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Experience a private sailing trip from Heraklion to Dia Island with snorkeling, scenic views, and local treats—perfect for relaxing and exploring Crete’s coast.
If you’re looking to add a splash of adventure and luxury to your Crete holiday, the Dia Island private sailing trip with Cretan Yachts offers a fantastic way to explore this lizard-shaped island. This 6-hour journey combines the thrill of sailing with the serenity of swimming in crystal-clear waters, all guided by knowledgeable locals. A true highlight for those who enjoy privacy, personalized service, and authentic experiences on the water.
What really catches our eye about this trip is the careful balance it strikes between relaxation and activity. You’ll love how smoothly the entire day flows—from a scenic cruise along Heraklion’s coastline to the peaceful bay of Saint George, where you can unwind and soak in the views. But a potential consideration? The price tag of $678 per group might seem steep for some, especially if you’re hoping for an all-inclusive experience. Still, for groups of up to 10, this trip offers excellent value when you consider the exclusivity and tailored nature of the experience.
This tour is ideal for travelers who want a private, flexible day on the water—perfect for couples, friends, or small families eager to escape the crowds and enjoy a more intimate Crete adventure. If you’re seeking stunning scenery, personalized service, and a chance to snorkel in pristine waters, this trip ticks many boxes.


Sailing fans have several other Heraklion options to choose from
Starting from the lively Heraklion Marina, the journey begins with anticipation. The sailing boat, MARYLINE, is described as spacious, well-maintained, and ideal for a relaxing day on the water. The crew, especially the captain, is frequently praised for their friendliness and expertise, making sure every passenger feels at ease. The trip’s duration—six hours—means you’ll have plenty of time to soak in the scenery, snorkel, or simply unwind with a cold drink in hand.
A key aspect of this trip is its personalized nature. Unlike large group tours, this private cruise ensures your experience is tailored, whether you’d prefer more time snorkeling or relaxing on deck. The inclusion of snorkeling equipment and local snacks adds to the laid-back vibe, making it a well-rounded day.
Start at Cafe Marina:
This is the designated meet-up point, right in the heart of Heraklion. Being a café, it offers a casual and convenient spot to gather before setting sail. You’ll meet your local guide and crew here, get a brief safety orientation, and prepare for the adventure ahead.
On foot to Rocca a Mare Fortress:
A short 10-minute walk takes you to this historic site. While it’s a quick stop, it offers great photo opportunities and a chance to stretch your legs before boarding the boat. The fortress overlooks the coastline, providing scenic views and a bit of local history—ideal for history buffs or those wanting a quick cultural touchstone.
Sailing to Dia Island:
The actual cruise to Dia takes around 75 minutes, where you’ll enjoy the breeze and panoramic views of the Cretan coastline. The captain often shares interesting insights into the area, making this part both scenic and educational. The boat’s sound system plays music, adding to the relaxed atmosphere.
Stopping at Dia for 3.5 hours:
Here’s where the real magic happens. You’ll have enough time to explore the island—walking among its cedar trees, swimming in the bay of Saint George, and taking stunning photos of the rugged landscape. The bay is known for its peaceful vibe and spectacular views overlooking Heraklion, making it perfect for unwinding.
Activities on Dia:
You can snorkel in the clear water, which reviewers like Maurits praise for its quality and ease of access. The waters are described as “crystal clear,” ideal for underwater exploration. The trip includes local snacks and fruits, adding a taste of Crete to your day. An authentic feature is the introduction to sailing, provided by your crew, which appeals to those curious about maritime life.
Return to Heraklion:
After a leisurely 75-minute sail back, the boat passes by the Rocca a Mare Fortress again, giving you a second chance for photos and scenic views. The trip ends back at Cafe Marina, where you can discuss your favorite moments and plan your evening.

At $678 per group, the price might seem significant, but it reflects the exclusivity and personalized care of the experience. For groups of up to 10, this cost becomes more reasonable, especially when considering the inclusions—snacks, unlimited drinks, snorkeling gear, and a private skipper. Plus, the vessel is described as being in fantastic condition, ensuring safety and comfort throughout.
Compared to larger, more generic tours, this private sailing offers flexibility and intimacy. You’re not just another face in a crowd; you’re the focus of a tailored adventure, guided by a local expert. The friendly, knowledgeable captain brings a personal touch that enhances the overall experience, making you feel like a guest rather than a tourist.
One reviewer, Maurits, highlighted the friendliness of the skipper and the spaciousness of the boat. They mentioned that well-catered food and drinks made the day even more enjoyable. Such touches elevate the experience from a simple boat ride to a memorable day on Crete’s waters.
More ways to experience Heraklion from the water include these boat tours
This tour is perfect for small groups who value privacy and personalized service. Whether you’re celebrating a special occasion or simply want a relaxing day away from crowded beaches, you’ll appreciate the flexibility and intimate atmosphere. It’s also ideal for travelers eager to learn about sailing from an expert or those who want to snorkel in unspoiled waters with all necessary gear provided.

The tour lasts 6 hours, offering ample time for exploration and relaxation. Starting times vary—check the availability to pick a slot that fits your plans. The meeting point is Heraklion Marina Cafe, a central, accessible spot.
What to bring:
– Sunglasses, hat, and sunscreen for sun protection
– Swimwear and towel for swimming and lounging
– Passport or ID card, as required by coast guard regulations
– Light snacks or extra drinks if desired (although unlimited refreshments are included)
Note:
– This tour is not suitable for wheelchair users due to the physical nature of boarding and walking on the island.
– Cancel up to 24 hours in advance for a full refund, providing flexibility if plans change.

This private sailing trip provides a serene, personalized escape to Dia Island with a focus on comfort, stunning scenery, and local insights. It’s a fantastic choice for couples, small groups of friends, or families who want a more intimate experience. If you love the idea of sailing in style, snorkeling in pristine waters, and enjoying Crete from the water with a friendly captain at your side, this tour is a winning pick.
While the price might seem high, the value comes from exclusivity, quality gear, and the chance to explore a beautiful island at your own pace. It’s perfect for travelers who prioritize comfort and authenticity over crowd-packed group tours.

Is this a private tour?
Yes, it’s a private sailing trip for groups of up to 10 people, ensuring a personalized experience.
How long is the cruise?
The cruise lasts approximately 6 hours from start to finish, including time on Dia Island.
What is included in the price?
The price includes a private 6-hour sailing trip, snacks, unlimited refreshments, water, fruits, snorkeling equipment, and music onboard.
Do I need to bring my own gear?
Snorkeling gear is provided, but you should bring your own swimwear, towel, sunscreen, and other personal essentials.
Is there a cancellation policy?
Yes, you can cancel up to 24 hours before the trip for a full refund.
Are there any restrictions for participants?
The tour is not suitable for wheelchair users, and passengers need to provide some personal details for safety and coast guard requirements.
To sum it up, if you’re after a relaxed yet adventurous day on the water with a personal touch, the Dia Island private sailing trip offers a wonderful way to enjoy Crete’s coastline. With its combination of scenic sailing, snorkeling, and authentic local hospitality, it promises a memorable experience. Just be ready for a full day of sunshine, sea breeze, and stunning views—an ideal way to see a different side of Crete.