Sailing Trips with Cretan Sailing

Reviewed · SAILING

Sailing Trips with Cretan Sailing

4.0 · 99 reviews 4 hours (approx.) From $54.22 Operated by ELENI HERSONISSOS BOAT TRIP · Bookable on Viator
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Sail days in Crete are hard to beat, especially when you can swim twice. I like the setup here: a traditional wooden boat cruising out with two swim-and-snorkel stops, plus the onboard hospitality that feels personal. One thing to plan for is crowding in peak season, since the boat can run busy even when they try to keep it comfortable.

The crew matters. You are looked after by Cpt. Panos and the team, including George and Leftheris, and it shows in the relaxed pacing and how quickly everyone gets sorted for lunch and water time. The experience also includes snorkelling equipment and life jackets, so it is a pretty low-stress half-day for a lot of visitors.

What you should not expect is a high-end, long, slow sailing day. The trip is listed as sailing, but they do not run sails every day close to shore, and the snorkelling kit can be more basic than some people hope for.

Key things I think you should know before you go

Sailing Trips with Cretan Sailing - Key things I think you should know before you go

  • Two swimming locations planned: St. George bay first, then Stalis for the second swim
  • Traditional wooden boat, 18 meters: A cozy size for this kind of group water outing
  • On-board BBQ lunch plus fruit: Grilled main options, salad, bread, and a fruit platter
  • Snorkelling gear included: Masks and equipment are provided, with life jackets on board
  • Peak-season crowding can happen: It is a half-day popular with groups
  • No alcohol included: Expect snacks and water, not a bar tab

Entering the boat at Hersonissos, meeting point and what “cozy” really means

Sailing Trips with Cretan Sailing - Entering the boat at Hersonissos, meeting point and what “cozy” really means
This trip runs from Hersonissos with a start time of 11:30 am and an ending back at the same meeting point. You meet at Panoramic view, El. Venizelou 51, Limenas Chersonisou 700 14, which is useful if you are also exploring nearby on your own.

The boat is 18 meters (61 feet) and described as a traditional wooden vessel. That matters because you are not packed into something that feels like a floating bus, even though it can still get busy at the most popular times of day. The company sets a maximum group size of up to 97 travelers, and in high season the boat can feel crowded, even if they aim to keep it to a workable portion of capacity.

You get life jackets and snorkelling equipment on board, and the tour is offered in English. A practical bonus is that it is set up for most people to participate, and the crew is used to handling different comfort levels in the water. I also like that the team is named, not some mystery face on a dock. You are dealing with people like Cpt. Panos, George, and Leftheris, which helps the trip feel grounded and human.

Plan on roughly four hours total. That is long enough to actually enjoy the water time and food without eating up your whole day in Crete.

The itinerary is simple on purpose, St. George bay then Stalis

Sailing Trips with Cretan Sailing - The itinerary is simple on purpose, St. George bay then Stalis
Here is the basic rhythm: you sail out, then you get your first water break about one hour after departure. The standard trip includes two stops for swimming and snorkelling, first at St. George bay, then at the Stalis area.

Stop one: St. George bay (first hour in, then jump)

At St. George bay, you get the first chance to swim and settle into the day. This is where the “just get in and enjoy it” mood starts, especially if you are the type who does not want to overthink snorkelling. If you are not a confident swimmer, you should feel better about going along, because people have been given float aids so they can fully participate.

What I find valuable about the first stop is that it is a warm-up. You learn the boat routine quickly, get your goggles on, and decide how you want to approach the rest of the trip.

Stop two: Stalis area (snorkel time and a fruit break)

The second swim and snorkel stop is at the Stalis area. This is usually where you get more active snorkelling time, and you also get the second food moment: a fruit platter after the second stop.

A key practical note: the snorkelling gear can be more basic than some people expect. Some guests report only having masks and not a snorkel tube, and the operator explains that snorkel pipes are not always provided because they can be removed and taken off the boat, which creates logistics issues. You can still see fish with just a mask, but if your snorkelling style depends on a tube, you should either adjust expectations or ask ahead of time about what will be provided.

Also, not every snorkel session will deliver the same fish visibility. If the water is busy or conditions are different, you might feel like you are looking at a lot of blue and not much fish. The upside is that the water time itself is the main event, and you still get the fun of two separate jumps.

BBQ lunch on a boat: grilled choices, salad, bread, and fruit

Sailing Trips with Cretan Sailing - BBQ lunch on a boat: grilled choices, salad, bread, and fruit
This is not a gourmet meal. It is a straightforward onboard lunch, and that is actually part of its charm if you do not go in hunting for fine dining.

The menu is built around grilled comfort food. You can have grilled chicken fillet or pork steak, and there is a vegetarian burger option. The meal comes with fresh salad and bread. Dessert is a fresh fruit platter.

You should also understand what they mean by simple but satisfying. One person described the lunch as cooked chicken, salad, and a couple slices of bread, with nothing fancy. Another noted the bread can be a bit dry if you expect butter. If you like your meals spiced up or you want a lot of variety, you might find the lunch basic.

What balances that out is that lunch is included and it happens during the natural rhythm of the day. You do not have to find a restaurant, figure out timing, or go back to town hungry after swimming. On a half-day outing like this, that convenience is real value.

Alcohol is not included. The trip includes snacks and water, but bottled water is listed as not included, so do not assume you will be able to buy or carry a sealed bottle as part of the package. If alcohol matters to you, you will want to bring it into your planning, because you are not getting a beer included with lunch.

Do you actually sail? The honest answer: not always the way you imagine

Sailing Trips with Cretan Sailing - Do you actually sail? The honest answer: not always the way you imagine
The trip is a sailing cruise, but there is a specific note to keep you from being surprised: the sails are not operated on daily trips close to shore. That means you may spend some of the time moving under power rather than enjoying constant sail action.

So how do you judge the trip fairly?

If you want the experience of being on a traditional boat and getting to swim at good spots, this still fits. If you are picturing a full, romantic sail journey with sails up for long stretches, you might feel let down.

Weather also plays a role. The operator points out that they cannot control conditions and that the port authorities allow boats to sail when it is permitted. That is why the trip tends to be designed around safe, predictable swimming windows rather than a promise of constant sail time.

Price and value: is about $54 a good deal for this 4-hour outing?

Sailing Trips with Cretan Sailing - Price and value: is about $54 a good deal for this 4-hour outing?
At $54.22 per person, this is not the cheapest way to spend a half-day, but it is also not priced like a private charter.

Here is why I think the value can work:

  • You get two swim stops instead of one
  • You get snorkelling equipment and life jackets
  • You get lunch on board with a real grilled main option and fruit
  • You are on a traditional 18-meter wooden boat with a crew that runs the day
  • You do not need private transport booked just for the water time (private transport is explicitly not included)

Where the price might feel hard to swallow is when expectations are off. If someone wants a large quantity of food, a more upscale lunch, snorkel gear with tubes, or a boat that is never crowded, the price can start to feel steep. One review called lunch poor and suggested they paid too much for what they got, even though the meal is part of the package.

My practical take: compare what you would pay for a comparable half-day with boat access plus lunch plus snorkel gear. In that framing, it is more reasonable. If you are traveling in a group and you would otherwise pay for taxis, drinks, and snacks separately, the included food and gear make a difference.

Also, there is an option for a private trip if you want to tailor the experience for your group. That can be better if you want space and tighter pacing. The tradeoff is cost, since private hire is naturally pricier.

Group size and comfort: crowded in high season, but the crew tries to manage it

Sailing Trips with Cretan Sailing - Group size and comfort: crowded in high season, but the crew tries to manage it
Several reviews point to the same reality: peak season can mean a crowded boat. The operator says they keep the guest load to help comfort, mentioning that they take up to max. 70 percent of capacity to keep people comfortable. That said, 70 percent of a popular boat is still a crowd on a hot day.

What you can do to make crowding less annoying:

  • Go in expecting a social vibe, not a private day on the water
  • Bring your patience for getting on and off the boat quickly between stops
  • Use the swim time to your advantage, then chill on deck when it is not your turn

Staff service is a standout theme. People highlight the friendliness and helpfulness of the crew, and you can feel that in the way the trip is run. Named crew members like Cpt. Panos, George, and Leftheris come up again and again in the overall vibe, which is a good sign the operation is consistent.

Snorkelling reality check: masks, fish, and how to get the best experience

Sailing Trips with Cretan Sailing - Snorkelling reality check: masks, fish, and how to get the best experience
Snorkelling is part of the plan, and you do get provided equipment. But the gear setup can be different from what some people expect.

Here is what to expect based on the information:

  • You get snorkelling equipment, including masks
  • Life jackets are provided
  • Snorkel pipes are not typically included, and the operator explains that this can cause logistical issues if pipes are taken off the boat

So what does that mean for you?

You might see fish, especially in good conditions, but snorkeling may feel more like watching from the surface versus staying underwater for long periods. If you are hoping for long, effortless breath-holding snorkel time, you might be disappointed.

Still, you can make it better with simple adjustments:

  • Keep your movements calm to avoid scaring fish
  • Focus on the second stop if fish visibility is your main goal
  • If you are a weaker swimmer, you can lean on the float aids rather than forcing yourself to struggle

How to plan your day around the 11:30 departure

Sailing Trips with Cretan Sailing - How to plan your day around the 11:30 departure
This is a half-day activity, and starting at 11:30 am means you want to time breakfast and any morning beach time. Because you are meeting at El. Venizelou 51 and returning there, it is a good anchor if you plan to do a casual day in Hersonissos before and after.

A few practical moves help you enjoy it more:

  • Wear your swimsuit under light clothes, so boarding and swimming feels fast
  • Bring sunscreen and a hat, because deck time adds up
  • If you care about snorkel tubes, ask ahead of time what is provided, since pipes may not be part of the standard kit
  • Bring cashless convenience mindset, since you have a mobile ticket and confirmation comes within 48 hours subject to availability

If you like packing light, you are probably fine. The trip includes snacks, water, and lunch, so you are not going to starve. But bottled water is not listed as included, so you should assume you may need to plan for that separately.

Should you book Sailing Trips with Cretan Sailing in Hersonissos?

Book it if you want an easy, social half-day that mixes two swim stops, included snorkelling gear, and a simple onboard BBQ lunch with fruit. The crew approach is a big deal here, and the named team members like Cpt. Panos, George, and Leftheris suggest you are going to be looked after rather than treated like a number.

Skip it or go in with lower expectations if:

  • You mainly want constant sailing with sails up, since sails may not be operated daily close to shore
  • You expect a more deluxe lunch, because it is grilled and straightforward, not fancy
  • You want snorkel pipes as part of standard gear, because pipes are not usually provided

If you want control over crowding and pacing, consider the option to book the vessel privately for your group. Otherwise, plan for the reality of peak season boat days, then focus on the two water stops. That is where this trip wins.

FAQ

What is the duration of the sailing trip?

The tour runs for about 4 hours.

What time does the trip start from Hersonissos?

It starts at 11:30 am.

Where do you meet for the boat trip?

You meet at Panoramic view, El. Venizelou 51, Limenas Chersonisou 700 14, Greece, and the trip ends back at the meeting point.

How much does it cost per person?

The price is listed at $54.22 per person.

What is included in the trip?

The trip includes snorkeling equipment, an onboard lunch (with vegetarian and non-vegetarian options), snacks, fruit platter, and water.

Is alcohol included?

No, alcoholic beverages like beer and soft drinks are not included.

Is snorkeling gear provided?

Yes, snorkeling equipment is included.

Do I need good weather for the trip?

Yes. The experience requires good weather, and if it is canceled due to poor weather, you will be offered a different date or a full refund.

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