Hersonissos: Catamaran Sailing Trip to Dia Island with Lunch

Thinking about a day on the water while on Crete? A catamaran sailing trip to Dia Island offers just that—an elegant blend of relaxation, fun, and authentic Greek scenery. This tour, rated 4.7 out of 5 based on nearly fifty reviews, promises a full day of sun, sea, and delicious food, all aboard a spacious vessel. Whether you’re traveling with family, friends, or seeking a memorable solo adventure, this trip aims to deliver.

What we genuinely love about this experience is the quality of the boat and crew — they’re professional, friendly, and create a welcoming atmosphere. Plus, the variety of water activities like snorkeling, paddleboarding, and inflatable flamingos keeps everyone entertained. One potential caveat? It’s a long day—around 6.5 hours—which could feel a bit tiring if you’re not used to extended boat trips. Still, for those craving a mix of comfort, adventure, and good food, it’s a solid choice.

This cruise is especially suited for travelers who appreciate scenic sailing, good value, and an activity that caters to all ages. It’s a fantastic way for families, couples, or groups of friends to enjoy Crete’s waters while indulging in Greek hospitality.

Key Points

• Luxurious and spacious catamaran designed for comfort and style
• All-inclusive drinks (soft drinks, wine, beer) enhance relaxation
• Variety of water activities such as snorkeling, paddleboarding, and inflatables
• Fresh Mediterranean lunch with options for children and dietary needs
• Beautiful scenery and crystal-clear waters at Dia Island
• Family-friendly environment with children’s meals and amenities

You can check availability for your dates here:

The Experience Overview

We’ll walk you through what to expect from start to finish on this 6.5-hour journey. It’s a well-rounded outing that combines sailing, swimming, dining, and scenic views—ideal for those looking for a mix of adventure and leisure.

Starting Point and Check-In

The adventure begins at Hersonissos Port. Arrive 15 minutes early to settle in and find the boat, which is easy to spot with the DanEri Yachts flag on a white sailing catamaran. The check-in process is straightforward, and there’s usually a friendly crew ready with coffee, tea, and traditional Greek pies, setting a welcoming tone.

The Sail to Dia Island

The first leg offers about 105 minutes of sailing, giving everyone a chance to relax on the spacious deck and enjoy the stunning sea views. You’ll likely want to snap photos – the boat’s design and the surrounding waters make for excellent scenery. During the cruise, music adds to the laid-back vibe, and free WiFi means you can share your moments instantly.

Many reviews highlight the professional and attentive crew. Dóra, for instance, praised their hospitality and care, noting how everyone could find a comfortable spot and how the crew kept everyone well-supplied with water and snacks. We found that the boat wasn’t overly crowded, which is a big plus for those seeking a more intimate experience.

Arrival at Dia Island and Water Activities

Once at Dia Island, the real fun begins. Expect crystal-clear waters perfect for snorkeling, with gear provided. You might also try stand-up paddleboarding (SUP)—a favorite among reviewers who enjoyed the chance to stay active in the gentle waves. Inflatable flamingos are available, adding both fun and potential Instagram moments.

The water is described as pristine and inviting, with Debbie emphasizing the “very relaxing and enjoyable day on such a beautiful boat,” and Lauren noting, “crystal clear water!” Children also seem to love splashing around and engaging in activities tailored for them, making this outing family-friendly.

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The Delicious Mediterranean Lunch

Next up is the highlight for many: the freshly cooked Mediterranean meal. The menu typically includes seafood, meat, and vegetable options, and vegetarian, vegan, or gluten-free choices are available upon request. Reviewers frequently praise the high-quality food and generous servings. Debbie called the food “up-market,” while Dóra appreciated the great variety and the thoughtful inclusion of chicken as an alternative.

Kids get their own special meal, ensuring they’re satisfied too. The dessert, a refreshing summer treat, wraps up the meal nicely. This aspect of the trip is especially valuable, as it elevates the experience from just a boat ride to a full-day celebration.

Return Journey and Relaxation

After about 105 minutes cruising back to Hersonissos, you’ll find plenty of time to relax, chat, and enjoy the peaceful surroundings. Many reviews, like Hayley’s, highlight how she found this to be “the best boat trip” she’d experienced, with excellent staff, good music, and plenty of water fun.

The cruise concludes back at the port, with optional drop-offs at multiple locations along the coast. The itinerary is well-paced, giving you enough time for sunbathing, water activities, and a leisurely lunch without feeling rushed.

In-Depth Breakdown of the Itinerary

The tour begins with a 15-minute check-in and safety briefing at Hersonissos Port. Once aboard, the crew offers a welcome of coffee, tea, and pies, which helps shake off travel fatigue. We loved the way this small gesture sets a friendly tone.

The first sailing segment, lasting around 105 minutes, is a chance to enjoy the sea breeze and panoramic views. Many reviewers mention how the boat’s upscale design and spacious deck make for a comfortable cruise, even if the weather isn’t perfect.

The stop at Dia Island lasts around 3 hours, providing plenty of time for swimming, snorkeling, paddleboarding, and relaxing on the beach. The crystal-clear waters and the calm bay make it an ideal spot for families and less experienced swimmers. The water gear and inflatables mean everyone can join in the fun—whether kids or adults.

Lunchtime is a highlight — freshly cooked Mediterranean dishes prepared on board, often praised for their freshness and variety. The main meal includes seafood and vegetables, with chicken available for non-seafood fans. The dessert is usually a light, summery treat.

The return trip mirrors the start but offers more time to unwind and reflect on the day. Some reviews mention the excellent staff who go above and beyond, especially during water activities or when guests need a little extra care.

The Value and Who Will Love This Tour

At $164 per person, this trip offers excellent value—combining a luxurious vessel, delicious food, multiple water activities, and stunning scenery. The all-you-can-drink aspect, including soft drinks, beer, and wine, keeps thirst at bay without extra charges.

This cruise is perfect for families seeking a safe, fun day on the water, couples wanting a romantic sailing experience, or groups of friends looking to make memories. Its flexible options for dietary needs and children’s meals make it accessible for most travelers.

While the 6.5-hour duration might seem long, reviews confirm that the day flies by thanks to the variety of activities and the engaging crew. It’s a balanced mix of relaxation, adventure, and good food that leaves many guests feeling satisfied and rejuvenated.

Final Thoughts

This catamaran trip to Dia Island combines the best parts of Crete’s maritime charm with the comfort of a well-run vessel. The stunning scenery, friendly crew, and delicious Mediterranean lunch create an experience that feels both special and authentic. It’s a fantastic way to enjoy the Aegean’s waters without the hassle of organizing multiple excursions.

If you’re after a relaxed yet activity-filled day with plenty of opportunities to swim, snorkel, and soak up the sun, this tour deserves serious consideration. The positive reviews confirm that most guests leave with smiles, satisfied with both the adventure and the value.

For families, couples, or friends craving a memorable day on the water, this cruise hits the mark. Just remember to bring your sunscreen, swimwear, and a sense of adventure—Crete’s coast is waiting.

FAQ

What is included in the tour?
The tour includes a spacious, luxurious catamaran, a Mediterranean lunch with seafood and meat, unlimited soft drinks, wine, and beer, water gear, snorkeling equipment, paddleboards, inflatables, life jackets, Wi-Fi, and music.

Are dietary options available?
Yes, vegetarian, vegan, and gluten-free options can be requested. Kids have their own special meal, and the menu typically includes seafood, vegetables, and chicken.

Where do I meet for the cruise?
You should arrive at Hersonissos Port 15 minutes before departure and look for the DanEri Yachts flag on a white sailing catamaran.

Is this tour suitable for children?
Absolutely. Children enjoy the water activities, inflatables, and the safe environment. The trip offers a kid-friendly meal and a relaxed atmosphere.

Can I cancel?
Yes, free cancellation is available up to 24 hours before the trip, providing flexibility if your plans change.

Is transportation provided?
No, hotel pickup and drop-off are not included, but the meeting point is easy to access.

What should I bring?
Swimwear, towel, sunscreen, passport or ID, and perhaps a waterproof camera for photos.

How long does the tour last?
Approximately 6.5 hours, including sailing, water activities, lunch, and the return journey.

What if the weather is bad?
The cruise is subject to weather conditions and might be rescheduled or canceled if the seas are rough or the forecast unfavorable.

Is there a limit on group size?
The vessel is spacious, and small private groups are also available, making for a personalized experience.

This carefully curated boat trip offers a genuine taste of Crete’s coastal beauty, with friendly service, good food, and plenty of fun. Whether you’re seeking a relaxing day at sea or an active adventure, it’s a choice worth considering on your Crete itinerary.

You can check availability for your dates here: