Heraklion: Sunset Private Sailing Trip to Dia island

Planning a trip to Crete and looking for an experience that combines breathtaking scenery, relaxation, and a touch of adventure? A private sunset sailing trip to Dia Island might just be your perfect getaway. This tour offers a unique chance to explore an uninhabited paradise, enjoy attention from a dedicated crew, and witness one of Greece’s most beautiful sunsets.

What makes this trip stand out is its intimate setting—up to 10 guests—and the variety of activities packed into a 4.5-hour window. We especially love the combination of sailing, swimming, and snorkeling, all set against the backdrop of changing sky colors. However, it’s worth noting that this experience is primarily suited for those who enjoy being on the water and want a more relaxed, scenic adventure rather than a high-energy excursion.

If you’re after a memorable, personalized day on Crete’s waters with great local wine and beautiful views, this trip is likely to meet your expectations. It’s ideal for couples, families, or small groups seeking a blend of leisure and exploration in a peaceful, luxurious setting.

Key Points

• Private and intimate: Perfect for small groups up to 10 people, ensuring personalized service.
• Activities for all: Snorkeling, swimming, paddleboarding, and fishing gear included for varied fun.
• Stunning scenery: Enjoy scenic cruising, spectacular sunset views, and crystal-clear waters.
• Expert crew: Friendly, knowledgeable guides who make the trip smooth and engaging.
• Value for money: Includes snacks, local wine, beverages, and all equipment—just bring your towel!
• Flexible options: Hotel pickup and drop-off available if you choose, adding convenience to your day.

An In-Depth Look at the Experience

Starting Point and Departure

The journey begins at the Heraklion Venetian port, specifically at the left side of “Marina Café – Restaurant.” Expect to meet the crew about 15 minutes before the scheduled start time, with the captain welcoming you onboard. The group size is kept small, with a maximum of 10 guests, which guarantees an intimate atmosphere and personalized attention. Parking is nearby, with a small charge, making it easy to access.

The Sailing Adventure Begins

Once aboard, the boat departs from Heraklion port and sets sail north toward Dia Island. The cruise itself lasts about an hour, during which you can relax on the sundeck, breathe in the salty air, and take in the views of the Cretan coast. For the more adventurous, there’s the opportunity to participate in sailing procedures, which adds an engaging element that makes you feel part of the crew.

Arrival at Dia Island: Nature and Nostalgia

Dia is a tiny, uninhabited island famous for its transparent waters and rich underwater remains. Once anchored, the real fun begins. You’ll find snorkeling gear included, making it easy to explore the underwater world and see the sea life up close. Several reviewers, including one who described the snorkeling as “lovely,” appreciated how clear the waters were—perfect for snapping photos or just floating around.

The island itself is quiet and untouched, offering a peaceful contrast to the busy coast. For those interested in history, there are ruins to explore, which add a layer of intrigue. The opportunity to fish with provided gear also appeals to keen anglers or those curious to try.

Leisure and Snacking

After some aquatic fun, you can relax on the boat, enjoy the snacks and fresh fruits provided, and sip on premium local wine or beverages. The crew, praised for their friendliness and helpfulness by multiple reviewers, makes sure everyone is well taken care of with attentive service.

Scenic Return and Sunset Magic

As the boat begins its return journey about two and a half hours after arriving at Dia, you’ll have front-row seats to one of Crete’s most stunning sunsets. The changing skyline, with hues of orange, pink, and purple, creates a breathtaking backdrop. Many guests have mentioned how special it is to watch the sun dip below the horizon, capturing perfect photos and soaking in the tranquility.

The cruise back to Heraklion lasts about an hour, giving you time to unwind and enjoy the peaceful sea. Watching the city lights gradually sparkle as darkness falls adds a romantic and almost magical finish to the day.

What Makes This Tour Stand Out?

Personalized Service and Knowledgeable Crew

Guests consistently mention how friendly and helpful the crew is. From providing snorkeling equipment to explaining sailing procedures, the guides go above and beyond to make everyone comfortable. The captain, whose name isn’t specified but is described as welcoming and professional, ensures safety while also offering insightful comments about the scenery and the island’s history.

Beautiful and Diverse Activities

The combination of sailing, snorkeling, paddleboarding, and fishing provides plenty to do without feeling rushed or overwhelming. The snorkeling gear is high quality, and the water’s clarity is a major plus, making underwater exploration a highlight. The inclusion of a SUP allows those who want to test their balance, while the fishing gear adds a fun, relaxed activity.

Spectacular Views and Sunset

The return trip is a highlight—guests rave about the “extraordinary sunset” and the chance to capture it in photos. The changing colors of the sky over the sea create an almost meditative atmosphere, perfect for unwinding after a busy day exploring Crete.

Food and Drink

Snacks, fruits, and local wine are included, providing a taste of Crete’s culinary charm. The drinks are of good quality, and the snacks are fresh, making it easy to keep energized throughout the journey. Remember to bring your own towel if you plan to swim or snorkel, and a jacket for the cooler evening air.

Practical Aspects

The tour lasts approximately 4.5 hours, which is a good balance between time on the water and sightseeing. The starting times vary depending on availability, so check ahead. Price-wise, $700 per group is reasonable considering it includes the boat, crew, snacks, alcohol, equipment, and transportation if you opt for pickup—delivering good value for a private experience.

Who Will Love This Tour?

This trip is perfect for couples seeking a romantic sunset, small groups of friends, or families wanting a relaxed, scenic day in Crete. It’s especially suitable if you enjoy water-based activities like snorkeling or paddleboarding and want a more exclusive, tailored experience. The knowledgeable guides and peaceful setting make it ideal for travelers who appreciate authenticity and thoughtful service.

However, if you prefer high-energy, activity-filled excursions or are uncomfortable on boats, you might want to consider other options. The calm pace and emphasis on enjoying the scenery and leisure time make this more of an indulgent, scenic escape.

Final Thoughts

This private sailing trip to Dia Island offers a wonderful blend of relaxation, adventure, and natural beauty. The small group setting, combined with attentive service and stunning views, makes it a worthwhile addition to your Crete itinerary. You’ll leave with unforgettable memories of swimming in crystal waters, savoring local wine at sunset, and experiencing the tranquility of a Greek island that remains largely untouched.

For anyone who appreciates a meaningful, intimate connection with nature and the sea, this cruise hits the mark. It’s a fantastic way to see a different side of Crete—not just the busy coastal towns but a peaceful island and sky painted in vibrant sunset colors.

FAQ

Is this tour suitable for children?
Yes, it’s suitable for families, especially if children enjoy water activities and boat trips. Just be mindful of safety around the water and bring necessary gear like life jackets if needed.

What should I bring with me?
Bring a towel, passport or ID, a jacket (for the cooler evening), and perhaps some extra cash for optional souvenirs or additional snacks. Towels are not included and cost around 25.

Can I participate in sailing procedures?
If you’re feeling adventurous, yes. The crew encourages participation in sailing activities, which adds an engaging element to the trip.

Are drinks and snacks included?
Yes, you’ll enjoy snacks, fresh fruits, premium local wine, and beverages all provided on board.

What’s the best time of day for this tour?
The tour is designed to catch the sunset, making late afternoon to early evening the ideal time to experience the full effect of the changing sky.

How long is the sailing part of the trip?
The initial cruise from Heraklion to Dia takes about one hour, with the return trip also lasting roughly an hour, totaling approximately 2 hours of sailing.

Is hotel pickup included?
Yes, if you select the appropriate option, hotel pickup and drop-off are included, adding convenience for your overall day.

Whether you’re after a romantic evening, a peaceful escape, or simply an authentic way to explore Crete’s waters, this private sailing trip to Dia Island offers a well-rounded, memorable experience. The friendly crew, stunning scenery, and tranquil atmosphere make it a top choice for a relaxing day at sea.