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Discover Crete's Dia Island on a luxurious sailing trip with meals, drinks, and activities like swimming and snorkeling—perfect for relaxed explorers.
Heraklion: Dia Island Luxury Sailing Trip with Meal & Drinks – An Authentic, Luxurious Escape
Taking a boat trip from Heraklion to Dia Island promises more than just a scenic cruise; it offers an indulgent blend of comfort, adventure, and authentic Greek hospitality. The experience, offered by MGV-Yachts-Cruises, combines the thrill of sailing aboard a spacious, modern yacht with the tranquility of uninhabited Dia Island, a protected Natura 2000 site. Whether you opt for a private charter or a shared journey, this trip is designed to cater to those looking for a laid-back yet luxurious day on the sea.
What really makes this experience stand out for us is the attention to detail—think expansive decks for sunbathing, a delicious Mediterranean menu, and knowledgeable crew members who genuinely love sharing their island passion. The only consideration? The trip’s duration might feel a bit short if you’re eager to spend more time in the water or exploring, but that’s also part of the charm: a well-paced adventure with enough time to unwind.
If you’re someone who values comfort, scenic beauty, and authentic experiences over crowded tourist spots, this tour ticks all the boxes. It’s perfect for couples, small groups, or families who want a taste of Crete’s maritime allure without sacrificing luxury or personal attention.


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The day begins at the Heraklion old Venetian port, with the meeting point at “Cafe Marina.” If you opt for the pickup service, it’s available from several nearby locations like Karteros, Gournes, Kokkini Hani, and Hersonissos. The pickup can be up to an hour before the cruise, which gives you a chance to enjoy the scenic drive and settle in before departing.
Transporting yourself to Heraklion by car or public transport is straightforward, and the meeting point is easy to find. For those who prefer convenience, the included pickup service simplifies logistics, especially after a day of swimming and sunbathing.
The trip is hosted on two of the largest sailboats in Heraklion Port—the TREATON (53 feet) and JACKPOT (49 feet). Both boast air conditioning, electric toilets, and showers, making them more like floating luxury apartments than traditional boats. Reviewers often highlight how spacious and well-maintained these vessels are, with plenty of space to relax, socialize, or take in the views from the large decks.
The journey from Heraklion to Dia takes about an hour, giving you plenty of time to soak up the sea breeze and admire the coast. Once on Dia, the real fun begins. The island itself remains uninhabited and protected, which means you’ll enjoy pure, untouched nature.
The water around Dia is perfect for swimming and snorkeling, with crystal-clear visibility and vibrant marine life. Many guests mention how the water feels “emerald green” or “crystal blue,” making every dip feel like a private paradise. Reviewers like Tatjana appreciated the chance to watch sea urchins and explore underwater in calm, inviting waters.
One of the standout features is the onboard meal. The crew prepares a delicious Mediterranean menu—think pasta with shrimp in red sauce, Greek salad, and seasonal fruits. Several reviewers described the dishes as “fresh,” “delicious,” and “generous.” Vegetarian and gluten-free options are available upon request, which caters well to dietary needs.
Throughout the trip, unlimited soft drinks, water, beer, and white wine are served, adding to the relaxed, festive atmosphere. Guests consistently praise the value for money, noting that the quality and quantity of food surpass expectations for the cost.
For water lovers, Dia’s waters are a highlight. You can swim, snorkel, or even try paddleboarding—equipment is provided, and the crew is happy to assist beginners. Reviewers like Shauna shared how their children loved the paddleboards and watching marine life, which makes this a family-friendly adventure.
Fishing is also an option, adding a bit of local flavor to your day at sea. The expansive stern platforms and front decks are perfect for sunbathing or simply relaxing with a drink, while the spacious cockpit offers a comfortable area to socialize or take in the view.
If you choose the sunset option, you’ll enjoy a tranquil cruise back as the sun dips behind the horizon, casting a warm glow over the sea. The twilight sky and starlit night provide a dreamy backdrop—perfect for couples or anyone looking to add a touch of romance to their day.
Reviewers like Leona described the sunset cruise as “amazing,” with some mentioning how the crew’s attentive service made the experience even more memorable. The optional sunset views are complimentary if you select a sunset trip, and many feel this is the perfect way to end a relaxing day.
The crew, including captain Joseph and crew members Thanos and Nikos, are praised for their friendliness, knowledge, and attention to detail. They often share interesting tidbits about Dia’s natural environment, making the trip both entertaining and educational.
Seasickness is worth considering—reviewers recommend taking anti-seasickness medication 30 minutes before departure and during the trip if you’re prone to motion sickness. Staying light on food before boarding can also help keep everyone comfortable.

This cruise offers fantastic value, combining a luxurious sailboat experience with a well-rounded day of swimming, snorkeling, great food, and beautiful scenery. The inclusion of unlimited drinks and a thoughtful meal elevate it beyond typical day trips, making it a worthwhile splurge for those wanting comfort and authenticity.
While the trip’s duration is around 5.5 hours, many guests find that the balance of sailing, swimming, and relaxing hits the sweet spot. The multiple options—private or shared, morning or sunset—make it adaptable for different preferences. The private charters are perfect if you’re celebrating a special occasion or want a more intimate experience, while the shared trips are excellent for meeting fellow travelers.
This tour is best suited for travelers who value comfort, good service, and scenery—whether you’re a couple seeking a romantic escape, a family wanting fun in the sun, or a small group of friends eager for a memorable outing. If you’re someone who appreciates a well-organized trip with plenty of water activities and gourmet food, this cruise will meet or exceed your expectations.

Is hotel pickup included?
Yes, if you select the option, pickup and drop-off from several designated locations in Heraklion and nearby areas are provided. The exact pickup time is confirmed a day before.
How long does the trip last?
The standard duration is 5.5 hours, with options for full-day trips lasting 8.5 hours. Check availability for specific starting times.
What should I bring?
Bring a hat, swimwear, towel, sunscreen, a light jacket, and your passport or ID. Oversize luggage isn’t allowed onboard.
Are vegetarian or gluten-free meals available?
Yes, vegetarian and gluten-free options can be requested in advance, and they are included in the meal offering.
Can I participate in sailing the boat?
Yes, you’re welcome to take part in the sailing process and learn basic skills from the captain if you like.
Is this trip suitable for children?
Yes, children enjoy swimming, snorkeling, and paddleboarding. Reviewers mentioned how their young kids loved the activities and marine life.
What is the group size?
Shared cruises accommodate up to 16 guests, ensuring a cozy, less crowded experience. Private charters are tailored for smaller, more intimate groups.
To sum it up, this Heraklion Dia Island sailing trip offers a delightful mix of comfort, adventure, and natural beauty. It’s a fantastic option if you want to enjoy Crete’s coastline from a luxurious boat, dive into crystal waters, and savor authentic Greek cuisine—all in a relaxed, intimate setting. Perfect for those seeking a high-quality day out on the water that combines the thrill of sailing with the tranquility of unspoiled nature.