Review · GREECE
Dia Sailing Cruise With All-inclusive Meal And Drinks
Dia Island is the star here: an uninhabited, protected island reached by sail from Heraklion in about an hour. You can spend four hours anchored in a sheltered cove, swimming in clear water, using the SUP and snorkel gear, or simply stretching out on the boat with a glass of Greek wine. The sunset sailing option adds a beautiful finish.
I like the fresh meal cooked on board, especially since vegetarian, vegan, and gluten-free options can be arranged. I also like the friendly, hands-on crew, with names such as Alex, Nikolas, Mel, Fabio, Manuel, and Vassily appearing among the staff who help with swimming, sailing, and practical needs. The main drawback is that the boat can feel crowded when passenger numbers rise, and the sea can force a change of destination.
Key points
- Dia Island is about one hour from Heraklion, with four hours for swimming, snorkeling, SUP, photos, and rest.
- The meal is cooked on board, with shrimp linguine, Greek salad, fresh fruit, and dietary alternatives by request.
- Wine, bottled water, and soft drinks are unlimited, making the $76 price strong value for a half-day outing.
- Sunset departures leave at 3 p.m., returning around 8:30 p.m. with the best light on the way back.
- Hotel pickup may be arranged, but confirm the cost and pickup time because transport can be extra and return waits have occurred.
- Wind matters here: poor conditions can change the route, though the crew may sail to another swimming cove.
Sailing north from Heraklion to Dia Island

The cruise leaves from the Old Venetian Port of Heraklion, where you meet at the Marina Cafe near the large Daily Cruises to Dia Island sign. Search for Rocca a Mare Sailing Adventures Meeting Point on Google Maps, since the meeting point is easier to find by its exact map listing than by wandering around the port.
Once aboard, you have about an hour at sea before reaching Dia. That hour is part of the experience, not merely transport. The boat gives you open views back toward Crete, a cooling breeze, and time to settle into the easy pace of a sailing day. If you want to learn more about handling the boat, the skipper may let you take part under supervision.
The crew changes by sailing, but names connected with this operation include Alex, Nikolas, Mel, Fabio, Manuel, Vassily, and Kostas. Their roles can overlap: one may steer, another prepare lunch, and both may help with swimming equipment, stories, drinks, and getting people safely on and off the boat. Fabio, in particular, has been noted for speaking several languages, which is useful on a mixed international cruise.
The route covers seven nautical miles from Heraklion to Dia. This uninhabited island is protected through the Natura 2000 project, so the appeal is its quiet setting and open sea rather than a village, shop, or collection of sights. The crew may explain local myths, marine life, and the island’s protected status, though the amount of formal commentary can vary.
More Cruises with Open Bar in Greece
- All Day Cruise -3 Islands to Agistri,Moni, Aegina with lunch and drinks included
★ 5.0 · 4,958 reviews - Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer
★ 5.0 · 4,209 reviews - Santorini: Luxury Catamaran Day Trip with Meal and Open Bar
★ 4.8 · 3,678 reviews
Four hours in a sheltered Dia cove

The boat anchors in a cove protected from the wind, giving you a long block of unhurried time. This is the heart of the outing. You are not rushed from one stop to another, and the four-hour stay lets you shape the day around your energy.
The clearest choice is swimming. The water around Dia can be wonderfully clear and refreshing, particularly in the warmer months. Snorkeling gear is supplied, including masks, snorkels, and related equipment. You may see some marine life, but set your expectations sensibly: this is a pleasant shore-water snorkeling stop, not a dedicated wildlife expedition. One sailing noted limited fish, while the water itself remained the main attraction.
The SUP gives you another way to enjoy the cove. You can paddle away from the boat, take photographs from the water, or simply try it for a few minutes before returning to swim. Equipment condition may vary, and one passenger found the board needed more air, so do not expect a polished watersports center. Still, having a paddleboard and snorkeling equipment included adds real value to the fare.
If you would rather stay dry, the boat has a large front deck for sunbathing. You can also remain in the shade or sit with a drink while others swim. That flexibility makes the cruise work for couples and families with different ideas of fun. Parents or older relatives can enjoy the sea air without needing to enter the water, while more active members of the group can use the equipment.
There is also time to walk around the island and take photographs, although the main focus remains the cove and the boat. Dia is uninhabited, so do not expect restaurants, changing rooms, paved paths, or a formal visitor center. Bring what you need for the afternoon, especially sunscreen, a hat, swimwear, and a towel.
A simple Mediterranean lunch served at sea

The meal is one of the strongest parts of the package. The standard main course is linguine with shrimp and tomato sauce, served with Greek salad, followed by a platter of seasonal fresh fruit. It is straightforward food, but that is exactly right for a warm day on the water. You get a proper meal rather than a packet of snacks, and the fresh fruit makes a pleasant finish after swimming.
The crew prepares the food on board. That adds a personal touch and means lunch feels connected to the day, rather than being a prepacked shore excursion meal. Mel and Fabio are among the crew members praised for cooking, while other sailings have had Alex and Manuel handling the food.
Tell the operator about dietary needs when you reserve, not when lunch is being served. Vegetarian, vegan, and gluten-free choices are available by request. The shrimp can be left out, and care has been taken with separate preparation for serious allergies. You should still provide clear details in advance, including the severity of any allergy.
Drinks include unlimited Greek white wine, soft drinks, and bottled water. The wine is a natural match for the pasta and the warm afternoon, though you can choose water or soft drinks. Alcohol and drugs are not permitted beyond the drinks supplied as part of the cruise, and you should avoid overdoing the wine in the sun.
The food is generous enough for most people, but portions of salad and fruit may feel limited if the boat is carrying a larger group. The advertised menu is not a banquet. It is a tasty, practical lunch that works well with the $76 price, especially once you count the boat trip, equipment, crew, and drinks.
Choosing the 9 a.m. day cruise or 3 p.m. sunset sailing

The day cruise departs at 9 a.m. and returns to Heraklion at about 2:30 p.m. This is the better choice if swimming, sun, and time at Dia are your main goals. You return with the afternoon still available for Heraklion, dinner, or a slower evening at your hotel.
The sunset cruise leaves at 3 p.m. and returns around 8:30 p.m. You still have about four hours at Dia, but the return is timed for the changing evening light. The sun may not always produce a dramatic show, especially when clouds intervene, but the cooler hours and relaxed sail back are part of the appeal.
Sunset departures can be especially good for couples, small groups, and anyone who wants a memorable evening rather than another standard beach afternoon. The boat may have music on board, and the crew sometimes joins the social mood. It is also a good setting for photographs, though you should not book solely for a guaranteed red-and-orange sunset.
The day and sunset options both run for roughly 5.5 hours. Check the start time when booking, since departure schedules and availability can change.
More Sailing Trips in Greece
- 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 - 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
What the $76 price really covers

At $76 per person, this is a strong-value outing if you intend to use the full package. The price includes the sailing trip, certified staff, safety instructions, life jackets, insurance, first-aid provision, snorkeling equipment, SUP use, lunch, fruit, unlimited wine, soft drinks, and water.
Many boat trips charge separately for equipment or drinks. Here, those costs are built in, so you can spend the afternoon swimming without keeping track of small add-ons. The included meal also removes the need to find lunch on an uninhabited island.
The value drops slightly if you do not drink alcohol, avoid pasta, or plan to stay dry for the whole trip. Even then, the sailing time and access to Dia remain the main product. I would compare it with a simple boat transfer or a shorter swimming cruise, but this option gives you much more time on the water and a meal included.
Private groups are available, which may suit a family celebration or a group of friends. Ask about the exact passenger count before paying. Most accounts describe a comfortable boat, but one sailing carried 14 passengers plus two crew members despite an expectation of a smaller maximum. That can make sitting down together difficult and reduce deck space.
Transfers, timing, and the small practical details

Pickup from your hotel can be arranged by request. You need to send the hotel name and location when booking, and the operator may use a van from your hotel or a nearby convenient point. Transportation can carry an additional charge, so confirm this rather than assuming it is included in the $76.
Pickup information is generally sent the evening before. That timing has caused some worry, particularly for a 9 a.m. departure. If you need an early confirmation, contact the operator directly rather than waiting.
Return transfers have sometimes taken longer than expected. This is worth remembering if you have a dinner reservation, airport connection, or another timed activity. The van service has also been praised for accommodating multiple hotels and helping passengers with mobility difficulties, but the cruise itself is not suitable for wheelchair users or people with significant mobility impairments.
Wear shoes that are secure on a boat, though this is not specifically required. Bring a towel, because towels are not supplied. You should also pack sunglasses, a hat, sunscreen, swimwear, and a light jacket. The jacket matters on the return sail, especially after sunset when the wind feels cooler.
Bring your passport or ID card. Port authorities require the full name, date of birth, passport or ID number, sex, and nationality of every passenger. This is a booking requirement, not a suggestion, so have the information ready for everyone in your party.
The cruise is weather-dependent. Wind can prevent the boat from reaching Dia, but that does not always mean a wasted day. One sailing went to another cove with good swimming instead. If conditions are unsafe, the trip may be postponed or canceled with a full refund of the ticket price.
Who will enjoy this cruise most

I would choose this for anyone who wants a relaxed sea day with enough activity to prevent boredom. Couples get a scenic sunset option, families can split between swimming and staying aboard, and friends can make good use of the drinks, music, SUP, and long stop.
It is also a good fit if you want a taste of sailing without committing to a full-day charter. The trip is long enough to feel substantial but short enough to fit into a Crete itinerary based around Heraklion, Hersonissos, Gazi, or Kokkini Hani.
You should think twice if you need guaranteed snorkeling wildlife, strict seating space, or a highly structured historical tour. The island commentary may be light, and the main reward is the sea itself. People who get seasick should pack suitable medication or ask the crew for help, since wind can make the crossing uncomfortable.
Should you book the Dia sailing cruise?

I would book it if you want good-value time on the water, a freshly prepared Mediterranean lunch, and the freedom to swim, paddle, or relax without paying for each extra. The crew’s friendly approach is a real part of the experience, and names such as Alex, Nikolas, Mel, and Fabio are associated with the warm, practical service that makes the boat feel informal rather than rigid.
Choose the sunset sailing if the return voyage matters as much as the island stop. Choose the morning departure if you want maximum daylight for swimming and a free evening afterward.
Before booking, confirm the passenger count, transfer price, pickup time, and dietary arrangements. Pack a towel and jacket, accept that weather may change the route, and you will have the right expectations for a very enjoyable half-day from Heraklion.
FAQ

Where does the cruise depart from?
It departs from the Marina Cafe at Heraklion’s Old Venetian Port. Look for the large Daily Cruises to Dia Island sign, or search Google Maps for Rocca a Mare Sailing Adventures Meeting Point.
How long does the cruise last?
The full experience lasts about 5.5 hours. The day cruise runs from 9 a.m. to approximately 2:30 p.m., while the sunset cruise runs from 3 p.m. to approximately 8:30 p.m.
How far is Dia Island from Heraklion?
Dia Island is about seven nautical miles north of Heraklion. The sail takes roughly one hour each way.
Is lunch included?
Yes. The meal includes linguine with shrimp and tomato sauce, Greek salad, and seasonal fresh fruit. Vegetarian, vegan, and gluten-free options can be requested in advance.
What drinks are included?
Unlimited Greek white wine, soft drinks, and bottled water are included.
Are snorkeling equipment and paddleboards provided?
Yes. Snorkeling gear, life jackets, and stand-up paddleboards are provided for use during the stop at Dia.
Can I arrange hotel pickup?
Yes, pickup may be arranged by request. Send the hotel name and location when booking. Transportation may involve an additional charge, so confirm the cost before the cruise.
What should I bring?
Bring your passport or ID card, sunglasses, a hat, swimwear, a towel, sunscreen, and a jacket. Towels are not supplied.
Can the cruise be canceled because of weather?
Yes. The cruise depends on sea conditions and may be postponed or canceled in unfavorable weather. If the operator cancels for this reason, the ticket price is fully refunded.
Is the cruise suitable for wheelchair users?
No. The experience is not suitable for wheelchair users, people with mobility impairments, or pregnant women.
Just added around Greece
- Rethymno: Sunset Cruise on a Wooden Pirate Boat★ 4.3 · 581 reviews
- Rethymno: Sunset Catamaran Cruise – Sushi & Open Bar★ 4.8 · 446 reviews
- Rethymno: Pirate Boat Cruise with Swimming Stop★ 4.1 · 293 reviews
- Rethymno Premium Catamaran Cruise: Healthy Lunch & Open Bar★ 4.7 · 393 reviews
- Pounta: Blue Lagoon Boat Tour★ 4.7 · 725 reviews
- Paros Antiparos: Full-Day Boat Tour with Lunch & Drinks★ 4.9 · 470 reviews
- Paleokastritsa: Paradise, Yali Beach & Blue Caves Boat Tour★ 4.8 · 293 reviews
- From Athens: Day Cruise to Hydra, Poros & Aegina with Lunch★ 4.1 · 430 reviews
Greece Boat Tours, compared.

Volcanic Islands Cruise with Hot Springs Visit
Read our review →
From Kissamos Port: Boat Cruise to Balos Lagoon & Gramvousa
Read our review →
Catamaran Tour with BBQ Dinner, Drinks, and Music
Read our review →
From the Port of Kos: Full Day Boat Cruise to 3 Islands
Read our review →
All Day Cruise -3 Islands to Agistri,Moni, Aegina with lunch and drinks included
Read our review →
Day Cruise to Paxos, Antipaxos, & the Blue Caves
Read our review →
Hydra, Poros, and Aegina Day Cruise with Lunch
Read our review →
Speedboat Trip to Symi with Free Time to Explore
Read our review →Browse the lists this tour appears in
