Reviewed · CRETE SAILING TRIPS
Sailing Trips with Cretan Sailing
The best part of this Hersonissos boat trip is simple: you get out on the water without paying private-charter prices. The 18-meter wooden boat gives you room to sit in the sun, watch Crete’s coast slide past, and jump into clear water at St. George Bay and Stalis.
I like the friendly crew, especially Captain Panos, George, and Leftheris, and I like that lunch is cooked aboard rather than handed out in plastic boxes. You also get a float if you are not a strong swimmer. The main caution is that this is a group outing, and in high season the boat can feel crowded. Despite the tour’s name, sails are not used on every close-to-shore trip, so book it for swimming and boat time, not guaranteed sailing.
Key points to know before you book

- Two swimming stops: You spend time at St. George Bay and near Stalis, with swimming and snorkeling at both locations.
- Traditional wooden boat: The 18-meter vessel feels more characterful than a standard motorboat, though space depends on the day’s passenger load.
- Lunch is included: Choose grilled chicken, pork steak, or a vegetarian burger with salad and bread, followed by fresh fruit.
- Basic water equipment: Masks are available, but some recent outings have had no snorkel tubes, so the equipment is best viewed as simple rather than full-featured.
- Friendly crew: Captain Panos, George, and Leftheris focus on helping people into the water and keeping the trip relaxed.
- Good value for a shared cruise: At $54.22 per person, it is far cheaper than hiring a private boat, but the food and space are modest.
Setting out from Hersonissos at 11:30 a.m.

You meet at Panoramic View on El. Venizelou 51 in Limenas Chersonisou, Hersonissos. The boat returns to this same meeting point, so you do not need to arrange a second pickup location.
The scheduled departure is 11:30 a.m., and the full trip lasts about four hours. That timing works well if you want a relaxed morning before heading to the coast, though it uses much of the middle of the day. Bring sunscreen, a swimsuit, a towel, and something dry to wear afterward. You will spend a good part of the outing exposed to sun and sea spray.
Private transportation is not included, so you need to make your own way to the meeting point. The location is near public transportation, which helps if you are staying around Hersonissos or Stalis. The activity is offered in English, and confirmation is sent within 48 hours, subject to availability.
The advertised maximum is 97 people. The operator says it generally takes up to about 70 percent of the boat’s capacity for comfort, but that does not guarantee a quiet deck. On busy summer dates, you may find the boat full enough that choosing a preferred seat is difficult. If personal space matters to you, ask about a private trip instead.
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A traditional boat with a relaxed Greek feel
The vessel is an 18-meter, or roughly 61-foot, traditional wooden boat. That matters because the ride has a warmer, more old-fashioned character than a bare transport boat. You can sit on deck, watch the coastline, and let the crew handle the practical details.
The people running the trip are a major part of the experience. Captain Panos, George, and Leftheris are presented as hands-on hosts rather than distant operators. They help with the swimming stops, provide safety instructions, and make the boat feel social and informal.
You receive a life jacket, and most people can take part. Service animals are allowed. The crew also has floats available, which is useful if you are comfortable in the water but not a confident swimmer. You should still be honest about your ability before entering the sea. The boat provides support, but it is not a supervised swimming lesson.
One point needs clear wording: this is called a sailing trip, but close-to-shore daily trips are not always operated under sail. Wind conditions and port rules affect how the boat runs. If the chance to sail under canvas is your main reason for booking, confirm the plan before you pay. If you mainly want a traditional boat, two swim stops, and lunch at sea, the trip makes more sense.
First stop at St. George Bay

About an hour after departure, the boat reaches its first swimming stop at St. George Bay. This is your chance to leave the deck behind and get into the water. The stop lasts long enough to swim, and you can use the available masks to look below the surface.
The bay is valued for the water rather than a long list of activities. You are not visiting a beach town or touring a historic site. You are floating, swimming, and looking back toward the boat and coast. That simplicity is the point.
The crew prepares lunch during this first stop. That is a practical arrangement: you swim while the food is being cooked, then return to the boat ready to eat. The meal is not fancy, but it is more satisfying than a small snack.
Choose grilled chicken fillet, pork steak, or a vegetarian burger. The main course comes with fresh salad and bread. The vegetarian choice is important for anyone who does not eat meat, though you should not expect a broad range of special diets from the information provided.
The meal has received mixed reactions because expectations vary. You get a fresh, straightforward boat lunch, not a restaurant plate. The chicken has been described as a cooked portion with salad and a couple of slices of bread. Some people find it tasty and filling; others find it plain or dry. I would judge the food as a useful inclusion that adds value to the outing, not as a reason to book the trip by itself.
Swimming and snorkeling near Stalis

The second stop takes place around Stalis. This gives you another chance to swim after lunch, and the setting can feel different from the first bay. You can use the time for a second jump from the boat, relax on deck, or try to spot fish in the clear water.
The snorkeling equipment is basic. Masks are provided, but snorkel tubes have not always been available. That distinction matters. If you want serious snorkeling, bring your own mask and tube if you have them. The supplied equipment may be enough for a quick look underwater, but it should not be treated like a full snorkeling set.
The fish sightings can also vary. Some people see plenty of fish, while others find the underwater view limited. Sea conditions, visibility, and the exact swimming area all affect the experience. A strong swimmer who enjoys simply being in the sea will get more from this stop than someone expecting a dedicated reef excursion.
You may also find several ways to use the time. Swim close to the boat, float with support, or stay aboard and enjoy the view. The crew’s willingness to help is useful here, particularly for anyone who wants to join in but lacks confidence in open water.
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Fruit, snacks, and what to bring

After the second stop, the crew serves a fresh fruit platter. It is a light finish to the meal and a welcome change from grilled food. Snacks are included, and the trip information also describes water as included.
There is an important wording issue with drinks. Bottled water is separately listed as not included, and alcoholic drinks, beer, and soft drinks are also excluded. I would bring a refillable bottle and confirm what onboard water is supplied before departure. Do not assume you can order a full range of drinks on the boat.
The meal includes salad, bread, and fruit, but you should still pack any food you need for medical, dietary, or personal reasons. The provided menu is limited to chicken, pork, or vegetarian burger. That is adequate for a four-hour trip, but not a substitute for planning around allergies or strict dietary requirements.
A towel and sun protection are just as important as food. You may spend time in the water, then sit on a sunny deck while you dry off. A cover-up also helps if you get chilled by wind after swimming.
What the $54.22 price really covers

At $54.22 per person, this is an economical way to spend half a day on the Cretan coast. The price includes the boat, crew, two swimming stops, lunch, fresh fruit, and use of snorkeling equipment. Those inclusions make it much better value than arranging each part separately.
The real comparison is with private boat hire. A private trip gives you control over timing, stops, and passenger numbers, but it costs more. This shared cruise makes sense if you are happy to follow a fixed schedule and share the deck with other people.
The price looks less attractive if you care mainly about gourmet food, spacious seating, or proper snorkeling equipment. The lunch is simple, the gear may be limited to masks, and high-season crowds can reduce comfort. You are paying for access to the water and a staffed boat, not luxury.
I also would not count the trip as a guaranteed sailing experience. Since the sails are not used on every daily close-to-shore outing, the value rests on the boat ride, swimming, food, and crew. That is still a fair package for the right kind of day.
Who will enjoy this boat trip most

This outing suits you if you want an easy introduction to Crete’s coast without organizing a private charter. Families, couples, and small groups can all enjoy the format, especially if everyone likes swimming and does not need a packed schedule.
It is also a sensible choice for less confident swimmers. Floats are available, life jackets are provided, and the crew helps people take part. You should still be comfortable with the basic demands of getting into open water.
You may want another option if you dislike crowds or want quiet time at sea. The vessel can carry a large group, and high-season departures may feel busy. A private booking is available, and you can ask to tailor the trip to your group’s needs.
Snorkeling enthusiasts should bring their own equipment if possible. The water may offer fish, but the provided setup is not always a mask-and-tube kit. Likewise, food-focused visitors should see lunch as a convenient part of the day rather than a culinary event.
Practical details that make the day easier

Wear swimwear beneath your clothes and arrive ready for a midday departure. The tour begins and ends at Panoramic View, El. Venizelou 51, Limenas Chersonisou. Since private transportation is not provided, allow time to reach the meeting point.
The cruise is weather-dependent. If poor weather forces cancellation, you are offered another date or a full refund. You can cancel for a full refund up to 24 hours before the start time, but changes or cancellations inside that window are not accepted.
Most people can participate, and the activity is near public transportation. English is offered. The operator provides life jackets and permits service animals.
The boat’s safety decisions come first. Wind can affect the way the vessel operates, and the captain may make announcements about conditions. That is part of the reason the exact sailing element cannot be promised on every departure.
Should you book Sailing Trips with Cretan Sailing?
Book it if you want a reasonably priced half-day on the water, two chances to swim, a traditional wooden boat, and a simple lunch included. The friendly crew and float support make it approachable, while the departure from Hersonissos keeps the plan straightforward.
Skip it if you need guaranteed sailing, high-end food, quiet space, or full snorkeling equipment. For the best value, bring your own mask and snorkel, carry sun protection and a towel, and confirm the drink arrangements. I would also ask about expected passenger numbers if you are visiting in the busiest months.
For most people, the right expectation is a social coastal cruise with swimming, not a luxury charter. Set that expectation, and the $54.22 price makes practical sense.
FAQ
Where does the boat trip start?
The meeting point is Panoramic View, El. Venizelou 51, Limenas Chersonisou 700 14, Greece. The trip ends back at the same meeting point.
What time does the experience begin?
The scheduled start time is 11:30 a.m. The full activity lasts approximately four hours.
Where does the boat stop for swimming?
The standard trip includes swimming and snorkeling stops at St. George Bay and in the Stalis area.
Is lunch included?
Yes. Lunch includes grilled chicken fillet, pork steak, or a vegetarian burger, served with fresh salad and bread. A fresh fruit platter is also provided.
Is snorkeling equipment included?
Yes. Snorkeling equipment is available, but the equipment may be basic. Snorkel tubes are not always provided, so bringing your own is sensible if snorkeling matters to you.
Can I cancel for a refund?
You can cancel up to 24 hours before the start time for a full refund. If poor weather causes the operator to cancel, you are offered a different date or a full refund.
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