If you’re planning a trip to Crete, chances are you’re after experiences that combine scenic beauty, good food, and a touch of adventure.
The Dia Sailing Cruise offered by Rocca a Mare Sailing Adventures promises just that—a day on the water exploring Dia Island, with the added perks of unlimited drinks and a tasty Mediterranean meal. But is it worth your time and money? That’s what we’re here to help you decide.
What we really like about this trip is how it balances relaxation with activity. The cruise’s all-inclusive menu and unlimited drinks make sure you’re well-fed and refreshed, no matter whether you’re lounging on deck or snorkeling in the clear waters. Plus, the chance to see dolphins and witness a spectacular sunset makes it a memorable outing.
What a great day out, unfortunately due to the wind we couldn’t go to Dia so we sailed to another cove, it was a great spot for swimming. The crew and the food were excellent. Do yourself a favour and book this tour
It was the best thing we did all trip. I was nervous because when I asked for direction, a local said that these tours only run the the summer. it just runs less frequently. It was amazing. Food and drinks were lovely. The host were great too. The water was perfect for swimming. It was a perfect day. No complaints here whatsoever!
Had a brilliant time on our boat to Dia Island. Transfer picked us up from our hotel and took us straight to the boat. The sail out to Dia Island was beautiful. Spent a few hours there where there was many opportunities for photos on the boat, sunbathing, snorkelling and paddle boarding. The food provided was excellent and also unlimited drinks. Mal and Alex made the trip very enjoyable!!
On the flip side, some might find the duration (5.5 hours) a bit long, especially if you’re not used to boat trips or if your schedule is tight.
This cruise is particularly suited for travelers who love being on the water, appreciate good food, and want a relaxed yet engaging experience. It’s not a party boat or a high-energy tour, but rather a laid-back adventure that offers plenty of opportunities to soak up the natural beauty of Crete’s coast. If you’re after a genuine, all-around enjoyable boat day, this might just be your pick.
- Key Points
- Setting the Scene: What You Can Expect on This Cruise
- The Journey to Dia Island
- Water Activities and Free Time at Dia
- The All-Inclusive Mediterranean Meal
- Sunset Cruise Magic
- The Itinerary: How the Day Unfolds
- What’s Included and What To Keep in Mind
- Pricing and Value
- Real Opinions from Travelers
- Final Thoughts: Who Should Consider This Tour?
- FAQs
- More Sailing Experiences in Heraklion
- More Boat Tours & Cruises in Heraklion
- More Tour Reviews in Heraklion
Key Points

- Stunning scenery and water activities: Snorkeling, paddleboarding, and marine life watching make this a fun day out.
- All-inclusive food and drinks: Mediterranean dishes, unlimited Greek wine, and soft drinks add to the experience.
- Flexible options: Choose between a daytime cruise or a sunset cruise for different moods.
- Comfort and safety: Well-equipped with life jackets, safety instructions, and certified staff.
- Eco-conscious voyage: Dia Island is part of Natura 2000, so it’s a protected area full of biodiversity.
- Transportation included: Hotel pickup and drop-off make it easier to relax from start to finish.
Setting the Scene: What You Can Expect on This Cruise

The Dia Sailing Cruise kicks off from the Old Venetian Port of Heraklion, a historic and lively starting point. If you opt for the hotel pickup, your day begins with a comfortable transfer—no stress about navigating to the port yourself. Once on board, the highly skilled captains and crew set a friendly, welcoming tone that makes even first-time sailors feel at ease.
You’ll be sailing out on a comfortable yacht, the journey lasting about an hour over calm waters, heading towards Dia Island. We loved the way the boat was spacious enough to move around, with music adding a laid-back vibe. As the boat cruises through the sea, you get to enjoy impressive sea views, with plenty of space to relax on the large front deck or in shaded areas.
Fabio, first mate and cook was very interactive and knew a lot about the local region. He also spoke 5 languages. As the clientele was from Germany, Great Britain, Nethlands, Portugal and us from the USA, having Fabio aboard really helped. Nico our captain was an excellent skipper. The food was great and all had a great time.
The tour was really great. The guides were very friendly and cooked delicious food. The wine was tasty, and the offered activities like snorkeling and paddling rounded everything off perfectly. Highly recommended!
Lovely day sailing to Dia, great crew and lovely group of people onboard. Would recommend.
You can also read our reviews of more boat tours in Heraklion
The Journey to Dia Island
The trip to Dia is not just about the destination but also about the journey. During this hour of sailing, you’re treated to panoramic views of the coast, and the chance to learn about eco-sailing and marine life from your crew. Keep your eyes peeled—you might even spot dolphins, as several reviews mention.
This island is uninhabited and protected by Natura 2000, meaning it’s a haven for biodiversity and local myths. Once you arrive, the boat anchors at pristine, wind-protected coves, great for a variety of water-based activities. Whether you want to snorkel, paddleboard, or just relax on deck, there’s plenty of space and equipment provided.
Water Activities and Free Time at Dia
Aquatic fun is a key highlight—snorkeling gear, paddleboards, and opportunities to watch marine life make this part of the trip engaging. You’ll also find that some of the reviews praise the generous free time for snorkeling and relaxing. If you’re not into water activities, you can stay onboard, soaking up the sun or enjoying a glass of white Greek wine.
The All-Inclusive Mediterranean Meal
One of the best features? The meal served onboard. It’s a simple yet delicious Mediterranean menu, with linguine with shrimp and tomato sauce (vegetarian options available), Greek salad, and seasonal fruits.
The trip to Dia was a really lovely experience, the captain and first mate incredibly friendly. The food was very good, a vegan / vegetarian alternative was made possible. 10/10 trip :))))
You know those nights that just feel… perfect? This was one of them. We set sail for Dia Island, hoping for one of those crazy-colorful sunsets. The sun was a little shy, but honestly? It didn’t even matter. The crew was amazing, making us feel so at home, and the food and wine were delicious. It was just one of those magical, simple moments that you never want to end.
Food was good! Nice staff and it was a good choice for us to be picked up and brought to the activity
Reviewers have raved about the quality of the food, with one even calling it “phenomenal.” The drinks flow freely—unlimited Greek white wine, soft drinks, and water—so you can toast the day as you watch the scenery.
More Great Tours NearbySunset Cruise Magic
If you opt for the sunset cruise, you’ll enjoy the same route but with the added bonus of witnessing a breathtaking sunset on your way back. The sky turns vibrant shades of orange and pink, creating a perfect backdrop for photos or just soaking in the peaceful moment. Many reviews recommend this for a romantic or special occasion, as the atmosphere is magical.
You can also read our reviews of more sailing experiences in Heraklion
The Itinerary: How the Day Unfolds

Start Point: The cruise departs from the Marina Cafe at the Old Port of Heraklion. You’ll find a large sign indicating the cruise, with easy directions via Google Maps.
Journey to Dia Island: After about an hour of sailing, you arrive at the island. This part of the trip is smooth and scenic, offering a good chance to learn about the area’s mythology and environment.
Wonderful day! The food was amazing, we had a lovely time!
It was fun! Nice people, great views and delicious food. Recommend! 😁
Great day out sailing, food was excellent, very tasty with plenty to go around. Would recommend to everyone to book.
Time at Dia: You’ll have around four hours on the island, which might seem long, but it’s enough to snorkel, relax, explore, or enjoy regional food and wine. The crew is friendly and knowledgeable, and many guests mention how they appreciated the guides’ insights into the local myths and marine life.
Return Trip: The boat then heads back, either in the daytime or at sunset, depending on your choice. The return journey is often highlighted as a serene, picturesque experience, especially during the sunset cruise.
Drop-off: The trip concludes with stops at multiple locations including Heraklion, Kokkini Hani, and Hersonissos, which makes it flexible for your transportation needs.
What’s Included and What To Keep in Mind

Included in your ticket are professional captains, unlimited soft drinks, water, and wine, and a well-prepared Mediterranean meal. The crew provides safety equipment like life jackets and safety instructions, so you can relax knowing you’re in good hands.
It was absolutely amazing! Great food, especially thanks to the super friendly and entertaining crew. We had an awesome time with great chats and lots of fun on board. My girlfriend especially appreciated the option to order gluten-free and vegan meals – they even asked how severe the allergy was and whether to prepare the food separately. Perfect service, top crew and an unforgettable cruise. Highly recommended!
I truly enjoyed the entire experience. The crew made it fun for all on board, the meal was delicious. Nikos and Kostas were extremely welcoming and made the trip memorable! Great day sailing!!
The trip was great and the food was really good. lovely day out for a family.
Extras to note: Towels are not included, so bring your own if you plan to swim or sunbathe. Also, if you want a seamless experience, consider requesting transportation when booking—though it’s not included, the pickup service is available at an extra cost.
Weather considerations: The cruise is weather-dependent and may be canceled or postponed if conditions aren’t suitable. In such cases, you’ll get a full refund.
Pricing and Value
At around 5.5 hours, this cruise offers a comprehensive experience, combining scenic sailing, water activities, and a full meal and drinks.
While the price might seem steep at first glance, reviews indicate that the value is solid—especially considering the all-inclusive drinks and delicious food. Plus, the added comfort of hotel pickup (when arranged) makes it easier to relax and focus on enjoying the day.
Real Opinions from Travelers

Customer feedback backs up the high ratings. Sarah called it “a once-in-a-lifetime opportunity” and praised the phenomenal food and breathtaking sights. Ksenija appreciated the crew, saying, "Manuel and Billy are the best," and many mention the friendly, accommodating hosts. Leanne loved the boat's comfort, the gorgeous sunset, and how much fun everyone had snorkeling and relaxing onboard.
Final Thoughts: Who Should Consider This Tour?

This cruise is ideal if you want a combination of scenic sailing, water fun, and great food in Crete. It suits travelers who appreciate a relaxed pace, enjoy good company, and want to experience Dia Island's natural beauty without too much hassle.
It’s not suited for those with mobility issues or pregnant women, mainly because of the boating nature of the trip, and towels aren’t provided, so pack your essentials.
In essence, if you’re after a well-organized, enjoyable day on the water with delicious food and stunning views, this cruise ticks all those boxes. It’s a wonderful way to see a less crowded, protected part of Crete, with the added bonus of local mythology and marine life encounters.
Dia Sailing Cruise With All-inclusive Meal And Drinks
"What a great day out, unfortunately due to the wind we couldn’t go to Dia so we sailed to another cove, it was a great spot for swimming. The cre..."
FAQs

How long is the cruise?
The entire experience lasts approximately 5.5 hours, with departures either in the morning or afternoon, depending on your choice.
Is transportation to the port included?
Not automatically, but you can request pickup when booking. It’s a convenient option, especially if you prefer not to navigate to the port yourself.
What should I bring?
Bring essentials like a passport or ID, sunglasses, hat, swimsuit, towel, sunscreen, and a jacket for cooler moments. Towels are not provided.
Can I snorkel and paddleboard?
Yes, all necessary gear is provided, and you’re free to enjoy snorkel, paddleboarding, and marine viewing during your time at Dia.
Is the menu suitable for vegetarians or vegans?
Yes, vegan and gluten-free options are available upon request, and the main dish is pasta with shrimp (or vegetarian alternative).
What happens if the weather is bad?
The cruise is weather-dependent; if conditions are unfavorable, the trip might be postponed or canceled with a full refund.
If you're looking for a relaxed, scenic day with good food, friendly crew, and a chance to unwind by the sea, the Dia Sailing Cruise is a solid choice. It offers more than just a boat ride—it's an authentic taste of Crete’s beauty, mythology, and hospitality.
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