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Sailing & Yacht Tours in Heraklion

Average traveler rating of these tours: 4.8 1,117 reviews Free cancellation on most experiences

Our top 3 of 6 experiences

Dia Island Sailing Cruise from Heraklion: 6 miles of snorkeling & mealOur pick
Dia Island Sailing Cruise from Heraklion: 6 miles of snorkeling & meal ★ 4.75 (589 reviews) Duration: 5h–6h Live guide EN Pickup available
from · per person € 80
Heraklion: Dia Island Catamaran Cruise & Water Toys★Top rated
Heraklion: Dia Island Catamaran Cruise & Water Toys ★ 4.89 (269 reviews) Duration: 5h Live guide EN · EL
from · per person € 125
Snorkeling in Dia Island from Heraklion: Sailing Cruise with MealPrivate option
Snorkeling in Dia Island from Heraklion: Sailing Cruise with Meal ★ 4.70 (10 reviews) Duration: 5h 30m Live guide EN Pickup available
from · per group € 790

Sailing & Yacht Tours in Heraklion at a glance

Price per person across the 5 options priced per person: € 80–€ 125 (median € 90). With 100+ reviews: 3 of 6.

Of the 6 options: 6 with live guides in English, 6 with free cancellation, 5 with instant confirmation, 4 with hotel pickup, 4 kid-friendly, 1 private and 5 bookable last-minute.

How we rank: quality, number of reviews, availability, booking conditions and relevance to the topic. In the comparison table, our top 3 comes first. Prices are per person, except options priced per group: that price is for the whole group, and the per-person figure assumes the group is full. “Top rated” = the highest score among options with at least 50 reviews.

Sailing & Yacht Tours in Heraklion

6 options
Dia Island Sailing Cruise from Heraklion: 6 miles of snorkeling & meal
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Our pick
Dia Island Sailing Cruise from Heraklion: 6 miles of snorkeling & meal Sail to Dia Island from Heraklion Old Port for snorkeling and paddle boarding, then enjoy a three-course meal with wine on the water. Next departure: 29 Oct 2027 · Pickup available · All ages ★ 4.75 (589 reviews) Duration: 5h–6h Live guide: EN ✓ Free cancellation. from € 80 per person
Heraklion: Dia Island Catamaran Cruise & Water Toys
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★ Top rated
Heraklion: Dia Island Catamaran Cruise & Water Toys Morning catamaran from Heraklion to Dia Island with inflatable slide, kayak, SUP and lunch. Includes drinks, snorkeling gear and crew. Departs 9:30am, back by 2:30pm. Next departure: 1 Apr 2027 · All ages ★ 4.89 (269 reviews) Duration: 5h Live guide: EN · EL ✓ Free cancellation. from € 125 per person
Rethymno: Sunset Catamaran Cruise with Sushi & Open Bar
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Travelers' pick
Rethymno: Sunset Catamaran Cruise with Sushi & Open Bar Share laughs, taste fresh sushi, and watch the Cretan sunset from a luxury catamaran in Rethymno: includes open bar, paddleboards, and swimming gear. Next departure: 1 Apr 2027 · All ages ★ 4.65 (136 reviews) Duration: 3h 30m Live guide: EN · EL ✓ Free cancellation. from € 85 per person
Snorkeling in Heraklion: Sailing to Dia Island with Lunch
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Excellent quality
Snorkeling in Heraklion: Sailing to Dia Island with Lunch Sail from Heraklion to Dia Island for snorkeling in protected bays, with lunch and drinks on board. The crew handles the boat while you choose between. Every day · 10:00 · Season until 30 Nov · Pickup available ★ 4.87 (82 reviews) Duration: 7h Live guide: EN ✓ Free cancellation. from € 98 per person
Snorkeling Island Dia from Gouves: Cretan lunch & sunset options
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Excellent quality
Snorkeling Island Dia from Gouves: Cretan lunch & sunset options Sail from Gouves to Island Dia or St. George Bay with snorkeling, swimming and traditional Cretan food prepared aboard. Next departure: 16 Aug 2027 · Pickup available · All ages ★ 4.58 (31 reviews) Duration: 3h–5h Live guide: EN ✓ Free cancellation. from € 90 per person
Snorkeling in Dia Island from Heraklion: Sailing Cruise with Meal
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Private option
Snorkeling in Dia Island from Heraklion: Sailing Cruise with Meal Sail to Dia Island from Heraklion's Venetian port for snorkeling, paddle boarding and fishing in crystal waters. Next departure: 25 Oct 2027 · Pickup available ★ 4.70 (10 reviews) Duration: 5h 30m Live guide: EN ✓ Free cancellation. from € 790 per group

All 6 options, side by side

✓ 2026-11-14
OptionPriceDurationRatingDays and timesGuide languages
Dia Island Sailing Cruise from Heraklion: 6 miles of snorkeling & mealOur pickGroup of up to 12 · Pickup offered
€ 80 per person
5h–6h4.75★ · 589Next departure: 29 Oct 2027English
Heraklion: Dia Island Catamaran Cruise & Water ToysTop rated
€ 125 per person
5h4.89★ · 269Next departure: 1 Apr 2027English, Greek
Snorkeling in Dia Island from Heraklion: Sailing Cruise with MealPrivate optionPrivate · Pickup offered
€ 790 per group up to 10 people · ≈ € 79 per person if 10 go
5h 30m4.70★ · 10Next departure: 25 Oct 2027English
Rethymno: Sunset Catamaran Cruise with Sushi & Open Bar
€ 85 per person
3h 30m4.65★ · 136Next departure: 1 Apr 2027English, Greek
Snorkeling in Heraklion: Sailing to Dia Island with LunchPickup offered
€ 98 per person
7h4.87★ · 82Every day · 10:00 · Season until 30 NovEnglish
Snorkeling Island Dia from Gouves: Cretan lunch & sunset optionsGroup of up to 14 · Pickup offered
€ 90 per person
3h–5h4.58★ · 31Next departure: 16 Aug 2027English

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