Heraklion: Private Full-Day Sailing Trip to Dia Island

Planning a day out on the water in Crete? This private sailing trip from Heraklion to Dia Island promises a blend of relaxation, adventure, and a touch of luxury. Whether you’re celebrating a special occasion or just want to escape the busy streets and soak up the sun, this experience is tailored to deliver a memorable day.

What really sets this tour apart are its personalized feel and the well-reviewed crew that makes the whole journey smooth and enjoyable. Plus, you get to enjoy unlimited drinks, fresh fruit, and multiple swimming stops, which is perfect if you’re into water-based fun. On the flip side, it’s a full-day activity, so it’s worth considering if you’re not big on being out in the sun for hours or if you prefer more guided, structured excursions.

This trip works well for those who love the idea of having a private yacht all to themselves — ideal for couples, friends, or small families wanting a personalized experience. It’s also a good pick if you’re after authentic sailing, with the chance to fish, snorkel, and just unwind on a boat with a crew that’s praised for their friendliness and knowledge.

Key Points

• Highly rated experience with a 4.9/5 from 139 reviews.
• Private boat tailored to your group size, up to 6 people.
• Multiple swim and snorkel stops around Dia Island and Gulf of Saint George.
• Inclusive drinks and fresh fruit, with optional onboard meals.
• Experienced crew known for their friendliness and helpfulness.
• Flexible options for pickup and drop-off, plus full refund if canceled 24 hours in advance.

You can check availability for your dates here:

What to Expect from the Full-Day Sailing Trip

This is a well-rounded adventure that combines the beauty of Crete’s coastline with the freedom of being on your own private boat. You’ll start your day by meeting at either the designated meeting point or a chosen location, depending on your booking. The journey kicks off with a safety briefing followed by about an hour of sailing, giving you a taste of real maritime life.

As we set sail, you’ll enjoy the gentle sway of the boat and panoramic views of the coast. The trip lasts roughly 6.5 hours, including time on Dia Island, with enough opportunities to relax or get active. The itinerary is designed to maximize your time in the water and your overall comfort, with quiet sailing periods, scenic views, and plenty of chances to unwind.

The Stops and What You’ll Do

First Stop: Dia Island’s Gulf of Saint George

The highlight for many is the first swim stop at the Gulf of Saint George, famous enough to have been explored by Jacques Yves Cousteau. Expect crystal-clear waters perfect for snorkeling — the provided gear makes it easy to spot colorful fish and marine life. This stop is also a good moment to try your luck fishing with the equipment supplied by the crew.

Several reviews note that the crew is particularly accommodating, helping with snorkeling gear and making the experience enjoyable for those new to water sports. Andrew mentions how the crew was very kind and helpful, especially with kids, which adds a nice family-friendly touch even if the trip itself isn’t specifically marketed as family-focused.

Second Stop: Additional Swimming and Free Time

After a scenic sail, the boat will anchor again for about two hours, giving you time to swim, snorkel, and relax. This longer stop allows you to soak in the sun, explore the waters at your own pace, or just lounge on deck with a drink in hand. The reviews highlight how much guests appreciated the crew’s attentiveness and the quality of the equipment.

The Onboard Experience

Throughout the day, you’ll enjoy unlimited soft drinks, bottled water, and local white wine. The fresh seasonal fruit platter is a refreshing snack, perfect after swimming or sunbathing. For an extra touch of indulgence, you can choose to add a full onboard meal when booking, which many guests found to be a delicious reward after a busy morning.

The boat itself is tailored to fit your group comfortably, with cushion mattresses on deck and shaded areas to protect you from the sun. The relaxed atmosphere and friendly crew create a vibe that makes it easy to unwind and really enjoy the day.

How the Itinerary Shapes Your Day

The total itinerary includes:
– Starting from Heraklion (meeting points vary, including Café Marina)
– About an hour of sailing on the way to Dia
– 2.5 hours at Dia Island for swimming, snorkeling, and enjoying refreshments
– 2 hours of free time on Dia for more swimming or relaxing
– A scenic sail back to Heraklion, with about an hour of cruising to enjoy the views

This structure ensures you’re never rushed and always have time to enjoy each part of the day. The stops at Dia and the Gulf of Saint George are especially praised for their beauty and tranquility.

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The Big Picture: Is It Worth the Price?

At $666 per group (up to 6 people), this experience isn’t cheap, but when you compare it to the cost of private yacht rentals or guided group tours, it offers good value. You’re paying for exclusivity, personalized service, and the convenience of having everything taken care of — especially with the optional hotel transfers, which are a nice touch for a seamless day.

Guests consistently mention how the combination of delicious food, excellent drinks, and attentive crew made the trip feel luxurious without feeling overly formal. Many reviews mention that the crew was particularly helpful and friendly, which enhances the overall atmosphere.

Who Is This Tour Best For?

If you love relaxing in style, want a private experience, or are celebrating a special occasion, this trip is a solid choice. It’s particularly suited for small groups wanting a tailored day on the water, with plenty of swimming and snorkeling.

While not explicitly marketed as family-friendly, the crew’s kindness and the gentle pace make it a decent option for small children, provided they’re comfortable in or around water.

Keep in mind, it’s a full-day activity, so if you prefer shorter trips or aren’t comfortable in the sun, you might want to consider other options. But for those looking to combine scenic sailing with water fun and great food, this trip hits the right notes.

Frequently Asked Questions

What is included in the price?
The price covers a private yacht, a professional crew of two, unlimited water, soft drinks, wine, fresh seasonal fruit, snorkeling gear, fishing equipment, and all fuel, insurance, and marine fees.

Can I add a meal onboard?
Yes, you can choose to add a full onboard meal when booking. If you don’t select one, a seasonal fruit salad will be served. Dietary restrictions can be accommodated with prior notice.

Is hotel pickup available?
Yes, optional hotel pick-up and drop-off can be arranged for an extra cost. You’ll need to contact the provider after booking to coordinate.

What should I bring?
Bring a hat, swimwear, sunscreen, and your passport or ID. It’s also wise to have sunglasses and maybe a cover-up for sun protection.

How long is the sailing?
The total duration is around 7 hours, with about an hour of sailing at the start and end, plus plenty of time at the stops.

Are there options for different group sizes?
Yes, the yacht is tailored to your group size, up to six people, ensuring a personalized experience.

Is this suitable for children?
While not specifically marketed as a family tour, reviews indicate the crew is friendly and accommodating, making it potentially suitable for kids comfortable around water.

Can I cancel this trip?
Yes, you can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

What makes this tour stand out?
Guests love the knowledgeable crew, the beautiful scenery, and the quality of the food and drinks onboard, making it a well-rounded luxury day on the water.

In the end, this private sailing trip to Dia Island from Heraklion offers a carefully curated mix of comfort, adventure, and scenic beauty. It’s a great pick for those who want to enjoy Crete’s waters without the hassle of large group tours, with the bonus of excellent reviews that highlight the crew’s friendliness and the overall quality of the experience. Whether celebrating, relaxing, or exploring, this trip provides a lovely way to spend a day in Crete.

You can check availability for your dates here: