HERAKLION
The 15 best heraklion sailing tours you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.
Sail from Heraklion to protected Dia Island for swimming, snorkeling, a Mediterranean meal, unlimited drinks, and sunset sea views.
“It was amazing experience. Definitely a highlight of my vacation. Mariana and Manos was fun and helpful. Good food and beautiful views.”
Review of Sailing Grace’s six-hour cruise from Heraklion to Dia Island, with swimming, snorkeling, SUP, lunch, drinks, and sunset views.
“This was truly an incredible day! So relaxing in such a beautiful place. They made lunch on the boat and it was amazing. Swimming, walking the beach and soaking up the sun on the deck - absolute perfection.”
Sail from Heraklion to uninhabited Dia Island for swimming, snorkeling, paddleboarding, Greek food, wine, and clear-water bays.
“A beautiful day, great weather, calm sea. Crew were kind and great to talk with. Really enjoyed snorkelling, the water was magical!”
Review of Heraklion’s sunset sail to Dia Island, with snorkeling, paddleboarding, Greek food, practical tips, pricing, and honest drawbacks.
“A pleasant sail with lovely hosts who are very skilled sailors.”
Sail from Heraklion to Dia Island for swimming, snorkeling, paddleboarding, lunch, drinks, and a relaxed five-hour Greek sea outing.
“This was one of the best tours we booked! Amalia was amazing! We had a blast swimming, snorkeling and paddle boarding in the beautiful area of Dia Island!”
Review of Crete’s six-hour sailing trip from Heraklion to Dia Island, with lunch, swimming, snorkeling, SUP, drinks, and a small crew.
“It was a fun and entertaining experience, super friendly hosts, food was also very delicious. Definitely recommend. Ευχαριστώ”
Review of Crete’s Dia sailing cruise, with a Mediterranean meal, unlimited drinks, swimming, snorkeling, SUP, sunset views, and hotel pickup options.
“What a great day out, unfortunately due to the wind we couldn’t go to Dia so we sailed to another cove, it was a great spot for swimming. The crew and the food were excellent. Do yourself a favour and book this tour”
Review of EOS Yachts’ luxury catamaran cruise from Heraklion to Dia Island, with gourmet lunch, swimming, snorkeling, SUP, and open-bar drinks.
“This was the best value-for-money experience we’ve ever had! A beautiful yacht, plenty of delicious food all day, great equipment for snorkeling, canoeing, and SUP, plus a crew that looked after everyone with true discretion. Spacious, comfortable, and unforgettable - Having traveled a lot, we can confidently say this service should cost more than it does, it truly exceeded all expectations. An absolutely perfect 10/10 recommendation from all of us!!!”
Review of Heraklion’s six-hour Dia Island sailing trip, with snorkeling, snacks, scenic views, practical tips, and honest value advice.
“We had an amazing experience! The crew was super friendly and always ready to explain everything and answer any questions. The catamaran was spacious, so we never felt cramped. The food was absolutely delicious – and there was so much of it! What really made this trip stand out was that, unlike many other tours, we had two stops in different lagoons, which gave us more variety and stunning views. Plus, there were two stand-up paddle boards available for us to use, which was a lot of fun. Overall, it was a fantastic day on the water – 10 out of 10!”
Sail from Heraklion to protected Dia Island for secluded coves, snorkeling, SUP, local lunch, and a relaxed small-group day at sea.
“A truly wonderful day trip to Dia. From start to finish our host Matthew and Skipper Vag were so welcoming, friendly, knowledgeable. The boat was beautiful with space to store our bags, toilets and a fresh water shower to rinse off the salt. Lunch was so fresh and delicious. They spoke three different languages and it was very intimate with one other family and a couple. We stopped in two bays and snorkelled and swam. There is enough marine life to see, it’s not a coral reef but the water is the most beautiful clear turquoise. End to end, really memorable special day for our holiday. Thanks you!”
Review of a small-group sailing trip from Gouves to Dia, with swimming, snorkeling, SUP, Cretan lunch, wine, and sunset options.
“Strattos our skipper was amazing from beginning to the end full of local knowledge and we had the best experience...all the best strattos from Alan judy grey lori Rob Alex abi and little judy. 😀”
Review of Crete’s six-hour Dia Island sailing trip, with swimming, snorkeling, a fresh meal, local wine, and practical booking advice.
“We all had a Beautiful time they couldn’t do enough for you, food was lovely too”
Review of a private Dia Island sailing cruise from Heraklion with lunch, swimming, snorkeling, SUP, pickup, and practical booking advice.
“We had a fantastic time on this private sailing cruise. The staff were welcoming and attentive, making the whole journey enjoyable and relaxing. The food was delicious and plentiful, and the boat itself was in excellent condition—clean, comfortable, and well maintained. The mix of sailing, swimming, and water activities made it both fun and memorable. Highly recommend for anyone looking for a perfect day at sea.”
Review of Crete’s private Dia Island sailing cruise, with swimming, snorkeling, a full Mediterranean meal, drinks, and sunset views.
“This is an absolutely incredible experience that you should book immediately if you're looking for a boat in Crete. Zoey and Spiros were our captains and made the day one to remember! They gave us options of where we wanted to spend the day (places that were popular but crowded or less popular and secluded), provided amazing service and made delicious food! They are genuinely amazing individuals and were a joy to spend time with. Spiros and I had amazing conversations about sports and he went out of his way after the boat trip with a very kind gesture. I cannot say enough good things about our time on the…”
Sail from Heraklion to Dia Island for swimming, snorkeling, snacks, local wine, and a sunset return aboard a private boat.
“One of the highlights of our entire trip to Greece!! George and Nick were a fantastic crew and they made us feel welcome and well taken care of. The trip itself offered the perfect combination of elements: gentle breezes, warm sun, cool water, great wine and snacks and a beautiful sunset. Could not ask for anything more from a sailing excursion. Highly recommend!!”
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