destination has received an average rating of 4.7 out of 5 stars in 8,887 reviews.

Joining a top-rated tour in Trikala 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.

It’s now time to hit the road again and travel to your next destination, the city of Kastraki.

Make your way to the incredible The Great Meteoron Holy Monastery of the Transfiguration of the Saviour in Kastraki for some sightseeing. This popular attraction is a place of worship and has been rated an average of 4.8 out of 5 stars by 8,527 visitors.

Another unforgettable travel destination you’ll want to pay a visit in Kastraki is the outstanding Meteora. Rated 4.9 out of 5 stars by 36,135 visitors, this remarkable monastery and attraction definitely deserves a spot on travelers' bucket lists in Greece.

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

After a long day of experiencing some of the most fantastic attractions and sights in Greece, we recommend you try The Rouga, one of the best restaurants in Thessaloniki. This restaurant has an average rating of 4.6 out of 5 stars by 2,900 customers.

If you’re keen on trying something else, locals also recommend The Greek as one of the top restaurants in the city. The Greek is rated an average of 4.5 out of 5 stars by 3,117 customers.

Another of the most recommended restaurants in Thessaloniki is Palati Thessaloniki. This restaurant has been rated an average of 4.4 out of 5 stars by 2,775 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 Menta. This bar is considered one of the best in Thessaloniki and is rated an average of 4.6 out of 5 stars by 2,241 customers.

You can also enjoy drinks at a popular bar like Apallou. This bar has an average rating of 4.4 out of 5 stars by 2,504 customers.

Alternatively, go to Kafodeio Greek. This is one of the most frequently recommended bars by locals in Thessaloniki and is rated an average of 4.6 out of 5 stars in 2,095 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!

Today is the last day of your 5-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 The Umbrellas Sculpture by Zogolopoulos. This extraordinary top-tier point of interest and attraction is rated an average of 4.7 out of 5 stars in 13,676 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 Extravaganza. This popular restaurant is rated an average of 4.6 out of 5 stars by 1,903 customers.

Alternatively, another recommendation is LOCAL Thessaloniki. 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 2,056 customers.

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!