5-Day Greece Self-Drive Road Trip With Itinerary from Kalamata traveling north to Tolo and Athens

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Photo of sunset boats reflection at Kalamata harbor.
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Experience the freedom of the open road on an unforgettable 5-day road trip in Greece! Embark on a self-drive tour that caters to every traveler, featuring destinations like Kalamata, Mavromati, Tolo, Lighourio, Nafplio, Mykines, Kallithea, and Athens.

This perfectly planned road trip itinerary takes you through some of the best places to see in Greece. You will spend 2 nights in Kalamata, 1 night in Tolo, and 1 night in Athens. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Greece. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have you covered.

Upon arriving in Kalamata, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Greece on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Greece. Acropolis Of Athens and Parthenon are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Acropolis Museum, learn more about the unique Stavros Niarchos Foundation Cultural Center, and immerse yourself in the vibrant atmosphere of Stavros Niarchos Park.

As you hit the open road and drive through Kalamata, Mavromati, Tolo, Lighourio, Nafplio, Mykines, Kallithea, and Athens, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Greece. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Greece.

Throughout your road trip in Greece, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Greece.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodations, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Greece fill up quickly, so book your spot early. Select a date and start planning your road trip in Greece today!

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Driver’s age is 30 - 65
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Pick-up: 10:00
Drop-off: 10:00

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Day 1

Day 1

  • Kalamata - Arrival day
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  • Municipal Railway Park of Kalamata
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Your road trip adventure in Greece begins as soon as you reach Kalamata and pick up your car. You’ll stay here for 1 night and explore what to see in Kalamata, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

Kalamata is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Kalamata Municipal Railway Park, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Kalamata. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Greece. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Kalamata, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at THE CHAGIATI, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Sto Kyma? It's another excellent option with a diverse menu. Consider reserving a table at Limanaki Konstantinea as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Kalamata.

Unwind after your meal by stepping into Momos Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Seaside Beach Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bitter, another top-rated bar in the area.

Raise a toast to the start of your 5-day road trip in Greece!

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Day 2

Day 2

  • Kalamata
  • Tolo
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Drive 182 km, 3 hours 8 min

  • Archaeological Museum of Messinia
  • Victoria Karelias Collection of Traditional Greek Costumes
  • Kalamata's Castle
  • Archaeological Site of Ancient Messini
  • More

On day 2 of your road trip in Greece, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Kalamata and Mavromati are on today's agenda. In the evening, you’ll end up in Tolo, where you will stay for 1 night.

Catch Archaeological Museum Of Messinia before the crowds roll in. This visually striking museum is sure to ignite your curiosity. Next, dive into the standout features of Victoria Karelias Collection Of Traditional Greek Costumes, a must-visit museum in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Kalamata's Castle, an up-and-coming castle. For a change of scene, check out Archaeological Site Of Ancient Messini, known for its picture-perfect features.

At the end of the day, you will drive to Tolo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Tolo's most popular restaurants, and connect with friendly locals for a true cultural experience.

Make sure to reserve a table at Caramel - PIZZA- CREPERIE, an iconic dining spot in Tolo. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Restaurant To Steki, a popular restaurant in Tolo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Taverna Akrogiali, a hidden gem nestled in Tolo. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Say good night to Tolo and look forward to another great day of your road trip in Greece!

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Day 3

Day 3

  • Tolo
  • Athens
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Drive 221 km, 3 hours 41 min

  • Ancient Theatre at the Asclepieion of Epidaurus
  • Palamidi
  • Mycenae
  • Stavros Niarchos Foundation Cultural Center
  • Stavros Niarchos Park
  • More

Dive into day 3 of your remarkable road trip in Greece. Today you'll explore 4 destinations, including Lighourio, Nafplio, Mykines, and Kallithea. At the end of the day, you’ll unwind at one of the finest accommodations in Athens, where you'll spend 1 night.

Experience Ancient Theatre At The Asclepieion Of Epidaurus, an interesting archeological site in the city. Then, head to Palamidi and soak in the ambiance of this visually striking castle.

There are many interesting places to see in Tolo, and when you are ready for more, go to Mycenae. This is one of the city’s most notable culturally significant spots of interest. After exploring the archeological site, visit the extraordinary Stavros Niarchos Foundation Cultural Center. Not far away, you'll also find Stavros Niarchos Park. This park is a breathtaking highlight in Tolo.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Athens. Athens offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Athens, it's often a good idea to reserve a table in advance.

Have a memorable dining experience in Athens by booking a table at Hytra, a 1-star Michelin restaurant presenting an exceptional modern menu. For a different culinary experience in Athens, Spondi shines as one of the top destinations, known for its delicious french cuisine. This 1-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, The Zillers is known as a top local spot in Athens for its delicious contemporary and greek cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Keep the evening going at Mayros Gatos, a great choice for enjoying the after-dinner hours with a drink. You could also go to Kuko's The Bar, which offers a similarly pleasant setting and great drinks. Another option is Revolt Street Bar, which provides an inviting environment for unwinding after a busy day out.

Celebrate another amazing day of your road trip adventure in Greece!

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Day 4

Day 4

  • Athens
  • Kalamata
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Drive 245 km, 3 hours 10 min

  • Parthenon
  • Acropolis of Athens
  • Acropolis Museum
  • More

Your itinerary for day 4 of your road trip in Greece includes 1 stop and features some of the highlights of Athens. At the end of the day, enjoy the comforts of a top-rated hotel in Kalamata, where you'll spend 1 night.

Parthenon is an ideal stop early in the day. This spectacular archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Acropolis Of Athens, which may be one of the most historic places you will experience today.

One of the best things about exploring Athens on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Acropolis Museum, an extraordinary museum in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Kalamata. Check in and relax before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Kalamata's best restaurants.

Have a fantastic dining experience at Luna Lounge, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Poseidon Ocean View offers an enticing alternative with its varied menu. Additionally, umami sushi and more is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Kalamata.

Continue your lively evening at Kuttaro Rock Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Rodanthos Rock N Roll Beer Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Le Jardin ensures a night out tailored to your taste.

Relax and look forward to more memorable moments to come!

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Day 5

Day 5

  • Kalamata - Departure day
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  • Central Square
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Day 5 of your road trip in Greece is your departure day. This is your chance to catch a last glimpse of Kalamata before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Central Square Of Kalamata, an eye-catching public square before you head out.

For a shopping spree in Kalamata, we recommend the lively Kalamata Farmer's Market. Here, you'll find a range of shops you can browse for some souvenir shopping.

Before you conclude your road trip in Greece, drop by another restaurant for a last chance at a memorable dining experience in Kalamata.

Treat yourself to a delicious dinner at (Katelanos) Amalia's mustikes suntages, an excellent option for tonight's dining. Looking for something different? Blossom Owl / Coffee Shop / Roastery offers a tantalizing alternative with its diverse menu. And don’t miss Casablanca Beach Bar.

You’ll then say farewell to Kalamata. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Greece!

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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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