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Heraklion Sailing trips & boat tours

Our most recommended Heraklion Sailing trips & boat tours

From Heraklion: Morning Sailing Trip to Dia Island

1. From Heraklion: Morning Sailing Trip to Dia Island

Enjoy a cruise, snorkeling and fishing in crystal clear waters on this relaxing and fun trip to Dia Island. Relax on the 1-hour trip to the island, taking in the scenery and enjoying the comfort of your boat, which will have a maximum of 8 passengers onboard. Next, visit the romantic gulf and ancient Minoan port of St. George. Spend 2.5 hours swimming in the turquoise water, walking on the beautiful trails, fishing or just relaxing on the beach. Relax and let the crew take care of you by providing you with any snorkeling and fishing equipment you need. Enjoy unlimited refreshments, seasonal fruits and a delicious Mediterranean lunch served by the crew.

Black Rose Pirate Boat: 5-Hour Trip from Heraklion

2. Black Rose Pirate Boat: 5-Hour Trip from Heraklion

Embark on a multi-stop cruise from Heraklion to St. Georges Bay, Sissi, Stalis, and more. Hop on board the Black Rose pirate boat and enjoy a pirate-themed experience with face painting, music, dancing, and a BBQ meal. The Black Rose sails daily from the Port of Hersonissos through the clear waters of the Cretan Sea. The first stop on the trip is St. Georges Bay. You’ll have around 2 hours to swim and snorkel and explore the area. By the time you’re back on the boat, the pirate crew will have prepared a delicious BBQ meal for you to enjoy. Later, head for the coast of Malia and Stalis for the second swimming stop.

From Heraklion: Cruise to Uninhabited Island of Koufonisi

3. From Heraklion: Cruise to Uninhabited Island of Koufonisi

Cruise around the virgin island of Koufonisi, a completely uninhabited area, on a relaxing boat tour from Heraklion. Get away from the crowds and sail over clear blue waters as you admire the natural landscape of a calm shoreline surrounded by caves. Enjoy a complimentary pickup from your hotel in the morning and drive along the beautiful coast of Crete, passing through the southernmost town of Europe, Ierapetra, before reaching Makrigialos. Hop on your boat at this picturesque village in southeast Crete and start the cruise to Koufonisi. Make a stop at Koufonisi Bay to swim in the clear turquoise waters. Enjoy lunch on board at an additional cost if you're feeling hungry. Come as close as possible to the majestic caves of Koufonisi to snap the most amazing photos of the unique scenery. Relax and soak in the sun. Finally, head back to Heraklion to end your adventure.

Heraklion: Chrissi the Southernmost Natural Park in Europe

4. Heraklion: Chrissi the Southernmost Natural Park in Europe

Take some time and experience the magic of the uninhabited island of Chrissi on a sightseeing cruise. Sail the Lybian Sea, take in your surroundings, and take your time with a short walk on the white-sand beaches, speckled with shells. Enjoy pickup from one of the designated meeting points and embark on a scenic drive to Ιerapetra. Once you arrive, discover the southernmost and warmest town in Europe for 45 minutes, while enjoying your free time. Depart on a boat for Chrissi Island, and cross the Libyan Sea to this stunning and uninhabited and exotic island. Admire the colors of the water and relax on a boat cruise around its most beautiful bays. Take your time to discover the natural landscape and swim to the shore, dive from the boat, and enjoy the clear waters of the island. Look out at the white sand beaches and view the millions of small shells that litter the beaches. Take the option to purchase lunch onboard the boat, and ask your guide in advance to get a discounted price.

Heraklion: Morning Cruise to Dia with Snorkeling and Lunch

5. Heraklion: Morning Cruise to Dia with Snorkeling and Lunch

Join a city cruise from Heraklion to the protected island of Dia. Snorkel in crystal-clear water, enjoy a Mediterranean meal with drinks, snorkel or fish with the gear provided, and watch goats skedaddle across the wild hillside.  Begin the tour at Heraklion harbor in the morning and be greeted by a healthy Mediterranean breakfast on board. Meet the captain and crew and undergo a safety briefing before setting sail for Dia. Upon arrival at the uninhabited island off the northern coast of Crete, choose from an array of activities such as snorkeling, SUP paddling, fishing, and sunbathing, with all gear and swimming accessories available on board. If you're traveling with kids, head to the special entertainment area with board games. If your little one needs a nap, the boat's comfortable cabins are fully equipped for it.

From Heraklion: Afternoon Sailing Trip to Dia Island

6. From Heraklion: Afternoon Sailing Trip to Dia Island

Embark on a half-day cruise to Dia Island from Heraklion and explore this rugged island with plenty of time to swim, snorkel, or relax on its pristine shores. Enjoy a Mediterranean lunch with a glass of wine. Benefit from optional pick-up from your hotel or cruise ship, or meet at the Venetian harbor at Heraklion Port at 14:30, and then relax on a 1-hour cruise to Dia Island on an intimate boat with space for no more than 8 passengers. Relax aboard the elegant sailing boat before dropping anchor in the romantic Gulf of Saint George at 15:30. Discover an idyllic location with a great history as an ancient Minoan port and one of the favorite destinations of the underwater explorer, Jacques-Yves Cousteau.  Enjoy 2.5 hours at leisure to fish, swim in the crystal clear water, take a walk among the island's cedar trees or just relax in the quiet bay overlooking Heraklion. Snorkeling and fishing equipment are provided for your comfort and convenience by the attentive crew, along with unlimited refreshments and seasonal fruits. Feast from a delicious Mediterranean menu of roasted chicken fillets, rice with vegetables, Greek salad, and wine. Depart Dia Island at 18:00 and journey back to Heraklion for an estimated arrival time of 19:00, where a transfer to your hotel or cruise ship is provided if requested.

Heraklion: Full-Day Catamaran Cruise With Meal and Drinks

7. Heraklion: Full-Day Catamaran Cruise With Meal and Drinks

Enjoy an incredible catamaran day tour to Dia island. See the awe-inspiring beauty of the bay and take lots of photos, enjoy a full breakfast and Mediterranean lunch, relax, snorkel or fish, and more, on this all-inclusive trip. Start at Heraklion harbor and board the luxury catamaran, to enjoy a welcoming breakfast. Meet the team, receive thorough safety instructions from the captain, then it’s time to depart for Dia Island. Be amazed by the surrounding beauty of the picturesque bay. Enjoy the waters of Dia island to the full – the boat is equipped with full-face masks and fins for snorkeling, fishing gear and tackle, a stand-up paddleboard, and all the equipment you could need for a leisure-filled day at sea. For lunch, enjoy a delicious Mediterranean meal with fresh vegetables, homemade lasagna with spinach, grilled fish, and Banoffee and seasonal fruits for dessert. Finally, head back to Heraklion harbor revitalized from an unforgettable day.

Heraklion: Private Sailing Boat Trip to Dia Island

8. Heraklion: Private Sailing Boat Trip to Dia Island

Charter a sailing vessel privately and escape to the seas. From Heraklion, sail to unique and beautiful Dia Island, where you will have plenty of free time to swim, fish, and snorkel. Several hours later, continue on to another bay, where you will swim in crystal blue waters or take some time to relax in the shade. If you're lucky, you might even spot some dolphins and sea turtles. Relax and spend the day enjoying life while setting sail on the Sea of Crete.

From Crete : Semi Private Morning Sailing Trip to Dia Island

9. From Crete : Semi Private Morning Sailing Trip to Dia Island

Depart from Heraklion harbor in Crete and spend a memorable day swimming in the waters of Dia Island. Go snorkeling in the sea. Marvel at the amazing coastline from your sailboat. Benefit from a friendly crew and captain. Start your day at Heraklion harbor where you will meet the team. Board the sailing boat and receive safety instructions from your captain. Depart for Dia Island. Amaze yourself with the beauty of the picturesque bay. Snorkel in the turquoise sea. Return to Heraklion harbor.

From Heraklion Crete: Sunset Cruise to Dia Island

10. From Heraklion Crete: Sunset Cruise to Dia Island

Relax & Enjoy We offer our guests the opportunity to visit Dia Island, by sailing boat. You can choose between a morning or sunset private half-day cruise, and a full-day private cruise, up to ten persons. Embark on a half-day cruise to Dia Island from Heraklion and explore this rugged island with plenty of time to swim, snorkel, or relax on its pristine shores. Swim in the crystal clear water, take a walk among the island's cedar trees or just relax in the quiet bay overlooking Heraklion. Our cruises include historical narrations across the Cretan coastline, sailing, swimming, exploring the Aegean Sea. Relax on board our sailing boat MARYLINE, enjoy the stunning view of the city and feel the refreshing summer breeze!

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Frequently asked questions about Heraklion

What are the best day trips and excursions from Heraklion?

The best day trips and excursions from Heraklion are:

Chania

Other Sightseeing Options in Heraklion

Want to discover all there is to do in Heraklion? Click here for a full list.

What people are saying about Heraklion

Overall rating

4.4 / 5

based on 301 reviews

It was a fantastic day out, great hospitality and food and company , Beautiful swimming with snorkel and fins provided. So fantastic to sail the waves A really great day out worth every penny We will remember for ever thank you

Great trip, snorkelling equipment really made it so good we loved it.. food was good staff are so welcoming nice half day trip, with good amount of time for swimming and exploring. Would do it again

The cruise to Dia Island was very relaxing, such a lovely sail boat. The crew of 2 worked hard to make sure we had the best experience.

Excellent fun, the captain and crew were lovely and the food was surprisingly good. Views were stunning, highly recommended.

The water was absolutely unreal. A must-do while travelling through Crete.