Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

If you’re visiting Crete and craving an authentic, relaxed day on the water, the Heraklion sailboat cruise to Dia Island might just be your perfect escape. This experience offers a balance of scenic sailing, beachside exploration, and plenty of time to unwind amid the Mediterranean’s beauty. You get the chance to sail aboard a luxury yacht, swim in crystal-clear waters, enjoy unlimited drinks, and indulge in a tasty onboard meal—all in one seamless trip.

What we love most about this tour is how it combines the charm of sailing with genuine comfort and fun water activities. You’ll appreciate the friendly, knowledgeable crew, the scenic routes, and how easy it is to relax without the hassle of planning. However, some travelers have noted that the trip relies heavily on weather conditions—so wind and sea state can influence the sailing experience.

This tour tends to suit those looking for a leisurely day out with family, friends, or even a romantic getaway. It’s perfect if you’re interested in snorkeling, sightseeing, and enjoying a laid-back luxury experience. If you’re after an active, high-adventure day or prefer a very structured, guided tour with strict schedules, this might not be your best option.

Key Points

• Relaxed Sailing with Top-Notch Crew: Expect friendly, attentive staff who prioritize your comfort and enjoyment.
• Beautiful Dia Island: Rugged landscapes, clear waters, and historical intrigue make it a unique destination.
• Water Activities Galore: Snorkeling gear is provided, and fishing is an optional fun addition.
• All-Inclusive Comfort: Unlimited drinks, a tasty onboard meal, seasonal fruits, and cozy cushions on deck.
• Flexible Options: Join as part of a group or opt for a private trip with meal add-ons.
• Good Value: At $90 per person, the trip offers a full day of entertainment, relaxation, and scenic beauty.

The Experience: What to Expect on Your Day Out

Getting Started and Meeting Your Crew

Your adventure begins at the Sailingtrips.gr meeting point in Heraklion, conveniently located on the right side of Marina Cafe, facing the sea. Arriving about 15 minutes early is recommended so your crew can guide you smoothly onto your luxury sailing yacht.

The crew, led by friendly guides like Captain Marco and Alexandra, sets the tone for a laid-back but well-organized day. From the start, you’ll notice the yacht’s comfort level—plush cushions, shaded areas, and a spacious deck designed for relaxation and socializing.

The Sailing and First Stop: Heraklion Port

The journey starts with a one-hour sail from Heraklion harbor, giving you a chance to soak in views of the city and sea. Many reviews highlight how smooth and peaceful the sailing feels—it’s perfect for unwinding and taking photos of the coastal scenery.

Arriving at Dia Island: Adventure Begins

Once anchored in the Gulf of Saint George, the real fun begins. You’re encouraged to dive into the crystal-clear waters, which reviewers describe as ideal for snorkeling. Equipment is provided, and one guest noted how they appreciated the crew’s guidance in using the gear, making it accessible even for beginners.

While snorkeling is the main water activity, fishing gear is also available if you fancy trying your luck. The calm waters make it easy to relax and explore the underwater biodiversity, with many guests noting how full of fish and marine life it is.

Exploring Dia Island & Free Time

You’ll get around 1.5 hours to explore the rugged landscapes and walk along the shoreline. Several reviews describe this as a great opportunity for a quick hike or some quiet time soaking in the scenery. The island’s ancient port, explored by Jacques-Yves Cousteau, adds a fascinating historical layer to your visit—though the trip is primarily about relaxing and enjoying the scenery.

Lunch and Refreshments

A highlight of this experience is the onboard meal. The full meal—often praised for being hearty and tasty—is included in the shared cruise. Expect fresh salads, local olive oil, chicken or vegetarian options like mushroom and rice, and seasonal fruits. One review enthusiastically shared how the meal exceeded expectations, with remarks on the flavor and generous portions.

Unlimited drinks, including soft drinks, local wine, and still water, keep everyone refreshed throughout the day. Some guests mention how attentive the staff is, quick to top up glasses and cater to preferences, making the day feel truly VIP.

Return Journey & Final Sail

After about 30 minutes of more swimming or relaxing, the boat begins its leisurely sail back to Heraklion. The second hour of sailing offers more scenic views, perfect for unwinding and taking in the sunset if your timing aligns.

Detailed Breakdown of the Itinerary

Start: Meet at Marina Cafe, Heraklion, and board the yacht—expect a warm welcome and safety briefing.
First sail (1 hour): Smoothly glide from Heraklion, enjoying views of the coastline.
Dia Island stop (1.5 hours): Swim, snorkel, explore, and relax on the rugged island. The water is calm, and the marine life is vibrant, making it a snorkeler’s paradise.
Additional free time (30 mins): More swimming, walking, or lounging.
Return sail (1 hour): Soak in the sea breeze, take photos, and relax on deck.
End: Back at the meeting point in Heraklion.

Why This Tour Delivers Value

At $90 per person, this trip offers an impressive package: scenic sailing, water activities, a delicious meal, and unlimited drinks. Guests consistently comment on the quality of the food and the friendliness of the crew, which makes the experience feel personal and well-curated—far more than just a boat ride.

The flexible options—shared or private trips, meal add-ons, and optional transfers—allow you to tailor the trip to your preferences. Guests appreciate how the crew, especially guides like Captain Marco, go the extra mile to ensure everyone feels comfortable and has fun, whether snorkeling, fishing, or just sunbathing.

What Makes It Stand Out

• Comfort and luxury: Cushioned decks, shaded areas, and a clean, well-maintained yacht create a relaxing environment.
• Expert guidance: From safety instructions to snorkeling tips, the crew’s professionalism is frequently praised.
• Authentic experience: The combination of sailing, swimming, and exploring Dia Island reflects a genuine way to connect with Crete’s coast.
• Great for all ages: The minimum age for shared cruises is 4 years old, and infants are welcome on private trips, making it family-friendly.

Considerations

Weather can influence the intensity of the sailing experience, as noted by some guests wishing for more wind to enhance the sailing feel. The trip’s duration, about 4.5 to 6.5 hours, is perfect for a full day without feeling rushed, but it’s good to be prepared for the time commitment.

While the included meals are generally well-received, some guests suggest that the simple, hearty fare is best enjoyed with an appetite. Also, if you have specific dietary needs, it’s wise to notify the crew in advance to ensure they can accommodate.

Who Is This Tour Best For?

This sailing adventure is ideal for water lovers, families, or couples seeking a peaceful day on the sea. It’s especially suited for those wanting a laid-back experience with opportunities to snorkel and explore without the pressure of a strict schedule. If you enjoy good food, friendly guides, and scenic views, you’ll find this trip offers excellent value and memorable moments.

However, travelers looking for high-energy activities or a more structured guided tour may prefer other options. Weather-dependent sailing means some days might be calmer or windier, impacting the overall experience.

FAQ

Is hotel pickup available for this tour?
Yes, optional transfer services from your hotel or apartment can be booked during checkout for added convenience.

What should I bring for the trip?
You should bring your passport or ID, sunglasses, sun hat, swimwear, towel, sunscreen, and a jacket just in case it gets cooler on the water.

Are children allowed on this cruise?
Yes, children aged 4 and above are welcome on shared cruises. Infants are also allowed on private trips, making it family-friendly.

How long is the total trip?
The tour lasts approximately 4.5 to 6.5 hours, including sailing time, swimming, snorkeling, and resting periods.

What’s included in the trip?
The tour includes a luxury yacht cruise, snorkeling equipment, unlimited drinks, a full onboard meal, seasonal fruits, and a professional crew.

Is snorkeling equipment provided?
Yes, snorkeling gear is included, and guests have praised how easy it is to use, even for beginners.

Can I customize my experience?
Yes, private trips are available with optional meal upgrades and additional add-ons like dinner, making it customizable to your needs.

Final Thoughts

The Heraklion sailboat cruise to Dia Island offers a wonderful blend of relaxation, adventure, and scenic beauty. It’s a fantastic choice for travelers wanting a day of effortless enjoyment on the water, with lush landscapes, friendly service, and good value at its core.

Whether you’re celebrating a special occasion or simply want to unwind with loved ones, this trip delivers memorable moments without the fuss. The combination of sailing, snorkeling, and delicious food makes it one of the most appealing ways to experience Crete’s coastal charm.

For those who love a laid-back, well-organized water adventure with top-quality guides and gorgeous views, this cruise is a reliable choice. It’s perfect for families, couples, or solo travelers eager to indulge in Greece’s maritime magic.

This trip is about taking it slow, enjoying the sea breeze, and making the most of Crete’s spectacular waters in style.