Best 77 Sailing activities on Crete Island

Experience one of the 78 exhilarating sailing trips and tours in Crete Island! Navigate the serene waters, explore secluded beaches, and enjoy the breathtaking beauty of the Mediterranean.

  • Karteros
  • 4.87 of 5 ( 1080 )

Kick off your shoes and come onboard an elegant yacht on a sailing tour with us. Embark on a private cruise or a group trip 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 glass of wine or a refreshment. Benefit from optional pick-up from your hotel or apartment, and then relax on a 1-hour sailing cruise to Dia Island on a luxury yacht only for you and your family or friends. After dropping anchor in the romantic Gulf of Saint George, spend your day discovering an idyllic location with great history, such as the underwater ancient Minoan port, which was one of the favorite destinations of the explorer, Jacques-Yves Cousteau. Enjoy fishing, swimming in the crystal clear water, taking a walk among the island’s cedar trees, or just relaxing 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.

  • Heraklion
  • 4.68 of 5 ( 872 )

Sail to the exotic Dia island on our modern and large sailing yachts! Explore the magnificent bay of the island and spend 6 hours of pure relaxation and joy. Sailing to Dia takes approximately 1 hour so after anchoring at the bay there will be 4 hours to spend swimming, enjoying our delicious menu freshly prepared from the crew on board and trying our endless water activities before setting sails to return to Heraklion to enjoy 1 more hour of relaxing sailing. While on anchor in the bay our crew will be happy to offer you any piece of equipment for our water activities and serve you plentiful drinks so please don’t hesitate to request it from them. You can choose between the morning or the afternoon cruise with the sunset view. Below we give you the timetables of the 2 trips. Morning Sailing Trip: 9:00 AM : Departure from the Port of Heraklion. As we sail you can enjoy the sun, the wind or have some drinks or even learn how to sail and be the captain yourself! 10:15 AM : We arrive to the exotic Dia island. Time for swimming, exploring and trying our water activities. 12:00 AM : Time for a break to enjoy our delicious menu. 12:30 PM : More time to spend swimming, sunbathing, relaxing or trying our water activities. 1:45 PM : Time to say goodbye to the beautiful scenery and the crystal waters and set sails once again to head back to Heraklion full of joy and great memories! 3:00 PM : We arrive to the Port of Heraklion and we wish you farewell hoping to see you again in one of our trips! Afternoon Sailing Trip: 3:00 PM : Departure from the Port of Heraklion. As we sail you can enjoy the sun, the wind or have some drinks or even learn how to sail and be the captain yourself! 4:15 PM : We arrive to the exotic Dia island. Time for swimming, exploring and trying our water activities. 6:00 PM : Time for a break to enjoy our delicious menu. 6:30 PM : More time to spend swimming, sunbathing, relaxing or trying our water activities. 7:45 PM : Time to say goodbye to the beautiful scenery and the crystal waters and set sails once again to head back to Heraklion admiring the magnificent sunset, full of joy and great memories! 9:00 PM : We arrive to the Port of Heraklion and we wish you farewell hoping to see you again in one of our trips! We look forward to welcome you on board for an unforgettable day!

  • Ammoudara
  • 4.88 of 5 ( 418 )

Kick off your shoes and come onboard a half-day private sailing tour via your choice of an Elan 37, Dufour 32 Classic, or Bavaria 45 Cruiser. 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 unlimited drinks and fruits. Benefit from optional pick-up from your hotel or apartment, and then relax on a 1-hour sailing cruise to Dia Island on a luxury yacht only for you and your family or friends. After dropping anchor in the romantic Gulf of Saint George, spend your day discovering an idyllic location with great history, such as the underwater ancient Minoan port, which was one of the favorite destinations of the explorer, Jacques-Yves Cousteau.  Enjoy fishing, swimming in the crystal clear water, taking a walk among the island’s cedar trees, or just relaxing 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. Depart from Dia Island and journey back to Heraklion, where a transfer to your hotel or cruise ship is provided if requested.

  • Chania
  • 4.53 of 5 ( 229 )

Discover what lies below the surface of the water on an amazing 3-hour boat trip off the northwest coast of Crete. Benefit from pick-up at your hotel in Chania, and then journey by air-conditioned minivan to the resort town of Almyrida. Avail of the services of experienced instructors who will give you a short theory lesson on arrival. Then, sail to secluded beaches that can only be reached by boat and swim with your provided snorkeling equipment. Learn the names of all the fish with the help of a book as the crew takes photos and videos of your experience to send by email as a souvenir. Relax and enjoy the good company in the warm sun, and get fantastic views of the coastline.

  • Rethymno
  • 4.65 of 5 ( 172 )

Soak up the sun on an all-inclusive yachting tour of the Cretan coastline. Try your hand at fishing or stand-up paddleboarding. Snorkel around the catamaran sailing yacht to spot the native marine life. Get the kids on flamingo and unicorn floaties for all-around family fun on the Mediterranean. Start your luxury yachting adventure from the Rethymnon harbor with a welcome snacks. After the captain provides some essential safety tips and rules, sail off into the blue yonder.  Dig into a traditional Mediterranean meal with seafood, fresh seasonal vegetables, and fruits (The menu consists of local, high quality products. Dishes are subject to change). Lay back with your belly full and relax to the serene sound of the waves.

  • Heraklion
  • 4.94 of 5 ( 134 )

Kick off your shoes and come onboard an elegant yacht on a private sailing tour. Embark on a full-day or half-day private 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 glass of wine or a refreshment. Benefit from optional pick-up from your hotel or apartment, and then relax on a 1-hour sailing cruise to Dia Island on a luxury yacht only for you and your family or friends. After dropping anchor in the romantic Gulf of Saint George, spend your day discovering an idyllic location with great history, such as the underwater ancient Minoan port, which was one of the favorite destinations of the explorer, Jacques-Yves Cousteau. Enjoy fishing, swimming in the crystal clear water, taking a walk among the island’s cedar trees, or just relaxing 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. Depart from Dia Island and journey back to Heraklion, where a transfer to your hotel or cruise ship is provided if requested.

  • Rethymno
  • 4.61 of 5 ( 111 )

Join an evening catamaran cruise from the Marina of Rethymno and watch the sunset from the water. Enjoy unlimited wine and beer 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 Scaleta. Watch as the sun begins to set, bathing the landscape in warm, golden hues.

  • Heraklion
  • 4.74 of 5 ( 94 )

Spend the day on the water with friends and family on an afternoon cruise from Heraklion to Dia Island by the premium-class sailing catamaran Nutitech 4.5 Fly*. Explore the bay with included snorkeling equipment, stand-up paddleboards, and inflatables. Enjoy a Mediterranean dinner onboard**. After taking off from Heraklion, start your trip with a welcome on board. Get to know the team and get briefed by your captain about the safety rules and trip to Dia Island. Sail for approximately 1 hour to one of the most picturesque bays in the area. Stop to swim, snorkel, play with inflatables, or try stand-up paddleboarding. Before the end of the trip, savor a Mediterranean meal with seafood, local drinks, and imported beverages. Cruise back to Heraklion while surrounded by sweeping scenery. * Catamaran model may change, ** The menu consists of local, high quality products. Dishes are subject to change.

  • Heraklion
  • 4.65 of 5 ( 86 )

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!

  • Chania Regional Unit
  • 4.84 of 5 ( 74 )

Enjoy a relaxing cruise along the Aegean sea and admire stunning views as you sail for Balos Lagoon and Gramvousa Island. Take time to swim and explore these incredible locations at your own pace. Start your morning at Kissamos port and board a private sailboat. After learning the safety procedures on board from your experienced skipper, set sail on a private cruise for Balos Lagoon and Gramvousa Island. Relax on board while taking in the spectacular views of the Cretan coast. Learn a bit about sailing on the trip with the help of your skipper. After 1.5 hours at sea, reach Balos Lagoon. Soak up the sun on the pristine shores of Balos Beach or even go for a swim in the clear water. Next stop: Gramvousa Island. Hike to the extraordinary castle built high up on the island and admire panoramic views of the horizon from above. Take your time exploring this rugged island or practice your snorkeling. At noon, relax on deck and enjoy a delicious lunch cooked on board. If it’s too hot, take a break in the cabins. Admire the beautiful views of the sea once more as you head for the port.

© All rights reserved. Crete Locals