Heraklion: Dia Island Private Sailing Cruise with Full Meal

When it comes to exploring Crete’s stunning coastline and hidden treasures, a private sailing cruise to Dia Island might just be the highlight of your trip. We haven’t personally set sail on this exact tour, but based on detailed descriptions, reviews, and what travelers say, it’s a compelling option for those who love a mix of relaxed sailing, delicious food, and scenic views. Whether you’re celebrating a special occasion or just want a break from busy sightseeing, this experience offers an intimate way to enjoy Crete’s marine beauty.

What really catches our eye about this tour are its delicious Mediterranean meal served onboard and the variety of water activities—from snorkeling to stand-up paddleboarding. Plus, the chance to see a magnificent sunset from the deck adds a magical touch. One thing to keep in mind is that it’s a private group experience, which means a more personalized atmosphere, but also a higher price point. It’s best suited for travelers who appreciate comfort, good food, and a touch of adventure on the water.

A potential consideration is the weather—since water activities are weather-dependent, rough seas might limit what you can do. Also, towels aren’t included, so bringing your own is a good idea if you plan to swim or snorkel. This tour seems perfect for couples, friends, or small groups looking for a relaxed, scenic, and well-catered day out. If you’re after a lively party or a large group scene, this might not be the right fit.

Key Points

• Comfortable Sailing Experience: Large yachts with a focus on relaxation and scenic views.
• Gourmet Meal & Drinks: Mediterranean menu with wine, beer, and soft drinks included.
• Water Activities Galore: Snorkeling, paddleboarding, and fishing—note weather restrictions.
• Beautiful Sunset Views: Ideal for capturing memorable photos or a romantic ending.
• Flexible Schedule: Morning or afternoon cruises to match your plans.
• Private Group: Personalized service, perfect for special occasions or quiet exploration.

You can check availability for your dates here:

What You Can Expect on the Tour

Starting Point & Journey to Dia Island

Your day begins at the Heraklion Old Venetian harbor, with a quick view of the historic Koules fortress right at the marina’s entrance. As the boat departs, you’ll pass through the main port and set sail across the blue waters of Crete. The crew, knowledgeable and friendly, will share stories about Dia’s history and legends, making the sail itself interesting beyond just the scenery. The trip to Dia takes about an hour, so settle in, enjoy the breeze, and get ready for some relaxing sailing.

Approaching Dia Island & Water Playtime

Once anchored in the bay of Dia—famous for its crystal-clear waters—you’ll have plenty of time for snorkeling, paddleboarding, or even fishing. The crew supplies all the necessary gear, but keep in mind that stand-up paddleboards aren’t available in rough wind conditions for safety reasons. The calm waters and scenic surroundings make this a prime spot for cooling off and exploring underwater life or just floating in the warm sea.

The Meal and Relaxation

About an hour after arriving, a generous Mediterranean meal is served. The menu includes Greek salad, appetizers like olive paste and breadsticks, and the main course of shrimp linguini. Vegetarian and gluten-free options are available if you request in advance, making this a flexible dining experience. The meal is paired with unlimited drinks—including wine, beer, soft drinks, and juice—so you can relax and sip as you enjoy the view.

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Tropical & Local Fruits & Final Moments

After the main course, a fruit salad of tropical and local fruits rounds out the meal. You might find this offers a sweet, refreshing end to your onboard feast. Following this, there’s time to soak in the scenery, float in the water, or simply lounge on the yacht’s deck. As the boat prepares to leave Dia, you’ll start heading back toward Heraklion, often with spectacular sunset views if you choose the evening cruise.

Sails Back & Drop-Off

The return journey takes about 75 minutes, offering more chances to enjoy the breeze or snap photos. The tour concludes back at the Heraklion port or designated drop-off points like Cafe Marina, depending on your selected option.

Why This Tour Stands Out

A Personal Touch & Expert Crew

Reviewers consistently praise the crew’s professionalism and friendliness. One traveler mentioned how the crew called ahead to reschedule for better weather, showing genuine care. Others appreciated the captains’ local knowledge and the welcoming atmosphere, which makes the entire experience feel tailored and relaxed rather than rushed.

Excellent Food & Drinks

The food gets high marks for being both delicious and plentiful. The main shrimp pasta is often highlighted as a standout, complemented by a variety of appetizers and tropical fruit that adds a fresh twist. Unlimited drinks, including wine and beer, elevate the meal into a true leisure experience.

Water Activities & Scenic Quality

The water activities are a major highlight, especially snorkeling in clear turquoise waters. The paddleboards allow for a leisurely glide across the water, and the possibility of spotting dolphins adds a special touch, though that can’t be guaranteed. The calm bay and scenic surroundings make it ideal for photo ops and relaxing in nature.

Sunset & Romantic Potential

For those looking to combine scenic beauty with a romantic vibe, the afternoon cruise with sunset views is a real draw. Many reviews mention the magical quality of watching the sun dip below the horizon from the yacht’s deck, creating memorable moments.

The Practical Side: What’s Included & What You Need to Know

Included in the Price

• 6 hours of sailing, providing ample time for water play, a delicious meal, and relaxation
• An experienced crew focused on service and safety
• Full meal and unlimited drinks, including wine, beer, soft drinks, juice, and water
• Water activities: snorkeling equipment, fishing gear, and paddleboards
• Introduction to sailing for the curious
• Music onboard for a festive atmosphere
• Hotel pickup and drop-off (if you select that option), covering a wide range of Heraklion areas

What to Bring & What Not To

Bring your passport or ID, a towel, and possibly some sunscreen. Towels aren’t provided, and the tour explicitly states no pets, alcohol, or drugs are allowed onboard, maintaining a safe and family-friendly environment.

Timing & Meeting Points

Meet at Cafe Marina in the Heraklion old Venetian port—just google the cafe for precise directions. Morning cruises start at 8:40 AM, and afternoon cruises at 2:40 PM. The tour lasts roughly 5.5 hours, and the boat returns to the port at the end of the journey.

Accessibility & Suitability

The tour is not suitable for pregnant women, people with mobility issues, or wheelchair users, and requires participants to provide personal details in advance for check-in.

Authentic Traveler Feedback

Many reviews emphasize the quality of the crew and overall experience. One guest mentioned the crew’s attentiveness in advising to reschedule for better weather, which shows their commitment to a safe, enjoyable ride. Others praised the delicious food and generous service, with some describing the day as “an absolute dream” thanks to the hosts’ friendliness and professionalism.

The personal stories include conversations about sports, meaningful gestures after the trip, and the overall feeling of being well cared for—these details suggest the experience is about more than just the scenery; it’s about meaningful moments and good company.

Who Is This Tour Best For?

This cruise is ideal for small groups, couples, or anyone celebrating a special occasion. The private setting and tailored service make it perfect for those who want a relaxed, intimate day on the water. If you love good food, scenic sunsets, and water activities in a calm bay, it ticks all the boxes. However, if you’re after a lively party atmosphere or are traveling with mobility limitations, this might not be the best fit.

It’s especially suited for travelers who prioritize comfort, quality food, and personalized service, and don’t mind paying a premium for a memorable experience. Keep in mind that the weather can influence water activity availability, so a flexible schedule or a backup plan might be a good idea.

Frequently Asked Questions

Is the tour suitable for children?
The tour is not specifically marketed as family-friendly, but children who are comfortable in water and enjoy boat trips might find it enjoyable. However, it’s best for travelers to assess their children’s comfort with water activities and boat conditions.

Is food included in the price?
Yes, a full Mediterranean meal with appetizers, main course, and fruit is included, along with unlimited drinks like wine, beer, and soft drinks.

What water activities are available?
Snorkeling, paddleboarding (weather permitting), and fishing gear are provided. Note that paddleboards aren’t available in rough wind conditions for safety.

Can I choose a specific departure time?
Yes, you can select either the morning or the afternoon cruise, based on availability.

What should I bring?
Bring your passport or ID, a towel, sun protection, and perhaps a camera for photos. Towels aren’t provided.

Is pickup included?
Yes, if you choose the pickup option, it covers many areas around Heraklion, with timings confirmed the day before.

How long is the cruise?
About 5.5 hours total, including sailing to and from Dia, water activities, and the meal.

Is this tour suitable for people with mobility issues?
No, the activity is not recommended for those with mobility impairments or wheelchair users.

What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund.

Is there a dress code?
There’s no formal dress code; casual, comfortable clothing and swimwear are fine.

Final Thoughts

If you’re after a relaxed, scenic day on the water with a good meal, excellent drinks, and options for some water fun, this private sailing cruise to Dia Island is a compelling choice. The combination of professional crew, delicious food, and stunning sunset views makes it stand out in the realm of Crete experiences.

This tour is best suited for travelers who value comfort, personalized service, and a mix of leisure and adventure. It’s not the cheapest option, but the reviews suggest that the quality of the experience, the food, and the high level of service justify the price.

Whether celebrating a special event or simply wanting a peaceful escape, this cruise offers a memorable way to enjoy Crete’s coast and the magic of Dia Island. Just be prepared for some weather variability and bring your own towel to enjoy all the water activities to the fullest.

Happy sailing!

You can check availability for your dates here: