Heraklion: Dia Island Sailing Trip with Lunch

Planning a day on the water around Crete? If so, you’ll want to consider this Heraklion: Dia Island Sailing Trip with Lunch. It offers a chance to enjoy the tranquil waters, explore a protected island, and indulge in some tasty Greek food—all aboard a luxurious sailing yacht. We’ve looked into this experience to see if it lives up to its promise, and here’s what we found.

Two things we really like about this trip: First, the combination of sailing and exploring—it’s not just a boat ride but also includes some walking and swimming, which adds variety. Second, the quality of the food and drinks on board, with options that cater to different dietary needs, plus local wines that enhance the relaxing vibe.

One possible consideration? The price point at $945 for a group up to 10 might seem a bit steep for some, but when you factor in the inclusions—lunch, drinks, snorkeling gear, paddleboards—it can be quite reasonable for a full day of luxury and activity.

This tour suits travelers who value a mix of relaxation, scenic beauty, and authentic Greek flavors, especially those keen on a private, intimate experience rather than a crowded group. If you enjoy sailing and the idea of visiting a natural, protected island sounds appealing, this could be just the right outing.

Key Points

• Luxury Experience: Private group on a well-equipped sailing yacht.
• Beautiful Setting: Visit Dia Island, part of the Natura 2000 program, with clear waters perfect for swimming and snorkeling.
• Delicious Food: Fresh Greek salad, seafood pasta, local fruits, and wine served onboard.
• Active & Relaxing: Swim, snorkel, paddleboard, and explore a small island with historical ruins.
• Knowledgeable Guides: The crew is praised for their attentive service and willingness to fulfill wishes.
• Ideal for Special Occasions: Perfect for small groups seeking a memorable day on the water.

You can check availability for your dates here:

The Itinerary in Detail

The trip begins at the old Venetian harbor in Heraklion, where you’ll board a luxury sailing yacht. This isn’t a typical large boat; it’s a private, well-maintained vessel that promises comfort and the serenity of sailing just with sails—no noisy engines disrupting the peaceful atmosphere.

After setting sail, you’ll enjoy about an hour of cruising across the Gulf of Saint George. The scenery en route is part of the charm—waves gently lapping against the hull, with views of the coast and distant mountains. You can settle in on deck, soaking up the sun and the fresh maritime air, or simply relax as your crew navigates the waters.

Approaching Dia Island

The highlight of the day is anchoring in the gorgeous natural harbor of Saint George, a bay with origins dating back approximately 3,500 years, from the time of the Minoans. The water here is famously clear—ideal for swimming and snorkeling—and many guests enjoy floating above what’s often described as an underwater treasure trove of ancient pottery.

Snorkeling options are plentiful, and your crew’s gear makes it easy to see the vibrant marine life or just enjoy the cool, refreshing water. For those who prefer staying dry, paddleboards are available, providing a fun way to explore the calm bay.

Exploring Dia Island

Once ashore, you’ll have time for a short walk. The island features a quaint Orthodox chapel and ruins of ancient structures, adding a touch of history to your visit. The walk isn’t long, but it offers a peaceful break from the water activities and a chance to take some great photos.

Dining on Board

Back on the yacht, a delicious meal awaits. The menu includes a fresh Greek salad—crisp vegetables and feta—along with seafood pasta that’s flavorful and satisfying. Fresh local fruit complements the meal, and you can enjoy local white wine or soft drinks as you gaze at the stunning bay views.

People who’ve taken this trip often mention the quality of the food and drinks—it’s more than just a snack; it’s a proper meal that adds to the overall luxury experience. Vegan and gluten-free options are available, making it accessible for a variety of dietary needs.

More Great Tours Nearby

Sailing Back & Relaxing

The return leg is equally relaxing, with the sails catching the wind and no engine noise to interrupt the peaceful journey. Guests often comment on how the sailing itself is a highlight, emphasizing the serenity and the chance to truly unwind.

What the Experience Includes

• The sailing trip to Dia Island on a private yacht
• Snorkeling gear and paddleboards to explore the water
• A lavish meal with Greek salad, seafood pasta, fresh fruit, and local wine
• Soft drinks and water throughout
• An experienced crew dedicated to making the day memorable

What’s missing? A towel isn’t included, so it’s best to bring your own if you plan to swim. The tour isn’t suitable for wheelchair users, which is worth considering if accessibility is a concern.

Pricing & Value

At $945 for a private group of up to 10 people, the cost can seem significant, but when you break down what’s included—private transport, a full day of sailing, lunch, drinks, snorkeling gear—it’s quite competitive. If you’ve ever tried a private boat tour before, you’ll appreciate the exclusivity and personalized service. The positive reviews highlight the value for money, especially with the high level of service and the quality of the experience.

The Pros & Cons

Pros:

• Intimate setting with a private group
• Experienced crew attentive to your needs
• Scenic sailing with stunning views
• Excellent food and drink options
• Opportunities for swimming, snorkeling, and exploring the island

Cons:

• Price may be high for some travelers
• Not suitable for wheelchair users
• Towels aren’t provided, so remember to bring one
• Departure times could shift due to port regulations, which might affect planning

Who Should Consider This Tour?

This experience is best for travelers who want a luxurious, personalized day on the water. It’s ideal if you enjoy sailing, exploring quiet islands, and indulging in good food and wine. Families with older children might enjoy it, especially if your kids are comfortable with swimming or water activities. It’s less suited for those with mobility issues or seeking a very budget-friendly outing.

FAQs

Is this tour suitable for children?
While it’s not explicitly family-focused, children who enjoy swimming, snorkeling, and boat rides should find it enjoyable. Keep in mind the tour isn’t designed for very young kids or wheelchair users.

How long is the trip?
The total duration is about 5.5 hours, from departure in Heraklion to returning. You’ll have plenty of time to enjoy each activity without feeling rushed.

What should I bring?
Bring a hat, swimwear, towel, and sunscreen. Towel isn’t included, so pack one if you plan to swim or sunbathe.

Are vegetarian, vegan, or gluten-free options available?
Yes, the onboard meal offers vegan and gluten-free options, so be sure to specify your dietary preferences when booking.

Is transportation to the harbor included?
You’ll be contacted after booking to arrange pickup and the exact departure point. The tour details mention a pickup, making logistics easier.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, providing some flexibility if your plans shift.

What’s the weather like?
This tour is weather-dependent; sailing may be affected by strong winds or storms, and departure times can change for safety reasons. Trust the crew to keep everyone safe and comfortable.

Is the trip suitable for solo travelers?
It’s designed for private groups, so if you’re traveling alone, you might be able to join a shared group or consider booking with friends. Otherwise, it’s best suited for small groups or private bookings.

Final Thoughts

If you’re looking to combine sailing, swimming, and the chance to explore a relatively untouched Greek island—all with excellent food and personalized service—this Heraklion Dia Island sailing trip hits a lot of the right notes. The experience balances adventure with relaxation, making it suitable for anyone wanting to step away from the crowds and enjoy the scenery from the comfort of a luxury yacht.

The positive reviews confirm that many who’ve done it think it’s worth the cost, especially for the quality of the crew and the meals on offer. While the price isn’t insignificant, the exclusivity and the variety of activities packed into this day make it a worthwhile splurge, particularly if celebrating a special occasion or simply treating yourself to a memorable outing.

In the end, this trip is perfect for those who want a peaceful, scenic day on the water with a touch of luxury, and who appreciate good food, friendly service, and beautiful surroundings. Just pack your towel, sunscreen, and a sense of adventure—you’re in for a lovely day.

Additional FAQ

Can I bring alcohol on the boat?
No, alcohol and drugs are not allowed onboard, likely due to safety regulations. However, you’ll be served local white wine with your meal.

What language do the guides speak?
Guides speak Greek and English, so communication should be straightforward for most travelers.

Are there any hidden fees I should know about?
Everything mentioned—snorkeling gear, paddleboards, lunch, drinks—is included. Towels are not, so plan accordingly.

How do I know the departure time?
After booking, the provider will contact you via email to confirm your pickup details and departure time, which might vary due to port regulations or weather.

This sailing trip offers a well-rounded day of scenic beauty, cultural exploration, and good food—just the kind of experience that can turn a regular vacation into a cherished memory.

You can check availability for your dates here: