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

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Photo of sunset boats reflection at Kalamata harbor.

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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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Days

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Attractions

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Day

City & Overnight

Attractions

Day 1

Municipal Railway Park of Kalamata

Day 2

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

Day 3

Central Square

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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.

Enjoy a delicious meal at THE CHAGIATI, a top-rated dining destination in Kalamata. If you're in the mood to try something new, consider Sto Kyma, another top spot with a mouthwatering menu. You might also want to secure a reservation at Limanaki Konstantinea. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Kalamata this evening.

Round off your dining experience by visiting Momos Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Seaside Beach Bar, a bar catering to every mood and preference. Bitter likewise offers a unique atmosphere, perfect for a memorable night out.

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

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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the often recommended Kalamata's Castle, a visually striking castle in Kalamata. Next, go to Archaeological Site Of Ancient Messini.

After visiting Kalamata's Castle and Archaeological Site Of Ancient Messini, have a stroll along Kalamata's streets and take in the local charm. Continue your sightseeing by heading to Polylimnio Waterfalls. This eye-catching waterfall offers a unique experience. Pylos is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Palace Of Nestor, one of the most standout places to visit in Kalamata.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Kalamata. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at Luna Lounge, a top-rated dining destination in Kalamata. If you're in the mood to try something new, consider Poseidon Ocean View, another top spot with a mouthwatering menu. You might also want to secure a reservation at umami sushi and more. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Kalamata this evening.

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.

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

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, an enchanting public square before you head out.

As your final day in Greece unfolds, enjoy a last-minute shopping spree in Kalamata's best shopping area, Kalamata Farmer's Market. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Greece.

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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