Heraklion Boat Trips: Our Top 4

1.Dia Island Sailboat Cruise with Swimming and Meal

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

Sail from Heraklion’s Old Venetian Harbour to Dia Island aboard a yacht limited to 14 people. Captain Petros and crew members such as Sofia, Giannis, Mariana, and Manos provide English guidance, water equipment, a Mediterranean meal, and unlimited drinks. Choose a morning swim or an afternoon cruise with golden sunset light.

“This was a top notch experience: I strongly recommend this sunset boat trip!”

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2.Sailing Cruise to Dia Island with Drinks and Meal

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

Sail from Heraklion’s Old Venetian Harbor to uninhabited Dia Island with Sailing Grace. You’ll have time for snorkeling, stand-up paddleboarding, fishing, swimming, a short hike, and a Mediterranean lunch with wine, soft drinks, fruit, and raki. Hotel pickup is available, and the afternoon departure may return at sunset.

“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. The snacks were really tasty. The captain also put some music, made the trip back really enjoyable.”

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3.Dia Island Sailing Cruise with Snorkeling

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

Sail from Heraklion to uninhabited Dia Island aboard a small yacht with a professional crew, often including Ernesto and George. Swim in clear bays, use the included snorkeling and paddleboard gear, and enjoy drinks plus a meal. Choose a half-day or full-day outing, with hotel transfers available from selected areas.

“A beautiful day, great weather, calm sea. Crew were kind and great to talk with. Really enjoyed snorkelling, the water was magical!”

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4.Sunset Sailing Cruise Dia Island with Snorkeling

★★★★★★★★★★4.7 · 529 reviews · 4.5 - 7 hours · from $82

Sail from Heraklion to uninhabited Dia Island with a professional crew, stopping for swimming, snorkeling, paddleboarding, and a meal aboard a catamaran. You get roughly an hour at sea each way, time in a sheltered bay, and a sunset return. Full-day trips include Greek salad, tzatziki, seafood pasta, fruit, and raki. Half-day trips include tomato pasta.

“Andreas and Ianos (hope I am spelling it correctly) were great guides, answering a lot of questions about the island. The place is a pretty good place for snorkel activities but you have to venture a bit far out, especially by the old remains of a minoan port underwater. Food was really good, drinks at your discretion. Amazing experience overall!”

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