4 Sunset Sailing Cruises in Crete Worth Booking

1.Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

★★★★★★★★★★5.0 · 142 reviews · 4 hours 30 minutes (approx.) · from $36Our pick

Sail from Heraklion to Dia Island aboard a yacht limited to 10 people. Swim and snorkel in St. George’s Bay, enjoy a fresh meal with Cretan wine, then choose the sunset return. Pickup is available from many Crete resort areas.

“Great trip!! When we arrived at Dia, we swam and went snorkelling. Lunch was average, but wasn’t there for the food. The sunset cruise on the way back was amazing. The family enjoyed this trip!!”

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2.Luxury Sunset Catamaran Cruise Sushi & Open Bar

★★★★★★★★★★5.0 · 61 reviews · 3 hours 30 minutes (approx.) · from $96

Sail from Hersonissos toward Malia Bay and Saint George Bay on a luxury catamaran with an English-speaking crew. You get Prosecco, sushi, fruit, an open bar, snorkeling, paddleboards, fishing, and sunset views. The boat holds up to 20 people and returns to the same marina.

“The boat was very nice and lots of room for everyone to sit & spread out which felt luxurious. I might have gone in with higher expectations however I felt that we were left to our own devices for the whole trip. We all got less than half a glass of bubbly on boarding then were told it was a bit choppy at sea so spent an hour or so sailing until we pulled up somewhere calmer for swimming but there was no communication that this would be our only stop we made an assumption as was too choppy. There were some snacks put out & it was a help…”

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3.Sunset Dia Catamaran Cruise by Top-50 Greek Chef

★★★★★★★★★★5.0 · 43 reviews · 5 hours 30 minutes (approx.) · from $144

Join George, Andy, and Costos for a five-and-a-half-hour sunset sail from Heraklion to Dia Island. Swim, paddleboard, fish, and enjoy seafood, Cretan dishes, unlimited drinks, and sunset views aboard the area’s largest catamaran.

“We were attended to the moment we arrived, being greeted before we could even open the doors to our van. Kindly and safely welcomed us aboard and we had a personal hiccup that we were unsure how to solve but were helped so quickly and efficiently after a suggestion from George. The ride was smooth and entertaining the whole way through. And the attention to our needs was fantastic. We got to hear an interesting story of the history of Dia island and enjoy some games and laughter too. The snacks were so simple but so delicious but the sea bass in the main, stole the show. We had the…”

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4.Luxury Sunset Catamaran Cruise Sushi & Open Bar

★★★★★★★★★★5.0 · 39 reviews · 3 hours 30 minutes (approx.) · from $101

From Panormo Port, you’ll sail toward Bali Bay or Skaleta aboard a luxury catamaran with a maximum of 20 people. Expect Prosecco, sushi, Greek wine, swimming, SUP boards, snorkeling, and a sunset return, all with an English-speaking crew.

“The trip was perfect from start to finish! Brilliant crew, spacious boat, not too many people, good quality food and drink. The sunset and Coast as we sailed were just magical.”

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