SAILING WORLDWIDE
The best days on the water.
The 15 most popular heraklion tours. What each sail costs, how long you are on the water, and which crews run it well.
Small-group Dia Island sail from Heraklion with swimming, snorkeling, SUP, a Mediterranean meal, and unlimited drinks on board.
Most Popular“This was a top notch experience: I strongly recommend this sunset boat trip!”
Heraklion to Dia Island by yacht for snorkeling, SUP, drinks, and a Mediterranean meal. Dolphins if lucky. 6 hours.
“Really nice sailing cruise to Dia island. Once you get out of the harbour, the fun really begins. We didn’t get into the water once at Dia, as it was a bit chilly. However, watching the sunset and admiring the rocky island was worth the price. The crew was competent and made us feel safe.…”
Sail from Heraklion to uninhabited Dia Island for snorkeling and paddleboarding, plus drinks and Greek seafood meals on a small group yacht.
“It was a beautiful experience and the guys were very polite and helpful towards us”
Heraklion to Dia Island at sunset: snorkel, paddleboard, and enjoy Greek food and drinks on a small catamaran.
“This was one of the best experiences I’ve ever had!! Stella and Elena are two wonderful hosts who did everything to make the trip amazing! Thank you to them! We had a delicious dinner with pasta, salad, and fruit, the chance to enjoy the beauty of the sea, and saw an incredible sunset! I highly…”
5.5-hour Dia Island sailing from Heraklion with swimming, snorkeling, SUP, and an on-board lunch plus drinks in a small group.
“We had the most incredible sailing excursion to Dia Island! Our captain (I’ll be posting a picture since I can’t remember his name) and the amazing deckhand Christina made the trip truly unforgettable. They were both so kind, welcoming, and skillful at navigating the wind, which made the whole experience smooth and enjoyable. Throughout the…”
Small-group sailing from Heraklion to Dia Island with lunch, unlimited drinks, snorkeling and SUP, plus dolphin-spotting at sea.
“We had a lovely experience and enjoyed every moment! The food was amazing and we had some lovely couples with us on the boat. The water was crystal clear and we did some snorkelling. A truly lovely day.”
5.5-hour Dia Island sailing from Heraklion with snorkeling and SUP, plus an all-inclusive Mediterranean meal and unlimited Greek wine.
“Had a brilliant time on our boat to Dia Island. Transfer picked us up from our hotel and took us straight to the boat. The sail out to Dia Island was beautiful. Spent a few hours there where there was many opportunities for photos on the boat, sunbathing, snorkelling and paddle boarding. The food provided…”
Sail from Heraklion to Dia Island for lunch plus snorkeling, SUP, and fishing. Unlimited drinks, dolphins, and time to swim.
“Jorgo and Markos are the best staff, explained us everything and they are very friendly and professional. The trip exceeed our expectations and we recommend everyone to visit it, you won’t regret it.”
Luxury Dia Island catamaran from Heraklion with chef-cooked Mediterranean lunch, snorkeling gear, SUP, and sunset return for $141 pp.
“Amazingly organized! Staff was incredibly thoughtful and attentive. Would recommend:)”
Heraklion sunset catamaran to Dia Island with snorkeling, paddleboarding, and included food, drinks, wine, and raki.
“Great service! Very friendly and welcoming staff who took good care of us while on the trip! Fabulous memories!”
Cruise from Heraklion to Dia Island on a modern catamaran with lunch, unlimited drinks, and serious water toys in clear Cretan water.
“Crew were awesome and the food was brilliant. A fantastic day out.”
Sail from Heraklion to Dia Island on a Lagoon 450F catamaran with unlimited drinks, snorkeling and fishing gear, and a Greek meal included.
“Amazing! Couldn’t fault a thing. 100% recommend. We had a great day”
Sail from Heraklion to Dia Island on a luxury catamaran with open bar, water toys, a nutritionist-made Cretan meal, and sunset.
“If you are thinking about booking this, DO IT! Everything about this cruise was 100%, you won't regret it.”
Heraklion to Dia Island Bay catamaran with snorkel gear, SUP, sea scooter and slide, plus nutritionist lunch and open bar.
“The sailing trip was fantastic. The boat was amazing and the crew took great care of us. Great local food. Definitely recommend this.”
Catamaran cruise from Heraklion to Dia Island with open bar, lunch, and snorkeling plus SUP. Semi-private and family-friendly.
“Highly recommended activity! Very polite and friendly crew, tasty food, plenty of drinks. It was very fun and entertaining!”
The sailing ports worth the trip, grouped by the sea they sit on.
