Discover the Charm of a Small Group Sailing Trip to Dia Island from Heraklion

If you’re looking for a way to escape the crowds and enjoy a more intimate and relaxed day on the water, this small group sailing trip to Dia Island might just be what you need. This experience promises a laid-back vibe, beautiful scenery, and plenty of time for swimming, snorkeling, and simply unwinding amid Greece’s stunning coastal views. While it’s not a full-day adventure, those six hours are enough to leave you feeling refreshed and with lasting memories.
What we really like about this tour is its personalized approach—you’ll be onboard an impeccably maintained boat with attentive crew members, making sure you get the most out of your trip. Plus, the crystal-clear waters of Dia offer some of the best swimming and snorkeling around Heraklion, giving you a genuine taste of Crete’s natural beauty. That said, keep in mind that this tour is quite focused on the sea and relaxing stops, so if you’re after a more active or sightseeing-heavy day, you might want to explore other options.
Another aspect to consider is the group size—limited to just 10 travelers—meaning you’re likely to enjoy a quieter, more personal experience. However, this also means that booking in advance is wise, especially during peak season when this trip tends to be booked around six days ahead. This is best suited for travelers who love the idea of sailing, snorkeling, and soaking up the sun in a smaller, more relaxed setting.
Key Points

- Intimate Experience: Small group size for a more personal vibe.
- Flexible Itinerary: Focus on swimming, snorkeling, and relaxing on Dia Island.
- Inclusions: Snorkeling equipment, snacks, drinks, and fuel are all covered.
- Duration: 6 hours—perfect for a laid-back day without feeling rushed.
- Pricing: Around $80.67 per person, great value for a private-ish sailing trip.
- Booking: Book about 6 days in advance for best availability.
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An In-Depth Look at the Dia Island Sailing Trip

This six-hour cruise departs from Heraklion in the morning, giving you a good window to enjoy the day without it feeling too packed. The meeting point is conveniently located at Epimenidou 19, Iraklio, making it accessible if you’re already exploring the city. Starting at 9:00 am, the trip kicks off with a warm welcome aboard an immaculately maintained boat equipped with all necessary gear—snorkeling equipment, safety instruments, and comfortable seating.
The Sailing and the Crew
One of the highlights, according to reviews, is the crew. Travelers consistently praise Dimitri and Alexandros for their friendly professionalism and attentiveness. We loved the way they provided thorough demonstrations of the boat and equipment, making sure everyone felt confident before setting sail. From what travelers say, they genuinely seem to enjoy sharing their knowledge and ensuring everyone has a good time.
Scenic Sailing and Relaxation
The sailing itself is smooth and enjoyable, with the boat gliding steadily towards Dia Island. The scenery along the coast is a feast for the eyes—craggy cliffs, shimmering waters, and the promise of a peaceful escape. Having a smaller group means you’re not jostling for space; instead, you can sit back, take in the views, and chat with fellow travelers or crew members.
The Stops at Dia Island
Once you arrive, the real fun begins. The island’s small bay is perfect for a swimming stop in the crystal-clear waters—many guests mention how much they appreciated the opportunity to cool off and take in the beautiful surroundings. The shallow waters are ideal for wading, making it accessible even for children or less confident swimmers. Bring your snorkel gear because the underwater scenery is said to be quite lovely, with chances to spot fish and other marine life.
For those interested in exploring further, there’s a small, charming church accessible via a footpath. The peaceful atmosphere of this tiny religious site adds a special touch to the visit—many reviews mention the pleasure of visiting it and the quaintness of the spot.
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Food and Drinks on Board
Snacks are included in the price, along with soda, bottled water, and other drinks. The provision of refreshments means you can stay hydrated and satisfied during the trip without worrying about bringing a lot of food. While the reviews don’t dwell on the quality of the snacks, they’re enough to keep everyone comfortable during the outing.
Returning and Overall Experience
The return trip happens around noon, giving you plenty of time to relax afterward or continue exploring Heraklion. The overall tone from travelers is that this is a memorable, peaceful, and scenic escape—a perfect way to spend half a day in Crete without the hustle and bustle of more crowded excursions. The small group setup ensures personal attention and a more intimate atmosphere, which many guests find adds to the enjoyment.
Why This Tour Works Well for You

If you’re a traveler who loves being on the water, appreciates quiet, scenic spots, and prefers a more relaxed pace, you’ll find this trip ideal. It’s especially suited for those who want to avoid large tour groups and enjoy a more personal connection with the crew and fellow travelers. The snorkeling and swimming opportunities are straightforward, making it a good choice if you like water activities but aren’t looking for an action-packed day.
However, if your idea of a perfect trip includes lots of sightseeing or active excursions like hiking or exploring inland sites, you might find this trip a bit too focused on just relaxing by the sea. Also, since private transportation isn’t included, you’ll need to arrange your own way to the meeting point—something to keep in mind if you’re staying far from Iraklio.
The Value of the Experience

At about $80.67 per person, this trip offers solid value. It covers fuel, all fees and taxes, snorkeling gear, snacks, and drinks—pretty comprehensive for a half-day cruise. When you consider the personalized attention from the crew, the small group size, and the chance to swim in pristine waters, it’s a well-rounded experience that doesn’t overly stretch the budget.
Many travelers comment on the friendliness of the staff and the quality of the boat, which are factors that often make or break a sailing trip. The reviews consistently highlight the crew’s professionalism and the beautiful views, which speak to the overall quality of the experience.
Final Thoughts: Is This Trip Right for You?

This small group sailing trip to Dia Island is a fantastic choice if you’re after a calm, scenic, and personal day at sea. It’s perfect for those who value tranquility, natural beauty, and a touch of local charm—especially if snorkeling and swimming are high on your list. The intimate setting, combined with the friendly crew and beautiful surroundings, ensures a memorable outing without the chaos sometimes associated with larger tours.
It’s also a good fit if you’re traveling with a small group or family and want to enjoy Crete’s coast in a relaxed environment. If you’re not keen on rigid itineraries and prefer your time on the water, this trip offers a flexible and friendly atmosphere that many travelers find refreshing.
On the downside, it’s a shorter trip, so if you’re looking to explore more of Crete’s inland or historical sites, you might want to supplement this with other activities. Also, since weather can affect sailing trips, it’s good to be prepared for possible cancellations or rescheduling, though this is clearly communicated and handled transparently.
From Heraklion : Small Group 6 hours Sailing Trip to Dia Island
“Nous avons beaucoup aimé l'excursion en voilier dirigé par Dimitri et alexandros. C'était très sympa le snorkelling.”
FAQ

Is transportation to the meeting point included?
No, private transportation isn’t part of this package, so you’ll need to arrange your own way to Epimenidou 19 in Iraklio.
What time does the trip start?
The trip begins at 9:00 am, giving you the whole morning to enjoy your day.
How many people will be on the boat?
The tour is limited to a maximum of 10 travelers, offering a more intimate experience.
What’s included in the price?
Fuel, all fees and taxes, snorkeling equipment, snacks, soda, and bottled water are included.
Can I cancel if my plans change?
Yes, you can cancel for free up to 24 hours before the trip, and you’ll get a full refund.
Is this trip suitable for children?
While not explicitly aimed at families, the shallow waters and relaxed pace make it suitable for children who are comfortable in the water.
What if the weather isn’t good?
If the weather is poor and sailing isn’t possible, you’ll be offered an alternative date or a full refund.
How long is the trip?
The total duration is about 6 hours, from morning departure to return around noon.
In the end, this small group sailing trip to Dia Island offers a peaceful, scenic, and personal way to spend part of your time in Crete. If relaxing on deck, swimming in clear waters, and enjoying Greece’s natural beauty sounds appealing, it’s definitely worth considering.
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- Snorkeling and Sailing In Cretes Hidden Coastal Gems
- Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip
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