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Discover the beauty of Dia Island on a private 6-hour sailing trip from Heraklion, featuring snorkeling, beach relaxations, and authentic Greek scenery.
A Detailed Look at the 6-Hour Private Sailing Trip from Heraklion to Dia Island
Sailing off Crete’s coast to explore the lesser-known Dia Island offers a peaceful escape from the crowded beaches and busy tourist spots. This private trip from Heraklion is perfect for those wanting a personalized, relaxed day on the water, with plenty of opportunities for swimming, snorkeling, and exploring at your own pace. It’s a well-rounded experience designed for travelers who value comfort, authenticity, and a touch of adventure.
What really stands out about this tour? Its private nature means you’ll have the boat and crew’s full attention, ensuring a tailored experience. Plus, the inclusion of snorkeling gear and the chance to visit a picturesque church adds layers of authentic Cretan charm. That said, one thing to note is that this tour doesn’t include private transportation, so getting to the meeting point is something to plan ahead.
This trip appeals most to travelers looking for a peaceful day on the water, away from crowds, with a flexible itinerary that allows for swimming and exploring. It’s ideal if you enjoy sailing, snorkeling, or simply relaxing on a scenic beach, and appreciate having a knowledgeable crew guiding your journey.

Booking this private sailing trip means stepping onto a boat that’s described as “immaculate,” with a crew dedicated to your comfort and safety. The vessel is equipped with all necessary gear, well-maintained, and ready for a smooth day out. The crew will give a thorough demonstration of the boat and equipment, making sure everyone feels confident before setting sail.
The meeting point is at Leoforos Nearchou in Heraklion, a central location with easy access, especially if you’re staying in the city. From there, you’ll cruise out towards Dia Island, known for its stunning scenery and tranquil beaches. The trip lasts about six hours, enough time to enjoy swimming, snorkeling, and exploring.
Sailing fans have several other Crete options to choose from
Start at Heraklion:
The journey begins with a briefing and safety demonstration. Expect a warm welcome from the crew, who are known for their personal attention and helpful tips. Once on board, you’ll immediately notice how well-equipped the boat is — from snorkeling gear to sound systems so you can jam to your favorite tunes via Bluetooth.
Cruising to Dia:
The voyage itself is a scenic highlight, with views of Crete’s rugged coastline and the open sea. The crew often shares stories about the local area, making the trip informative as well as relaxing. The boat is spacious enough for everyone to lounge comfortably, and the calm waters make for a smooth sail.
Swimming and Snorkeling Breaks:
One of the best parts of this tour is the chance to jump into the water. The small bay around Dia Island offers sheltered spots for swimming and snorkeling. Reviewers have raved about the quality of the water, describing it as “beautiful,” with clear visibility to see underwater life. Equipment rental is included, so no need to bring your own gear unless you prefer it.
Visit to a Picturesque Church:
A highlight for many travelers is visiting a charming church on Dia Island. This gives you a taste of local architecture and culture, away from the more touristy spots. It’s a peaceful spot where you can soak in the serenity and snap some memorable photos.
Leisure Time on the Beach:
If you’re in the mood to relax, you’ll find plenty of time to lounge on the beach or take a gentle swim in the small bay. Reviewers appreciate having ample time for unwinding, with one noting, “We had a great time just relaxing on the beach and enjoying the scenery.”
Return Voyage:
As the day winds down, you’ll set sail back to Heraklion, enjoying the sunset views if the timing is right. The crew helps coordinate your departure, ensuring a safe and smooth return.

Unlike group tours, this private sailing trip ensures you’re not competing for space or attention. It’s especially suitable for families, couples, or small groups of friends wanting a tailored experience.
The inclusion of snorkeling equipment makes exploring the underwater life straightforward and accessible. The clear waters around Dia are often described as “beautiful,” offering plenty of opportunities to discover marine life.
More ways to experience Crete from the water include these boat tours
Visiting the small church adds an authentic flavor to the trip, providing a peaceful cultural experience that’s often missed in larger tours.
With plenty of free time on the beach, you can choose to swim, sunbathe, or simply soak in the scenery. The crew is known for their personal attention, helping to craft an experience that suits your preferences.

At $832.91 per group (up to 10 people), this tour might seem a bit pricey compared to larger group excursions. However, when you consider that it includes private use of the boat, snorkeling equipment, and a personalized crew, the value becomes clearer. For a small group, this is a cost-effective way to enjoy a luxurious and flexible day on the water.
Many reviewers, like Khari_C, highlighted how the trip was “a great time at a great price,” especially as they celebrated a special occasion — a 30th birthday. Being able to play your own music via Bluetooth and enjoy the privacy makes this experience feel exclusive and tailored.


This private sailing trip is especially suited for travelers who want a personalized experience away from crowds. If you’re traveling with friends or family and love the idea of flexible schedules, snorkeling, and seaside relaxation, you’ll find this trip a perfect fit. It’s also ideal if you appreciate authentic cultural touches like visiting a local church or exploring a quiet island.
It’s less suitable for those seeking a very budget-friendly group tour or travelers who prefer more structured, guided excursions with multiple stops and activities. Also, remember that the experience is weather-dependent, so flexible dates or a backup plan is wise.

How long is the trip?
The sailing adventure lasts approximately six hours, giving you plenty of time for swimming, snorkeling, and relaxing on Dia Island.
What is included in the price?
The price covers all fees and taxes, use of snorkeling equipment, and fuel. It is a private trip for your group of up to 10 people.
Is private transportation included?
No, private transportation to the meeting point in Heraklion is not included, so plan to arrange your own transfer.
Can I bring food and drinks?
Yes, you can purchase food and drinks to bring with you, which many guests do to enjoy a picnic or refreshments on the boat or beach.
What is the meeting point?
The tour starts at Leoforos Nearchou, in Heraklion. It’s centrally located and accessible via public transport.
Is snorkeling equipment provided?
Yes, snorkeling gear is included, making it easy to explore the underwater scenery without additional rental costs.
What if the weather is bad?
The experience is weather-dependent. If canceled due to poor conditions, you’ll be offered an alternative date or a full refund.
How many people can join?
Up to 10 people can participate per group, making it ideal for small parties.
Are there any age restrictions?
Most travelers can participate, but it’s best to consider if children in your group are comfortable on boats and in water.
What makes this experience special?
The private setting, personalized crew, and the opportunity to visit a charming church and relax on a quiet beach make this trip stand out.

This private sailing experience from Heraklion to Dia Island offers a rare chance to enjoy Crete’s coast away from the crowds, with plenty of time for swimming, snorkeling, and relaxing. The intimacy of a private boat, combined with the flexibility to craft your own day, makes it stand out from more structured tours. It’s perfect for those wanting a peaceful, authentic escape with friends or family, especially if you love the idea of exploring a scenic, less-touristed part of Greece from the comfort of a well-equipped vessel.
While it’s a little pricier than larger group options, the exclusivity, personalized attention, and included snorkeling gear make it excellent value. Just remember to check the weather forecast and plan your transfer to the meeting point to ensure a smooth start to your day.
If you’re after a relaxing, scenic, and intimate day on the sea with authentic touches, this trip is likely to tick all the boxes. Whether it’s a special occasion or simply a wish to enjoy Crete’s gorgeous waters at your own pace, this sailing adventure is a memorable way to do it.