Imagine setting sail from the historic Venetian harbor of Heraklion aboard a sleek, luxury sailing yacht. As the wind fills the sails, you’re heading toward Dia Island, an unspoiled gem protected by the Natura 2000 program. This trip offers a blend of scenic views, cultural exploration, and relaxed luxury that’s perfect for those who want a taste of Greece’s natural beauty without the crowds.
What makes this experience special? First, the delightful onboard meal featuring Greek salads, seafood pasta, and fresh fruit. Second, the chance to swim and snorkel in crystal-clear waters—a highlight for water lovers. Third, the knowledgeable crew and serene sailing, which let you fully unwind while soaking up the Greek sun.
One thing to consider is the price point of $945 for a private group, which might seem steep at first glance, but for the quality of experience, it delivers impressive value—especially for groups seeking exclusivity and comfort.
This tour is ideal for travelers who appreciate a mix of relaxation, scenic beauty, and authentic Greek flavors—perfect for families, couples, or small groups wanting a memorable day on the water.
Good To Know

- Luxury sailing experience with a private group setting
- Delicious onboard meal, including options for vegan and gluten-free diets
- Swimming and snorkeling in pristine waters of the Gulf of Saint George
- Exploration of Dia Island, with visits to historical ruins and a small chapel
- Scenic sailing with no engine noise disrupting the peaceful atmosphere
- Experienced guides and crew who cater to your wishes
A Detailed Look at the Dia Island Sailing Trip

Enjoy boat trips? More Heraklion water tours we've written about
Starting Point and Setting Sail from Heraklion
Your adventure begins at the old Venetian harbor in Heraklion, a site brimming with history and character. The departure is aboard a luxury sailing yacht equipped for comfort and style—think polished wood, spacious decks, and plush seating. The trip lasts around 5.5 hours, giving you ample time to relax and soak in the scenery without feeling rushed.
The captain and crew, including knowledgeable guides, are skilled at reading the mood of the group. They ensure everyone is comfortable, whether it’s helping with paddleboarding or sharing insights about Dia Island’s protected status. Expect a smooth hour of sailing, during which you can unwind on deck and take in views of the Cretan coast.
The Historic and Natural Charm of Dia Island
One of the trip’s major highlights is arriving at Dia, a small, protected island classified under the Natura 2000 program. This status helps preserve its natural beauty and allows visitors to experience a relatively untouched slice of Greece.
The bay of Saint George, a natural harbor dating back to the Minoan era, is where the yacht anchors. The crystal-clear waters provide excellent conditions for swimming and snorkeling. As one reviewer pointed out, “We loved the way the crew read our wishes, especially for the kids—they made sure everyone had a good time.” The underwater scenery includes visible ancient pottery scattered on the seabed, giving a fascinating glimpse into the past.
Water Activities and Exploration
Once anchored, you’re free to swim or snorkel in the calm, blue waters, which are perfect for observing marine life or just cooling off. The inclusion of paddleboarding adds another layer of fun for those who prefer staying above water.
For a bit of land-based exploration, a short walk on the island reveals ruins of ancient structures and a small Orthodox chapel, offering a quiet spot for reflection. The reviews mention how guides are attentive and eager to share local insights, making even a brief visit enriching.
More Great Thing To Do NearbyThe Onboard Meal: Greek Flavors on the Water
After your exploration, it’s time to enjoy the delicious onboard lunch. The menu features a fresh Greek salad, seafood pasta, and local fruit, complemented by local white wine, soft drinks, and water. The meal is served in a relaxed setting, with stunning views of the bay providing a picturesque backdrop.
The meal options include vegan and gluten-free choices, ensuring all guests feel catered to. Multiple reviewers commented on the quality of the food, saying it’s “delicious” and well-presented, which is a relief when you’re in a remote setting.
More tours and activities we've covered in Heraklion
- Heraklion SUV Private Guided Wine Tour With Lunch
- Crete Finikia and Giouchtas Mountains Horse Riding Tour With Lunch
- Semi Private Wine and Olive Oil Tour (Transfer & Lunch Incl.)
- Minoan Crete: Knossos Palace, Winery Visit and Lunch at Archanes
- Heraklion Full-Day Spinalonga Island With BBQ Lunch
- Cook With Locals Cretan Cooking Class at Archanes (Transfer – Lunch Included)
Returning Sail and Final Views
As the trip winds down, you’ll savor the peaceful sail back to Heraklion. The absence of engine noise and the gentle movement of the yacht make for a truly relaxing experience. Many travelers appreciated this aspect, describing it as a “serene and pure sailing experience.”
Practical Details and Pricing
At $945 per group (up to 10 people), this trip offers an exclusive, private experience. While higher than some group tours, the value lies in the personalized service, luxury yacht, and quality meal. The price covers snorkeling gear, paddleboards, lunch, drinks, and the expertise of guides—no hidden extras.
Travelers should bring essentials like hat, swimwear, towel, and sunscreen. The tour advises that alcohol and drugs are not permitted, ensuring the environment remains safe and enjoyable for all.
Flexibility and Booking
The tour offers free cancellation if you cancel at least 24 hours in advance, providing peace of mind. After booking, the provider contacts you to confirm pickup details and times, which vary depending on availability and weather conditions.
Who Will Love This Experience?

This trip is perfect for those wanting a luxury, private day on the water with a mix of relaxation, adventure, and cultural discovery. It’s a great option for families, couples, small groups, or friends who value comfort and authentic experiences. The guided visits to Dia’s ruins and chapel add a cultural touch, while the snorkeling and paddleboarding cater to active travelers.
The Sum Up

In essence, this sailing trip delivers a balanced blend of scenic beauty, cultural exploration, and culinary delight. It’s a chance to unwind aboard a well-maintained yacht, explore a protected island, and enjoy a hearty, authentic Greek meal—all without the noise and crowds of larger tours.
For travelers who appreciate personalized service, stunning views, and quality food, this experience offers significant value. The knowledgeable crew and peaceful sailing make it a memorable way to spend a day in Crete.
This tour is especially well-suited for those seeking a luxurious, intimate outing that combines relaxation with light adventure. If you’re looking for a truly authentic, hassle-free day on the water, this sailing trip to Dia Island is hard to beat.
FAQ
What is included in the price?
The price covers the sailing trip, snorkeling gear, paddleboarding, a delicious meal with Greek salad, seafood pasta, local fruit, white wine, soft drinks, and water.
How long is the trip?
The experience lasts approximately 5.5 hours, including sailing, exploring, swimming, and dining.
Is there a private guide?
Yes, this is a private group tour with a knowledgeable guide and crew who focus on personalized service.
What should I bring?
Bring a hat, swimwear, towel, sunscreen, and any personal items. Towing is not provided, so pack accordingly.
Can I customize the experience?
While the tour runs on a set itinerary, the crew is attentive to guest wishes, especially regarding water activities or brief explorations.
Are vegan or gluten-free options available?
Yes, the onboard meal includes options for vegan and gluten-free diets, ensuring everyone is catered for.
Is this tour suitable for children?
Yes, it’s family-friendly, especially for those who enjoy water activities. Keep in mind that wheelchair users might find it less accessible due to the boat layout.
This sailing trip offers a memorable, indulgent way to experience the natural and historical beauty of Dia Island, all framed within the comfort of a luxury yacht. Whether you’re after a relaxing day or an active adventure, it’s a voyage worth considering on your trip to Crete.
You can check if your dates are available here:More Lunch Experiences in Heraklion
- Heraklion Luxury Catamaran to Dia: Gourmet Lunch & Open Bar
- Heraklion: Sailing Trip to Dia Island with Lunch & Swimming
- Heraklion: Sailing to Dia island with lunch on Bavaria 51
- Heraklion: Olive oil and Wine Tour with Lunch
- Private Tour, Knossos Palace, Olive Oil, Pottery, Winery, Lunch
- Heraklion Private Sailing Catamaran Cruise to Dia with Lunch
More Boat Tours in Heraklion
- Heraklion: Dia Island Sunset Boat Tour with Dinner
- Heraklion: Luxury Cruise to Dia with Dinner & Free Transfer
- Heraklion Luxury Catamaran to Dia: Gourmet Lunch & Open Bar
- Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu
- Heraklion: Sailing Trip to Dia Island with Lunch & Swimming
- Heraklion: Sailing to Dia island with lunch on Bavaria 51
More Tour Reviews in Heraklion
Looking for something different? Other Heraklion activities we've written about
- Heraklion: Guided Organic Wine Tasting & Vineyard Tour
- Heraklion: Dia Island Sunset Boat Tour with Dinner
- Heraklion: Food City Tour
- Heraklion: Dia Island Sailing Trip with Lunch
- Heraklion Knossos Private Guided Day Trip
- Heraklion: Knossos Private Full-day tour
- Heraklion: Luxury Cruise to Dia with Dinner & Free Transfer
- Heraklion Luxury Catamaran to Dia: Gourmet Lunch & Open Bar
- Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu
- Heraklion :Lasithi Plateau -Mythology Park&Knossos Palace
- Heraklion: Knossos, Zeus, Villages & Olive Oil Factory Tour
- Heraklion: Sailing Trip to Dia Island with Lunch & Swimming
