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Discover Dia Island with a semi-private sailing trip from Heraklion, featuring swimming, snorkeling, a delicious onboard meal, and stunning sea views.
Exploring Dia Island: A Sailing Adventure Worth Your Time
When it comes to experiencing Greece’s Crete coast, few outings rival a day spent sailing to Dia Island. This semi-private full-day trip, offered by Avanti Sailing, combines the thrill of sailing with the serenity of crystal-clear waters, all wrapped in a relaxed, social atmosphere. It’s the kind of experience that balances adventure and leisure, perfect for travelers who want a taste of authentic sea life while enjoying some well-earned comfort.
What we particularly love about this tour is the focus on authentic, small-group experiences. With a limit of just 10 participants, it’s easy to feel like you’re on a private boat with friends — not just another large-scale cruise. Plus, the crew’s friendliness and helpful attitude truly add to the laid-back charm. One possible consideration is that the activity doesn’t include hotel transfers, so you’ll want to arrange your own transport to Heraklion’s Venetian port. This trip suits travelers craving a mix of scenic sailing, water activities, and good local cuisine in a relaxed setting.


Starting at the Venetian port of Heraklion, this sailing trip immediately sets a tone of adventure mixed with comfort. The meeting point is straightforward — on the left side of “Marina Café.” From there, a friendly crew welcomes you about 15 minutes before departure, ready to take you on a scenic journey that promises to be both fun and restful.
The boat itself is described as elegant and comfortable, with plenty of space to relax or participate. The departure is timed to give you ample daylight for the voyage, with the trip lasting around six hours in total. The small group size means there’s plenty of room for conversation, sunbathing, or just soaking in the views.
Sailing fans have several other Heraklion options to choose from

The journey kicks off with a relaxing hour-long cruise northward from Heraklion. During this time, you’ll enjoy scenic vistas of the Cretan coastline and sea. It’s a great chance to get acclimated to the boat and chat with fellow travelers.
Reviewer Nicole comments, “Had a wonderful trip to Dia Island with Avanti Sailing crew. The captain was very friendly and told us about the island.” This first leg is mostly about settling in, enjoying the gentle breeze, and preparing for the day ahead.
Arriving at Dia, you’ll find yourself in a tranquil paradise, where the water’s clarity makes it ideal for swimming and snorkeling. The island’s natural beauty is complemented by its small, ancient port ruins, perfect for a leisurely walk or photo stops.
The highlight here is the four hours of free time. Guests can snorkel with provided gear, explore marine life, or simply lounge on deck with a drink in hand. The reviews praise the crew’s attentiveness and the quality of the snorkeling equipment, which helps you see vibrant fish and urchins. As Papadogiorgakis notes, “Dia was absolutely beautiful,” emphasizing how the scenery makes the trip worthwhile.
Water enthusiasts will love the chance to snorkel, with gear supplied and marine life readily visible. Many guests are surprised at the abundance of fish and the ease of exploring the shallow waters. Stand-up paddleboards are available for a more active experience, giving you a different perspective of the coastline.
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The onboard meal is a big draw. The reviews reveal that the food is both plentiful and tasty, with fresh fruits, soft drinks, and premium local wine served alongside. This is not just a snack but a proper meal that feels like a highlight of the day. Farsaraki appreciated the “kind” crew and noted feeling safe throughout the trip, which is essential for peace of mind when trying water activities.
The boat departs Dia in the late afternoon, cruising back to Heraklion over the last hour. This scenic return offers the perfect time to unwind, share stories with new friends, and take in the changing light over the sea. The trip concludes at the same port where it started, with plenty of time to explore or relax afterward.

Guests consistently mention the friendly, helpful crew, particularly the captain, whose local knowledge enhances the experience. The crew’s attentiveness means you’ll feel safe and well cared for, whether snorkeling or simply relaxing.
The crystal-clear waters of Dia Island are genuinely captivating. Travelers have highlighted the quality of the snorkeling gear and the marine life they spot. The scenery, both during the cruise and on land, is picture-perfect, offering a true taste of Crete’s coastal beauty.
The onboard meal is praised for being fresh, plentiful, and flavorful. Paired with local wine and soft drinks, it elevates the day from a simple boat trip to a culinary experience in itself.
At $96 per person, this trip offers an all-in day of sailing, water activities, a meal, and scenic views. Considering the small group size and the included amenities — snorkeling gear, paddleboards, and food — the price is quite reasonable.
The trip doesn’t include hotel transfers, so you’ll need to arrange your own transport to Heraklion’s port. Towels are not provided (cost around $25), so bring your own if you plan to swim. Also, the activity isn’t suitable for wheelchair users, so those with mobility needs might want to explore alternative options.
This sailing trip appeals most to travelers looking for an authentic, relaxed day on the water with a small-group vibe. It’s ideal for those who enjoy water activities like snorkeling and paddleboarding, as well as anyone wanting a taste of local Cretan hospitality. It’s also perfect for couples, friends, or families who appreciate good value and a scenic escape from the bustle of the town. If you’re seeking a more private or luxurious experience, this semi-private tour hits the sweet spot of intimacy and adventure.
“Had a wonderful trip to Dia Island with Avanti Sailing crew. Had so much fun! The captain was very friendly and told us about the island. Had a cha…”

Is the tour suitable for children?
Yes, families with children who are comfortable in water and can swim will enjoy the trip. However, supervision is recommended, especially during water activities.
What should I bring?
Bring a hat, swimwear, towel, sunscreen, beachwear, and your passport or ID. Towels are not included, so plan accordingly.
Can I book last minute?
Availability depends on the season and demand, so it’s best to check in advance. The tour can be booked with flexible payment options, including pay later.
Does the tour include transportation to the meeting point?
No, hotel pickup isn’t included. You’ll need to make your way to Heraklion’s Venetian port on your own.
What is the group size?
Limited to 10 participants, ensuring a more intimate experience compared to larger cruises.
Is the trip suitable for non-swimmers?
Yes, but they should be comfortable in water and may prefer to stay on deck during swimming and snorkeling.
What languages are spoken?
The activity is hosted in English, so communication is straightforward.
Are there any safety concerns?
The crew prioritizes safety and is experienced. As noted in reviews, guests felt secure even during water activities.
How long is each part of the trip?
The cruise to Dia takes about an hour each way, with four hours on the island, plus time for sailing and cruising. Total duration is approximately 6 hours.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before departure, allowing you to plan flexibly.
In essence, this sailing adventure to Dia Island offers a well-rounded day of scenic cruising, water fun, and good food, all delivered by a friendly crew in a cozy setting. It’s a fantastic way to experience Crete’s coastline authentically and comfortably, especially if you value small groups and personalized service. Perfect for those looking to relax, explore marine life, and enjoy some local wine in the company of new friends.