The 9 Best Heraklion Catamaran Cruises

1.Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

★★★★★★★★★★4.9 · 312 reviews · 5.5 hours · from $141 per person Our pick

Join EOS Yachts for a 5.5-hour semi-private cruise from Heraklion to Dia Island. Captain Thanasis and the English-speaking crew serve Cretan treats, a chef-prepared Mediterranean meal, wine, beer, and soft drinks. Swim, snorkel, fish, canoe, or use a SUP in a calm bay, then return with Aegean sunset views.

“We loved every minute of the experience!! My family and I had an amazing time, and we would highly recommend it to anyone!! Thank you 🫶🫶”

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2.Dia Island Catamaran Cruise with Lunch, Water Toys

★★★★★★★★★★5.0 · 229 reviews · 5.5 - 7 hours · from $132 per person Top rated

Sail from Heraklion to protected Dia Island on a sleek catamaran with a maximum of 20 people. You’ll get espresso, healthy snacks, a chef-prepared Cretan lunch, unlimited beer, wine, and soft drinks, plus kayaks, SUPs, snorkeling gear, a sea scooter, tube, and inflatable slide. Crew members Jana, Wesley, and chef Yarris have earned warm praise for attentive service and excellent food.

“From start to finish we give it 10 stars out of 5! The crew, location, transportation, food! Everything was just amazing. Thank you to you all for such a wonderful experience, we highly recommend. Thank you all. 👌🏻”

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3.Dia Island Luxury Catamaran Cruise with Meal

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

Spend 5.5 hours sailing from Heraklion to Dia Island aboard a Lagoon 450F catamaran. Swim, snorkel, fish, or use the SUP boards before enjoying Greek salads, Cretan appetizers, pasta, fruit, and unlimited drinks. Morning and sunset departures are available, with optional hotel pickup and English or Greek-speaking crew.

“Everything was really good, the transfer was also really good. New bus for getting us there (transfer). Enjoyed every minute on katamaran. My wife really liked it.”

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4.Catamaran Cruise to Dia with Sunset, Meal & Bar

★★★★★★★★★★4.9 · 181 reviews · 5 - 6.5 hours · from $132 per person

Spend 5 to 6.5 hours aboard a semi-private DanEri catamaran from Heraklion to Dia Island. Enjoy espresso, protein snacks, swimming, snorkeling, a slide, sea scooter, kayak, SUP, a nutritionist-designed Cretan meal, open bar, and sunset sailing. The group is limited to 20 people.

“It was fantastic trip. Nice catamaran, friendly staff, very good food. We were very happy! Thanks again)”

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5.Dia Island Catamaran Cruise with Water Toys

★★★★★★★★★★5.0 · 174 reviews · 5 hours (approx.) · from $151 per person

Sail from Heraklion on a Lagoon 450 catamaran to Dia Island for swimming, snorkeling, paddleboarding, fishing, and water-slide fun. Captain Giannis and the crew run a five-hour morning trip for up to 20 people, with a nutritionist-designed lunch, unlimited selected drinks, shaded seating, sunbeds, and clean onboard facilities.

“The crew and catamaran were top notch. The crew was very attentive and the lunch was unbelievable. I'm still amazed how they made such a delicious lunch in the small galley kitchen. The swim=snorkel location had some great stories and the water was so clear and refreshing. All around great experience.”

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6.Rethymno: Sunset Catamaran Trip – Sushi & Open Bar

★★★★★★★★★★4.5 · 77 reviews · 3 hours 30 minutes (approx.) · from $102 per person Best value

Sail from Rethymno on a 3.5-hour luxury catamaran trip with Prosecco, sushi, Greek wine, beer, SUP boards, snorkeling gear, fishing, and a sunset return. The English-speaking crew may include Vito, Slavik, George, or Captain Sergei, though crew assignments can vary. The group limit is 25 people.

“This experience was everything we hoped for—and more. The crew delivered exactly what was advertised, including anchoring for a swim (though the water was a bit chilly, so we opted out). My father has a walking disability, and the crew was incredibly accommodating and kind, helping to make him feel safe and included throughout the trip. The captain and crew were attentive, professional, and genuinely welcoming. And yes—the sunset was every bit as magical as promised. It was a perfect evening on the water.”

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7.Sunrise Balloon Flight & Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 45 reviews · 8 - 9 hours · from $353 per person

Start before sunrise at Lassithi Plateau, where Sergey and his crew help you prepare for a gentle balloon flight and Greek breakfast. Later, board a semi-private catamaran from Heraklion or Hersonissos with crew members such as Joanna, Minas, and Wesley. Swim, snorkel, use the SUP, enjoy sushi and fruit, and watch sunset near Dia.

“Well worth trip, staff was very professional and helpful. Would highly recommend the trip.”

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8.SUP Safari – Catamaran Cruise Dia Island & Gourmet Delights!

★★★★★★★★★★5.0 · 9 reviews · from $169 per person

Join EOS Yachts in Heraklion for a five-hour catamaran trip to Dia Island. Certified instructor Thanasis leads an intermediate-level SUP outing, followed by snorkeling, swimming, Cretan treats, gourmet cold cuts, fruit, dessert, and open-bar drinks. Equipment, 360-degree camera footage, toilets, WiFi, and fuel are included.

“From the moment we stepped on the catamaran, everything felt magical. Tanasis guided us on a beautiful SUP ride, and the Cretan treats was such a lovely touch. Loved every part of it!”

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9.Private Catamaran Cruise to Dia with Meal&Drinks

★★★★★★★★★★5.0 · 2 reviews · 5 hours · $2,121 for the boat, seats 10

Sail privately from Heraklion to Dia Island aboard a spacious catamaran operated by DanEri Yachts. You get about 2.75 hours in a quiet bay for swimming, snorkeling, fishing, paddleboarding, and a freshly cooked Mediterranean meal. Choose a morning cruise for calm sunshine or an afternoon trip for sunset colors.

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