If you’re dreaming of a day on the water while visiting Crete, this catamaran sailing trip to Dia Island might catch your eye. While I haven’t personally been on this exact tour, I’ve read plenty of honest reviews and gathered all the info to help you decide if it’s a good fit.
What makes this trip appealing? First, the small group size (up to 20 people) promises a relaxed, personal experience rather than feeling like just another number on a massive boat. Second, the combination of water activities and good food makes it feel like a well-rounded, enjoyable day out.
However, a possible consideration is the lack of included hotel pickup and drop-off—so, you’ll need to plan your transportation to the meeting point in Hersonissos. This tour suits those looking for a mix of adventure and leisure, especially if you’re into snorkeling, paddleboarding, or simply soaking up beautiful views on a boat.
- Key Points
- An Honest Look at the Catamaran Trip from Hersonissos
- Starting the Day: Departure and Group Size
- The Journey to Dia Island
- Dia Island: A Natural Wonder
- Water Activities and Fun Props
- Food and Drinks: A Mediterranean Feast
- Relaxation and Connectivity
- The Crew and Hospitality
- Price & Value
- Who would enjoy this trip?
- Potential Downsides?
- Final Thoughts
- Hersonissos: Catamaran Sailing Trip to Dia Island with Lunch
- FAQ
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Key Points

- Small group atmosphere creates a more personal and relaxed vibe.
- Water activities like snorkeling, paddleboarding, and fishing are included, making it ideal for active travelers.
- Relaxing onboard amenities include Wi-Fi, music, and a tasty Mediterranean lunch.
- Uninhabited Dia Island offers pristine waters perfect for swimming and exploring.
- Cost-to-value ratio is reasonable, considering the included activities and meals for around $146.
- Family-friendly aspect makes it suitable if you’re traveling with kids who enjoy water sports.
An Honest Look at the Catamaran Trip from Hersonissos

When planning a day out in Crete, a sailing trip to Dia Island sounds like a perfect way to escape the crowds and enjoy some relaxing time on the water. Based on the reviews and features, this tour offers a blend of adventure, tranquility, and good food—elements that many travelers seek when exploring the Greek islands.
Enjoy being on the water? Here are other boat experiences we've looked into in Crete
Starting the Day: Departure and Group Size
The tour kicks off at 9:00 am from DanEri Yachts in Hersonissos. It’s a half-day trip of around 6.5 hours, which is enough time to enjoy the island, partake in water activities, and have a substantial lunch without feeling rushed. The boat is a luxurious catamaran with room for up to 20 passengers, making it an intimate experience that’s a step above larger cruise boats.
The Journey to Dia Island
As you set sail, you’ll quickly notice the calm and friendly atmosphere onboard. Most travelers comment on how well-organized and welcoming the crew is, with reviews praising the knowledgeable guides and attentive service. Many mention the sailing itself as a highlight, combined with the chance to relax on deck, listen to music, or chat with fellow travelers.
Dia Island: A Natural Wonder
Once you arrive at the uninhabited Dia Island, you’ll be in a picture-perfect setting. The crystal-clear waters are ideal for swimming and snorkeling, with equipment provided. Reviewers love the spotless boat and the quality of the snorkeling gear, noting how easy it is to explore the underwater world.
For those craving a bit more activity, paddleboards are available—again, with equipment supplied—and many guests enjoy testing their balance or just floating in the calm waters. The island’s natural beauty, with its secluded beaches and rocky coves, makes for some memorable photos and peaceful downtime.
Water Activities and Fun Props
People seem especially fond of the inflatable flamingo prop, perfect for capturing playful vacation shots. For families or groups wanting a fun, casual experience, this kind of lighthearted element adds charm and a sense of fun to the day.
Drawn to sailing? We've examined these other wind-powered adventures in Crete
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- Rethymno: Private Catamaran Cruise with Lunch and Drinks
- Sailing in South Crete with transfer from Matala & Ag. Galini
- Crete Yacht Cruises 6-hours private Guided Cruise in Ag. Nikolaos
Food and Drinks: A Mediterranean Feast
No trip is complete without good food, and this tour excels here. The onboard lunch features classic Mediterranean flavors—cheese platters, salads, seafood pasta or rice with feta, and mussels in turmeric sauce with ouzo. There’s also a homemade dessert with seasonal fruits.
Reviewers consistently mention how delicious and freshly prepared the food is, with some highlighting the generous drinks service—including unlimited beer and local dry white wine for those over 18. For families with kids, options like chicken nuggets or pasta keep everyone happy.
Relaxation and Connectivity
While you’re soaking up the sun or swimming in the sea, you can also enjoy free Wi-Fi onboard, which is a rare and appreciated perk on a boat tour. The soothing music and the tranquil environment really help you unwind, making this a good escape from the hustle of daily life.
The Crew and Hospitality
The reviews frequently praise the friendly, caring crew—from the captain to the cook. Comments like “Thomas and the crew were fabulous” and “Captain Alex and Aleksandr were wonderful” emphasize how valued good service is during this kind of trip. Many mention that the crew made their experience especially memorable because of their kindness and attentiveness.
Price & Value
At around $146 per person, this trip is a moderate expense, but it’s justified by the all-inclusive nature—water activities, lunch, drinks, and Wi-Fi—and the intimate atmosphere. For travelers wanting a relaxing yet engaging day on the water with quality food and friendly hosts, it offers solid value.
Who would enjoy this trip?
This tour appeals to a wide range of travelers. Water enthusiasts will love snorkeling and paddleboarding, while those who prefer lounging will appreciate the relaxing cruise and beautiful scenery. Families with kids seem to enjoy the fun props and easygoing environment, but it’s also suitable for couples, friends, or solo travelers looking to meet others on a small boat.
Potential Downsides?
The main consideration is the meeting point—since there’s no hotel pickup included, you’ll need to arrange your transportation to the departure spot in Hersonissos. Some travelers might also want to ensure they’re comfortable with being on the water for several hours, but the crew’s professionalism seems to mitigate any seasickness concerns.
Final Thoughts
This catamaran sailing trip to Dia Island offers a lovely balance of active water fun, scenic beauty, and tasty local cuisine. It’s a well-organized, friendly experience that’s especially suited for those who want to enjoy a less crowded, more intimate boat outing.
Given the consistently positive reviews praising the crew, the quality of the snorkeling and paddleboarding, and the delicious Mediterranean lunch, it’s clear that this tour has many happy customers. Whether you’re a water lover or simply after a relaxing day on the sea, you’re likely to come away feeling refreshed and with plenty of great memories.
It’s a good choice if you value smaller groups, good food, and friendly service. Just be ready to organize your transportation to the starting point—and prepare for a day filled with sun, sea, and smiles.
Hersonissos: Catamaran Sailing Trip to Dia Island with Lunch
“Thomas and the crew were fabulous! So kind and welcoming. Very organized while providing refreshments throughout a wonderful afternoon cruise as we…”
FAQ

Is hotel pickup or drop-off included?
No, the tour does not include hotel transportation, so you’ll need to get to the meeting point in Hersonissos yourself.
What time does the tour start?
It begins at 9:00 am from DanEri Yachts in Limenas Chersonisou.
How long is the trip?
The total duration is approximately 6.5 hours, giving you enough time to enjoy the island, water activities, and a leisurely lunch.
Are water activities included?
Yes, snorkeling equipment, paddleboards, and fishing gear are all provided, with ample opportunity to use them in Dia Island’s calm waters.
Is this experience suitable for families?
Yes, many reviews mention family-friendly aspects, especially with options like kid-friendly food and fun props like inflatables.
What’s the price, and is it worth it?
At around $146, the price includes everything—meals, drinks, water sports equipment, and Wi-Fi. Considering the size of the group and the quality of the experience, it offers good value for a memorable day on Crete.
If you’re looking to combine some adventure, relaxation, and excellent food on Crete’s waters, this trip could be just what you need. Happy sailing!
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