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Experience a private 5-hour sailing trip from Heraklion to Dia with stunning views, swimming, snorkeling, local snacks, and optional stand-up paddleboarding for $71.


This 5-hour private sailing trip offers an intimate escape from the busy coastlines of Crete. Starting in Heraklion, the experience features a personal skipper and assistant on a private sailboat. The cost is $71 per person, making it an accessible luxury for those seeking tranquility, stunning scenery, and a touch of adventure. The professional guides are knowledgeable, ensuring a memorable journey across the Aegean.
The day begins with a safety briefing at the Marina Cafe, where all excursions launch. Guests are advised to bring passports for check-in. The tour is ideal for small groups or private parties, providing a tailored experience with the flexibility to enjoy the sea at your own pace.
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After leaving the marina, the boat departs on a scenic one-hour sail along the coast of Heraklion. During this time, passersby can enjoy the breathtaking views of the sea and landscape, with the sailor’s commentary enriching the experience. This leg of the journey offers a relaxed start, setting the scene for the day ahead.
Guests appreciate how the skipper leads the boat smoothly, giving everyone a chance to settle into the rhythm of the waves. The calm waters and gentle breeze make for a comfortable, enjoyable ride, perfect for photography or simply soaking in the scenery.

The highlight of this tour is reaching Dia, an uninhabited island known for its unspoiled natural beauty and mythological significance. Once docked, visitors have about two hours to explore. The island’s shores are perfect for swimming and snorkeling in clear, turquoise waters.
The free time at Dia allows guests to relax on the beaches, take photos of the landscape, or enjoy some time standing up paddleboarding (SUP) — an option that adds a lively element to the day. The local snacks and soft drinks served onboard are perfect for refueling after water activities.
Guests find the visit to Dia especially appealing for its tranquility and untouched beauty, making it ideal for those who enjoy peace away from crowded spots. The mythological ties of Dia also add an extra layer of interest, making it more than just a beach stop.
During the two-hour stop at Dia, the tour provides a selection of light snacks and refreshing soft drinks. These offerings are designed to keep everyone energized while enjoying the stunning sea vistas. The local snacks complement the experience, adding a taste of Crete’s culinary flavor.
Throughout the trip, beverages are available to keep guests hydrated, especially during the sunny hours. The casual onboard dining creates a relaxed atmosphere, enhancing the overall enjoyment of the sailing adventure.
More Great Tours NearbyAs the day winds down, the sailing back to Heraklion offers a spectacular sunset view. The scenic hour of sailing in the evening provides a perfect backdrop for photos and peaceful moments. The guides share insights about the landscape and mythology, enriching this tranquil return journey.
The return cruise is a highlight for many, as the dusk light casts a warm glow over the sea and mountains. This segment underscores the romantic and peaceful atmosphere that makes this experience stand out.

The meeting point is at the Marina Cafe, a convenient and scenic spot to start the tour. Travelers are advised to bring their passports for check-in, with the option to send them early to avoid delays. The small group or private setting ensures a personalized experience and flexibility.
The tour provider, Explor.gr, holds a perfect 5-star rating, reflecting consistent professionalism and quality. The availability depends on the selected time slot, with options for early or late afternoon departures. The tour includes a private sailboat and a skipper, making it suitable even for first-time sailors.
This tour is not suitable for wheelchair users due to the nature of sailing and boat access. Also, alcohol and drugs are not permitted onboard, maintaining a safe environment. Since the activity involves water-based activities, guests should be comfortable with swimming or at least be prepared for water exposure during snorkeling or SUP.
The duration of 5 hours makes this experience manageable for most, but it is best suited for those in good health who enjoy being on the water in a relaxed setting.
This private sailing trip offers a more intimate, customizable experience compared to group tours. Similar options include sailing trips with meals and drinks or hotel transfers, providing additional amenities. The average price for comparable excursions falls within a similar range, but this tour’s private nature and inclusion of SUP make it unique.
Other experiences on the market often emphasize a more social atmosphere, whereas this one is dedicated to privacy and personalized service. The 5-star rating indicates a high level of satisfaction, consistent with the quality of the crew and the boat.

This tour stands out for its personalized service, stunning scenery, and the opportunity to explore Dia in peace. The half-day format makes it a perfect escape for those looking to combine water activities, relaxation, and sightseeing without a long commitment.
The cost of $71 per person is competitive, especially considering the private boat experience and inclusion of snacks and SUP. It’s especially suitable for travelers who want a romantic, family, or small-group day on the water, with the flexibility to customize the experience.
This sailing trip offers a peaceful, scenic escape from the busy coast of Heraklion, with the chance to swim in turquoise waters, snorkel, and stand-up paddleboard in a private setting. The professional guides and crew ensure safety and comfort, while the well-curated itinerary maximizes your time exploring Dia’s untouched landscape.
While the absence of lunch might be a downside for some, the light snacks and drinks onboard, along with the spectacular sunset, compensate with a relaxed, memorable experience. This trip is ideal for those who value privacy, scenic beauty, and water-based fun on Crete.
What is included in the price of $71?
The tour includes a private sailboat, personal skipper and assistant, light snacks, and soft drinks.
How long does the trip last?
The total duration is 5 hours, covering sailing, swimming, snorkeling, and relaxing onboard.
Where does the tour start?
The meeting point is at the Marina Cafe in Heraklion, where all excursions begin.
Can I bring my passport?
Yes, travelers are asked to bring their passports for check-in or send them early to avoid waiting.
Is stand-up paddleboarding included?
Yes, stand-up paddleboarding (SUP) is part of the free water activities during the stop at Dia.
Are meals included?
No, the tour provides light snacks and soft drinks, but lunch is not included.
Is this tour suitable for children?
Yes, as long as children are comfortable with water activities and are in good health, since the tour involves swimming and SUP.
Is the tour accessible for wheelchairs?
No, wheelchair users are not accommodated due to boat access limitations.
Can I cancel the tour?
Yes, free cancellation is possible up to 24 hours in advance for a full refund.
Are there any alcohol restrictions?
Yes, alcohol and drugs are not allowed onboard for safety reasons.