If you’re dreaming of a peaceful escape from the busy beaches of Crete, a private sailing trip to Dia Island might just be what you need. While we haven’t personally taken this exact tour, the reviews, details, and overall setup suggest it’s a wonderful way to enjoy Crete’s coastal beauty without the crowds. Whether you love swimming, snorkeling, or simply soaking up stunning views on a boat, this experience promises a calm, personalized adventure.
What really appeals to us about this trip is the chance to avoid the busy, tourist-packed beaches—something many travelers seek. Plus, the inclusion of snorkeling gear and the flexible itinerary makes it a practical choice for a relaxed day on the water. One thing to keep in mind, though, is that this trip is designed for smaller groups—up to 10 people—so it’s not ideal if you’re looking for a large, social tour.
This experience suits those who want a quiet, intimate day at sea, perhaps celebrating a special occasion or simply craving a break from busy sightseeing. It’s also perfect if you appreciate the freedom to explore at your own pace and enjoy a private setting.
Key Points
- Private experience with personalized attention in Crete’s waters
- Includes snorkeling gear for a fun underwater adventure
- Freedom to explore Dia Island’s beaches and small bay at your own pace
- Comfortable boat with all necessary equipment, well-maintained
- Ideal for small groups up to 10 people seeking exclusivity
- Flexible itinerary based on your preferences and weather conditions
The Details of the Sailing Adventure

This 6-hour private trip offers a chance to escape the crowds and enjoy a leisurely day on the water. You’ll sail from Heraklion, a bustling city that often sees many travelers, toward the quieter, scenic Dia Island—an accessible gem known for its tranquil beaches and beautiful views.
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The Boat and Equipment
One thing that stands out is the boat itself. Described as “immaculate,” the vessel is equipped with a detailed inventory of gear, all in working order. The crew provides a comprehensive demonstration of the yacht and its equipment, which is especially helpful if you’re new to sailing or snorkeling. The boat’s clean, well-maintained condition sets a reassuring tone for your day on the water.
Planning Your Day
The crew is attentive and ready to help craft an itinerary that suits your interests, whether that’s swimming, snorkeling, or just relaxing on deck. You’re encouraged to bring your own music via Bluetooth, which can make the experience more personalized and fun—something noted positively by past guests.
What’s Included
- Snorkeling equipment – perfect for exploring underwater life
- All fees and taxes – no hidden costs
- Fuels – ensuring a smooth ride without worries
What You Need to Consider
While the tour covers your main needs, you should note that private transportation isn’t included. So, you’ll need to arrange your own way to the starting point at Leoforos Nearchou in Heraklion. The meeting point is conveniently near public transportation, making it accessible, but plan accordingly.
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The Itinerary: What You Can Expect

Your day starts with boarding a well-kept boat, where you’ll receive a detailed briefing. The captain and crew will help you plan the best route considering weather conditions, your interests, and time constraints.
Sailing to Dia Island
The journey itself is part of the delight—sailing along Crete’s stunning coastline, with plenty of opportunities for photos. The water is consistently described as beautiful, clear, and inviting, perfect for swimming and snorkeling sessions.
Exploring Dia Island
Once on Dia Island, you’ll have several hours to explore at your own pace. The island features a picturesque church—something that many find charming—and plenty of space to relax on the beach or in the small bay where swimming is ideal. Past guests mention feeling like they had “lots of time to relax” and appreciated being able to swim in the calm waters.
Highlights on the Island
- Swimming and snorkeling in the bay—equipment is provided
- Visiting the picturesque church—for those interested in a quick cultural stop
- Relaxing on the beach—sunbathing, reading, or just soaking up the atmosphere
Return Journey
When you’re ready, the boat will transfer you back to Heraklion, completing a smooth and stress-free day. The crew is known for their personal attention, helping ensure everyone leaves happy and relaxed.
Authentic Experiences and Guest Feedback

Guests consistently praise the experience, especially highlighting the stunning waters and the friendly, attentive crew. One reviewer shared, “The water was beautiful and our family had a great time. Our captain was awesome!” Another noted how nice it was to play their own music via Bluetooth, adding a personal touch.
The value for the price—around $832.91 for up to 10 people—is apparent when considering the exclusivity, the included snorkeling gear, and the private nature of the experience. It’s a more expensive option than group tours, but the privacy and tailored approach justify the cost for many.
Practical Considerations

- Duration: 6 hours is a solid amount of time, offering plenty of flexibility for swimming, relaxing, or exploring
- Group size: Limited to 10 people, making it intimate and more personalized
- Price: Reflects the private, all-included setup—think of it as a special-day investment rather than just a boat trip
- Weather dependence: Good weather is essential; if canceled, you’ll be offered a different date or a full refund
- Transportation: You need to arrange your own transport to the meeting point in Heraklion
Who Is This Tour Best Suited For?

If you’re after a calm, private day on the water, this trip ticks many boxes. It’s ideal for couples, small groups of friends, or families wanting to enjoy Crete’s coast without the hassle of crowded beaches. Those who enjoy snorkeling or simply want to relax on a boat in beautiful surroundings will find this experience very satisfying.
This tour probably isn’t the right fit if you’re looking for a lively group atmosphere or want a longer, multi-day sailing adventure. Also, if you prefer guided tours with structured sightseeing, this more relaxed, flexible approach might feel too laid-back.
FAQs

How long is the trip?
The sailing adventure lasts approximately 6 hours, giving you plenty of time to enjoy swimming, snorkeling, and relaxing on the beach.
Is snorkeling equipment included?
Yes, snorkeling gear is provided, so you can explore underwater life without needing to bring your own.
Do I need to bring anything?
Besides your personal items and perhaps music for Bluetooth, you might want to bring sunscreen, a hat, and a towel for comfort.
How do I get to the meeting point?
The meeting point is near public transportation at Leoforos Nearchou in Heraklion, but you’ll need to organize your own transportation there.
Can I cancel if the weather’s bad?
Yes, cancellations due to poor weather are fully refunded or can be rescheduled. Always check the weather forecast before your trip.
Is this experience suitable for kids?
While not explicitly stated, the relaxed nature and focus on swimming and relaxing suggest it could be suitable for families with children comfortable in the water.
What about food and drinks?
You can purchase food and drinks to bring with you, giving you control over snacks and refreshments during the day.
Is the boat comfortable?
Guests describe the boat as immaculate and well-equipped, with attention to detail, ensuring a comfortable ride.
What is included in the price?
All fees, taxes, snorkeling equipment, and fuel are included. Private transportation isn’t included, so plan accordingly.
6-Hour Private Sailing Trips from Heraklion to Island of Dia
“We chose this excursion as part of my wife's 30th birthday. We and her friends flew to Greece and couldn't have chosen a better way to experience C…”
Final Thoughts

This private sailing trip from Heraklion to Dia Island offers a relaxing, customizable way to enjoy Crete’s coastline away from the crowded beaches. You get the privacy of your own boat, the chance to swim and snorkel in clear waters, and the freedom to explore the island at your own pace.
It’s especially suited for travelers who value comfort, privacy, and personalized service, making it perfect for special occasions or just a peaceful day on the water. Its high praise from past guests underscores its quality, with stunning views and attentive crew as consistent highlights.
If you’re looking for a serene escape with flexible planning, this trip fits that bill. Just remember to organize your transport to Heraklion, check the weather forecast, and bring along your favorite tunes and snacks. It’s a memorable way to experience Crete’s coast—quiet, beautiful, and tailored to your preferences.
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