If you’re considering a day on the water while visiting Crete, this Luxury Escape Sailing tour from Hersonissos or Heraklion port could be just what you need. While we haven’t taken this trip ourselves, the glowing reviews and detailed itinerary paint a picture of something both peaceful and lively—perfect for those who want to unwind, enjoy nature, and indulge in some maritime fun.
What really draws us in are the stunning views of Agios Georgios Bay and Dia Island, along with the comprehensive amenities like unlimited drinks, snorkeling gear, and even paddle boards. Plus, the chance to spot dolphins and enjoy a homemade Mediterranean lunch sounds like a memorable way to spend a day.
One thing to keep in mind is that this is a shared boat experience with a maximum of 10 travelers, which might be a plus or a minus depending on your preference for privacy. The cost of around $92 per person seems reasonable for a full day’s adventure, especially when you weigh the included food, drinks, and activities.
This trip would suit travelers who love a mix of relaxation and activity, enjoy being on the water, and appreciate well-organized, friendly service. It’s a great pick if you’re after a scenic, fun-filled day with a touch of luxury, but not if you’re looking for a highly structured or family-focused outing.
- Key Points
- What to Expect on the Tour
- Starting Point and Departure
- First Stop: Virgin Marys Bay
- Second Stop: Agrielias Bay
- Lunch and Relaxation
- Returning Journey
- The Value of This Experience
- Authentic Traveler Insights
- Who Should Book This Tour?
- FAQ
- Luxury escape Sailing, shared from Hersonissos or Heraklion port
- Final Thoughts
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Key Points

- Flexible Schedule: Choose your departure time from Hersonissos or Heraklion port, making it easier to fit into your day.
- All-Inclusive: Lunch, unlimited drinks, snacks, and snorkeling equipment are included, offering good value.
- Scenic Stops: Virgin Marys Bay and Agrielias Bay are perfect for swimming, snorkeling, and relaxing.
- Experienced Crew: Friendly skippers and crew make the experience smooth and engaging.
- Optional Activities: Snorkeling, fishing (just for fun), paddleboarding, and dolphin sightings add variety.
- Limited Group Size: Max 10 travelers for a more intimate experience.
What to Expect on the Tour

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Starting Point and Departure
The adventure begins at Cafe Marina in Iraklio or Hersonissos port, with boarding around 8:50 am and a departure at 9:00 am. This early start means you’ll be on the water as the day begins, setting the tone for a relaxed yet active experience. The small group size keeps the atmosphere friendly and personal, which many reviewers appreciate.
First Stop: Virgin Marys Bay
Your first destination is Virgin Marys Bay, a peaceful cove with crystal-clear waters that’s ideal for swimming and snorkeling. You’ll love the way the crew sets up the gear, making it simple even for beginners to enjoy the underwater scenery. The reviews highlight how the waters are “fantastic” and filled with fish, adding to the appeal. “On our way we enjoyed the historical stories of our skipper Drosos,” one reviewer shares, hinting that the crew adds a personal touch, sharing local insights during the journey.
Second Stop: Agrielias Bay
Later, you’ll sail to Agrielias Bay, another stunning spot for swimming, snorkeling, and fishing for fun (not professional). This stop offers a change of scenery and more chances to relax or splash around in the water. The breeze here is described as mild, making it comfortable without being too windy—an important detail for those sensitive to choppier waters.
Lunch and Relaxation
Midway through the day, the crew prepares a Mediterranean lunch onboard, which many reviews praise as tasty and homemade. Expect fresh fruits, snacks, and perhaps a glass of local wine if you’re over 18. The all-you-can-drink soft drinks and bottled water keep you hydrated, and cushions and sun mats are provided for lazy sunbathing.
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Returning Journey
The boat departs Dia Island at around 3:10 pm and arrives back at the port by 4:30 pm. The return leg offers more time for sunbathing, chatting, or simply soaking in the views. Many reviews mention how the crew’s friendliness and attentiveness made the journey extra enjoyable.
The Value of This Experience
At roughly $92 per person, this tour offers a full day of entertainment, relaxation, and good food. When you consider that most of the cost covers the food, drinks, snorkeling equipment, paddleboards, and some fishing gear, it’s quite reasonable. Several reviewers have expressed appreciation for the service and the quality of the lunch, calling it “good value” for a day out on the water.
The inclusion of unlimited soft drinks and bottled water, plus the option to sip local wine, makes it easier to unwind and enjoy the trip without constantly worrying about extra costs. Snorkeling gear and paddleboards are available at no extra charge, adding to the fun and flexibility.
Authentic Traveler Insights

From the reviews, we see that many guests find this trip to be “one of a kind,” especially praising the scenic beauty and the friendly, accommodating crew. One reviewer mentioned how a captain and his team cooked a homemade lunch that enhanced the overall experience, while another loved the opportunity to spot dolphins during the trip.
The small group size, capped at 10 travelers, means you’ll get a more personalized experience, with plenty of opportunity to ask questions or just relax without feeling crowded. The boat’s amenities, combined with the relaxed itinerary, make this a great choice for those who want to enjoy Crete’s waters without the hassle of tight schedules or large crowds.
Who Should Book This Tour?
This sailing trip is especially suited for travelers who value relaxation combined with gentle adventure. It’s perfect if you want to spend the day swimming in beautiful waters, enjoying a tasty homemade lunch, and having the flexibility to snorkel or paddleboard at your leisure.
It works well for couples, friends, or small groups looking for an intimate experience, but it’s also suitable for anyone who appreciates well-organized tours with friendly staff. While not explicitly marketed as family-friendly, the calm waters and relaxed pace make it accessible for most age groups, provided children are comfortable in the water.
If you’re after a beautiful, peaceful escape on the water with some fun activities thrown in, this tour hits the right notes. But if you’re seeking a high-energy, adrenaline-filled adventure, this may not be the best fit.
FAQ

Is transportation included?
No, private transportation isn’t included. You’ll meet at the café or port specified in the meeting points.
What should I bring?
Just your towels! Everything else—snorkeling gear, sun mats, paddleboards, food, drinks—is provided.
How long is the tour?
The total experience lasts about 7 hours, from around 8:50 am to 4:30 pm.
Can I choose my departure time?
Yes, you can select your preferred departure from Hersonissos or Heraklion port when booking.
Is this tour suitable for everyone?
Most travelers can participate, especially those comfortable in the water. It’s a shared experience with a small group, so it’s quite flexible.
What is included in the price?
Lunch, unlimited soft drinks and bottled water, local wine for those over 18, snorkeling gear, fishing gear, snacks, cushions, sun mats, and paddleboards.
Are there any extra costs?
Not if you stick to what’s included. Private transportation isn’t part of the package.
How many people are on the boat?
A maximum of 10 travelers, ensuring a cozy and personalized environment.
What is the satisfaction level of past guests?
The tour has a 5-star rating based on 5 reviews, with comments highlighting the great views, friendly crew, and overall value.
Can I see dolphins?
While sightings aren’t guaranteed, some reviews mention the possibility of pods of dolphins performing just for your.
Luxury escape Sailing, shared from Hersonissos or Heraklion port
“After a very warm welcome from Magda we set sail to the islland of Dia. On our way we enjoyed the historical stories of our skipper Drosos. At Dia …”
Final Thoughts
This Luxury Escape Sailing tour in Crete offers a well-balanced mix of relaxation, adventure, and good food—all in a setting that’s visually stunning and comfortably intimate. The small group size and friendly crew make it feel personalized without sacrificing the social element.
If you’re looking for a day that combines the joy of swimming in clear waters, savoring a homemade Mediterranean meal, and enjoying the company of like-minded travelers, this trip is worth considering. It’s particularly suited for those who want a peaceful yet engaging experience with plenty of opportunities for fun and relaxation on the water.
While it’s not overly active or adrenaline-packed, the combination of scenic stops, onboard amenities, and the chance to spot dolphins makes it a memorable outing. For anyone craving a laid-back, beautifully curated day out in Crete’s waters, this tour hits the mark.
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