The 8 Best Dia Island Boat Trips in Crete

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 protected Dia Island on a yacht limited to 14 passengers. Captain Petros and crew members such as Sofia, Giannis, Mariana, and Manos provide a relaxed day of swimming, snorkeling, paddleboarding, Greek food, unlimited drinks, and optional sunset views.

“Amazing experience!! The food and staff were amazing, the location is stunning, we had the most beautiful day”

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2.Sailboat Cruise to Dia Island with Drinks & Lunch

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

Sail about an hour from Heraklion to Dia Island on a shared or private yacht. Swim and snorkel in Saint George Bay, try fishing, enjoy lunch, fruit, local wine, and soft drinks, then return by sea. Crew members such as Marcos, Vasilis, Alexandra, and Dimitry have helped make these cruises warm and personal, though the crew can vary.

“Great activity. Thoroughly enjoyed and the crew were amazing. Food was excellent, couldn’t have asked for better”

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3.Sailing Cruise to Dia Island with Drinks and Meal

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

Spend six hours sailing from Heraklion to Dia Island with an English- and Greek-speaking crew. Swim, snorkel, fish, paddleboard, hike, and eat a fresh Mediterranean lunch onboard. Hotel pickup is available, and afternoon departures can include a sunset sail back to port.

“FANTASTIC!!! HIGHLY RECOMMENDED!!! the trip to and Dia was an iregular trip(rough sea) ( but very safe) but the interaction with the crew was out of this world! we have spent 3 hrs (or so) by the Island of Dia snorkeling, paddling, diving... drinking. nice company as well beautiful meal plenty drinks Thank you Captain Nick "BARBOSSA" 1ST MATE KRISTINA 1ST MATE IORGU”

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4.Dia Island Sailing Cruise with Snorkeling

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

From Heraklion’s Venetian harbor, sail with a professional crew toward uninhabited Dia Island. You’ll swim, snorkel, paddleboard, and enjoy drinks onboard, with seafood pasta on the full-day trip or sandwiches and tomato pasta on the half-day option. Recent sailings have featured friendly guides such as Ernesto and George.

“It was a beautiful experience and the guys were very polite and helpful towards us”

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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

Spend about five and a half hours sailing from Heraklion to uninhabited Dia Island. Swim from the boat, snorkel, paddleboard, fish, and eat shrimp linguini with Greek sides. Pickup covers many Crete resorts, and the boat may be a sailing yacht or catamaran, depending on the booking.

“Well worth the expedition if you want to sail, swim, sunbath, eat, drink and nap in an iconic Greek settling. The sailboat held 12 and traveled for an hour to anchor in a protected cove in Dia. With an adorable church on the hill as a backdrop, swimming in clear and initially cool clear water was refreshing. Not much to look at snorkeling but the water clear. Inflatable SUP fun with the wind much stronger and the current non-exsisitant. A delightful Mediterranean meal served along with endless wine beer and water. Knowledgeable captain and crew stayed out of the way allowing the passengers to mingle and play.”

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6.Private Half-Day Sailing Trip to Dia Island

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

Sail privately from Heraklion to Dia Island with a two-person crew such as Ilias and Nikiforas, Vassilis and Costa, or another assigned team. You get 2.5 hours at Saint George Bay for swimming, snorkeling, fishing, paddleboarding, and relaxing, plus drinks and fruit. Add hotel transfers or a full meal for extra convenience.

“Brilliant trip, crew were lovely and so helpful. Highly recommend”

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7.Sailing Trip to Dia Island with Lunch & Swimming

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

Set Sails takes you from Heraklion to Dia Island on a small-group yacht cruise with captains such as George, Vaso, Spiros, and Marina. Expect an 80-minute sail each way, a three-hour stop at Saint George Bay, seafood pasta, Greek salad, unlimited drinks, snorkeling, fishing, and SUP boarding.

“Trip was really good, so relaxing. Our crew goerge and marina were fantastic hosts. Great conversation & the lunch they provided was lovely. If you can request to have them, I 100% would!!”

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8.Dia Island Catamaran – Premium Lunch, Open Bar, Small Group

★★★★★★★★★★5.0 · 126 reviews · 6 hours 30 minutes (approx.) · from $181Top rated

Leave Heraklion at 9:30 a.m. aboard a luxury catamaran limited to 14 people, with an English-speaking crew such as Spiro, George, Alexandra, or Thomas. Spend about four hours in a Dia Island cove swimming, snorkeling, paddleboarding, fishing, and eating a fresh Mediterranean lunch. Drinks, Wi-Fi, and water gear are included.

“Despite a choppy sea, the crew (Sergey & George) were excellent and reassuring. George was a fantastic crew man, full of stories, charm and funny. Excellent food as well from both and an all round relaxing, enjoyable and memorable. trip.”

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