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Experience Crete’s beauty aboard a well-reviewed sailing cruise featuring all-inclusive Mediterranean meals, water activities, and stunning sunset views.
If you’re dreaming of a day on the water while discovering Crete’s natural beauty and local flavors, the Dia Sailing Cruise is worth considering. This 5.5-hour journey from Heraklion promises a combination of scenic sailing, water fun, and hearty Mediterranean cuisine, all with the convenience of hotel pickup. Rated 4.8 out of 5 from dozens of travelers, this tour has earned praise for its hospitable crew, stunning views, and excellent value.
What catches our eye most about this experience? It’s the way the tour balances relaxation and activity—sailing to Dia Island, enjoying water sports, and savoring a traditional meal all in one trip. However, keep in mind that the cruise depends on weather conditions, so flexibility might be necessary. This experience is best suited for travelers who love the outdoors, good food, and a laid-back vibe—perfect for couples, families, or groups seeking authentic Crete moments.


Sailing fans have several other Heraklion options to choose from
This cruise offers more than just a boat ride; it’s an opportunity to see Crete from a new perspective. The journey starts in Heraklion’s Old Venetian Port, where the friendly staff at Rocca a Mare Sailing Adventures will welcome you aboard the well-equipped vessel. The boat—described as spacious and comfortable—features music, sun decks, and all safety gear, so you’ll feel both relaxed and secure.
The highlight is sailing to Dia Island, an uninhabited gem protected under the Natura 2000 project. The island’s pristine coves and biodiverse environment make it a perfect spot for swimming, snorkeling, or simply lounging on deck. Travelers have the chance to learn about the local marine life and eco-sailing, guided by a skilled skipper. As one reviewer noted, “Manuel and Billy are the best,” emphasizing the importance of a friendly, knowledgeable crew in making the day special.
The cruise has a flexible schedule based on your chosen option: the day cruise or the sunset cruise. The day trip departs early at 09:00, giving you around four hours at Dia Island. The focus during this time is on enjoying marine activities, with snorkeling gear and stand-up paddleboards provided—some guests, like Sarah, found the snorkeling experience “breathtaking,” especially with the chance to see local marine life.
The lunch break is a highlight, featuring a hearty Mediterranean menu designed to satisfy all appetites. The main dish is pasta with shrimp and tomato sauce, but vegetarian options are available, along with Greek salad and seasonal fresh fruits. Guests have raved about the quality of the food, with many noting that it’s “phenomenal” and served with generous portions.
In the late afternoon, you’ll sail back, and if you chose the sunset cruise, you’ll be treated to a spectacular display of colors over the horizon. As one reviewer shared, “The sunset on the way back was gorgeous, a truly magical experience.”
Upon arrival at Dia Island, the fun begins. Whether you want to snorkel through clear waters, stand-up paddleboard, or simply sunbathe on the deck, there’s plenty of space and equipment for all preferences. Many guests appreciated the freedom to explore at their own pace, as one reviewer mentioned, “We had loads of fun snorkeling as much as we wanted.”
Onboard amenities such as music and drinks create a lively yet relaxing atmosphere. The tour includes unlimited white Greek wine, soft drinks, and bottled water—ideal for staying refreshed during the summer heat.
This cruise is perfect for those wanting a mix of adventure and relaxation. It suits travelers seeking authentic Greek cuisine, beautiful scenery, and water-based fun. The friendly crew and well-organized schedule make it accessible for families, couples, or groups of friends. Keep in mind that the activity isn’t suitable for pregnant women or people with mobility issues, and towels aren’t provided, so pack accordingly.
More ways to experience Heraklion from the water include these boat tours

The meeting point is at the Marina Cafe in Heraklion’s Old Port. Look for the sign “Daily Cruises to Dia Island,” or search “Rocca a Mare Sailing Adventures Meeting Point” on Google Maps for precise directions. The tour offers optional transportation upon request, with a prior arrangement and additional fee—helpful if you prefer a door-to-door experience.
Pack essentials like sunglasses, a hat, swimwear, towel, sunscreen, and a light jacket for cooler evenings. Remember your passport or ID, as port authorities require passenger details for approval. Towels and alcohol are not included, so bring your own if needed.
While the tour price includes a generous all-inclusive meal, unlimited drinks, and water activities, check the current rates to assess value. Many guests, including Sarah and Leanne, mentioned that the experience “felt like great value,” especially considering the quality of the food and the scenery.
The cruise is weather-dependent; if conditions are unfavorable, the tour may be postponed or canceled with a full refund. It’s advisable to stay flexible and keep an eye on weather forecasts as your trip approaches.

The genuine warmth and expertise of the crew are often highlighted in reviews. Manuel, Vassily, and Billy stand out as hosts who blend professionalism with friendliness, making guests feel at home. As one guest expressed, “Manuel and Vassily are great hosts and chefs; we had loads of fun”—a sentiment echoed across several reviews.
Guests also appreciate the storytelling aspect—learning about Dia Island’s myths and natural environment adds depth to the experience. The combination of scenic sailing, engaging water activities, and excellent food creates a well-rounded day for those looking to explore Crete’s maritime charm.

For travelers craving a balanced mix of scenic beauty, cultural authenticity, and social fun, this cruise stands out. The well-reviewed crew, stunning sunset views, and delicious Mediterranean cuisine make it one of the most engaging ways to explore Crete’s coastline.
It offers genuine value, especially for those who want more than just a boat ride—water activities, local storytelling, and tasty food elevate the experience. Its flexible schedule and optional transport make it accessible, while the likelihood of encountering dolphins or marveling at vibrant sunsets adds a touch of magic.
If you’re visiting Crete and enjoy spending time by the water, this tour could be a highlight of your trip—be sure to pack your camera, your appetite, and a spirit ready for adventure.

Is transportation to the meeting point included?
Transportation can be arranged upon request with an additional charge, but most guests meet at the Marina Cafe in Heraklion.
What should I bring for the cruise?
Bring your passport or ID, sunglasses, a hat, swimwear, towel, sunscreen, and a light jacket for cooler evenings. Towel is not provided.
Are vegetarian or gluten-free meals available?
Yes, vegan and gluten-free options are available upon request, and the main meal is pasta with shrimp or a vegetarian alternative.
How long is the cruise?
The total duration is around 5.5 hours, with approximately 4 hours at Dia Island and sailings to and from the island.
What water activities are offered?
Guests can enjoy snorkeling gear, stand-up paddleboards, and relax on the deck, with plenty of free time to explore or sunbathe.
Is this tour suitable for families?
Yes, but it’s not recommended for pregnant women or individuals with mobility impairments, as the activities involve water and boat movement.
What happens in case of bad weather?
The cruise is weather-dependent; if conditions are unfavorable, it may be canceled or postponed with a full refund.
Can I cancel the tour?
Yes, free cancellation is available up to 24 hours in advance, giving you flexibility to adjust your plans if needed.
This Dia Sailing Cruise offers a genuine taste of Crete’s maritime charm, combining natural beauty, engaging water activities, and authentic Greek cuisine. It’s a fantastic choice for travelers who want an immersive day out on the water with friendly hosts and memorable scenery.