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Private Sunset Sailing – Afternoon Cruise to Dia Island Image #0 Image #1 Image #2 Image #3 Image #4 Image #5 Image #6 Image #7 Image #8 Image #9 Image #10 Image #11 Image #12 Image #13 Image #14

Private Sunset Sailing – Afternoon Cruise to Dia Island

Heraklion, Greece

New
12
PEOPLE
6h00
DURATION
With skipper
You will be accompanied by a skipper speaking English, Spanish, Greek, Russian, French
Free cancellation
Get a full refund when you cancel at least 24 hours before your booking starts (service fees and commission excluded)

What's included

    Fuel
    Authentic Local Lunch
    Crew
    Drinks
    Beer
    Stand-Up Paddleboard (SUP)
    Snacks
    Fishing Gear
    Fresh Seasonal Fruits
    Hotel Pickup And Drop-Off

About the experience

Spend your afternoon the Cretan way — with a gentle sail across the Aegean, a refreshing swim in the turquoise waters of Dia Island, and a full traditional meal served onboard — all while the sun slowly dips into the sea.

This 6-hour private cruise offers everything the morning trip does, but with a golden-hour twist. Departing from Heraklion’s Venetian Port at 15:00, you’ll board a fully-equipped 51.2 ft sailing yacht, greeted by your skipper and hostess with cold drinks and a relaxed welcome. Settle into a sunbed, feel the breeze, and watch the coastline shrink behind you as you sail north toward Dia.

Once anchored in one of the island’s peaceful bays, you can swim, snorkel, try SUP, or fish, or simply enjoy the quiet beauty of this protected nature zone. As the sea calms and the day cools down, your hostess will serve a delicious Cretan lunch made on board, featuring Skioufichta pasta with Apaki chicken, Greek salad, and fresh seasonal fruit — all paired with unlimited wine, beer, and soft drinks.

But the best part comes after the meal: the return sail toward Heraklion during sunset, when the sky turns soft orange, the wind slows, and the water reflects the last light of the day. It’s an unforgettable ride back — slow, peaceful, and deeply relaxing.

Whether you’re with friends, family, or a special someone, this cruise is made for those who want more than just a swim — they want a moment of magic.

About the experience

Spend your afternoon the Cretan way — with a gentle sail across the Aegean, a refreshing swim in the turquoise waters of Dia Island, and a full traditional meal served onboard — all while the sun slowly dips into the sea.

This 6-hour private cruise offers everything the morning trip does, but with a golden-hour twist. Departing from Heraklion’s Venetian Port at 15:00, you’ll board a fully-equipped 51.2 ft sailing yacht, greeted by your skipper and hostess with cold drinks and a relaxed welcome. Settle into a sunbed, feel the breeze, and watch the coastline shrink behind you as you sail north toward Dia.

Once anchored in one of the island’s peaceful bays, you can swim, snorkel, try SUP, or fish, or simply enjoy the quiet beauty of this protected nature zone. As the sea calms and the day cools down, your hostess will serve a delicious Cretan lunch made on board, featuring Skioufichta pasta with Apaki chicken, Greek salad, and fresh seasonal fruit — all paired with unlimited wine, beer, and soft drinks.

But the best part comes after the meal: the return sail toward Heraklion during sunset, when the sky turns soft orange, the wind slows, and the water reflects the last light of the day. It’s an unforgettable ride back — slow, peaceful, and deeply relaxing.

Whether you’re with friends, family, or a special someone, this cruise is made for those who want more than just a swim — they want a moment of magic.

Organized by Sailing Princess
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Itinerary

Starting location:
Heraklion, Greece
Dia Island
Drop anchor in a pristine bay for swimming, snorkeling, stand-up paddleboarding, or light fishing.
Cretan lunch served onboard
Enjoy a freshly cooked meal using traditional ingredients — homemade, flavorful, and satisfying.
Begin return at golden hour
Cruise back to Heraklion with the sunset unfolding across the sea — the perfect end to the day.
Arrive back at:
Heraklion, Greece

Good to know

Right of withdrawal for this booking:
No. Learn more
Cancellation policy : Flexible

Free cancellation available for the next 48h

Full refund if you cancel 24 hours or more before the booking start (excluding service fees and commission).
Booking conditions
Includes professional skipper

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Tags

  • Sailboat Tour
  • Sunset Cruise
  • Lunch Cruise