Sailing

HERAKLION

Best Sailing In Heraklion

Ranked by traveller popularity

The 10 most popular sailing in Heraklion. Here's what each one actually delivers, who runs them, and what they cost.

10 Best Sailing In Heraklion

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Where you meet in Heraklion and how the timing works in 5.5 hours

1.Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

Most Popular 4.8

Small-group sail from Heraklion to Dia Island with swimming, snorkeling, paddleboard time, and a Mediterranean meal plus unlimited drinks.

“Here’s a smoother, more natural version of your text: This was the last day of our trip through Crete, and we ended it in the best way possible. The cruise was incredible, the weather was perfect, and the crew and food were fantastic. It was everything I wanted and more. We were having so much…”

Check Availability →Read the review →

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

Heraklion: Sailing Cruise to Dia Island with Drinks and Meal - Getting on board: small-boat vibe, safety first

2.Heraklion: Sailing Cruise to Dia Island with Drinks and Meal

4.9

Sail from Heraklion to Dia Island for snorkeling, SUP, fishing, and a full onboard Mediterranean meal with drinks and raki, including sunset options.

“Our Captain came to our hotel in Agia Pelagia to pick us up in the morning and he was lovely from the get-go. The boat ride to Dia Island was fun, and the island itself was amazing. We got to hike up the island and have a look around. The water was so blue and…”

Check Availability →Read the review →

Heraklion: Dia Island Sailing Cruise with Snorkeling

Heraklion: Dia Island Sailing Cruise with Snorkeling - Meeting in Heraklion and Getting On Board Without Stress

Sailing Cruise to Dia Island with Meal and Water Activities

Sailing Cruise to Dia Island with Meal and Water Activities - The sail out: views, timing, and what the boat life feels like

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming

Heraklion: Sailing Trip to Dia Island with Lunch & Swimming - The sail out across the Aegean: what you’ll do in the first 80 minutes

Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling

Heraklion: Sunset Sailing Cruise Dia Island with Snorkeling - The Small-Group Catamaran Setup (10–18 People) That Keeps It Easy

Heraklion: Dia Island Luxury Catamaran Cruise with Meal

Heraklion: Dia Island Luxury Catamaran Cruise with Meal - Getting to the start: Cafe Marina check-in and timing

7.Heraklion: Dia Island Luxury Catamaran Cruise with Meal

4.7

Luxury catamaran cruise from Heraklion to Dia Island with snorkeling, paddle boarding, and a Mediterranean meal plus unlimited drinks.

“⭐⭐⭐⭐⭐ The catamaran was beautiful, the staff was absolutely amazing and so friendly — they made everyone feel welcome and taken care of from start to finish. The cruise itself was unforgettable: the water around Dia Island was crystal clear and perfect for swimming, and watching the sun slowly set over the sea was just…”

Check Availability →Read the review →

Heraklion: Dia Island Catamaran Cruise with Water Toys

Heraklion: Dia Island Catamaran Cruise with Water Toys - Boarding in Heraklion: timing and what to expect

8.Heraklion: Dia Island Catamaran Cruise with Water Toys

5.0

5-hour Dia Island catamaran from Heraklion with snorkeling gear, SUP, slide, and a nutritionist lunch plus open bar.

“Great activity to relax in Heraklion! Great staff, safe ride and a lot of food for everyone. We had a great time in the water the location was great and not too crowded.”

Check Availability →Read the review →

Heraklion: Dia Catamaran Tour – Lunch, Open Bar & Snorkeling

Heraklion: Dia Catamaran Tour - Lunch, Open Bar & Snorkeling - Catamaran cruise to Dia: comfort, music, and steady open-bar energy

9.Heraklion: Dia Catamaran Tour – Lunch, Open Bar & Snorkeling

4.9

Sail Heraklion to Dia Island on a luxury catamaran with lunch, open bar, snorkeling and SUP, plus toys for kids.

“I had the pleasure of taking a sailing tour from Heraklion to Dia and it was an unforgettable experience from start to finish. The combination of the luxurious vessel, breathtaking scenery, and attentive crew made for a perfect day on the water. Captain Giannis, Gianna, Konstantinos - you rock!! The best crew you can only…”

Check Availability →Read the review →

Heraklion: Dia Island Catamaran Cruise with Dinner and Wine

Heraklion: Dia Island Catamaran Cruise with Dinner and Wine - Boarding at Marina Café: how to find the boat fast

Most recent

Explore Heraklion