Luxury 5-Day Greece Road Trip from Kalamata traveling north to Tolo and Athens

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

When you’re ready for some sightseeing, make your way to Central Square. This much-appreciated point of interest is rated 4.6 out of 5 stars in 3,737 reviews.

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

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 Kalamata. Savor the local cuisine and relax as you recount the day's experiences.

Continue the enjoyment post-dinner at Momos Bar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, GinGer offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bitter. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 luxury holiday in Greece, your road trip route will take you exploring the best of Kalamata and Mavromati. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Greece.

Make Kalamata Municipal Railway Park your first stop of the day. Previous visitors have rated this railway museum an average of 4.4 out of 5 stars in 3,060 reviews.

Next up, make a stop at Kalamata Municipal Railway Park. With an average rating of 4.5 out of 5 stars by 2,230 visitors, it's easy to understand why so many people visit this railway museum every year.

Victoria Karelias Collection of Traditional Greek Costumes is another attraction you can visit on this day of your vacation. This museum has an average rating of 4.9 out of 5 stars by 561 visitors.

Embrace the thrill of the open road as you wave goodbye to Kalamata and set your GPS to Mavromati. 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 41 min. Upon reaching Mavromati, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Archaeological Site of Ancient Messini your first stop of the day. Previous visitors have rated this point of interest an average of 4.8 out of 5 stars in 3,174 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Tolo.

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 Tolo. Savor the local cuisine and relax as you recount the day's experiences.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Red rock stands out as an excellent choice for a post-dinner cocktail.

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

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

Kallithea’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Tolo behind. This drive usually takes around 1 hour 58 min. Kallithea welcomes you with a multitude of unique vacation experiences.

Kick off the day at Stavros Niarchos Foundation Cultural Center, a top pick for today’s sightseeing. This cultural center is rated an average of 4.8 out of 5 stars in 53,342 reviews.

Today is also your chance to visit Stavros Niarchos Park. Stavros Niarchos Park is a park with an average rating of 4.8 out of 5 stars from 36,893 reviews.

Continue your road trip and head to your next destination, Athens. This car ride takes around 16 min.

Kick off the day at National Garden of Athens, a top pick for today’s sightseeing. This park is rated an average of 4.6 out of 5 stars in 36,206 reviews.

Today is also your chance to visit National Archaeological Museum of Athens. National Archaeological Museum of Athens is a national museum with an average rating of 4.6 out of 5 stars from 28,892 reviews. Attracting more than 594,219 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Ancient Agora of Athens is another top attraction we highly recommend you visit today. This archaeological site is rated an average of 4.7 out of 5 stars by 32,433 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Athens.

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

Discover the culinary delights of Athens by securing a reservation at Spondi. Esteemed for its , this restaurant offers a remarkable selection of french cuisine. For an alternative dining experience, try Hytra, renowned for its delicious modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to The Zillers, a highly recommended local eatery celebrated for its mouthwatering contemporary and greek menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Keep the excitement of the evening going by going to a bar or two. Μαύρος Γάτος is an excellent place to start. You could also check out Kuko's The Bar, offering a different kind of charm. A last recommendation for the day is Tiki Bar Athens. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Wake up to day 4 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 Kalamata, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Athens.

Make Acropolis Museum one of your first sightseeing stops in Athens. Rated an average of 4.7 out of 5 stars by 64,209 travelers, a visit to this local attraction makes for a great introduction to the area. This archaeological museum attracts 814,565 visitors every year.

Acropolis of Athens is a worthwhile attraction you can visit next. This acropolis is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 121,830 reviews. Up to 1,807,580 travelers visit this site every year to make their time in Athens special.

Today is also the perfect opportunity to drop by Parthenon. This ancient greek temple has been rated an average of 4.8 out of 5 stars by 72,885 visitors.

If you’re keen to explore more, head to Philopappos Hill. A trip to this popular park is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 18,326 previous visitors.

Another top place to visit is Temple of Olympian Zeus. This ancient greek temple enjoys an average rating of 4.5 out of 5 stars from 26,224 local and international travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Kalamata.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Kalamata.

Esteemed as a restaurant, it features an exceptional menu.

Explore the vibrant nightlife at ΚΥΤΤΑΡΟ Rock Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Rodanthos Rock n Roll Beer Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Cosi Beach Bar is perfect for those looking to extend their night with a touch of local flavor.

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.

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 Kalamata before saying goodbye.

On your last day in Greece, take time to indulge in shopping at Kalamata’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Greece. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Greece forever.

Make the most of what's left of your luxury vacation and head out to the stunning Kalamata's Castle. This extraordinary sightseeing destination and attraction is rated an average of 4.3 out of 5 stars in 1,973 reviews, and is an excellent choice for your last sightseeing in Kalamata.

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

You will then say farewell to Kalamata 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!