Top Kalamata Sailing Trips

Quick and easy booking! Ina and Peter are great hosts. It was a wonderful sailing trip with beautiful memories! Thank you very much!

We had an incredible experience sailing with Peter and Ina 🛥️ Not only did they offer their exceptional customer service making fresh coffee and providing fruit but they hung our aerial silks for a photoshoot! I will remember this trip for my lifetime! 👏🏼

We spent a beautiful 4h cruise with Peter and Ina, two lovely people! The boat was beautiful, the fact of having sails allowed to feel the calm of the sea... The fruit platter was delicious!! We highly recommend you discover this beautiful bay and even more with Peter and Ina. Thank you very much for everything ☀️

We had an absolutely amazing day with Peter and Inna! The boat was absolutely beautiful and meticulously maintained. Inna made us the most amazing seafood dinner meal with such a wide variety of different foods and local foods and homemade foods from their local farm estate. It was absolutely delicious and much more than we could ever finish. Peter was an amazing captain and told us so much history about the area and we loved learning from him. We were on a trip with our adult children, and one 12-year-old and it was the perfect day on the water. We went swimming and enjoyed every minute of our 7 hour sailing day. We would highly recommend and will do again when visiting the area.

In September, my wife and I enjoyed a three-hour sunset cruise with Messinia Sailing, led by Captain Peter and his son, Vladimir. From the start at Kalamata harbor, their warm and professional welcome set the tone for a wonderful experience. The boat sailed along the stunning Messinian Bay, offering breathtaking views of secluded beaches and coves. We stopped for a refreshing swim in crystal-clear waters, a highlight of the trip. Onboard, we were treated to a delicious spread of meats, cheeses, fresh fruits, and sparkling wine for their vines, perfectly complementing the serene surroundings. Peter and Vladimir’s hospitality and local knowledge made the cruise even more memorable. As the sun set, the sky turned into a vibrant display of colors, capping off a truly unforgettable evening. We highly recommend Messinia Sailing for anyone visiting Kalamata

Peter and Ina were very kind and accommodating. They provided us with drinks and fruits!! The half day tour included several stops to swim, and snorkel. Peter was very knowledgeable and explained the historical meaning of the area. Their boat is very well kept and clean. Would definitely recommend to anyone staying in the Kalamata area!

Peter and Inna were the best! We had such a great time on the boat. They organised a private trip for us at the Navarino Bay area from Pylos port. Wines and fruits, and sailing into the sunset. Thank You for being the best hosts!

Peter and Inna at Messinia Sailing are incredible! They are the nicest hosts. They took me and my two friends on a private cruise for 4 hours in Kalamata, we stopped at a gorgeous swim spot and also swam into a really cool cave. They were nice enough to take pictures and videos of us throughout, and made sure we were having a great time! We learned a lot about the history of Kalamata on the tour as well. Completely recommend to anyone looking for a relaxing, amazing experience!

Wonderful experience on the turquoise waters of the Mediterrannean! It was our 3rd trip with Peter and his wife, our entire family has been enjoying them so much, even our youngest (now 4, but she was only 1 year old on her first trip). I can highly recommend a trip to anyone who loves the sea!

Outstanding experience with Peter and his wife. They organised our return taxi from our resort, it was a smooth and stress free ride. The boat was fantastic, the food was incredible and it was a true pleasure to spend the day on the water. Peter’s bbq and his wife’s food / lunch was all hand prepared in the galley with most of it sourced from their farm. The experience and service was greater than any expectation and a great reason to return to Kalamata for our next holiday! Book it - you will have an amazing time. Thanks Peter, we had an amazing day. Paul, Claire and the 2 girls!

We had a 4-hour trip and a very relaxing and enjoyable morning, cruising along the coast and swimming at secluded bays. Peter and Ina were great hosts and the food was delicious. Highly recommended.

We had an amazing trip. We sailed around Kalamata towards Koroni and took some pics with our drone. The weather was exceptionally great.

Wonderful and amazing trip. Peter explains all peloponese history ! I celebrate my 50´ birthday with a wonderful cake and champagne ! I appreciate !

It was a wonderful day with Peter and his daughter ! My 50th birthday with an amazing cake...champagne and very interactive hosts who share their love of Greece. Magnificent boat and beautiful stopovers.

My husband and I booked a full day with Peter and Inna on their boat. It was an absolutely wonderful day/time/experience. We chose to drive the 2 hours to Kalamata just to sail with them, they are both super professional and Peter even told us about the thrilling history of the area. Their boat is very spacious, very clean and simply beautiful, drinks, fruit and Greek yoghurt with honey and figs were all included, we didn't miss anything at all. I'm telling you that if you like sailing and you are in Peloponnes within 2-3 hours of Kalamata by car, then you should def. book a trip with them, they also do days in a row where you stay on the boat which I would love to try sometime. I (and my husband) can only recommend Messinia Sailing. I could do this all over again right now :-)