Reviewed · DIA ISLAND BOAT TRIPS
Heraklion: Dia Island Sunset Boat Tour with Dinner
A sunset sail to Dia Island gives you six hours of sea, swimming, food, and wide-open views, with the best part saved for the ride home: the sun dropping over the water near Crete. The boat leaves Heraklion and reaches the island after about 80 minutes.
I like the small group of up to eight, which makes the yacht feel more personal than a large excursion boat. I also like that you can choose your pace: swim and snorkel, paddleboard, fish, or simply stretch out on deck. The main drawback is the long sailing time, about 160 minutes in total, and the sea can be rough on the return.
Key points
- Six nautical miles from Heraklion: Dia Island is close enough for a practical half-day outing, but far enough to feel like a real escape.
- Saint George Bay stop: You get about three hours at anchor for swimming, snorkeling, fishing, paddleboarding, dinner, and sunset views.
- Small-group setting: The boat carries no more than eight participants, making conversation with the crew easier.
- Dinner and drinks included: Greek salad, shrimp pasta, fruit, white wine, beer, soft drinks, and water are provided.
- Good crew presence: George, Georg, Niko, Pagnos, and Eva are among the crew names associated with warm, friendly service.
- Optional pickup: Hotel transfers may be available from listed stops around Heraklion and nearby resort towns.
Sailing from Heraklion toward Dia Island

Your outing begins at Heraklion Port, near the Old Anchor monument by Marina Cafe. A Set Sails representative meets you there and leads you to the yacht, with parking close to the meeting point.
Before departure, the crew gives a safety briefing. This is useful even if you have sailed before, since a small yacht has different movement and working space from a ferry. Wear comfortable shoes, bring a towel, and use sunscreen before you leave port. High heels are not allowed, and you should not bring your own drinks.
Dia Island lies about six nautical miles north of Heraklion. The trip out takes roughly 80 minutes, so the boat ride is a major part of the experience rather than a quick transfer. I like that this gives you time to watch the Cretan coast recede and settle into the rhythm of the sea.
You might spot dolphins alongside the yacht, though no sighting is guaranteed. The focus is the view itself: open water, the coastline behind you, and the gradual change from a busy port to a quieter bay.
This first stretch also gives you a clear idea of how comfortable you are on the water. If you are prone to seasickness, this may not be the right outing. The boat can encounter swells, and the ride back may feel more active than the trip out.
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Three hours at Saint George Bay

The yacht anchors at Saint George Bay on Dia Island. This is the heart of the trip, with about three hours to use the bay and enjoy the boat.
The water is described as clear and blue, making swimming and snorkeling the natural choices. Snorkeling equipment is supplied, so you do not need to pack a mask and fins. Bring your own towel, though, as it is listed among the items you should carry.
You can also use the provided fishing equipment. Fishing is a quieter option if you want something to do without spending the whole stop in the water. The supplied paddleboard gives you another way to explore the bay, although the amount of shoreline you can reach depends on the conditions and the captain’s instructions.
If you prefer not to get wet, the deck is set up for sunbathing and relaxing. This flexibility matters because not everyone in a small group wants the same kind of afternoon. One person can snorkel, another can fish, and someone else can simply sit with a drink and watch the water.
The final swim comes near the end of the stop, before the boat begins the return journey. That is a sensible arrangement. You get a last chance to cool off, then can dry out and settle in for the sunset sail.
A Mediterranean meal served on board

Dinner is served aboard the yacht, with views of Saint George Bay around you. The meal includes Greek salad, pasta with shrimps, and fruit. It is a straightforward Mediterranean menu rather than a formal restaurant meal, which suits the setting.
The food is included in the $77 price, along with unlimited white wine, beer, soft drinks, and water. Gluten-free and vegan choices are available, but you should provide the needed information when booking so the crew can prepare properly.
The included drinks add real value, particularly on a six-hour trip. Still, keep expectations sensible. The wine and beer are part of a casual boat meal, not a tasting experience. One useful detail is that alcohol is not served while the yacht is moving. That means you will spend the two sailing sections without drinks, even though wine and beer are available during the stop.
Spirits and other extra alcoholic drinks are not included. You also cannot bring drinks of your own, so plan around what is provided.
The meal is served while you enjoy the bay rather than after returning to Heraklion. That makes dinner part of the setting, not just a break between activities. If you care more about the view and company than elaborate cooking, this arrangement works well.
Sunset over the Aegean Sea

The timing is built around the evening light. After swimming and dinner, the yacht prepares to return to Heraklion as the sun goes down over the Aegean Sea and Dia Island.
Sunset conditions vary with the season and the day’s weather, so the exact view will not always look the same. The captain may also adjust departure times because of port authority instructions or force majeure conditions. Treat the stated schedule as a guide, not a promise that every minute will follow the same pattern.
This is one reason I would not book the trip only for a precise sunset photograph. Book it for the whole combination: the sailing, the bay, the meal, and the changing light. The sunset is the highlight, but the experience still has value if clouds or sea conditions soften the view.
The open-water return also has a practical downside. One departure had noticeable swells on the way back, even though the outing remained enjoyable overall. If you get motion sick, sit where the crew advises, keep your eyes on the horizon, and consider choosing a land-based sunset instead.
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What the small yacht format changes

The maximum group size is eight people. That is an important detail, not just a marketing line. You have fewer people competing for deck space, equipment, food, and the crew’s attention.
A small group can also feel more social. The sailing team, including crew members named George, Georg, Niko, Pagnos, and Eva on different outings, has been praised for being friendly, professional, and attentive. Some have also shared Greek history and talked about sailing, adding more substance than a simple boat transfer.
The exact crew on your departure may differ. Still, the format gives you a better chance to ask questions and get help with snorkeling, fishing, or the paddleboard.
The word private needs a little care here. The experience is described as a private boat trip, while the group is limited to eight participants. Confirm the exact booking option if having the entire yacht exclusively for your party matters to you.
Pickup, port details, and the six-hour schedule

You can meet at the Old Anchor monument near Marina Cafe, where a representative leads you to the boat. The activity ends back at this meeting point.
Hotel pickup and drop-off are available only with the option that includes transport. The listed pickup locations cover Heraklion and several nearby resort areas, including Stalida, Hersonissos, Malia, Agia Pelagia, Gazi, Kokkini Hani, Karteros, and Analipsi. If you select pickup, the driver collects you at the designated city bus stop, so check the exact stop rather than assuming the vehicle comes directly to your hotel door.
The listed route is:
- About 80 minutes sailing from Heraklion to Dia Island
- Roughly three hours at Saint George Bay
- About 80 minutes sailing back
- Optional van transfer to your drop-off point
The full activity lasts six hours. Check the available starting times because sunset timing changes during the season.
Bring a passport or a copy. Port authorities require the complete names, passport numbers, and countries of origin for everyone taking part. This can feel like extra paperwork, but it is part of the port rules.
Is $77 a fair price?

At $77 per person, the price is reasonable if you plan to use the full package. You are paying for a private-style yacht outing, six hours on the water, a meal, unlimited selected drinks, snorkeling gear, fishing gear, and a paddleboard.
The value is strongest for people who would otherwise pay separately for a boat trip, dinner, and drinks. The small group also improves the comparison with a crowded day cruise. You are not simply buying transport to Dia Island. You are buying time aboard the boat, with the crew and equipment available throughout the stop.
The value is weaker if you dislike long stretches of sailing or do not plan to swim, eat on board, or use the equipment. You spend about 160 minutes traveling between Heraklion and Dia Island. For some people, that is the point. For others, it is too much time in transit for a three-hour island stop.
The included drinks are useful, but the selection is limited to white wine, beer, soft drinks, and water. Extra alcoholic drinks are not included, and alcohol is not served while the boat is moving.
Who should book this Dia Island outing?

I would recommend it to couples, friends, and small families who want an easy mix of sea time and dinner. It suits you best if you like active choices but do not need a tightly packed schedule.
Swimmers and snorkelers get the most from the bay. So do people who enjoy being outdoors and are happy to sit on deck for part of the afternoon. The fishing gear and paddleboard help keep the stop from feeling repetitive.
The trip may also suit you if you want a social sailing experience without joining a large boat packed with people. A limit of eight gives the crew more time to help and makes the dinner setting calmer.
I would think twice if you are highly prone to seasickness, need wheelchair access, or dislike open-water travel. The activity is not suitable for wheelchair users, and the sea can be rough enough to make the return ride uncomfortable.
Bring comfortable shoes, a sun hat, sunscreen, and a towel. Wear practical clothes that can handle swimming and wind. Since the return takes place in the evening, a light extra layer may be useful, though no specific clothing policy beyond comfortable footwear is given.
Should you book the sunset sail?

Book this trip if you want more than a quick look at Dia Island. The strongest reasons are the small group, three hours at Saint George Bay, the choice of swimming, snorkeling, fishing, or paddleboarding, and a full meal with drinks included.
Skip it if you want a short transfer, a guaranteed calm sea, or a high-end dining experience. The boat ride is long enough to matter, and the sunset depends on weather and official port decisions.
For $77, I think it is a good-value choice for an evening built around the sea. Just go prepared for motion, bring your passport details, and remember that the real experience is the full six hours, not only the sunset.
FAQ

How long does the Dia Island boat tour last?
The activity lasts six hours. The sailing portions take about 80 minutes each way, with about three hours at Saint George Bay.
Where does the tour start?
The meeting point is at the Old Anchor monument near Marina Cafe at Heraklion Port. A Set Sails representative meets you there and leads you to the boat.
Is hotel pickup available?
Hotel pickup and drop-off are available if you select the transport option. Pickup takes place at the designated city bus stop.
What food and drinks are included?
The meal includes Greek salad, pasta with shrimps, and fruit. Unlimited white wine, beer, soft drinks, and water are also included.
Are vegan and gluten-free meals available?
Yes. Vegan and gluten-free options are available on board.
What activities can I do at Dia Island?
You can swim, snorkel, sunbathe, fish, or use the supplied paddleboard. Snorkeling and fishing equipment are included.
Is the tour suitable for people with seasickness or wheelchair users?
The activity is not suitable for people prone to seasickness or for wheelchair users. The boat may encounter swells, particularly on the return journey.
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