Greece · DIA ISLAND CRUISES

15 Dia Island Cruises, Compared

25 tours  ·  from $63

The 15 best dia island cruises you can book today, with the price, the running time and who each one suits. The first is first for a reason.

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Why 14 passengers changes the day
Boat Tours in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Sailing, Tour Reviews

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

1.Dia Island Sailboat Cruise with Swimming and Meal

★★★★★★★★★★4.8 · 2,579 reviews · 5.5 hours · from $95Our pick

Sail from Heraklion’s Old Venetian Harbour to Dia Island aboard a yacht limited to 14 people. Swim, snorkel, paddleboard, and enjoy shrimp linguini, Greek salad, Cretan appetizers, and unlimited drinks. English-speaking crew members may include Mariana, Manos, Sofia, Giannis, or Captain Petros.

“Superb day out on the boat! The views are breathtaking A must do whilst in Crete and will do it again”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Arriving at Dia Island’s Saint George Bay
Boat Tours in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Lunch Experiences, Sailing, Tour Reviews

Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

2.Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.9 · 1,287 reviews · from $90

Sail from Heraklion to Dia Island on a shared or private yacht with an English-speaking crew. Swim and snorkel in Saint George Bay, try fishing, enjoy lunch, fruit, wine, soft drinks, and plenty of deck time. Crew members may include Marcos, Vasilis, Alexandra, or Dimitri.

“This activity was amazing, great communication from the get-go, staff were lovely and very knowledgeable, the transport shuttle was on time and quick, the boat and Dia Island were stunning and the food and drinks were great - especially if you like a sweeter white wine!”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - Free time in Dia’s clear water
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Sailing, Tour Reviews

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

3.Sailing Cruise to Dia Island with Drinks and Meal

★★★★★★★★★★4.9 · 778 reviews · 6 hours · from $106

Spend six hours sailing from Heraklion to uninhabited Dia Island, with snorkeling, paddleboarding, fishing, swimming, and a Mediterranean meal included. The English and Greek-speaking crew, including captains such as Stelios or Nick, keeps the day relaxed and social. Hotel pickup is optional.

“We had an amazing trip to Dia island with Stelios and Celia! We decided to try the full day trip over the half day and are so glad we did. Definitely pay the bit more if you can! The pickup from our hotel was right from the door and on time, we were welcomed on board at the harbour and at the island had a chance to try snorkelling and SUP for the first time. Lunch was prepared while we swam and we had plenty of chance to sunbathe without feeling under pressure to do anything to a schedule. The whole experience was so relaxing, we felt like welcomed guests…”

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Heraklion: Dia Island Sailing Cruise with Snorkeling - Arriving at Dia Island’s clear bays
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Sailing, Snorkeling, Snorkeling Trips in Crete, Tour Reviews

Heraklion: Dia Island Sailing Cruise with Snorkeling

4.Dia Island Sailing Cruise with Snorkeling

★★★★★★★★★★4.7 · 742 reviews · 4.5 - 7 hours · from $82

Set sail from Heraklion with a small crew, usually 10 to 18 people, for Dia Island’s clear bays. Ernesto and George may guide your trip, sharing Crete stories while you swim, snorkel, paddleboard, and eat a simple Greek meal onboard.

“The team,the activities snd spots with clear water”

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Sailing Cruise to Dia Island with Meal and Water Activities - Three hours of swimming and water play
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Sailing, Tour Reviews

Sailing Cruise to Dia Island with Meal and Water Activities

5.Sailing Cruise to Dia Island with Meal and Water Activities

★★★★★★★★★★4.5 · 526 reviews · 5 hours 30 minutes (approx.) · from $96

Sail from Heraklion to uninhabited Dia Island with Cretan Sailing Cruises for about 5.5 hours. You get a swim stop, snorkeling, SUP, fishing gear, shrimp linguini, Greek dishes, fruit, beer, wine, and soft drinks. Crews including Petros, Yannis, Katerina, and Christina may vary by departure.

“Guide’s voice was quiet. Not all of us could hear him. Lunch was good. Snorkeling was not the best. Very little fish to see.”

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Heraklion: Private Half-Day Sailing Trip to Dia Island - Meeting the skipper at Heraklion’s marina
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Half-Day, Private, Sailing, Tour Reviews

Heraklion: Private Half-Day Sailing Trip to Dia Island

6.Private Half-Day Sailing Trip to Dia Island

★★★★★★★★★★4.9 · 466 reviews · 4.5 hours

Spend 4.5 hours on a private sailing boat from Heraklion to Dia Island with a two-person crew such as Ilias and Nikiforas. Swim in Saint George Bay, use the snorkeling, fishing, and paddleboard gear, and enjoy drinks and fruit. Add a Greek lunch, and hotel transfers are available for an extra fee.

“Although the wind was light we still had a fabulous day, our skipper was brilliant and the food was lovely. Swimming off the boat was great fun. Thank you, we’ll be back one day”

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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - Meeting the boat at Heraklion Port
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Lunch Experiences, Sailing, Tour Reviews

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

7.Sailing Trip to Dia Island with Lunch & Swimming

★★★★★★★★★★4.8 · 414 reviews · from $67

Join Set Sails for a six-hour cruise from Heraklion to Dia Island, with crew such as George, Vaso, Spiros, and Marina depending on the boat. Swim in Saint George Bay, use the SUP and fishing gear, and enjoy shrimp pasta, Greek salad, fruit, and unlimited drinks.

“service was amazing. the whole process was streamlined and efficient. from the pick up to the drop off. our boat operators were attentive and informative and we had the most amazing day sailing.”

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Heraklion: Small-Group Sailing Trip to Dia Island with Lunch - Dia Island, a protected piece of Crete
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Lunch Experiences, Sailing, Tour Reviews

Heraklion: Small-Group Sailing Trip to Dia Island with Lunch

8.Small-Group Sailing Trip to Dia Island with Lunch

★★★★★★★★★★4.7 · 277 reviews · 4.5 - 7 hours · from $94

Sail from Heraklion’s Old Venetian port to protected Dia Island with a certified crew and no more than 10 people. Expect about an hour at sea, swimming, snorkeling, SUP boards, local lunch, wine, and stories about Crete’s wildlife, myths, and maritime life.

“Great team of 2 sailing the yatch. Very small group of mixed nationalities and we did not follow the crowds but went to quite bay first to swim, paddle board, and some just sunbathed and watch the falcons flying above and the fish in the water. Fab food, helpful local facts, the most wonderful lazy but interesting day. No party boat, it's a chill boat. We went to most famous bay 2nd which meant it was much quieter. Well planned by the crew. Would go again anytime. Perfect.”

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From Heraklion: Sunset Cruise to Dia Island - What you receive on board
Boat Tours in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Evening Experiences, Sunset Cruises, Tour Reviews

From Heraklion: Sunset Cruise to Dia Island

9.Sunset Cruise to Dia Island

★★★★★★★★★★4.8 · 259 reviews · 5.5 hours · from $82

Sail from Heraklion’s Old Port to Dia Island aboard the yacht Maryline, with about 3.5 hours in Saint George Bay for swimming, snorkeling, snacks, and free time. Captains including Alex, Kosta, and Niko have earned praise for friendly, good-humored hosting. Sunset departures return after the coast turns gold.

“Amazing. Our Captain and bosun really tried hard to make it joyfull eventhoug the other 6 passangers didn't cared. But we loved it! Snacks was not not very gøod. But if you come with an open mind and love to swim like us, its great!”

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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - What makes Dia Island different
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Evening Experiences, Sailing, Snorkeling, Snorkeling Trips in Crete, Sunset Cruises, Tour Reviews

Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

10.Sunset Sailing Cruise Dia Island with Snorkeling

★★★★★★★★★★4.6 · 242 reviews · from $63Best value

Sail from Heraklion to uninhabited Dia Island with a small crew and up to 18 people aboard. Swim in clear water, snorkel, paddleboard, eat fresh Greek food, and return beneath the sunset. Pickup is available from selected resorts, and departures may run 4.5 to 7 hours.

“The boat trip was amazing well organised at the meeting point as promised definitely book a trip with you again. Well done thank you.”

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Heraklion: Dia Island Luxury Catamaran Cruise with Meal - Dia Island’s Sheltered Bay and Clear Water
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Sailing, Tour Reviews, VIP

Heraklion: Dia Island Luxury Catamaran Cruise with Meal

11.Dia Island Luxury Catamaran Cruise with Meal

★★★★★★★★★★4.7 · 194 reviews · 5.5 hours · from $127

Sail from Heraklion’s Old Venetian Harbor to Dia Island aboard a Lagoon 450F catamaran. The crew, including Sophia and the captain, serves a Mediterranean meal, unlimited drinks, and local stories, with time for swimming, snorkeling, fishing, and paddle boarding.

“The best thing was that we could vary between snorkeling, swimming and being on the paddle board. It was so much fun doing everything and the crew was very attentive and friendly too. Would recommend it to everyone, who wants to enjoy the sun and the sea, as well as boat trips. The catamaran was very modern and clean. Also enjoyed the food and the drinks, everything was delicious and the crew was also very considerate of allergies or dislikes and very chill about everything. That made the experience even better but the most beautiful view was the sunset when we started to get back to the port.”

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Dia island : Small Group Sailing Trip to Dia Island with Lunch - Ninety minutes for swimming, snorkeling, and SUP
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Lunch Experiences, Sailing, Tour Reviews

Dia island : Small Group Sailing Trip to Dia Island with Lunch

12.Dia island : Small Group Sailing Trip to Dia Island with Lunch

★★★★★★★★★★5.0 · 162 reviews · 4 hours 30 minutes (approx.) · from $72Top rated

Join a certified crew, including skippers such as Costas, Mario, George, or Harris, for a four-and-a-half-hour sail from Heraklion to Dia Island. Swim, snorkel, paddleboard, learn basic sailing, and enjoy an organic meal with drinks aboard a yacht limited to 10 people.

“Our cruise ship changed our times so we communicated back and forth, they were more than accommodating and helpful. Great trip, relaxing, and fun!!”

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Heraklion: Dia Island Catamaran Cruise with Dinner and Wine - Why Dia Island makes a good swimming stop
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Dining Experiences, Dinner Experiences, Sailing, Tour Reviews, Wine Tours

Heraklion: Dia Island Catamaran Cruise with Dinner and Wine

13.Dia Island Catamaran Cruise with Dinner and Wine

★★★★★★★★★★4.8 · 147 reviews · from $120

Spend five hours aboard a spacious DanEri catamaran, sailing from Heraklion to Dia Island. You get coffee, Cretan snacks, unlimited drinks, snorkeling, SUP boards, fishing gear, and a fresh Mediterranean dinner as the sun sets. Hotel transfers are available from several Crete resorts.

“This was the best experience we had The staff is so nice, food amazing the boat is so nice and clean and the flybridge makes it all Book it you won’t regret”

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Heraklion: Dia Island Romantic Sunset Cruise with Wine - Dia Island’s Clear-Water Bay
Boat Tours in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Evening Experiences, Sunset Cruises, Tour Reviews, Wine Tours

Heraklion: Dia Island Romantic Sunset Cruise with Wine

14.Dia Island Romantic Sunset Cruise with Wine

★★★★★★★★★★4.8 · 144 reviews · from $86

Join DanEri Yachts for a 3.5-hour semi-private catamaran cruise from Heraklion to Dia Island. Sergei and the crew serve Prosecco, Cretan wine, Greek beer, snacks, and fruit, with time for swimming, snorkeling, paddleboarding, and sunset views.

“Awesome trip! The team was very friendly and cared a lot about our needs. The bay at Dia island was greatful and the water was very clear. The sunset was also beautiful. It was a special experience which we can recommend to everyone.”

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Heraklion: Private Full-Day Sailing Trip to Dia Island - The Gulf of Saint George at Dia Island
Boat Tours in Crete, Catamaran & Sailing Cruises, Catamaran Cruises in Crete, Crete Tours, Cruises & Boat Tours, Dia Island Cruises, Full-Day, Private, Sailing, Tour Reviews

Heraklion: Private Full-Day Sailing Trip to Dia Island

15.Private Full-Day Sailing Trip to Dia Island

★★★★★★★★★★4.9 · 140 reviews · 6.5 hours

Sail privately from Heraklion to Dia Island for 6.5 hours with a two-person crew, swimming stops, snorkeling gear, fishing equipment, paddleboards, fruit, drinks, and wine. You can choose a boat for your group and add an onboard meal, with crews such as Nikos, Vasilis, Kostas, and Magda praised for warm, helpful service.

“We told the guides we were more interested in sailing than the excursions and they accommodated our request. The Elan 37 is a fun boat and she sailed well even in light winds. The lunch was delicious and we enjoyed it in an idyllic bay on Dia island. The captain and first mate were vey kind and helpful with our two kids. I highly recommend this excursion and will book again if we return to Crete.”

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