Heraklion: Dia Island Sunset Boat Tour with Dinner - Sailing across the Aegean Sea with Expert Guides

Heraklion: Dia Island Sunset Boat Tour with Dinner

Enjoy a 6-hour private sunset sailing trip from Heraklion to Dia Island with dinner, snorkeling, and unlimited drinks, led by friendly, expert guides.

Experience an unforgettable 6-hour sunset boat tour from Heraklion to Dia Island with Set Sails, rated 4.9 out of 5 from 69 reviews. This private sailing trip offers a perfect blend of relaxation, adventure, and stunning views, making it ideal for those seeking a scenic escape with good company and excellent food. The tour starts at Heraklion Port, with the boat heading north across the Aegean Sea toward Dia Island, a short 6 nautical miles away.

What makes this experience particularly appealing is the personalized service on a small group vessel limited to 8 participants. The guides are praised for their friendly, professional approach, and the well-organized itinerary offers ample time for swimming, snorkeling, and enjoying the sunset. A delicious Mediterranean meal with unlimited drinks enhances the trip—though alcohol consumption is not permitted during the boat’s movement, which is a small consideration.

This tour suits travelers who enjoy scenic sailing, relaxing on deck, and good food. The meeting point at the Old Anchor monument near the Marina Cafe is easy to find, and hotel pickup is available if booked in advance. While not suitable for wheelchair users or those prone to seasickness, it remains an excellent choice for anyone eager to experience the Greek coastline from the water, with plenty of opportunities for snorkeling, fishing, and sunbathing.

Key Points

Heraklion: Dia Island Sunset Boat Tour with Dinner - Key Points

  • Private sunset sailing from Heraklion to Dia Island lasts 6 hours and includes dinner and unlimited drinks.
  • The boat departs from Heraklion Port with small groups limited to 8 participants, ensuring a personalized experience.
  • Guides are known for their friendliness and knowledge, making the journey both fun and informative.
  • Activities include snorkeling, fishing, swimming, and paddleboarding in crystal-clear waters.
  • A gourmet Mediterranean meal is served onboard, featuring options like Greek salad, pasta with shrimps, and fruit.
  • The sunset over Dia Island is a major highlight, with mesmerizing views and scenic sailing both before and after the stop.
  • The meeting point at the Old Anchor monument is accessible, with hotel pickup available if selected.
  • The tour is praised for the guides’ professionalism and the beautiful, relaxing atmosphere.
You can check availability for your dates here:

The Heraklion Departure and Check-in Process

Heraklion: Dia Island Sunset Boat Tour with Dinner - The Heraklion Departure and Check-in Process

The tour begins at the Old Anchor monument, situated near the Marina Cafe, where a Set Sails representative waits to welcome guests. A parking lot nearby makes arrival straightforward. Check-in includes a safety briefing before setting sail, ensuring all participants feel prepared for the adventure ahead.

The small group setting enhances the experience, allowing for more personalized attention from the crew. The meeting point and pickup options are designed for convenience, whether arriving on foot or by car.

Sailing across the Aegean Sea with Expert Guides

Heraklion: Dia Island Sunset Boat Tour with Dinner - Sailing across the Aegean Sea with Expert Guides

Once aboard the private sailing yacht, expect a guided tour of approximately 80 minutes across the Aegean Sea. The friendly crew, including guides like George and Marcos, are praised for their knowledge, warmth, and ability to share Greek stories and local tips.

Throughout the cruise, you’ll enjoy scenic views of the coastline and may even spot dolphins swimming alongside. The sailing pace is relaxing, perfect for soaking in the sea breeze and sunshine.

Exploring Dia Island’s Saint George Bay

Heraklion: Dia Island Sunset Boat Tour with Dinner - Exploring Dia Island’s Saint George Bay

The main stop at Dia Island offers about 3 hours of freedom to swim, snorkel, or sunbathe on Saint George Bay. The crystal-clear waters draw frequent praise, with many guests remarking on how beautiful and inviting the swimming spots are.

You can also try fishing using the provided fishing equipment, or explore the island’s bay with a paddleboard. The church at Dia is a notable sight, and swimming there is often highlighted as a memorable part of the trip.

The Mediterranean Feast on Deck

Heraklion: Dia Island Sunset Boat Tour with Dinner - The Mediterranean Feast on Deck

A highlight of the tour is the meal served onboard, featuring Greek specialties like Greek salad, pasta with shrimps, and fresh fruit. The unlimited white wine, beer, soft drinks, and water add to the enjoyment, with gluten-free and vegan options available for dietary needs.

Guests consistently praise the quality of the food, with comments about the generous portions and friendly service. The meal provides a relaxing break amid the scenic surroundings.

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Sunset Views and Scenic Sailing Back to Heraklion

Heraklion: Dia Island Sunset Boat Tour with Dinner - Sunset Views and Scenic Sailing Back to Heraklion

As the sun begins to set, the sky over Dia Island lights up with vibrant colors, creating a breathtaking backdrop for photos. The crew ensures everyone has ample time to take in the sunset before heading back to Heraklion.

The return sail offers more chances for snorkeling or simply relaxing on deck. The 80-minute cruise back is an opportunity to reflect on a beautiful day at sea.

Practical Details and Group Experience

Heraklion: Dia Island Sunset Boat Tour with Dinner - Practical Details and Group Experience

The small group format ensures a more intimate atmosphere, ideal for personal interaction with guides and fellow travelers. The maximum group size of 8 fosters a relaxed environment.

Transport arrangements include hotel pickup and drop-off if selected, and the meeting point is easy to access. Travelers should bring comfortable shoes, sunscreen, a sun hat, and a towel for swimming. High-heeled shoes and additional drinks are not permitted onboard.

The activity is not suitable for wheelchair users or those prone to seasickness. Flexible cancellation policies allow cancelling up to 24 hours in advance for a full refund.

The Experience of the Guides and Crew

Heraklion: Dia Island Sunset Boat Tour with Dinner - The Experience of the Guides and Crew

Guests consistently mention the friendly, professional, and knowledgeable guides like George, Marcos, Pagnos, and Eva. Their warmth and enthusiasm create a welcoming atmosphere. The crew’s sailing skills are also highly praised, ensuring a smooth cruise even in slightly rough waters.

Their stories and tips enhance the trip, making it more than just a sightseeing cruise—it’s a personalized adventure.

Overall Value and Suitability

Heraklion: Dia Island Sunset Boat Tour with Dinner - Overall Value and Suitability

The 4.9-star rating from 69 reviews reflects high satisfaction with this well-organized, fun, and scenic tour. The cost includes meals, drinks, snorkeling, fishing, and hotel transfer (if selected), offering great value for a full day of relaxation and exploration.

This tour is ideal for small groups seeking personalized service, beautiful scenery, and delicious food. It’s especially suitable for those who enjoy sailing, water activities, and sunset views over Dia Island.

Ready to Book?

Heraklion: Dia Island Sunset Boat Tour with Dinner



4.9

(69)

“Had a lovely evening with George and Marcos., who were incredible hosts! They immediately made us feel welcome, broke the ice and explained what we…”

— Sophie, June 4, 2025

Frequently Asked Questions

Heraklion: Dia Island Sunset Boat Tour with Dinner - Frequently Asked Questions

Is hotel pickup included?
Yes, hotel pickup and drop-off are available if the option is selected during booking.

What is the tour duration?
The entire experience lasts approximately 6 hours, with starting times varying based on availability.

Can I snorkel during the trip?
Yes, snorkeling equipment is provided, and swimming in the clear waters is one of the main highlights.

Is the tour suitable for children?
While the experience is family-friendly, it’s not suitable for wheelchair users and people prone to seasickness.

Are vegan and gluten-free options available?
Yes, special dietary options like vegan and gluten-free meals are always provided.

What should I bring?
Bring comfortable shoes, sun protection, a towel, passport or ID, and swimwear.

Are alcoholic drinks served during sailing?
Alcohol is unlimited on the boat, but not served while the boat is moving for safety reasons.

What is the group size?
The trip is limited to 8 participants for a more personalized experience.

How do I find the meeting point?
Meet at the Old Anchor monument near the Marina Cafe; a representative from Set Sails will greet you.

Is this trip good for solo travelers?
Absolutely, the small group setting fosters a friendly atmosphere, making it perfect for solo adventurers.

Can I cancel the tour?
Yes, cancellations are accepted up to 24 hours in advance for a full refund.

You can check availability for your dates here:
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