The 15 Best Dia Island Cruises from Heraklion

1.Dia Island Sailboat Cruise with Swimming and Meal

★★★★★★★★★★4.8 · 2,579 reviews · 5.5 hours · from $95Our pick

Sail from Heraklion to Dia Island for swimming, snorkeling, a Mediterranean meal, unlimited drinks, and a relaxed small-group cruise.

“The perfect day! Our guided were all so kind and accommodating. The boat was beautiful, spacious, and had plenty of fun equipment. The lunch was delicious and abundant, as well and the drinks! Overall, a fantastic experience. Would absolutely do it again!”

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2.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.9 · 1,287 reviews · from $90

Sail from Heraklion to Dia Island for swimming, snorkeling, lunch, unlimited drinks, and a relaxed half-day on a luxury yacht.

“It was a wonderful experience. Not too crowded, everyone had enough space on the boat. The guides were really nice and explained everything there is to know. The food was tasty, especially the Greek salad. Thank you for a beautiful afternoon and evening!”

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3.Sailing Cruise to Dia Island with Drinks and Meal

★★★★★★★★★★4.9 · 778 reviews · 6 hours · from $106

Sail from Heraklion to Dia Island for swimming, snorkeling, paddleboarding, a fresh Greek meal, drinks, and sunset views.

“Our Captain came to our hotel in Agia Pelagia to pick us up in the morning and he was lovely from the get-go. The boat ride to Dia Island was fun, and the island itself was amazing. We got to hike up the island and have a look around. The water was so blue and so clear we could see schools of small fish in it. There’s even a small beach which we had time to sunbathe on before going back to the boat (we chose the half day). Before we set off back towards Heraklion, we had some delicious Greek salad, fruits, cheese and bread. Our Captain also took…”

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4.Dia Island Sailing Cruise with Snorkeling

★★★★★★★★★★4.7 · 742 reviews · 4.5 - 7 hours · from $82

Sail from Heraklion to uninhabited Dia Island for swimming, snorkeling, paddleboarding, Greek food, wine, and relaxed small-group sailing.

“The Sail Boat tour was extraordinary. We had such a beautiful sunny day. Both the Captains were very incredible. I booked for a Retreat I was hosting in Greece. We were 7 people and had the whole sailboat for ourselves. I booked the half day tour & honestly we loved it so much, that if I was doing it again, I would book the whole day! Highly recommend this experience! So worth it. 🤍 A big Thank you!!!!!! 🇬🇷 Best ever. Oh & the food was simple, but great! & we had lovely music for the whole tour, good ambiance!!!! +++5 stars ✨”

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5.Sailing Cruise to Dia Island with Meal and Water Activities

★★★★★★★★★★4.5 · 526 reviews · 5 hours 30 minutes (approx.) · from $96

Sail from Heraklion to Dia Island for swimming, snorkeling, paddleboarding, a Cretan lunch, drinks, and a sunset return.

“Guide’s voice was quiet. Not all of us could hear him. Lunch was good. Snorkeling was not the best. Very little fish to see.”

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6.Private Half-Day Sailing Trip to Dia Island

★★★★★★★★★★4.9 · 466 reviews · 4.5 hours

Review of a private Heraklion sailing trip to Dia Island, with swimming, snorkeling, fishing, fruit, drinks, optional lunch, and practical tips.

“It was a lovely sailing experience. It was beautiful and well organised. The staff was very friendly and kind. The overall experience was amazing and would 10/10 recommend it!”

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7.Sailing Trip to Dia Island with Lunch & Swimming

★★★★★★★★★★4.8 · 414 reviews · from $67

Sail from Heraklion to Dia Island for swimming, snorkeling, SUP, fishing, a Greek lunch, unlimited drinks, and sunset views.

“Ilis and Vaso were our guides and we were really pleased with their hospitality. They were very welcoming, ensured we were looked after and had the best possible experience. Food was really lovely and great variety of drinks available on board. They had a paddling board and snorkelling masks available for everyone for when we stopped off to swim. Would recommend, 10/10 experience.”

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8.Small-Group Sailing Trip to Dia Island with Lunch

★★★★★★★★★★4.7 · 277 reviews · 4.5 - 7 hours · from $94

Sail from Heraklion to protected Dia Island for clear-water swimming, snorkeling, a local lunch, and a relaxed small-group day at sea.

“Everthing was very Nice :) Maybe the Trips should be a Bit longer.”

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9.Sunset Cruise to Dia Island

★★★★★★★★★★4.8 · 259 reviews · 5.5 hours · from $82

Sail from Heraklion to Dia Island for clear-water swimming, snorkeling, snacks, and a memorable Cretan sunset.

“Brilliant experience - stunning scenery, lovely food and the guides were friendly and helpful. Definitely recommend!”

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10.Sunset Sailing Cruise Dia Island with Snorkeling

★★★★★★★★★★4.6 · 242 reviews · from $63

Sail from Heraklion to quiet Dia Island for snorkeling, paddleboarding, Greek food, drinks, and a sunset return cruise.

“Absolutely amazing experience ! I recommend and for sure we would repeat it in the future when we visit Greece again . It was the best value for money !”

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11.Dia Island Luxury Catamaran Cruise with Meal

★★★★★★★★★★4.7 · 194 reviews · 5.5 hours · from $127

Cruise from Heraklion to Dia Island on a spacious catamaran with swimming, snorkeling, paddle boarding, a Cretan meal, and drinks.

“We were very happy and glad during and after the trip, the staff was friendly, smiling and helpful. I especially want to note the attitude towards passengers from the crew, we felt comfortable and safe. Just simply had a great time 👌. I can confidently recommend others to also enjoy spending time on board with this company and their crew 🫶”

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12.Dia Island Catamaran Cruise with Water Toys

★★★★★★★★★★5.0 · 174 reviews · 5 hours (approx.) · from $151Top rated

Review of Heraklion’s five-hour Dia Island catamaran cruise, with lunch, open-bar drinks, snorkeling, paddleboards, and water toys.

“The crew were excellent. The food and drinks were very good. It was a smaller catamaran so there was not too many people.”

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13.Dia island : Small Group Sailing Trip to Dia Island with Lunch

★★★★★★★★★★5.0 · 162 reviews · 4 hours 30 minutes (approx.) · from $72

Sail from Heraklion to protected Dia Island for clear water, snorkeling, SUP, sailing lessons, and an organic lunch with drinks.

“We booked this tour in the afternoon the day before the booking and was recommended it by Viator when we called them. And after booking Viator said the tour was confirmed in our confirmation. We arrived at the port (after a 1.5 hour drive) the next morning, at the meeting point but the Aftersails team were nowhere to be seen. After waiting 30 minutes we gave them a call and they had no record of our booking. Their explanation was that the tours for the previous day were cancelled because of the windy weather and moved to our day. This is understandable, but there is obviously an issue with them…”

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14.Dia Catamaran Tour – Lunch, Open Bar & Snorkeling

★★★★★★★★★★4.9 · 161 reviews · from $141

Sail from Heraklion to Dia Island on a five-hour catamaran cruise with lunch, open bar, snorkeling, SUP and family-friendly fun.

“I couldn’t fault anything on this trip. The entire crew from the Captain and his first mate, the chef, and our tour leaders were great. The boat was a good size, comfortable and clean, meals were tasty and varied. The length of the trip was just right and the spot to Dia island was just a jewel with crystal clear waters and amazing scenery. The whole concept of the excursion was outstanding. Would definitely recommend this trip to anyone.”

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15.Dia Island Catamaran Cruise with Dinner and Wine

★★★★★★★★★★4.8 · 147 reviews · from $120

Sail from Heraklion to Dia Island for swimming, SUP, seafood dinner, unlimited drinks, and an Aegean sunset on a luxury catamaran.

“A truly fabulous experience enjoyed by us adults and our teenagers, made even better by the wonderful crew. Swimming in the turquoise cove at the island, playing on the SUP boards and snorkels and being served a lovely meal before watching the spectacular sunset on the sail home. Wonderful! Highly recommend!”

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