If you’re dreaming of a peaceful escape on the water with a touch of adventure, this private sunset sailing trip to Dia Island could be just what you’re looking for. It’s a well-reviewed experience offered by Avanti Sailing, perfectly suited for those who want a relaxing yet engaging day on Crete’s waters. You’ll get to explore the uninhabited Dia Island, enjoy swimming and snorkeling, and witness a spectacular sunset—all on a comfortable, private boat.
Two things we really like about this experience are its focus on personalized service and the chance to see Dia’s natural beauty with fewer crowds. It feels intimate, and the crew’s helpfulness and friendliness come through clearly in reviews. On the flip side, one thing to keep in mind is the price point, which might seem high for some, but considering what’s included—that is, snacks, drinks, and all activities—it’s quite reasonable for a private, all-inclusive outing. This trip is best suited for couples, friends, or anyone wanting a chance to unwind with a touch of luxury and a lot of scenic views.
Key Points

- Private experience: Perfect for intimate groups or couples seeking a personalized outing.
- Incredible views: Witness the changing colors of the sky and the landscape at sunset.
- Activities included: Snorkeling, swimming, SUP, and fishing gear provided—there’s plenty to do.
- Excellent crew: Known for friendly, helpful staff that makes the experience smooth.
- All-in-one package: Snacks, fruits, local wine, water, and beverages are included.
- Timing flexibility: Check availability for the best start times, typically around 4.5 hours total.
What to Expect from the Experience

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Starting Point and Departure
The adventure kicks off at the Venetian port in Heraklion, specifically at the left side of Marina Café. The crew recommends arriving about 15 minutes early to meet your captain and settle in. From there, you’ll set sail northward, leaving the busy port behind for a more tranquil experience.
The Journey Out: Sailing from Heraklion
The first leg is a boat cruise that lasts around an hour, giving you a taste of the Cretan sea. During this time, you’ll have the chance to lounging on the sun deck and soak up the stunning coastline views. If you’re feeling adventurous, you can participate in sailing procedures—it’s a lovely way to connect with the boat’s operation and learn a bit about sailing, though it’s entirely optional.
Exploring Dia Island
Once anchored near Dia, you’ll find yourself in crystal-clear waters perfect for swimming and snorkeling. The island is uninhabited, which means a quiet, almost untouched environment. The snorkeling gear provided allows you to admire the underwater life and explore ancient ruins—a nice touch for history buffs or underwater enthusiasts.
Along With swimming and snorkeling, you might enjoy fishing with the gear provided, or practicing your balance skills on the stand-up paddleboard (SUP). The reviews mention how lovely it is to swim and snorkel at Dia, and some travelers have highlighted how the crew makes sure everyone feels comfortable and safe.
More Great Tours NearbyLeisure and Snacks on Board
After your water activities, it’s time to relax and enjoy some delicious snacks and local wine. The crew takes pride in offering fresh fruits, snacks, and premium local wine, making the experience feel special and indulgent. You can simply kick back, enjoy the scenic views, or chat with your companions as the sun begins to set.
Enjoy being on the water? Here are other boat experiences we've looked into in Heraklion
- Sailing Cruise to Dia Island with Meal and Water Activities
- Heraklion: Dia Catamaran Tour, Lunch, Open Bar & Snorkeling
- Heraklion : Spinalonga, Agios Nikolaos , Elounda Boat Tour & BBQ
- Cruise to Spinalonga, Kolokytha Bay & Agios Nikolaos with Lunch
- Rethymno: Sunset Catamaran Cruise with Wine and Snacks
- 4 Hour Fishing and Swimming Boat Experience in Schisma Eloundas
Sunset and Scenic Views on the Return
As the day winds down, you’ll leave Dia and head back towards Heraklion. The sky’s colors change beautifully, providing an ideal backdrop for photos. Watching the sunset from the water offers a different perspective of the city and coast, often described as magical by past travelers.
The Final Stretch
The last hour of the cruise is a scenic sail back to Heraklion. You’ll witness the hinterland’s colors deepening, the city lights flickering on, and the peaceful ambiance of the sea at twilight. Many reviews highlight how peaceful and picturesque this part of the trip is, making it a perfect way to end a day of exploration.
Detailed Breakdown of the Itinerary

Stop 1: Meeting Point at Marina Café
This is where your adventure begins. The crew is welcoming and ready to set sail, and the location is easy to find at the Venetian port. Arriving 15 minutes early helps ensure a smooth start.
Stop 2: Heraklion Port to Dia Island (1 hour)
During this first cruise leg, you’ll enjoy the open sea, with the option to take a more active role in sailing if you wish. It’s a good chance to get comfortable on the boat and take in the scenery.
Stop 3: Dia Island (about 2.5 hours)
The main highlight. You’ll have plenty of time to swim, snorkel, fish, or try the SUP. The island’s uninhabited nature means fewer people, so it’s a peaceful retreat. The crew’s attentiveness ensures safety and fun for everyone, and reviews confirm they’re helpful and friendly.
Stop 4: Return Journey & Sunset (about 1 hour)
The cruise back offers stunning sunset views and relaxing scenery. Past travelers describe the experience as “extraordinary,” especially the sunset viewing.
Stop 5: Arrival back at Marina Café
The trip concludes where it began, leaving you with memories of a relaxing day on the sea and some beautiful photos of the sun dipping below the horizon.
What’s Included and What’s Not

Included:
– An experienced crew and captain who are friendly and helpful
– Snacks & fruits to keep you refreshed
– Premium local wine and other beverages
– All snorkelling equipment, fishing gear, and SUP
– Fuel and taxes are covered, so no hidden costs
Not Included:
– Towels (approx. €25). It’s worth bringing your own towel, especially if you plan to swim or snorkel a lot.
Meeting Point & Practical Info
The meeting point is clearly marked beside the Marina Café at the Venetian port. Arriving 15 minutes early is recommended. The boat ride operates privately for your group, with flexible starting times based on availability—perfect if you’re trying to fit this into a busy schedule.
Additional Tips
- Bring your passport or ID for verification, along with a towel and a jacket in case it gets chilly.
- Avoid high-heeled shoes for safety and comfort on the boat.
- If you want to relax fully, consider bringing your own towel and perhaps some personal snacks, although the crew supplies plenty.
Authentic Traveler Insights

Multiple reviews mention how friendly and knowledgeable the crew is, making the entire experience smooth and enjoyable. For example, one reviewer said, “The crew was very helpful and answered all our questions,” which is a good indicator of attentive service.
Another reviewer described the experience as an “unforgettable adventure,” praising the beautiful snorkeling and swimming at Dia and the extraordinary sunset. This highlights how the experience is more than just a boat ride—it’s a full sensory escape.
Who Should Consider This Tour?

This trip is best suited for adults, couples, friends, or small groups looking for a relaxing, scenic escape—not a party cruise. It’s ideal if you want to avoid large crowds and enjoy a more intimate experience with personalized service. It’s perfect for those who love water activities like snorkeling or paddleboarding, and for anyone wanting to witness a Crete sunset from a different perspective.
While not specifically marketed as family-friendly, the activities are generally suitable for older children who are comfortable in the water and don’t mind boat trips. However, always check with the provider if you’re planning to bring kids.
Final Thoughts

This Sunset Private Sailing Trip to Dia Island offers a genuine chance to experience Crete’s natural beauty away from tourist crowds. The combination of gentle sailing, water activities, and scenic views creates a calming, memorable outing you’ll likely cherish. The friendly crew and inclusive setup make it easy to relax and enjoy the voyage thoroughly.
If you’re after a romantic sunset, some snorkeling, and a peaceful cruise, then this experience hits the mark. The price reflects the private, all-inclusive nature of the trip—making it a worthwhile splurge for a special day on the water.
For travelers seeking a well-organized, scenic escape with personalized touches, this tour from Avanti Sailing provides a lovely balance of comfort, adventure, and unforgettable views.
Heraklion: Sunset Private Sailing Trip to Dia island
“Ein unvergessliches Erlebnis! Der Kapitän und der Skipper waren super freundlich und haben einen tollen Job gemacht. Avanti Sailing ist als Anbiet…”
FAQ

Is this tour suitable for families with children?
While not explicitly marketed as family-friendly, the water activities like swimming, snorkeling, and paddleboarding can appeal to older children comfortable in the water. Always check with the provider about suitability for young kids.
How long is the entire trip?
The trip lasts about 4.5 hours. This includes sailing to and from Dia, time on the island, and watching the sunset on the return.
What activities are included on the trip?
You can enjoy swimming, snorkeling, fishing, and paddleboarding. All gear is provided, and the crew is helpful in ensuring everyone’s safety.
What’s the best time of day for this trip?
This is a sunset cruise, so it’s best timed around the late afternoon to catch the changing sky and sunset.
Are drinks and snacks included?
Yes, the tour provides snacks, fruits, water, beverages, and premium local wine throughout the trip.
What should I bring?
Bring your passport or ID, towel, and jacket. Avoid high heels or uncomfortable shoes. Towels are not included and cost about €25 if you wish to purchase one.
Is there free cancellation?
Yes, you can cancel up to 24 hours in advance for a full refund.
Can I book and pay later?
Absolutely. You can reserve your spot without paying upfront, giving you flexibility with your travel plans.
How do I find the meeting point?
The exact location is on the left side of Marina Café at Heraklion Venetian port. Arrive 15 minutes early to meet your crew.
All in all, this private sailing experience offers a peaceful, scenic, and personalized way to enjoy Crete’s coast and Dia Island. Whether you’re into water activities, beautiful sunsets, or just relaxing on a boat, it’s worth considering for your Crete itinerary.
You can check availability for your dates here:More Private Tours in Heraklion
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