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Crete Sailing trips & boat tours

Our most recommended Crete Sailing trips & boat tours

Chania: Private Sailing Cruise with Snorkel, Lunch & Drinks

1. Chania: Private Sailing Cruise with Snorkel, Lunch & Drinks

Classic Sail Yacht 40feet long* Full Day PRIVATE Cruise out of the old venetian harbor of Chania Check in: 10am Check out: 5pm Description: A Sailing cruise around the gulf of Chania will give your vacations a different view of the city! We set sails every morning at 10am in the Old Venetian Harbour of Chania making a cruise around the gulf of Chania. We will make two stops, anchoring for swimming and relaxation, one at the nearby island of Ag.Theodori which is a protected area of "Natura" as it hosts many birds as well as the wild Cretan goat named "KRI-KRI", and the second stop will be in a secluded beach named "Maherida" and has beautiful turquoise waters. During the stops we will offer you traditional Cretan snacks, season fruits, drinks from the open bar and of course lunch that will be prepared onboard. snorkelling equipment will be provided as well to those who wish to explore the seabed!!! At about 5pm we will be back to the old Venetian port for disembarkation!!! Destination: Sailing around the gulf of Chania making stops for swimming and relaxation, anchoring at Maherida bay and the nearby island of Ag.Theodori. Icluded: snacks (Cretan traditional dakos), fruits, drinks (soft drinks, beverages, wine and bottled water) and lunch onboard (home-made cooked, based on the local Mediterranean cuisine) Must have: Have with you, your swimsuits, sea towels and your very best mood. Leave the rest to us!!! *Maximum participation 8people

From Heraklion: Morning Sailing Trip to Dia Island

2. 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.

Heraklion: Full-Day Catamaran Cruise With Meal and Drinks

3. 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.

From Ierapetra: Cruise Around Chrissi Island With Swimming

4. From Ierapetra: Cruise Around Chrissi Island With Swimming

Start your boat cruise from the port of Ierapetra and head to the exotic Chrissi. Sail in the emerald waters of the Libyan Sea, accompanied by seagulls and dolphins. The self-service bar of the ship remains open during the cruise, offering light meals, with salads, wine, soft drinks, coffee, and ice cream available to purchase. Jump off the boat and swim in the refreshing water off the coast of Chrissi Island. After a relaxing swim, dry off on board and enjoy views of the island's blue and green waters, golden beaches, and protected cedar forest. The cedar forest extends to the center of Chrissi, covering an area of 350,000 square meters. The colors of the rocks are spectacular, while almost the entire island is covered by golden sand. 

From Heraklion: Afternoon Sailing Trip to Dia Island

5. 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.

Black Rose Pirate Boat: 5-Hour Trip from Heraklion

6. 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 Rethymno: Sunset Catamaran Cruise with Wine and Cheese

7. From Rethymno: Sunset Catamaran Cruise with Wine and Cheese

Join an evening catamaran cruise from the Marina of Rethymno and watch the sunset from the water. Enjoy a complimentary glass of wine paired with fresh fruit and cheese as you admire the view. Meet the captain and crew at the marina and hop aboard the catamaran for a romantic journey on the open seas. Sit back and relax as you set sail, traveling along the coast of Rethymno towards the village of Panormos. As you sail, enjoy a glass of white wine from the region paired with a selection of fresh fruit and cheese. Admire views of the open waters and Crete's coastline as you sail. Then, as you begin to make your way back to the port, watch as the sun begins to set, bathing the landscape in warm, golden hues. Your sunset cruise comes to an end back at the Rethymno Marina. 

Rethymno: Pirate Boat Cruise with Swimming Stops

8. Rethymno: Pirate Boat Cruise with Swimming Stops

Boart the pirate-themed boat "Captain Hook" at marina port of Rethymnon. Set sail on a five-hour cruise and take some time for swimming, snorkeling, or simply admiring the beautiful views. Sail west and enjoy the views of the Venetian port of Rethymnon. Traveling along the coastline of Crete, pass Gerani Bay before the boat anchors at the Bay of Kevalas. Enjoy some time swimming or snorkeling from the boat for approximately one hour. Next, enjoy a light lunch of Greek salad , followed by more time for swimming and sunbathing. On the return leg of the journey, admire the views of the caves of Kefalas before returning to the harbor of Rethymnon.

From Heraklion: Cruise to Uninhabited Island of Koufonisi

9. 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: Morning Cruise to Dia with Snorkeling and Lunch

10. 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.

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What people are saying about Crete

Overall rating

4.4 / 5

based on 1,487 reviews

Panos (captain) and George (Skipper) were great. They picked us up right in the Chania harbor. They then sailed is out to one near by island where we laid anchor and got out and swam with snorkels and noodles. Then they brought out snacks and refreshments before getting underway. The views of Crete and the surrounding islands were great from the boat. George and Panos made this the perfect evening sail for my Wife and myself on our honeymoon.

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.