15 Boat Trips in Heraklion to Book Before the Season Fills

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, paddleboarding, a Mediterranean meal, unlimited drinks, and sunset views.

“Here’s a smoother, more natural version of your text: This was the last day of our trip through Crete, and we ended it in the best way possible. The cruise was incredible, the weather was perfect, and the crew and food were fantastic. It was everything I wanted and more. We were having so much fun that we didn’t even have enough time to try all the activities - which is actually a good thing!”

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2.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 Greek meal, 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.”

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3.Dia Island Sailing Cruise with Snorkeling

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

Review of Heraklion’s Dia Island sailing cruise, with snorkeling, paddleboarding, meals, prices, transport tips, and honest advice.

“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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4.Sunset Sailing Cruise Dia Island with Snorkeling

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

Review of Heraklion’s Dia Island sunset cruise, with snorkeling, sailing, Greek food, paddleboarding, prices, timing, and practical tips.

“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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5.Cruise to Balos Lagoon and Chania Old Town

★★★★★★★★★★4.4 · 526 reviews · 14.5 - 16 hours · from $88

Cruise from Heraklion to Balos Lagoon and Chania, with swimming, Gramvousa views, hotel pickup, and a long but rewarding day in Crete.

“An amazing day, everything is taken care of. Balos is absolutely breathtaking!!! I cannot believe i saw these sights with my own eyes. The free time in Chania was fun, an opportunity to see a different part of Crete”

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6.Sailing Trip to Dia Island with Lunch & Swimming

★★★★★★★★★★4.8 · 517 reviews · 6 hours · from $100

Sail from Heraklion to Dia Island for swimming, snorkeling, SUP, seafood pasta, local drinks, and warm Cretan hospitality.

“It was a fun and entertaining experience, super friendly hosts, food was also very delicious. Definitely recommend. Ευχαριστώ”

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7.Dia Sailing Cruise With All-inclusive Meal And Drinks

★★★★★★★★★★4.6 · 422 reviews · 5.5 hours · from $76

Sail from Heraklion to Dia Island with lunch, unlimited drinks, swimming, snorkeling, paddleboarding, and sunset views for $76.

“It was absolutely amazing! Great food, especially thanks to the super friendly and entertaining crew. We had an awesome time with great chats and lots of fun on board. My girlfriend especially appreciated the option to order gluten-free and vegan meals – they even asked how severe the allergy was and whether to prepare the food separately. Perfect service, top crew and an unforgettable cruise. Highly recommended!”

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8.Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

★★★★★★★★★★4.9 · 312 reviews · 5.5 hours · from $141

Review of EOS Yachts’ luxury catamaran cruise from Heraklion to Dia Island, with chef-prepared food, swimming, snorkeling, and drinks.

“Loved the boat size, amenities and WC facilities. Excellent crew and beautiful location choice to anchor, swim and snorkel.”

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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, sunset views, and relaxed Cretan sailing.

“It was a great activity, the guides were amazing and make us feel welcome in the boat. Also the place and the water in the island were amazing very clean and unique I really recomend this activity”

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10.Preveli By Boat, Damnoni & Kourtaliotiko Springs

★★★★★★★★★★4.5 · 254 reviews · 11 - 13.5 hours · from $58

Review of Crete’s Preveli boat trip from Heraklion, with Kourtaliotiko Springs, Damnoni Beach, costs, timing, tips, and honest advice.

“Compared to some of the tours available, this one appeared to be good value for money. The guide was extremely knowledgeable, switching between three languages seamlessly. It is important to listen to her tips as she lets you know how to find the best spots. We packed a lunch and ate it in the gorge, which meant we had more time to swim and enjoy the water. The south is very different from the north side of the island and worth exploring.”

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11.Dia Island Catamaran Cruise with Lunch, Water Toys

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

Review of a Heraklion catamaran cruise to Dia Island with lunch, unlimited drinks, water toys, snorkeling, and practical booking tips.

“The cruise was amazing! The crew was super friendly and the food was just delicious!”

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12.Dia Island Luxury Catamaran Cruise with Meal

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

Review of Heraklion’s Dia Island catamaran cruise, with swimming, snorkeling, paddleboarding, a Cretan meal, drinks, and sunset views.

“Excellent activity! Really nice boat (around 26 persons per boat) and the waters in dia island are amazing. A really special activity and great crew.”

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

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

Review of Heraklion’s Dia catamaran cruise, with swimming, water toys, healthy Cretan lunch, open bar, and a sunset sail.

“Amazing experience Im planning to come again next summer and bring my family Thank you very much Daneri”

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14.Cruise to Chrissi Island Natural Park with Pickup

★★★★★★★★★★4.1 · 124 reviews · 10 - 12 hours · from $70

Review of Crete’s Chrissi Island cruise from Heraklion, with transport, swim stops, costs, timing, practical tips, and honest advice.

“Une île paradisiaque !!! J’ai vraiment aimé, pour ceux qui ne sont pas à l’aise de nager du bateau à la plage ( environs 80m) il y a des gilet de sauvetage, planches et frites pour aider. Prenez des masques ou des lunettes pour voir les poissons j’ai vu pu apercevoir beaucoup d’espèces.”

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15.Dia Island Sunset Boat Tour with Dinner

★★★★★★★★★★4.8 · 116 reviews · 6 hours · from $100

Cruise from Heraklion to Dia Island for swimming, snorkeling, dinner, drinks, and a memorable Cretan sunset aboard a private yacht.

“Greetings from Ukraine. Nadia and Lilia. We're so thankful for that trip. A captain was very cool, smart, and positive. P:s thanks for saving my earrings)))) Eva , great girl. Atmosphere of the trip was amazing.”

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