3-Day Greece Self-Drive Road Trip With Itinerary Starting in Kalamata

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Photo of sunset boats reflection at Kalamata harbor.
Photo of aerial cityscape view of Kalamata city.
Photo of the church of Ypapanti is the Metropolitan church of Kalamata city.
Photo of Verga beach at Kalamata Messinia, Peloponnese ,Greece.
Photo of rural picture of a flock of sheep in an olive tree field, Kalamata, Greece.
Photo of Aerial seaside view of Almyros beach and luxurious seside hotels in Kalamata, Messenia, Greece.
Photo of aerial view of the wonderful old town of Kalamata City.
Photo of street view in traditional Kalamata greek fishing village of Koroni, Greece in Peloponnese.
Photo of Road junction in northern Kalamata city. New motorway bypass around Kalamata city to Stoupa area in Messinia, Greece.
Photo of Basejumper in Kalamata Greece in action.
Photo of Kalamata, Greece. Municipal Railway Park.
Photo of boats at Kalamata port Peloponnese Greece.
Aerial panoramic view of the beautiful coastal village Kitries, located near Kardamili about half an hour from Kalamata city, Messenia. Amazing summer scenery in the Messenian Gulf, Greece, Europe.
Photo of Pine trees inside the castle of Kalamata.
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Experience the freedom of the open road in Greece as you embark on an unforgettable 3-day road trip! This experience caters to every traveler, featuring destinations like Kalamata, Mavromati, Kharavgi, Pylos, and Chora.

This perfectly planned road trip itinerary in Greece takes you through some of the best places to see in the country. You will spend 2 nights in Kalamata. 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 got 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. Pylos and Central Square Of Kalamata are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Polylimnio Waterfalls, learn more about the unique Archaeological Site Of Ancient Messini, and immerse yourself in the vibrant atmosphere of Kalamata Municipal Railway Park.

As you hit the open road and drive through Kalamata, Mavromati, Kharavgi, Pylos, and Chora, 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, accommodation, 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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Itinerary summary

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Days
Destination
Attractions
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Day
City & Overnight
Attractions
Municipal Railway Park of Kalamata
Kalamata's CastleArchaeological Site of Ancient MessiniPolylimnio WaterfallsPylos Central SquareMycenean Palace of Nestor at Pylos
Central Square

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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 in Kalamata for 2 nights and explore the best things to see and do, 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.

Enjoy a lovely dining experience at THE CHAGIATI, a popular restaurant in Kalamata. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Kalamata at Sto Kyma, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Limanaki Konstantinea. It’s yet another ideal choice to enhance your time in Kalamata tonight.

Extend your evening after a delightful meal by visiting Momos Bar, which offers the perfect atmosphere for a night out. Moreover, Seaside Beach Bar is another popular option for a drink or two. Likewise, Bitter also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 3-day road trip in Greece!

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Day 2

Day 2

  • Kalamata
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Drive 175 km, 3 hours 56 min

  • Kalamata's Castle
  • Archaeological Site of Ancient Messini
  • Polylimnio Waterfalls
  • Pylos Central Square
  • Mycenean Palace of Nestor at Pylos
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Wake up to day 2 of your extraordinary road trip in Greece. With 1 night left in Kalamata, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Get ready to discover some of the most iconic wonders in Kalamata, including a castle, an archeological site, a waterfall, a public square and much more! Start your day at Kalamata's Castle. This visually striking castle is a beloved place to see in Kalamata. Then, wander over to Archaeological Site Of Ancient Messini. If picture-perfect sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Polylimnio Waterfalls. This eye-catching waterfall is a favorite among visitors.

Kalamata offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pylos is a locally appreciated spot in the city that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the breathtaking Palace Of Nestor. Take a moment to appreciate the fascinating details of this locally appreciated archeological site.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Kalamata. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Dine in style at Luna Lounge, a top recommendation for dinner tonight. Or, for a change of pace, Poseidon Ocean View boasts a menu that's sure to impress. Also, be sure to check out umami sushi and more. Known as a local hotspot, it’s a great choice for tonight in Kalamata.

After your meal, keep the night alive at a bar like Kuttaro Rock Bar, known for its lively atmosphere. Rodanthos Rock N Roll Beer Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Le Jardin offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 3

Day 3

  • Kalamata - Departure day
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  • Central Square
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Day 3 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, begin at Central Square Of Kalamata. This underrated public square is a popular place to see in the city.

On your last day in Greece, take time to indulge in shopping at Kalamata’s popular marketplace, Aristomenous Street. Look for keepsakes or souvenirs to remind you of your trip. Wrap up your shopping with a drink and some pastries at a cozy cafe.

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

If you're in the mood for something new, try Blossom Owl / Coffee Shop / Roastery, another premier location with a delectable menu.

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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