Luxury 9-Day Relaxed Greece Road Trip Vacation from Kalamata to Athens

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Ease into an exclusive 9-day relaxed road trip across Greece, the perfect retreat for those seeking calm and luxury. Travel through Kalamata, Kharavgi, Pylos, Chora, Mavromati, Corinth, Athens, Kallithea, Palaio Faliro, and Spata, where you'll discover serene elegance at every turn.

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 itinerary, you will stay 3 nights in Kalamata, and 5 nights in Athens, experiencing a stress-free luxury vacation in Greece.

Finding the perfect luxury lodging is going to make your vacation in Greece feel truly special. The home for your 9-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 9-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. We recommend you take the opportunity to explore the shopping experiences available to you in Kalamata. Here you can find unique souvenirs to preserve the memory of your relaxed 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 9-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 Kalamata, Kharavgi, Pylos, Chora, Mavromati, Corinth, Athens, Kallithea, Palaio Faliro, and Spata 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 services in Greece fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your relaxing luxury holiday in Greece today!

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Day 1

Day 1 – Kalamata - arrival day

  • Kalamata - Arrival day
  • More
  • Municipal Railway Park of Kalamata
  • More

Your relaxed luxury holiday in Greece begins as soon as you reach the city of Kalamata, your home for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and set off on a relaxed drive to discover Greece.

Make Kalamata Municipal Railway Park one of your first sightseeing stops in Kalamata. Rated an average of 4.4 out of 5 stars by 3,117 travelers, a visit to this local attraction makes for a great introduction to the area.

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 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 Kalamata for you so you can browse their menus in advance and make a reservation.

Treat yourself to a wonderful meal at THE CHAGIATI, a top-rated dining spot in Kalamata. If you're in the mood for something new, try Sto Kyma, another premier location with a delectable menu. You might also want to book a table at Luna Lounge. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Kalamata.

After savoring a delicious meal, step into the vibrant nightlife at Momos Bar, where the evening is just getting started. In the same way, Ginger offers a unique charm perfect for experiencing the local bar scene in Kalamata. Bitter is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to the start of your relaxed 9-day luxury vacation in Greece and look forward to more fantastic days to come!

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Day 2

Day 2 – Kalamata, Kharavgi, Pylos, Chora, and Mavromati

  • Kalamata
  • Charaygi
  • Pylos
  • Chora
  • Mavromati
  • More

Drive 174 km, 3 hours 51 min

  • Polylimnio Waterfalls
  • Pylos Central Square
  • Mycenean Palace of Nestor at Pylos
  • Archaeological Site of Ancient Messini
  • Kalamata's Castle
  • More

Day 2 of your luxury road trip in Greece is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Kalamata. After a day of sightseeing, return to the city, where you still have 1 night left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Kalamata, savoring the local culinary delights.

Start your sightseeing with a visit to Kalamata's Castle. This sightseeing destination is rated an average of 4.3 out of 5 stars from 2,027 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Kharavgi. This drive usually takes around 46 min, without any stops or traffic disruptions.

Kick off the day at Polylimnio Waterfalls, a top pick for today’s sightseeing. This point of interest is rated an average of 4.7 out of 5 stars in 3,577 reviews.

Pylos’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Kharavgi behind. This drive usually takes around 34 min. Pylos welcomes you with a multitude of unique vacation experiences.

A top pick for your self-guided sightseeing tour today is Pylos. Previous visitors have rated this city an average of 4.6 out of 5 stars in 4,524 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Chora. This drive usually takes around 25 min, without any stops or traffic disruptions.

Make Palace Of Nestor your first stop of the day. Previous visitors have rated this archaeological site an average of 4.6 out of 5 stars in 1,575 reviews.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Kalamata.

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

Treat yourself to a delightful dinner at Blossom Owl / Coffee Shop / Roastery, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ego Bar? It's another excellent option with a diverse menu. Consider reserving a table at Horizon Blu as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Kalamata.

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.

Raise a toast to another stress-free day of your luxury holiday in Kharavgi, Greece and seize the opportunity to truly relax.

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Day 3

Day 3 – Kalamata, Corinth, Gefyra Isthmou, and Athens

  • Athens
  • Corinth
  • More

Drive 249 km, 3 hours

  • Acrocorinth
  • Archaeological Museum of Ancient Corinth
  • Corinth Canal
  • More

On day 3 of your relaxed luxury holiday in Greece, wonderful attractions await. Today you have the opportunity to discover 2 remarkable destinations — Corinth, and Gefyra Isthmou.

As you’ve unraveled the marvels of Kalamata, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Corinth may take around 1 hour 43 min. Upon your arrival in Corinth, you’ll be greeted with the opportunity to do some sightseeing and exploring.

An excellent attraction to start your day with is Acrocorinth. This acropolis is rated an average of 4.7 out of 5 stars in 4,392 reviews.

Continue your journey at Archaeological Museum Of Ancient Corinth. This archaeological museum is rated 4.7 out of 5 stars by 2,530 travelers from near and far.

Corinth is also the home of Temple Of Apollo. This sightseeing destination has an average rating of 4.7 out of 5 stars from 2,858 visitors.

When you’ve had your share of Corinth, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Gefyra Isthmou. Your travel time is around 12 min.

When you’re ready for some sightseeing, make your way to Corinth Canal East Entrance. This much-appreciated sightseeing destination is rated 4.7 out of 5 stars in 7,514 reviews.

As the day is coming to an end, it's time to make your way to your home for the night. On this day of your exclusive holiday, you will stay at a luxury hotel in Athens. With a variety of popular luxury lodging options available in the city, you'll have the opportunity to select the perfect retreat to unwind and pamper yourself in style.

Discover a world of culinary delights in Athens, 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.

Experience a symphony of flavors at Spondi in Athens by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Spondi delights its guests with its exceptional variety of meals showcasing delicious french cuisine. For a palate-pleasing alternative, make sure to dine at Hytra, acclaimed for its delectable modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at The Zillers, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for contemporary, and greek cuisine in the city.

After your meal, keep the night alive at a bar like Μαύρος Γάτος, known for its lively atmosphere. Kuko's The Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Tiki Bar Athens offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and toast to another unforgettable day of your relaxed luxury holiday in Greece!

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Day 4

Day 4 – Athens, Kallithea, and Palaio Faliro

  • Athens
  • Kallithea
  • Palaio Faliro
  • More

Drive 25 km, 1 hour 19 min

  • Stavros Niarchos Park
  • Stavros Niarchos Foundation Cultural Center
  • Water Square
  • Palaio Faliro Park
  • Pani Hills
  • More

On day 4 of your luxurious vacation in Greece, you’ll start and end your day in Athens, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Athens, where you'll stay for 4 nights more.

Journey into the unknown at Pani Hill, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.7 out of 5 stars from 3,637 reviews.

Fasten your seatbelt and make your way to your next stop. Kallithea, 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 Athens to Kallithea may take around 13 min without traffic disruptions. Upon arrival in Kallithea, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Stavros Niarchos Park. This park is a popular stop on travelers’ itineraries in Kallithea, with an average rating of 4.8 out of 5 stars by 37,443 visitors.

Stavros Niarchos Foundation Cultural Center is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 53,996 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Water Square. Visitors have rated this park an average of 4.5 out of 5 stars in 5,266 reviews.

Set your GPS to Palaio Faliro and hit the road. Expect a journey of approximately 4 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Palaio Faliro beckons with new experiences!

Journey into the unknown at Palaio Faliro, a unique attraction awaiting your visit. This remarkable city has an average rating of 4.6 out of 5 stars from 8,212 reviews.

When you’re done exploring for the day, you’ll return to Athens and your accommodation.

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.

Enjoy a lovely meal at Cookoovaya, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Karamanlidika is another top choice with a popular menu. You could also check for a table at Due Pentole - Ιταλικό εστιατόριο. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Athens tonight.

After enjoying a fulfilling meal, continue your evening at Brettos, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Upupa Epops - The Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Lot 51 provides an excellent environment for a relaxed and enjoyable evening.

Relax and enjoy an amazing evening in Athens, and get ready for more fantastic days to come on your relaxed luxury vacation in Greece!

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Day 5

Day 5 – Athens

  • Athens
  • More

Drive 7 km, 52 min

  • National Archaeological Museum of Athens
  • Acropolis Museum
  • Odeon of Herodes Atticus
  • Acropolis of Athens
  • Parthenon
  • More

Day 5 of your luxury road trip means another day to soak in the splendor of Greece. At the city of Athens, you will continue your laid-back luxury holiday in the best possible way. Enjoy the best sights, the most exciting activities, and the finest restaurants in the city. You have ample opportunities to make your 3 nights in the city more special.

Make National Archaeological Museum Of Athens your first stop of the day. Previous visitors have rated this national museum an average of 4.6 out of 5 stars in 29,596 reviews. More than 594,219 people visit this place of interest every year.

Next up, make a stop at Acropolis Museum. With an average rating of 4.7 out of 5 stars by 65,819 visitors, it's easy to understand why so many people visit this archaeological museum every year. In fact, this attraction welcomes 814,565 annual visitors.

Odeon Of Herodes Atticus is another attraction you can visit on this day of your vacation. This odeon has an average rating of 4.9 out of 5 stars by 15,092 visitors.

When you’re finished at Odeon Of Herodes Atticus, the perfect next stop is Acropolis Of Athens. This acropolis is rated an average of 4.8 out of 5 stars in 123,792 reviews. Acropolis Of Athens attracts approximately 1,807,580 visitors annually.

If you’re keen to explore even more, then consider a visit to Parthenon. This ancient greek temple is a top place to visit, with a rating of 4.8 out of 5 stars from 74,124 reviews.

You can learn more about Athens today by going on a tour. Athens offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites below.

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.

Don’t miss out on dining at ELLYZ Cafe Athens, a top-rated dining destination in Athens. If you're in the mood to try something new, consider Ama Lachei, another top spot with a mouthwatering menu. You might also want to secure a reservation at Kuzina. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Athens this evening.

Cap off your dinner by heading to Διακοπεσ Καφέ-μπαρ, ideal for a leisurely evening with a drink in hand. 360 Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Bolivar Beach Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 6

Day 6 – Athens

  • Athens
  • More

Drive 5 km, 1 hour

  • Monastiraki Square
  • Roman Forum of Athens (Roman Agora)
  • Temple of Olympian Zeus
  • Athens National Garden
  • Benaki Museum
  • More

Day 6 of your luxury holiday in Greece is another opportunity to leisurely explore the spectacular city of Athens. You still have 2 nights in Athens, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Athens to the fullest.

Journey into the unknown at Monastiraki Square 6, a unique attraction awaiting your visit. This remarkable rescue excavation has an average rating of 4.5 out of 5 stars from 17,322 reviews.

When you’re ready to continue your sightseeing, Roman Agora is a recommended place to visit. This square is rated an average of 4.5 out of 5 stars in 13,101 reviews.

Another must-see attraction in Athens is Temple Of Olympian Zeus. Rated an average of 4.5 out of 5 stars by 26,652 travelers, this popular tourist destination in Athens offers an experience you will remember.

National Garden Of Athens is another popular stop on travelers' itineraries in Athens. This park promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 36,683 reviews.

Lastly, don't miss out on Benaki Museum. Rated 4.7 out of 5 stars by 6,128 local and international travelers, it's a popular place to visit. This art museum gets closer to 41,852 visits every year.

One of the most unique ways of discovering what else Athens has to offer is by going on a top-rated tour. Be sure to check out all the experiences Athens offers and add your favorites to your Greece travel package below.

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 Athens so you can check out the menus and make advance reservations.

Make sure to book a table at Peñarrubia Lounge, a popular restaurant in Athens. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Athens at Tavern Klimataria (est.1927), a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Efcharis restaurant. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Athens tonight.

Round off your dining experience by visiting Juan Rodriguez Bar •compañia De Bebida, a prime location for a drink. Alternatively, explore the distinctive characteristics of Ippopotamos, a bar catering to every mood and preference. Laluk Cafe-bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 7

Day 7 – Athens

  • Athens
  • More

Drive 30 km, 1 hour 25 min

  • Philopappos Hill
  • Ancient Agora of Athens
  • Temple of Hephaestus
  • Technopolis City of Athens
  • Nea Filadelfeia Forest
  • More

On day 7 of your relaxed luxury holiday across Greece, you'll continue your adventures in the city of Athens. You'll explore Athens, taking breaks from the road for some sightseeing. At the end of day, you'll dine at some of Athens's best restaurants and bars conveniently located close to your accommodation, making the most of your remaining 1 night in the area.

Kick off the day at Philopappos Hill, a top pick for today’s sightseeing. This park is rated an average of 4.8 out of 5 stars in 18,588 reviews.

Today is also your chance to visit Ancient Agora Of Athens. Ancient Agora Of Athens is an archaeological site with an average rating of 4.7 out of 5 stars from 32,962 reviews.

Temple Of Hephaestus is another top attraction we highly recommend you visit today. This ancient greek temple is rated an average of 4.8 out of 5 stars by 8,335 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Technopolis City Of Athens. This museum is rated an average of 4.5 out of 5 stars by 15,919 visitors.

To immerse yourself in more memorable moments in Athens, check out the best-rated tours the region offers. You can discover and choose from all of the top-rated activities you can do on this day in Athens below.

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

Treat yourself to a delightful dinner at Alimanaki Music Tavern, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Street Burger? It's another excellent option with a diverse menu. Consider reserving a table at THE TRIKYKLO TAVERN - GREEK BEER - COFFEE TRIKYKLO as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Athens.

Continue your lively evening at The Clumsies, a perfect place for winding down or revving up the night, depending on which mood you’re in.

Enjoy an amazing evening in Athens, and get ready for more fantastic days to come on your relaxed luxury vacation in Greece!

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Day 8

Day 8 – Athens, Spata, and Kalamata

  • Kalamata
  • Spata
  • More

Drive 299 km, 3 hours 30 min

  • The Museum Escape Games
  • More

On day 8 of your relaxed luxury road trip holiday in Greece, you will have the opportunity to experience Spata; 1 of the most vibrant destinations in the country.

Begin your sightseeing with a visit to Μουσείο Οίνου Μάρκου. This museum is rated an average of 4.6 out of 5 stars in 1,308 reviews.

Spata welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to Nasioutzik Museum. This museum is rated an average of 4.5 out of 5 stars from 188 visitors.

Start your sightseeing with a visit to The Museum Escape Games. This museum is a popular stop on travelers’ itineraries in Spata, with an average rating of 4.7 out of 5 stars by 160 visitors.

Tonight, you will stay at one of the best luxury hotels in Kalamata. We have selected the perfect options for you to have the loveliest experience in Kalamata.

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

Enjoy a lovely meal at Oinopantopōleion, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Elysian Luxury Hotel & Spa is another top choice with a popular menu. You could also check for a table at Bistroteca. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Kalamata tonight.

Unwind after your meal by stepping into Le Jardin. This venue is celebrated for its extensive drink selections and cozy vibes.

Raise a toast to another stress-free day of your luxury holiday in Spata, Greece and seize the opportunity to truly relax.

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Day 9

Day 9 – Kalamata - departure day

  • Kalamata - Departure day
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Today is the last day of your 9-day relaxed 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. Look for keepsakes or souvenirs to remind you of your trip.

Make the most of what's left of your luxury vacation and head out to the stunning Central Square Of Kalamata. This extraordinary sightseeing destination and attraction is rated an average of 4.6 out of 5 stars in 3,780 reviews, and is an excellent choice for your last sightseeing in Kalamata.

Unwind and look back at the past 9 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Kalamata or just grab something light to keep you going.

Enjoy a lovely meal at Vino Banco Tapas, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Mangiona is another top choice with a popular menu.

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 relaxed luxury holiday in Greece in your luggage!

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