Review · HERAKLION
Dia Sailing Cruise With All-inclusive Meal And Drinks
Dia Island is the star here: an uninhabited Natura 2000 site seven nautical miles north of Heraklion, reached by a pleasant hour under sail. I like the combination of clear swimming water and useful equipment, including snorkels, fins, and a stand-up paddleboard. I also like that lunch is cooked aboard, with vegetarian, vegan, and gluten-free options available when requested.
The main thing to check is boat capacity. Some departures feel relaxed with a small group, while a fuller boat can make seating and deck space tight. Wind can also change the plan, so the skipper may use another sheltered cove instead of Dia Island.
Quick take: what matters most

- Dia Island is seven nautical miles from Heraklion, giving you a real sea outing without a full-day commitment.
- Lunch is included, with shrimp pasta, Greek salad, seasonal fruit, unlimited wine, soft drinks, and water.
- Swimming time is generous, with snorkeling gear and a SUP provided at the anchorage.
- Sunset departures return at about 8:30 p.m., with the best light coming on the way back.
- Hotel pickup can be arranged, but confirm the cost and collection time before sailing.
- Weather controls the route, and the cruise may shift to another cove or be canceled in rough conditions.
Sailing north from Heraklion’s Old Venetian Port

The cruise begins at Marina Cafe in the Old Venetian Port, near the large sign for Daily Cruises to Dia Island. Search for Rocca a Mare Sailing Adventures Meeting Point on Google Maps rather than relying on a vague marina address. The port area can be busy, and arriving with enough time to find the boat will make the start calmer.
The usual day cruise leaves at 9:00 a.m. and returns at 2:30 p.m. The sunset version leaves at 3:00 p.m. and returns at 8:30 p.m. Both run for about five and a half hours, with roughly one hour out, four hours around Dia, and one hour back.
You may be collected from your hotel or a nearby meeting point if you request transportation in advance. The exact pickup details are sent the evening before. This arrangement has worked well for people staying in Heraklion, Gazi, Kokkini Hani, and Hersonissos, though collection from outside the usual area may involve an extra charge.
One practical snag is late communication. Some pickup times have arrived only after 7:00 p.m. the night before an early sailing. If you have a tight morning schedule, contact the operator directly rather than waiting and wondering.
More Sailing Tours with Drinks in Greece
- Santorini: Sailing Catamaran Cruise with BBQ and Drinks
★ 4.7 · 1,452 reviews - Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch
★ 4.8 · 1,405 reviews - Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks
★ 4.5 · 1,105 reviews
The one-hour trip to Dia Island

The ride north is not simply a transfer. It gives you time to settle into the boat, feel the wind, and watch Heraklion recede. The crew explains basic safety procedures, provides life jackets, and can introduce you to the sailing itself if you are interested.
The English-speaking crew changes by departure, but names that have appeared include Alex, Nikolas, Kostas, Manuel, Vassily, Mel, and Fabio. The strongest part of the service is the easy, social tone. Fabio has been especially useful on mixed-language departures, speaking five languages, while captains such as Nikolas and Alex have been praised for keeping people comfortable and included.
If the sea is choppy, this hour can feel long for anyone prone to motion sickness. The crew has supplied sickness tablets and gum on some trips, but bring your own medication if you know you need it. A jacket is also sensible, even on a warm Cretan day. The wind on open water can feel surprisingly cool.
The crew may share stories about Dia’s myths, Crete, and the local sea. The amount of island information can vary. If you want a serious history lesson, this is not the right excursion. It is mainly a sailing and swimming day, with local context added along the way.
Four hours in Dia’s sheltered coves

Dia is uninhabited, protected by the Natura 2000 network, and shaped by dry hills and quiet coves. The boat anchors in a wind-protected area when conditions allow. This is where the cruise changes from sightseeing to an easygoing beach day without a beach.
You can swim directly from the boat, use the snorkeling equipment, or try the stand-up paddleboard. Fins, masks, snorkels, and other basic swimming gear are supplied. The water is often the highlight, clear enough to make floating and swimming feel worthwhile even if you are not an enthusiastic snorkeler.
Do not expect a major underwater spectacle. Some parts of the cove have limited fish, so the snorkeling is best treated as a pleasant extra rather than a serious reef outing. If you prefer not to swim, the wide front deck gives you space to sunbathe, read, take photographs, or simply watch the sea.
The SUP is popular, but equipment condition can vary. One person found the board needed more air, which made it harder to use. That is a minor issue, but it is worth knowing if paddleboarding is your main reason for booking.
There is also time for photographs. Dia’s bare shoreline, clear water, and the boat itself provide plenty of material, especially on the sunset cruise. You can walk around a little near the anchorage, but this is not a guided land hike or an island exploration tour. Most of your time is spent near the boat.
Lunch cooked aboard, with drinks included
The meal is simple and well suited to a day on the water. The main dish is linguine with shrimp in tomato sauce, served with Greek salad, followed by seasonal fresh fruit. The food is prepared aboard and served on individual plates.
I like this setup because it feels more substantial than the usual packet of snacks. Lunch also helps the $76 price make sense, especially when you add the unlimited drinks and four hours of use of the boat and equipment.
The wine is Greek white wine, with soft drinks and bottled water available throughout the trip. The wine has received consistent praise, but you should pace yourself in the sun. Alcohol and drugs are not allowed beyond the drinks supplied by the operator, and bringing your own alcohol is not permitted.
Vegetarian meals are available without shrimp. Vegan and gluten-free options can also be arranged, but request them when booking. If you have a serious allergy, give clear details in advance and ask how the food will be prepared separately. The crew has handled dietary questions carefully, but last-minute requests are never wise on a small boat.
Seating may be the weak point at mealtime. With a smaller group of around eight to ten passengers, lunch feels comfortable. On a fuller departure of thirteen or more people, not everyone may sit down at the same time. That matters more to older passengers or anyone who needs a fixed seat than it does to a young group happy to eat in shifts.
Same wind, a different deck:
- Heraklion: Dia Island Sailboat Cruise with Swimming and Meal
★ 4.8 · 2,579 reviews - Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch
★ 4.9 · 1,646 reviews - Gouvia: Corfu Island Sailing Trip with Snack and Soft Drinks
★ 4.8 · 851 reviews - Heraklion: Sailing Cruise to Dia Island with Drinks and Meal
★ 4.9 · 778 reviews
Day cruise or sunset cruise?

Choose the day sailing if swimming is your main goal. You leave at 9:00 a.m., reach Dia after the morning ride, and have bright daylight for snorkeling, SUP, photographs, and relaxing on deck. You return to Heraklion at about 2:30 p.m., leaving the evening free.
Choose the sunset sailing if atmosphere matters more. The boat leaves at 3:00 p.m., gives you the afternoon at the island, and returns at about 8:30 p.m. The best colors usually appear on the return journey, when the boat is back in open water.
Sunset is never guaranteed. Clouds or haze can soften the view, but the evening timing still makes the trip feel special. Bring a jacket because the temperature can drop once the sun slips away. The sunset cruise also works well for couples and small groups looking for a relaxed evening rather than a busy night in town.
Boat comfort and group size

The boat is described as the Stardust on some departures, with a broad front deck and room to lie out. It is a sailing boat, not a large sightseeing vessel, so expect a more personal setup and less predictable seating.
Small groups are a real advantage. With eight passengers, the boat feels comfortable and the crew can respond quickly to requests. A larger group can still be enjoyable, but movement around the deck, access to the SUP, and sitting down for lunch become less easy.
The activity is not suitable for wheelchair users, people with mobility impairments, or pregnant women. Boarding, moving around the deck, and entering the water require a reasonable level of mobility. Towels are not provided, so bring one even if your hotel is close to the port.
Safety equipment is included, along with life jackets, insurance, first aid, and safety instructions from certified staff. The skipper can adjust the route for sea conditions. Wind may prevent a visit to Dia, as happened on one departure when the group sailed to another cove for swimming instead. That is not a failure of the trip, but you should book this as a sea experience rather than a guaranteed island landing.
Is $76 a fair price?

At $76 per person, this is good value if you plan to eat, drink, swim, and spend most of the day on the water. The price covers the boat, crew, lunch, unlimited wine and soft drinks, snorkeling gear, the SUP, safety equipment, and a five-and-a-half-hour outing. Comparable half-day boat trips often charge extra for food, drinks, or water equipment.
The value is strongest on a small departure with a helpful crew and favorable weather. You get more personal attention, more comfortable deck space, and a better chance to ask questions or try sailing activities.
The value is weaker if you dislike group outings, rarely swim, or expect a private yacht. A private group is available, but the cost and arrangement should be confirmed separately. Also check the transfer price. Hotel pickup is available by request, but transportation may carry an additional charge.
For a family, the cruise offers an easy mix of swimming, food, and scenery. For couples, the sunset option has the most charm. For serious snorkelers, the clear water is appealing, but the marine life may be modest. For anyone wanting a long guided tour of Dia’s mythology and ecology, the commentary may feel too light.
What to bring and how to prepare

Bring your passport or ID card because the port authorities require each passenger’s full name, date of birth, passport or ID number, sex, and nationality when the booking is made. Pack swimwear, a towel, sunscreen, sunglasses, and a hat.
A light jacket belongs in your bag for the outbound ride and the return after sunset. Wear something comfortable for moving around the deck, but avoid bringing unnecessary luggage. Space on a sailing boat is limited.
Tell the operator about dietary needs during booking. Also provide your hotel name and location if you want a transfer. Since the final pickup message may arrive the evening before, keep your phone available and confirm any unclear details.
The cruise can be canceled or postponed for bad weather, with a full refund of the ticket price in that situation. You can also cancel up to 24 hours before departure for a full refund, and reserve now while paying later.
Should you book the Dia Sailing Cruise?

I would book this if you want a friendly, food-inclusive day on the Cretan sea rather than a formal sightseeing tour. The best reasons are the clear water, generous swim time, fresh lunch, and crew members such as Alex, Nikolas, Fabio, and Mel, who have made the boat feel welcoming and relaxed.
I would choose the sunset departure for couples and photographers, and the morning sailing for swimmers who want the most daylight. Before paying, confirm the expected group size, the pickup fee, and the dietary arrangements.
Skip it if you need guaranteed access to Dia, a quiet private boat, wheelchair access, or advanced snorkeling. For everyone else, this is a strong-value way to trade a few hours of Heraklion streets for open water, a plate of pasta, and a memorable Cretan sunset.
FAQ
Where does the Dia sailing cruise depart from?
It departs from Marina Cafe at the Old Venetian Port of Heraklion. Look for the large sign reading Daily Cruises to Dia Island, or search Google Maps for Rocca a Mare Sailing Adventures Meeting Point.
How long does the cruise last?
The cruise lasts about five and a half hours. The day sailing normally runs from 9:00 a.m. to 2:30 p.m., while the sunset sailing normally runs from 3:00 p.m. to 8:30 p.m.
Is hotel pickup included?
Pickup can be arranged from your hotel or a convenient nearby point by prior request. Transportation may involve an additional charge, so confirm the price and pickup location when booking.
What food is served?
The included meal consists of linguine with shrimp and tomato sauce, Greek salad, and seasonal fresh fruit. Vegetarian, vegan, and gluten-free options can be requested in advance.
Are drinks included?
Yes. Unlimited Greek white wine, soft drinks, and bottled water are included.
Is snorkeling equipment provided?
Yes. Snorkeling equipment, life jackets, and a stand-up paddleboard are provided for use around the anchorage.
Can weather change the destination?
Yes. The cruise depends on sea conditions. Strong wind or other poor weather may lead to a different sheltered cove, postponement, or cancellation with a full refund.
Is the cruise suitable for everyone?
It is not suitable for pregnant women, wheelchair users, or people with mobility impairments. You should also bring your own towel, since towels are not included.
New on the water around Greece
- Santorini Caldera Sailing Tour with BBQ Lunch and Drinks★ 5.0 · 268 reviews
- From Skiathos Marina: Yacht Sailing Day Trip with Lunch★ 4.8 · 180 reviews
- Skiathos: day sailing trip with swim stops and lunch★ 4.9 · 69 reviews
- Day sailing Skiathos Skopelos with lunch on Rainbow yacht★ 5.0 · 262 reviews
- Skiathos: Wooden Sailboat Full- or Half-Day Trip with Meal★ 5.0 · 88 reviews
- Private Sailing Tour in Rhodes★ 5.0 · 39 reviews
- Day Cruise by a Sailing Yacht to the most beautiful bays or Rhodes (Small Group)★ 5.0 · 197 reviews
- Daytour Sailboat with Lunch/drinks in Lindos area★ 5.0 · 28 reviews
Heraklion Sailing Tours: the shortlist

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal
Read our review of this sail →
Heraklion: Sailing Cruise to Dia Island with Drinks and Meal
Read our review of this sail →
Heraklion: Dia Island Sailing Cruise with Snorkeling
Read our review of this sail →
Sailing Cruise to Dia Island with Meal and Water Activities
Read our review of this sail →
Heraklion: Sailing Trip to Dia Island with Lunch & Swimming
Read our review of this sail →
