Luxury One-Week Greece Road Trip from Thessaloniki traveling south to Ioannina, and Trikala

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Escape for the holiday of a lifetime with this 8-day luxury road trip in Greece!

Greece 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 Greece. With this perfectly planned vacation itinerary, you will stay 3 nights in Thessaloniki, 3 nights in Ioannina, and 1 night in Trikala, experiencing the ultimate luxury vacation in Greece.

Finding the perfect luxury lodging is going to make your vacation in Greece feel truly special. The home for your 8-day luxury holiday will be only the most exclusive 5-star hotels in Greece. 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 Greece, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 8-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 Greece.

Throughout your exclusive vacation in Greece, 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 Greece. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Greece.

This exclusive travel plan is designed to include everything you need to have the best vacation in Greece. By booking this luxury holiday package, you can avoid spending hours researching and planning your 8-day road trip in Greece. 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 Greece before and after booking. Our flexible trip planning means you will be able to explore Thessaloniki, Ioannina, Kastraki, Kalambaka, Trikala, and Kato Palaiokarya 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 Greece.

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

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Day 1

Day 1 – Thessaloniki - arrival day

  • Thessaloniki - Arrival day
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  • Aristotelous Square
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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!

Kick off the day at Aristotelous Square, a top pick for today’s sightseeing. This square is rated an average of 4.7 out of 5 stars in 42,109 reviews.

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

After a long day of discovering the unique quirks of Greece, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Thessaloniki so you can check out the menus and make advance reservations.

Enjoy a delicious meal at Kitchen Bar, a highly-rated dining destination in Thessaloniki. If you're eager to try something different, consider The Greek, another top spot with a tantalizing menu. You might also want to secure a reservation at Phanós. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Thessaloniki this evening.

After your meal, keep the night alive at a bar like Beetle Bar, known for its lively atmosphere. Vogatsikou 3 is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Souel offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 8-day luxury vacation in Greece and look forward to more fantastic days to come!

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Day 2

Day 2 – Thessaloniki

  • Thessaloniki
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Drive 9 km, 1 hour 16 min

  • Kapani Market
  • Archaeological Museum of Thessaloniki
  • Arch of Galerius
  • Ataturk Museum of Thessaloniki
  • Heptapyrgion of Thessalonica
  • More

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

Begin your sightseeing with a visit to Kapani. This extraordinary market is rated an average of 4.4 out of 5 stars by 11,747 visitors.

Next, make your way to Archaeological Museum Of Thessaloniki. This top attraction is an archaeological museum with an average rating of 4.7 out of 5 stars by 7,165 visitors.

We also recommend a visit to Arch Of Galerius And Rotunda. This tetrapylon is rated 4.6 out of 5 stars by 12,542 travelers.

If you’re keen to keep exploring, visit Atatürk Museum. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 8,010 travelers.

Today is also your chance to spend some time at Heptapyrgion Of Thessaloniki. This point of interest is rated an average of 4.6 out of 5 stars by 5,777 travelers.

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 Thessaloniki for you, so you can check out the menus and make your reservation in advance.

Enjoy a lovely meal at Mamalouka, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Clochard is another top choice with a popular menu. You could also check for a table at Sofi's House Restaurant. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Thessaloniki tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Castra- All Day Terrace Bar, a well-loved spot among locals and tourists. Or, head to Barbaben - Μπαρ/μπα/μπεν. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Apallou, another top-rated place in the area.

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

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Day 3

Day 3 – Thessaloniki, and Ioannina

  • Ioannina
  • Thessaloniki
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Drive 265 km, 3 hours 26 min

  • White Tower of Thessaloniki
  • Cathedral of Agia Sophia Thessaloniki
  • Agia Sofia Square
  • Church of St Demetrios
  • More

On day 3 of your luxury holiday in Greece, your road trip route will take you exploring the best of Thessaloniki. The day's journey will conclude in Ioannina, a city that offers you comfort and relaxation for 3 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Greece.

Your sightseeing of the day begins at White Tower Of Thessaloniki, a remarkable fortified tower where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 52,379 reviews. Each year, this popular place of interest welcomes approximately 290,192 visitors.

Next, satisfy your wanderlust at Holy Church Of Hagia Sophia. This church has an average rating of 4.7 out of 5 stars from 5,861 travelers.

Agias Sofias Square is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 10,374 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Holy Church Of Saint Demetrius, Patron Saint Of Thessalonica. This well-loved church boasts a 4.9 out of 5-star rating from 6,316 reviews.

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

After exploring the unique sights of Greece, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Ioannina for you so you can browse their menus in advance and make a reservation.

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

Keep the evening going at ⚜ V E D E M A ⚜, a great choice for enjoying the after-dinner hours with a drink. You could also go to Hogwarts Tales And Spirits, which offers a similarly pleasant setting and great drinks. Another option is Chevalier, which provides an inviting environment for unwinding after a busy day out.

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

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Day 4

Day 4 – Ioannina

  • Ioannina
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Drive 50 km, 1 hour 22 min

  • Vrellis Greek History Museum (Wax Museum)
  • Perama Cave
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Day 4 of your luxury road trip in Greece begins and concludes in the city of Ioannina. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Ioannina, where you still have 2 nights nights remaining.

Drop by the renowned Μουσείο Ελληνικής Ιστορίας Παύλου Βρέλλη. This popular museum has been rated an average of 4.8 out of 5 stars by 7,288 visitors.

Another unforgettable place to experience is The Clock Tower Of Ioannina. Rated 4.7 out of 5 stars by 2,053 visitors, this point of interest deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Litharitsia Park. This park has been rated an average of 4.5 out of 5 stars in 2,169 reviews.

Another favorite attraction in the area is Cave Of Perama. This show cave and popular place of interest enjoys a rating of 4.8 out of 5 stars from 6,901 local and international travelers.

If you’re keen to explore even more, then consider a visit to Ιερά Μονή Ντουραχάνης. With an average rating of 4.9 out of 5 stars from 471 travelers, this place of worship is an attraction many avid travelers highly recommend visiting while in Ioannina.

After a long day of discovering the unique quirks of Greece, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Ioannina so you can check out the menus and make advance reservations.

Treat yourself to a wonderful meal at Accademia Del Panino, a top-rated dining spot in Ioannina. If you're in the mood for something new, try Spitaki με θέα, another premier location with a delectable menu. You might also want to book a table at Ntrampatoba. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Ioannina.

If you’re not ready to end the night just yet, Scala offers a perfect venue to relax and savor a drink. Similarly, Route 66 Bar is well-suited for those looking to unwind in a social setting. Παλιά Αγορά 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 Greece has plenty more in store for you.

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Day 5

Day 5 – Ioannina

  • Ioannina
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Drive 4 km, 41 min

  • Byzantine Museum of Ioannina
  • Ich Kale Acropolis of Ioannina
  • Silversmithing Museum
  • Castle of Ioannina
  • More

Day 5 of your luxury road trip in Greece begins and concludes in the city of Ioannina. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Ioannina, where you still have 1 night nights remaining.

A top pick for your self-guided sightseeing tour today is Museum "arslan Pasha". Previous visitors have rated this sightseeing destination an average of 4.4 out of 5 stars in 1,225 reviews.

Byzantine Museum Of Ioannina is a local recommendation that you also can pay a visit today. This museum is rated an average of 4.4 out of 5 stars in 520 reviews.

Another attraction you won't want to miss is Ic Kale Acropolis Of Ioannina. This point of interest is rated an average of 4.8 out of 5 stars in 3,340 reviews.

Silversmithing Museum Of Ioannina is another outstanding experience in Ioannina. Around 1,583 travelers have rated this museum an average of 4.8 out of 5 stars.

If you long for more, Ioannina Castle is not far away. This castle is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 11,630 reviews.

After exploring the unique sights of Greece, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Ioannina for you so you can browse their menus in advance and make a reservation.

Have a fantastic dining experience at Φρόντζου Πολιτεία - Frontzu Politia Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Papi Cafe Bistro offers an enticing alternative with its varied menu. Additionally, PRESVEIA Restaurant Meze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Ioannina.

Cap off your dinner by heading to Spitaki, ideal for a leisurely evening with a drink in hand. American Bar is another bar that offers an enjoyable setting. Similarly, Olympic is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 6

Day 6 – Ioannina, Kastraki, Kalambaka, and Trikala

  • Trikala
  • Kastraki
  • Meteora
  • More

Drive 139 km, 3 hours 24 min

  • Meteora
  • The Great Meteoron Holy Monastery of the Transfiguration of the Saviour
  • Monastery of Varlaam
  • More

Wake up to day 6 of your luxury road trip holiday in Greece! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Trikala, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Kastraki, and Kalambaka.

Fasten your seatbelt and make your way to your next stop. Kastraki, 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 Ioannina to Kastraki may take around 1 hour 44 min without traffic disruptions. Upon arrival in Kastraki, we highly recommend checking out some of the top attractions.

Take the opportunity to see Meteora. This attraction has an average rating of 4.9 out of 5 stars from 37,365 visitors.

Holy Monastery Of The Great Meteoron -transfiguration Of The Saviour is another sightseeing hotspot in the area. This place of worship has been rated an average of 4.8 out of 5 stars by 8,630 travelers.

Kastraki is also the home of Monastery Of Varlaam. Around 6,965 people have rated this church an average of 4.8 out of 5 stars.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Kalambaka. This drive usually takes around 11 min, without any stops or traffic disruptions.

Take the opportunity to see Holy Monastery Of Saint Stephan. This attraction has an average rating of 4.7 out of 5 stars from 3,838 visitors.

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

In Trikala, 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 ALVEO, a top pick for dinner tonight. Alternatively, Trikala Fortress beckons with its unique menu offerings. Also, consider Palia Istoria. With its consistent customer satisfaction, it’s an excellent option for dining in Trikala tonight.

To truly maximize your evening out, consider visiting Σουίτα Art Cafe after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Factory Café, another bar with an inviting ambiance. Similarly, The Love Shake also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 7

Day 7 – Trikala, Kato Palaiokarya, and Thessaloniki

  • Thessaloniki
  • Trikala
  • Kato Palaiokarya
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Drive 271 km, 3 hours 46 min

  • Trikala City Center Square
  • Central Bridge
  • The arch bridge waterfall of Paleokaria
  • Matsopoulos Park
  • Byzantine Castle of Trikala
  • More

Wake up to day 7 of your luxury holiday in Greece! Remember to have a hearty breakfast because today will be filled with memorable adventures in Trikala, and Kato Palaiokarya. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to Trikala City Center Square. This park is rated an average of 4.7 out of 5 stars from 4,007 visitors.

Central Bridge is another popular attraction you could visit today. This sightseeing destination has a rating of 4.8 out of 5 stars from 2,997 visitors.

Matsopoulos Park is also highly recommended by travelers. This park has a rating of 4.7 out of 5 stars from 8,917 visitors.

Byzantine Castle Of Trikala is an attraction you won’t want to miss. This sightseeing destination is rated an average of 4.6 out of 5 stars in 2,109 reviews.

Drop by the renowned Stone Bridge And Waterfall Of Palaiokarya. This popular point of interest has been rated an average of 4.9 out of 5 stars by 3,980 visitors.

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

Discover a world of culinary delights in Thessaloniki, 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.

Enjoy a delicious meal at Ενοχές Bar, a top-rated dining destination in Thessaloniki. If you're in the mood to try something new, consider Ο Λουτρός, another top spot with a mouthwatering menu. You might also want to secure a reservation at rOOTS. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Thessaloniki this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Πειρατής Cafe-bar, known for its inviting atmosphere. In Rock Cafe Bar is another great option if you’re looking for a place to get the night started. Similarly, Tribeca provides a great setting to enjoy the night away.

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

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Day 8

Day 8 – Thessaloniki - departure day

  • Thessaloniki - Departure day
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  • The Umbrellas by Zongolopoulos
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Today is the last day of your 8-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.

Maximize your last day in Greece and go on a shopping spree in Thessaloniki’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Greece.

Make the most of what's left of your luxury vacation and head out to the stunning The Umbrellas Sculpture By Zogolopoulos. This extraordinary sightseeing destination and attraction is rated an average of 4.7 out of 5 stars in 13,884 reviews, and is an excellent choice for your last sightseeing in Thessaloniki.

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

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!

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