Total from£1,742
Land price only. Flight prices will be quoted at the time of booking to ensure you get the best price. Please use the calendar to view pricing for other dates.
Based on: 28 July 2026
Wine Tasting on a Sailing Boat with a Sommelier - Private Tour
Experience a one-of-a-kind Santorini sailing tour while sipping some of the island's best wines! Learn about Santorini wines while tasting 6 glasses of different Santorini wines such as Assyrtiko, Nychteri, Vinsanto, and others while sailing through the unique caldera!
Choose between a daytime and a sunset cruise. Transfers, drinks and meals are included.
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.
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.
Important information
* 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 a sunset cruise to marvel the sunset on board
Duration: 5 hours
Experience a one-of-a-kind Santorini sailing tour while sipping some of the island's best wines! Learn about Santorini wines while tasting 6 glasses of different Santorini wines such as Assyrtiko, Nychteri, Vinsanto, and others while sailing through the unique caldera!
Choose between a daytime and a sunset cruise. Transfers, drinks and meals are included.
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.
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.
Important information
* 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 a sunset cruise to marvel the sunset on board
Duration: 5 hours
Holiday Highlights
Taste up to 6 different glasses of wine such as Assyrtiko, Nykteri & VinsantoEnjoy a Greek menu on board to devour alongside wine tastings
Private 5-hour sailing cruise to the Santorini Caldera
Sunbath with soothing music and grab amazing photos of the world-famous Caldera
