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Megalochori Sailing trips & boat tours

Our most recommended Megalochori Sailing trips & boat tours

Santorini: Catamaran Cruise, Winery, & Oia Sunset Combo Tour

1. Santorini: Catamaran Cruise, Winery, & Oia Sunset Combo Tour

Get picked up from your hotel to spend the morning cruising around the amazing caldera on a catamaran. Relax on a 5-hour day tour sailing to the volcanic islands of Santorini and have the chance to swim and snorkel in its crystal deep blue waters. Visit the most amazing volcanic beaches of the hot springs and the Red and the White Beach. Enjoy a delicious barbecue prepared on-board paired with unlimited Santorinian white wine and soft drinks. Return to port, get on the bus and start the shore exploration of the island. The first stop is the Venetsanos Winery, where you'll taste 3 distinctive wines while gazing over the volcano. Continue to the Wine Museum in Mesa Gonia, one of the largest estates on Santorini with a long family tradition in winemaking. Refresh your palate by tasting volcanic white wines and the island’s unique desert wine. The last stop will be Oia and Sun Spirit Bar, one of the best places to watch the sunset. Relax and enjoy your wine in this idyllic space, as the sun plunges deep into the sea.

Private Sailing & Wine Tasting on a Sailboat with Sommelier

2. Private Sailing & Wine Tasting on a Sailboat with Sommelier

Begin your tour with a pickup from your hotel or the closest accessible point, and set a day of sailing while tasting Santorini's most excellent wines chosen and served by your certified wine guide. Drive to the island's south to get onboard and get prepared for our private 5-hour cruise. Pass by the famous Red beach, where you will briefly make a stop to take some pictures of this unique, beautiful and colorful volcanic landscape from the water. Then, pass by the beautiful and only accessible by boat white beach, a stunning creation of the massive volcanic eruptions. On our way you will be able to witness the naturally sculpted on a black rock Indian’s face, before we enter the caldera of Santorini where the picturesque lighthouse is on the top of the cliff on the right. On the left, witness the remaining of an eruption, an island consisting of pumice, the island of Aspronisi. This is the time where our sailboat passes between the two volcanoes (Palaia & Nea Kameni) and approaches the sulfuric warm water of the hot springs (warm springs). Finally you can swim at the calm and crystal clear waters of Thirassia island and enjoy your tasteful meal cooked on board for you having the chance to marvel at the eastward view of the caldera. This will be the time to witness the wonderful Santorini sunset on board. Most of the wine tasting will take place in Thirassia, for safety reasons, however you will have already enjoyed our first 2 wines until we get there. The tasting includes dry whites, a rose, a dry red & the famous desert Santorini wine (Vinsanto) Opt for sunset cruise to marvel the sunset on board. After the beautiful sunset, we will head back to the Marina of Vlychada, where your transfer will be waiting for you to drive you back to the same spot you were picked up.

Island Excursion & Caldera Sailing: Full-Day Private Tour

3. Island Excursion & Caldera Sailing: Full-Day Private Tour

First, travel to the northern part of the island and visit the well-known village of Oia. Oia, with its picturesque blue-domed churches and breathtaking panoramic views, is one of Europe's most photographed places and a must-see. Leaving from the north, drive through steep hills and dry grassland to reach Megalochori, another traditional village in the island's center. Feel free to stroll the narrow pathways and take photos of the beautiful tiered bell towers along the way. Hundreds of tiny whitewashed houses with graceful architecture, beautiful blue-domed churches, and underground cave dwellings make up this settlement. You will learn about local culture and lifestyle in this picturesque and non-touristic setting. Travel southwest to the Lighthouse. It was built in 1892 and is regarded as one of the best of its kind in the Cycladic Islands, as well as an excellent place to watch the sunset. Walk around it on the cliffs or sit on the rocks by the sea. A significant number of surrounding islands may be visible on a clear day. After a fifteen-minute drive, arrive at the island's southernmost point and step on Vlychada's black beach, which features fantastic rock formations at the background. Time to get onboard and get prepared for our private 5-hour cruise departure from the Vlychada Marina. Passing by the most popular beach of the island of Santorini, where you will briefly make a stop to take some pictures of this unique, beautiful and colorful volcanic landscape from the water. Over passing the beautiful and only accessible by boat white beach, a stunning creation of the massive volcanic eruptions. On our way you will be able to witness the naturally sculpted on a black rock Indian’s face, before we enter the caldera of Santorini where the picturesque lighthouse is on the top of the cliff on the right. On the left, witness the remaining of an eruption, an island consisting of pumice, the island of Aspronisi. This is the time where our sailboat passes between the two volcanoes (Palaia & Nea Kameni) and approaches the sulfuric warm water of the hot springs (warm springs). ps. we do not usually stop there to swim since it is overcrowded and the sulfur can destroy your bathing suit. Moreover, we do not go on the volcano, but we go on the cruise. Finally you can swim at the calm and crystal clear waters of Thirassia island and enjoy your tasteful meal cooked on board for you having the chance to marvel at the eastward view of the caldera. This will be the time to witness the wonderful Santorini sunset on board. After the beautiful sunset, we will head back to the Marina of Vlychada, where your transfer will be waiting for you to drive you back to the same spot you were picked up.

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What people are saying about Megalochori

Great day, great team!

The driver was able to drive backwards amazingly well! After being picked up five minutes earlier in the morning (almost a miracle abroad: D), we were driven to the port, which is so small that the driver had to drive the last 100-200m downhill on the cliff. Very impressive. The boat (catamaran yacht) was super great, a very small group, which was very pleasant and the team was just fantastic! The food was fantastic and there was plenty of choice (I still dream of the pasta salad and my girlfriend the shrimp). Beverage selection was more than I ever hoped for. Could have stayed on the boat longer and waived the winery. (Better book separately, as very hectic and I was very tired of swimming- so many fish ♥) Gladly again! Was absolutely worth the price!

We booked our tour for our first day in Santorini and couldn’t have asked for a better first day! The BBQ on the catamaran was excellent and the staff on board were very hospitable! However, the best part of our trip was yet to come! Once on land our tour guide Joanna took us to different wineries and different tourist spots on the island- she was amazing! Her insider knowledge and dedication to getting us the perfect photo was second to none! She ensured we had the best experience and honestly we couldn’t have asked for a better tour guide- she made our trip! Would 100% recommend!

It was truly an amazing. I have never experienced such thing in my life. We loved everything about the cruise, from the staff to the food and to the experience of meeting new people. The winery experience was also amazing we got to learn more about the Greek culture and try some delicious wine. The end of the trip was everything, the sunset was wonderful. We will definitely have this trip in our memories forever. DEFINITELY RECOMMEND IT

We had the absolute best time on this tour!! The crew on the catamaran were so much fun and stopped at most special beaches on the island. The wine tour was also great. We had Amani as our tour guide. She was the sweetest and so knowledge about the history of the island as well as the wine. 100% recommend this tour!!! We felt like we saw most major parts of the island in just one day!

Super expérience, une équipe de folie sur le catamaran et ensuite une guide exceptionnel pour le reste de la journée. Merci