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Enjoy a 6-hour small group sailing cruise from Heraklion to Dia Island for $100.88, featuring snorkeling, ancient ruins, local wine, and scenic views in Crete.

This small group sailing cruise from Heraklion offers a relaxed, semi-private escape to Dia Island, an uninhabited gem surrounded by rocky inlets and crystal-clear waters. Priced at $100.88 per person, the tour lasts about 6 hours and is perfect for those seeking a combination of sailing, swimming, and exploring in a comfortable, intimate setting. The tour has received a flawless 5.0-star rating from 14 reviews, with 100% of participants recommending it.
Starting from the Venetian port of Heraklion, the journey is led by Avanti Sailing, which emphasizes safety, comfort, and delightful local touches. Whether you’re interested in relaxing on deck, snorkeling to spot sea turtles and fish, or exploring ancient ruins, this tour caters to a wide range of interests. The tour includes a tasty onboard meal, premium local wine, and seasonal fruits, making it a full sensory experience for those who enjoy good food and scenery.
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The tour begins at Epimenidou 19, Iraklio, conveniently close to public transportation. The small group size ensures an intimate atmosphere, with a maximum of 10 travelers onboard. The mobile ticket system makes check-in quick and hassle-free, setting the tone for a smooth day on the water.

This semi-private sailing experience is designed to maximize your comfort and enjoyment. The 6-hour duration includes ample time for sunbathing, sailing, and water activities. You can choose to relax on the sundeck or actively participate in sailing procedures, fostering a sense of camaraderie among fellow guests.
The tour features smooth cruising with the opportunity to spot dolphins and sea turtles, as confirmed by recent reviews. The sunset option is available, allowing for a later start that avoids early mornings, making it suitable for those preferring a more leisurely pace.
Once at Dia Island, you’ll find four quiet bays, each offering unique features. The gulf of Agios Georgios is where boats typically moor, perfect for swimming and relaxing. The gulf of Kapari, bay of Panagia, and gulf of AgRead more are ideal for exploring rocky inlets and soaking in the sun.
Dia’s uninhabited status means no crowds, providing a peaceful environment. You can swim in the crystal waters, explore the ruins of an ancient port, or take a leisurely walk around the island. The rocky scenery and clear waters make it a picture-perfect spot for snorkeling and photographs.
Snorkeling at Dia Island is a highlight, with reports of seeing various types of fish and giant sea turtles during the cruises. The waters are known for their clarity, making it easier to observe marine life up close. Since the tour is led by experienced crew, safety and guidance are prioritized.
Guests can dive into the waters directly from the boat, enjoying a refreshing swim, or simply relax on deck and watch the underwater activity. The snorkeling equipment is available, and the crew provides assistance if needed.
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A key feature of this tour is the meal served onboard, crafted to enhance the sailing experience. The delectable meal pairs well with local wines that are included in the package, alongside refreshing soft drinks. The seasonal fresh fruits served during the cruise add a sweet touch to the journey.
The emphasis on quality food and drink creates a relaxed, convivial atmosphere, especially when paired with the stunning scenery of Crete’s coastline and Dia Island’s rocky bays.
Avanti Sailing leads this tour with an emphasis on safety, comfort, and a friendly attitude. The crew is praised for their excellent service and knowledgeable guidance, making the experience feel personalized and engaging. The small group size allows for a more intimate and personalized atmosphere, suitable for those who prefer a quieter, less crowded outing.
Guests are encouraged to participate in sailing procedures, which adds an interactive element to the day. The crew’s approach ensures that even those with little sailing experience feel included and comfortable.
This tour offers free cancellation up to 24 hours before the scheduled start, allowing for flexibility in planning. In case of poor weather, the tour is typically canceled, and guests are offered a full refund or alternative date. This ensures peace of mind when booking, especially during unpredictable weather periods.
The minimum traveler requirement is not explicitly stated, but the tour’s maximum of 10 guests keeps the experience exclusive and manageable.
What sets this Heraklion to Dia Island cruise apart is its small group size, personalized service, and the chance to snorkel with sea turtles — an experience highly praised in reviews. The local wine pairing and seasonal fruits elevate the onboard meal, making it more than just a boat trip.
The inclusion of ancient ruins and the chance to see dolphins or giant sea turtles adds a magical touch. Plus, the sunset departure option offers a more relaxed, romantic vibe for sunset lovers.
This cruise is perfect for travelers who enjoy sailing, snorkeling, and relaxed exploration in a small-group setting. It’s suited for those who value good food, local wine, and beautiful scenery without the crowds. The tour is accessible for most travelers, with no specific physical demands indicated, though comfort with boat trips is recommended.
Families, couples, and solo travelers seeking an authentic, intimate day on the water will find this tour particularly rewarding. Its affordable price point combined with the quality of experience makes it a compelling choice in Crete.
The Small Group Sailing Cruise from Heraklion to Dia Island offers a relaxed yet engaging way to experience Crete’s waters and coastline. The 6-hour journey combines sailing, snorkeling, exploring ruins, and tasting local foods and wines — all in an intimate group setting.
While the trip provides excellent value for the price, it’s best suited for those who enjoy water activities and a laid-back pace. The excellent reviews attest to the crew’s hospitality and the memorable marine encounters, such as dolphins and sea turtles.
This cruise provides a genuine taste of Crete’s natural beauty, history, and hospitality in a comfortable, small-group environment that many will find both enjoyable and refreshing.
“We had a wonderful time with the excellent team.”
Is this tour suitable for children or families?
While the data does not specify age restrictions, the tour’s relaxed pace and water-based activities suggest it can be suitable for most ages, especially if participants are comfortable on boats.
What should I bring for the trip?
Guests should bring identification for check-in. It’s also wise to bring sunscreen, sunglasses, and a hat for sun protection, along with swimwear and towels if planning to snorkel or swim.
What happens if the weather is bad?
The tour requires good weather. If canceled due to poor conditions, guests receive a full refund or can choose a different date, providing flexibility and peace of mind.
Can I participate in sailing procedures?
Yes, guests can actively engage in sailing procedures if they wish, fostering a sense of participation and adventure during the trip.
How long in advance should I book?
Most bookings are made about 31 days in advance, but availability may vary. Early booking is recommended to secure a spot, especially during peak seasons.
What is the maximum group size?
The tour limits its group to 10 travelers, ensuring an intimate experience with attentive service from the crew.