Dia Island: Semi-Private Full Day Sailing Trip with meal

Discover the charm of Dia Island with a semi-private sailing adventure that promises a mix of relaxation, activity, and Greek island beauty. For around $96 per person, you’ll spend approximately six hours aboard a stylish sailing boat departing from Heraklion’s Venetian port. This trip is ideal if you’re craving a more intimate, authentic experience away from crowded tours, with a focus on enjoying Cretan waters, local flavors, and scenic views.

Two aspects of this trip really stand out. First, the blend of active and relaxing moments—whether you’re soaking up the sun on the deck or snorkelling among fish and urchins—keeps everyone engaged. Second, the delicious onboard meal paired with premium local wine makes the entire experience stand out as a true taste of Crete.

A possible consideration is that the tour doesn’t include hotel pickup, which means you’ll need to plan your transportation to the meeting point at the Venetian port. It’s also not suitable for wheelchair users, so if accessibility is a priority, you might want to consider other options.

This trip suits travelers who enjoy a laid-back, small-group atmosphere, want to explore Dia Island in style, and appreciate authentic, well-reviewed experiences. If you’re looking for a scenic, fun-filled day that combines sailing, swimming, and good food, this tour hits the spot.

Key Points

• Small, intimate group: Limited to 10 participants, fostering a friendly environment.
• Balanced experience: Combines sailing, swimming, and scenic cruising with delicious food and drinks.
• Authentic flavor: Locally sourced wine, fresh fruits, and a well-prepared onboard meal.
• Flexibility: Options to relax on deck or actively participate in sailing and water activities.
• Great reviews: Overall rating of 4.6 from 13 travelers, with praise for the crew, scenery, and value.
• Practical details: Approximate 6-hour trip departing from Heraklion’s Venetian port, with optional water sports and snorkeling gear.

You can check availability for your dates here:

From Heraklion to Dia Island: A Classic Crete Escape

When it comes to exploring Crete’s famed coastline and islands, this sailing trip offers a well-rounded taste of what makes the island special. Starting from Heraklion’s Venetian port, the journey begins with an hour of scenic sailing as you cruise northward toward Dia Island. From the moment we set sail, the boat’s elegance and relaxed atmosphere promise a memorable day.

What makes this experience stand out is the combination of comfort and activity. We loved the way the boat’s layout encourages socializing, whether it’s lounging on the sun deck, helping out with the sailing procedures, or simply enjoying the breeze. As one reviewer, Nicole, put it, “Had so much fun! The captain was very friendly and told us about the island.” It’s clear that the crew’s knowledge and approachable attitude enhance the trip, making it more than just a boat ride.

The Itinerary: A closer look

Start at Cafe Marina – The meeting point at the left side of “Marina Café” provides easy access, with a big parking area nearby. Arriving 15 minutes early ensures you’re ready to go. The trip is designed for small groups, with no more than 10 people, which keeps the experience personal and relaxed.

Scenic sail to Dia – The first leg lasts about an hour, offering a chance to enjoy the views of Heraklion’s coast and the open sea. The boat’s design grants excellent visibility for photos and spotting marine life, which many travelers find delightful. Expect gentle breezes, sunshine, and a feeling of freedom as we glide toward the island.

On Dia Island – Once we arrive, the real fun begins. Activities include swimming, snorkeling, and exploring the ancient port ruins. The water’s clarity impresses many, making it easy to spot fish and marine life, as Nicole noted. The island’s setting is idyllic—perfect for leisurely walks or relaxing on deck while soaking up the sun.

A delicious onboard meal – After working up an appetite, you’ll enjoy a well-prepared meal that includes a variety of fresh fruits, local wine, and soft drinks. This is a highlight, especially for those who appreciate authentic regional flavors. As one review mentions, “Lunch was very good,” and “the wine was excellent,” elevating the whole experience.

Return cruise – The boat gently cruises back, with scenic views on the way that make the return just as enjoyable. It’s a great moment to unwind and reflect on the day’s highlights.

What’s Included and What You Should Know

The tour offers a good package: experienced crew, water and soft drinks, wine, a tasty meal, fruits, and equipment for water activities like snorkeling and paddleboarding. The price is competitive, especially considering the personalized nature of the trip and the quality of non-mass-tour experiences.

However, keep in mind that hotel pickup isn’t included, which might require a short taxi ride or walking to the meeting point. Towels are an extra cost if you forget yours, so bringing your own is recommended.

Authentic Experiences and Reviews

The reviews affirm the trip’s value. Papadogiorgakis praised the crew’s friendliness and the island’s beauty, saying, “We had a great time with my companions.” Farsaraki highlighted the importance of safety, especially on a family-run boat. The consistent feedback points to a well-organized, friendly, and scenic adventure that feels authentic rather than overly commercialized.

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Who It’s Perfect For

This tour is ideal for travelers who want a small-group, personalized experience with good opportunities to swim and relax. It’s suited for those who value local, tasty food and wine, and prefer a laid-back atmosphere over large, crowded excursions. It’s also perfect if you’re someone who enjoys engaging with the crew and learning about the area directly from those who know it best.

Practical Tips for Your Day on the Water

• Bring sun protection: Hat, sunscreen, and sunglasses are essentials to avoid burning under the Cretan sun.
• Pack swimwear and a towel: Even if you plan to relax on deck, you’ll probably want to get in the water at some point.
• Arrive early: The meeting point is at the Venetian port, and arriving 15 minutes early helps ensure a smooth start.
• Consider your physical comfort: No high heels or formal wear—this is a casual, active day.
• Prepare your documents: Full name, passport or ID number, nationality, gender, and date of birth are needed at booking or a day before.

The Bottom Line: Is This Trip Worth It?

If you’re after a relaxed, intimate sailing adventure that offers a good mix of water activities, scenic cruising, and authentic local food, this tour is a winner. The small group size guarantees personal attention and a more genuine atmosphere, while the high praise from travelers points to a well-organized, fun day out.

The value here is clear—you’re paying for a personalized experience with quality food, a scenic setting, and knowledgeable crew. It’s especially suited for those who appreciate authentic encounters and want to avoid the crowds. The trip’s flexibility and relaxed pace make it a great choice for families, couples, or solo travelers seeking a taste of Cretan sea life.

FAQ: Your Questions Answered

Is hotel pickup included?
No, the tour does not include hotel pickup. You’ll need to make your way to the meeting point at the Venetian port of Heraklion.

How long is the trip?
The total duration is around 6 hours, including sailing, water activities, and meal time.

What should I bring with me?
Bring a hat, swimwear, towel, sunscreen, beachwear, and your passport or ID. Towels are extra if you don’t bring your own.

Can I participate in sailing procedures?
Yes, you’re encouraged to engage in sailing procedures if you wish, which adds a hands-on element to your trip.

Is the trip suitable for children or older travelers?
The tour is not suitable for wheelchair users, but active children and older travelers who are comfortable on boats should enjoy it, especially with the opportunity for swimming and relaxing.

What kind of water activities are available?
Snorkeling equipment, paddleboards (SUP), and fishing gear are provided, offering a range of options for water fun.

What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, providing some flexibility if your plans change.

This sailing trip to Dia Island offers a well-balanced mix of adventure, relaxation, and regional flavor. Whether you’re after scenic views, a taste of local wine, or simply a peaceful day at sea, it’s a solid choice—especially if you prioritize small groups and authentic experiences.

You can check availability for your dates here: