Mediterranean · HERAKLION BOAT TRIPS

Heraklion Boat Trips: Our Top 15

25 tours  ·  from $29 a head

Every trip has one free day too few. These 15 heraklion boat trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Three and a half hours in Dia’s protected waters
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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. Captain Petros and crew members such as Sofia, Giannis, Mariana, and Manos provide English guidance, water equipment, a Mediterranean meal, and unlimited drinks. Choose a morning swim or an afternoon cruise with golden sunset light.

“This was a top notch experience: I strongly recommend this sunset boat trip!”

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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - Lunch With Tzatziki, Shrimp Spaghetti, and Raki
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Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

2.Sailing Cruise to Dia Island with Drinks and Meal

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

Sail from Heraklion’s Old Venetian Harbor to uninhabited Dia Island with Sailing Grace. You’ll have time for snorkeling, stand-up paddleboarding, fishing, swimming, a short hike, and a Mediterranean lunch with wine, soft drinks, fruit, and raki. Hotel pickup is available, and the afternoon departure may return at sunset.

“Really nice sailing cruise to Dia island. Once you get out of the harbour, the fun really begins. We didn’t get into the water once at Dia, as it was a bit chilly. However, watching the sunset and admiring the rocky island was worth the price. The crew was competent and made us feel safe. The snacks were really tasty. The captain also put some music, made the trip back really enjoyable.”

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Heraklion: Dia Island Sailing Cruise with Snorkeling - The open-water crossing to Dia Island
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Heraklion: Dia Island Sailing Cruise with Snorkeling

3.Dia Island Sailing Cruise with Snorkeling

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

Sail from Heraklion to uninhabited Dia Island aboard a small yacht with a professional crew, often including Ernesto and George. Swim in clear bays, use the included snorkeling and paddleboard gear, and enjoy drinks plus a meal. Choose a half-day or full-day outing, with hotel transfers available from selected areas.

“A beautiful day, great weather, calm sea. Crew were kind and great to talk with. Really enjoyed snorkelling, the water was magical!”

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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - What You Eat on the Half-Day and Full-Day Trips
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Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

4.Sunset Sailing Cruise Dia Island with Snorkeling

★★★★★★★★★★4.7 · 529 reviews · 4.5 - 7 hours · from $82

Sail from Heraklion to uninhabited Dia Island with a professional crew, stopping for swimming, snorkeling, paddleboarding, and a meal aboard a catamaran. You get roughly an hour at sea each way, time in a sheltered bay, and a sunset return. Full-day trips include Greek salad, tzatziki, seafood pasta, fruit, and raki. Half-day trips include tomato pasta.

“Andreas and Ianos (hope I am spelling it correctly) were great guides, answering a lot of questions about the island. The place is a pretty good place for snorkel activities but you have to venture a bit far out, especially by the old remains of a minoan port underwater. Food was really good, drinks at your discretion. Amazing experience overall!”

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From Heraklion: Cruise to Balos Lagoon and Chania Old Town - The early coach ride from Heraklion
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From Heraklion: Cruise to Balos Lagoon and Chania Old Town

5.Cruise to Balos Lagoon and Chania Old Town

★★★★★★★★★★4.4 · 526 reviews · 14.5 - 16 hours · from $88

Travel by coach from Heraklion to Kasteli, then cruise past Gramvousa to Balos Lagoon for swimming and beach time. Finish with two hours in Chania’s Venetian harbor and old town. Guides speak English, German, French, Italian, and Polish. Expect an early start, a long return, and possible wind on the boat.

“Our recent tour to Balos Lagoon was truly an incredible experience, despite a few weather challenges. While it was quite windy during our cruise, leading to some big waves that made us a bit nervous and caused some seasickness, we were incredibly grateful for our tour guide, Tanya. She was exceptionally alert and attentive. She immediately noticed my daughter wasn't feeling well due to seasickness and promptly took care of them, which we deeply appreciated. Her attentiveness really made a difference in what could have been a difficult situation. Yes, the journey was long, but it was absolutely worth every minute! The Balos Lagoon itself is unbelievably beautiful. The color…”

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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - Three hours at Saint George Bay
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Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

6.Sailing Trip to Dia Island with Lunch & Swimming

★★★★★★★★★★4.8 · 517 reviews · 6 hours · from $100

Sail six nautical miles from Heraklion to Dia Island with a small group of up to 10. Swim, snorkel, fish, or paddleboard in Saint George Bay while the crew prepares seafood or vegetarian pasta, Greek salad, and fruit. Captains George, Panos, and Vaso bring local stories and a friendly Cretan welcome.

“We are a family of 5 and were lucky to share the yacht with just another family of 3 and our lovely guides George and Marcos. It was a very hot, still day so we couldn’t actually sail but this meant for beautiful calm waters and exceptional swimming and snorkelling when we got to Dia Island. Lunch was delicious too. All in all a fabulous trip!”

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Dia Sailing Cruise With All-inclusive Meal And Drinks - Dia Island, a quiet stop seven nautical miles offshore
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Dia Sailing Cruise With All-inclusive Meal And Drinks

7.Dia Sailing Cruise With All-inclusive Meal And Drinks

★★★★★★★★★★4.6 · 422 reviews · 5.5 hours · from $76

Set sail from Heraklion’s Old Venetian Port to Dia Island aboard a small yacht with an English-speaking crew. You’ll have about four hours for swimming, snorkeling, SUP, sunbathing, and lunch with pasta, Greek salad, fruit, wine, soft drinks, and water. Day and sunset departures are available, with optional hotel transfers.

“You know those nights that just feel… perfect? This was one of them. We set sail for Dia Island, hoping for one of those crazy-colorful sunsets. The sun was a little shy, but honestly? It didn’t even matter. The crew was amazing, making us feel so at home, and the food and wine were delicious. It was just one of those magical, simple moments that you never want to end.”

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Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu - Starting at Cafe Marina and Koules Fortress
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Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

8.Heraklion Luxury Sailing Catamaran Dia Island | Gourmet Menu

★★★★★★★★★★4.9 · 312 reviews · 5.5 hours · from $141

Sail from Heraklion’s Cafe Marina to Dia Island aboard EOS Yachts’ modern catamaran, limited to 22 people. Captain Thanasis and the English-speaking crew serve Cretan snacks, chef-prepared seafood, wine, beer, and dessert. You get about three hours at anchor for swimming, snorkeling, fishing, SUP, canoeing, and relaxing.

“We loved our day aboard the Catamaran! We try to do a boat trip every summer but this was a little more expensive than we usually pay. As we wanted a Catamaran and not a sailing boat, we decided to go for it and we couldn't have been happier with our choice. The captain gave us a briefing before we left and explained that it is an inclusive vessel where we are all valued equally and are a team for the day. It was done in such a way that really put everyone in good spirits and we, as a small group, enjoyed each others company throughout the day. There…”

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Heraklion: Small-Group Sailing Trip to Dia Island with Lunch - The crossing: beautiful, but bring a plan for seasickness
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Heraklion: Small-Group Sailing Trip to Dia Island with Lunch

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

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

Join a crewed sailing yacht from Heraklion’s Old Venetian port and cruise about an hour to uninhabited Dia Island. With up to 10 people aboard, you can swim, snorkel, use the SUP boards, hear local stories, and eat a warm lunch made from fresh ingredients. Morning and sunset departures are available, with free pickup in Heraklion.

“It was fantastic. One of the best yacht trips I’ve ever had”

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From Heraklion: Sunset Cruise to Dia Island - The 75-minute cruise toward Dia Island
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From Heraklion: Sunset Cruise to Dia Island

10.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 sailing boat MARYLINE, with about three and a half hours for swimming, snorkeling, snacks, and quiet time in Saint George Bay. Captains such as Alex, Kosta, and Niko lead the trip in English or Greek, with music, drinks, fruit, and sailing instruction included.

“It was a great activity, the guides were amazing and make us feel welcome in the boat. Also the place and the water in the island were amazing very clean and unique I really recomend this activity”

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Heraklion: Preveli By Boat, Damnoni & Kourtaliotiko Springs - The road from Heraklion to southern Crete
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Heraklion: Preveli By Boat, Damnoni & Kourtaliotiko Springs

11.Preveli By Boat, Damnoni & Kourtaliotiko Springs

★★★★★★★★★★4.5 · 254 reviews · 11 - 13.5 hours · from $58

Travel from Heraklion to southern Crete with guide Elisabetta, stopping at Kourtaliotiko Gorge, Damnoni Beach, and Preveli Palm Beach. Swim in clear spring water, cruise by boat to the palm forest, and enjoy free time by the Libyan Sea. The $58 price includes transport, guide, insurance, and boat tickets, but not lunch or the €5 spring entry fee.

“It was an unforgettable trip to the palm beach of Preveli and the old town of Rethymno. The schedule changed a little, but overall it did not affect our anticipation. I recommend it!”

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Heraklion:Dia Island Catamaran Cruise with Lunch, Water Toys - Dia Island and the long swimming stop
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Heraklion:Dia Island Catamaran Cruise with Lunch, Water Toys

12.Dia Island Catamaran Cruise with Lunch, Water Toys

★★★★★★★★★★5.0 · 229 reviews · 5.5 - 7 hours · from $132Top rated

Set sail from Heraklion on a modern catamaran carrying no more than 20 people. You’ll reach protected Dia Island for swimming, snorkeling, kayaking, paddleboarding, and a ride down the inflatable slide. Chef-prepared Cretan food, espresso, protein drinks, wine, beer, and soft drinks are included.

“Wonderful day on a luxury boat . Team was great and beautiful island.”

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Heraklion: Dia Island Luxury Catamaran Cruise with Meal - The one-hour sail to Dia Island
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Heraklion: Dia Island Luxury Catamaran Cruise with Meal

13.Dia Island Luxury Catamaran Cruise with Meal

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

From Heraklion’s Old Venetian Harbor, you’ll sail to Dia Island aboard a Lagoon 450F catamaran with an English or Greek-speaking crew. Swim, snorkel, fish, and use the SUP board when conditions allow, then enjoy Cretan appetizers, pasta, salads, fruit, and unlimited drinks. Sophia and the captain have earned praise for friendly, attentive service.

“Everything was really good, the transfer was also really good. New bus for getting us there (transfer). Enjoyed every minute on katamaran. My wife really liked it.”

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Heraklion: Catamaran Cruise to Dia with Sunset, Meal & Bar - Dia Bay: water sports with plenty of choice
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Heraklion: Catamaran Cruise to Dia with Sunset, Meal & Bar

14.Catamaran Cruise to Dia with Sunset, Meal & Bar

★★★★★★★★★★4.9 · 181 reviews · 5 - 6.5 hours · from $132

Spend 5 to 6.5 hours aboard a semi-private DanEri catamaran from Heraklion to Dia Island. Enjoy espresso, local snacks, swimming, snorkeling, kayaking, paddleboarding, a slide, sea scooter, and a nutritionist-designed Cretan meal with beer, wine, and soft drinks included. The cruise ends with sunset views on the return sail.

“It was fantastic trip. Nice catamaran, friendly staff, very good food. We were very happy! Thanks again)”

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Heraklion: Sunset Luxury Cruise with Sushi and Open Bar - Boarding near Heraklion and the first welcome drink
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Heraklion: Sunset Luxury Cruise with Sushi and Open Bar

15.Sunset Luxury Cruise with Sushi and Open Bar

★★★★★★★★★★4.8 · 169 reviews · 3.5 - 5.5 hours · from $106

Sail from Heraklion to protected Dia Island aboard a modern catamaran with a small group of up to 20 people. You’ll get Prosecco, Mediterranean snacks, sushi, fresh fruit, local beer, white wine, and soft drinks. Swim, use the SUP boards and snorkeling gear, then watch the sunset at sea with crew members such as Yannis, Renata, Kostas, or Spyros.

“everything was beautiful, the crew was friendly, and the captain was very Amazing”

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