Review · HERAKLION SAILING TRIPS
Dia Island: Semi-Private Full Day Sailing Trip with meal
Crystal water, a small boat, and six hours at sea. Avanti Sailing’s Dia Island cruise gives you a polished day on the Cretan water without the crowds of a large excursion boat. I like the small group of up to 10 people, which gives the trip a more personal feel, and I like that swimming gear, a SUP, fishing equipment, lunch, fruit, wine, and soft drinks are included. The main thing to consider is that you spend about four hours at Dia in one main area, so the day suits relaxed swimmers more than people seeking a busy, activity-packed program.
The trip leaves from Heraklion’s Venetian port and follows a simple rhythm: one hour sailing out, four hours around Dia Island, then one hour back. The boat is clean and comfortable, with shaded places and sunbathing space, but the social mood may depend on the crew and the mix of people aboard. One guest found the captain and Dimitri rather distant, while others praised the crew warmly, so do not expect the same lively hosting style on every departure.
Key details before you book

- Small boat, maximum 10 participants: You get more room and a quieter setting than on a standard group cruise.
- Four hours at Dia Island: Most of the day is spent anchored near the island for swimming, snorkeling, SUP use, fishing, lunch, and free time.
- Lunch and drinks are included: Expect a meal, seasonal fruit, drinking water, soft drinks, and premium local wine.
- Water equipment comes with the fare: Snorkeling equipment, a stand-up paddleboard, and fishing equipment are provided.
- The price is about $100 per person: That is fair if you use the equipment and enjoy the meal, but less attractive if you mainly want transport to Dia.
- Bring your own towel: Towels cost about €25, and hotel pickup costs around €18 per person if you choose to add it.
Leaving Heraklion’s Venetian port

Your meeting point is on the left side of Marina Café Restaurant at Heraklion’s Venetian port. The captain meets you there 15 minutes before departure, so arrive with enough time to find the café and get settled without a last-minute dash along the waterfront.
A large parking area sits beside the meeting point and charges a low fee. That is useful if you are staying outside central Heraklion or have a rental car. Hotel pickup and return are not part of the basic price, but an optional transfer costs about €18 per person.
The port setting gives the outing a pleasant start. You are not being collected from a resort and rushed straight to a bus. Instead, you meet at the water and step directly into the sailing part of the day. Bring a copy of your passport or identity card, since the port authority requires each passenger’s full name, passport or ID number, nationality, gender, and date of birth before departure.
High-heeled shoes are not allowed. That is sensible on a boat, where stable footwear and practical beach clothes matter more than dressing up.
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One hour north toward Dia Island

The crossing to Dia takes about an hour. You can stretch out on the sundeck, find shade, or take part in the sailing procedures if the crew invites you to help. That choice is one of the better features of this outing. You can be as active or as lazy as the mood takes you.
The route gives you open views of the Cretan sea and the coast near Heraklion. The boat itself has been praised for being clean, spacious, and comfortable, with shaded areas and places for sunbathing. That matters during a six-hour outing. A cramped boat can turn a pleasant sea trip into a test of patience, while a little room lets you move around, dry off, or eat without bumping elbows.
The social side is part of the deal. With only 10 places, you will likely get to know the other people aboard. That can be a plus if you enjoy sharing food and sea time with a small group. It can also make the crew’s attitude more noticeable. A warm, talkative crew can make the crossing fly by. A quiet crew may leave you feeling that the boat is pleasant but not especially personal.
Four hours at Dia’s clear-water bay

Dia Island is the heart of the outing. The boat anchors for about four hours, giving you time to swim, snorkel, use the SUP, fish, walk, or simply stay on deck with a drink.
The water is the main attraction. It is described as crystal clear, and fish can be seen while snorkeling. This is a good setup for you if you want easy access to the sea without spending the whole day moving from one beach to another. You can step or jump from the boat into the water, then return aboard whenever you need a break.
The snorkeling equipment is included, which saves you from renting gear separately. You can also try the stand-up paddleboard or fishing equipment. The trip does not promise a guided marine-life lesson, so treat these as free-time activities rather than a formal wildlife program. The appeal is simple: swim, look beneath the surface, paddle for a while, and settle back on deck.
You can also walk on the island and see ancient port ruins. The information provided does not give a detailed walking route or explain how long you spend ashore, so do not plan on a major archaeological visit. The ruins are a useful extra for anyone who wants a short look around, but the focus remains the sea.
One practical limitation is that the program centers on one main swimming area. A guest suggested that a second swimming spot would improve the day. I agree that this could add variety, especially for people who get restless after several hours in the same bay. If you prefer slow days and repeated swims, the single-stop format will feel restful rather than repetitive.
Lunch, wine, and a Cretan sea breeze

The meal is one of the strongest parts of the value. Lunch or an early dinner is served aboard, along with fresh fruit, drinking water, soft drinks, and local wine. The food has been praised as fresh, homemade, attractive, and generous enough for everyone.
That changes the feel of the trip. You are not forced to pack a full picnic or search for food on an uninhabited island. After swimming, you can rinse off, sit down, and eat while the boat remains anchored or begins the return cruise.
The menu is not specified, so I would not book this expecting a particular dish or a special dietary arrangement. If you have food restrictions, ask before booking. The information confirms a meal but does not list vegetarian, vegan, gluten-free, or allergy options.
Wine is included, but remember that you still have a boat deck and water activities ahead or behind you. Drink sensibly, use sunscreen, and keep water nearby. The included soft drinks and drinking water make it easy to pace yourself.
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The sailing back to Heraklion
The return takes about an hour. This is another chance to sit on the deck, watch the sea, or take part in the sailing procedures. One especially positive account praised the sailing experience on the way back, so the return need not feel like dead time after the swimming stop.
The boat’s movement, rather than a packed list of sights, is the point. You finish with a slower hour on the water, seasonal fruit, and views toward Heraklion. By the time you reach the port, you should have had a full half-day outdoors without needing to organize several separate activities.
Weather matters. A March departure was described as pleasant but outside the best warm-weather season for this kind of trip. The advice was to choose a hotter, windier summer day for the best sailing and swimming conditions. In July and August, the sun will be stronger, so a hat, sunscreen, and a towel are essential. The provided information does not give exact departure times, so check the available start time for your date.
Is $100 a fair price?
At about $100 per person, this is not the cheapest way to reach Dia Island. You are paying for more than a boat ride, though. The price includes an experienced crew, fuel, taxes, lunch, wine, soft drinks, fruit, snorkeling equipment, a SUP, and fishing equipment.
I think the fare makes sense if you plan to use several of those inclusions. A person who swims, snorkels, paddles, eats aboard, and enjoys the sailing receives a well-filled six-hour outing. The small group also adds value because you avoid the feel of a large party boat.
The calculation is less favorable if you only want to sit on a boat and look at the island. One unhappy participant felt that renting a boat independently gave more freedom and more time on the water. That comparison is worth taking seriously, but it depends on what you want. A private or self-directed boat day may offer more control, while this trip removes much of the planning and includes the meal and gear.
Extra costs are modest but easy to miss. Hotel transfers cost about €18 per person, and towels are listed at about €25. Bring your own towel if possible. You also need to budget for transport to the Venetian port unless you are already in central Heraklion.
Who will enjoy this Dia Island trip?
I would recommend this outing to couples, friends, and solo visitors who want a relaxed day at sea with a small group. It is especially good for you if you like swimming and snorkeling but do not want to arrange equipment, food, or boat hire yourself.
It also suits people who enjoy a little participation. You can sit in the sun, but you may also get involved with the sailing procedures. That choice gives the trip more character than a simple motorboat transfer.
Families with children may enjoy the water activities, but the information does not give a minimum age or specific child facilities. Ask before booking if you are traveling with young children. The experience is not suitable for wheelchair users, and the boat setting requires you to manage steps, deck movement, and water access independently.
People looking for nonstop entertainment should choose carefully. There is no stated schedule of games, guided tours, or multiple island stops. The pleasure comes from a clean boat, clear water, food, and time to relax.
A few practical tips for a better day

Wear swimwear under your beach clothes so you can get into the water without changing on the boat. Pack a hat, sunscreen, beachwear, and a towel, since towels are not included in the standard fare.
Bring a copy of your passport or ID card and make sure the required passenger details are submitted on time. The port authority requires the information before departure, so this is not paperwork to ignore.
Avoid high heels. Choose shoes that are easy to remove and sensible on a wet deck. Keep valuables to a minimum, since the outing revolves around swimming and open-air space.
If you dislike strong sun, claim a shaded place early. If you want to help with sailing, tell the crew at the start rather than waiting until the boat is already underway. And if you want a more sociable experience, introduce yourself to the group. On a 10-person boat, a little friendliness can shape the whole day.
The provider offers free cancellation up to 24 hours before departure and allows you to reserve now and pay later. That flexibility is useful when weather or holiday plans are uncertain, though you should still check the available departure time for your chosen date.
Should you book it?

Book this Dia Island cruise if you want a well-organized small-group day with swimming, snorkeling, a meal, and sailing from central Heraklion. The clear water, comfortable boat, included equipment, and highly praised food make the $100 price reasonable for an active and social outing.
Think twice if your main goal is complete freedom, several different swimming spots, or a private boat. The day uses one principal bay, and the crew’s social style may vary. For a relaxed sea day where you can eat, swim, paddle, and let someone else handle the details, Avanti Sailing is a solid choice.
FAQ
Where does the Dia Island sailing trip begin?
It begins beside Marina Café Restaurant at Heraklion’s Venetian port. The exact meeting point is on the left side of the café, where the captain will meet you 15 minutes before departure.
How long does the experience last?
The full experience lasts six hours. About one hour is spent sailing to Dia Island, four hours are spent at Dia, and one hour is used for the return trip to Heraklion.
How many people can join the cruise?
The group is limited to 10 participants, making it a semi-private small-group sailing trip.
Is lunch included?
Yes. The fare includes a meal served on board, described as lunch or an early dinner. Fresh fruit, drinking water, soft drinks, and local wine are also included.
Are snorkeling equipment and water activities included?
Yes. Snorkeling equipment, a stand-up paddleboard, and fishing equipment are provided. You can also swim and view marine life around the boat’s anchorage.
Should I bring a towel?
Yes. Towels are not included. A towel can be arranged for about €25, but bringing your own is the more practical option.
Is hotel pickup included?
No. Hotel pickup and drop-off are not included in the basic price. An optional transfer costs approximately €18 per person.
What documents and details are required?
The port authority requires your full name, passport or ID number, nationality, gender, and date of birth. A copy of your passport or identity card is accepted for the trip.
Is the trip suitable for wheelchair users?
No. The experience is not suitable for wheelchair users.
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