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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Explore the best of Greece on a 3-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Kalamata, Mavromati, Kharavgi, Pylos, and Chora. This road trip itinerary in Greece seamlessly combines exploration with relaxation.

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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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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Kalamata. Make yourself at home and enjoy some downtime before heading 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 Kalamata, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at THE CHAGIATI, an excellent option for tonight's dining. Looking for something different? Sto Kyma offers a tantalizing alternative with its diverse menu. And don’t miss Limanaki Konstantinea. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Kalamata.

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

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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On day 2 of your road trip, you’ll start and end your day in Kalamata, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Kalamata, Mavromati, Kharavgi, Pylos, and Chora. You still have 1 night left in Kalamata.

Today’s agenda in Kalamata includes a castle, an archeological site, a waterfall, a public square and much more! Kalamata's Castle is must-visit castle and a great starting point for the day. Next, continue your journey to Archaeological Site Of Ancient Messini, a frequently visited archeological site, located just a leisurely stroll away. Next, head to Polylimnio Waterfalls, a majestic waterfall, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Kalamata. When you're ready, let your sightseeing route take you to the intriguing Pylos. If you’re looking for more, Palace Of Nestor is also a frequently visited attraction that is worthwhile a visit.

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

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

Make sure to reserve a table at Luna Lounge, an iconic dining spot in Kalamata. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Poseidon Ocean View, a popular restaurant in Kalamata. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of umami sushi and more, a hidden gem nestled in Kalamata. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Kuttaro Rock Bar, ideal for a leisurely evening with a drink in hand. Rodanthos Rock N Roll Beer Bar is another bar that offers an enjoyable setting. Similarly, Le Jardin is also a popular place to go on a night out, perfect for relaxing and socializing.

Say good night to Kalamata and look forward to another great day of your road trip 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, we recommend visiting Central Square Of Kalamata, a gorgeous public square before you head out.

On your last day in Greece, take time to indulge in shopping at Kalamata’s popular marketplace, Kalamata Farmer's Market. Look for keepsakes or souvenirs to remind you of your trip.

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

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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