Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Crete’s Dia Island on a small-group sailing trip with organic lunch, snorkeling, and wildlife viewing—ideal for relaxed, eco-minded travelers.

If you’re looking for a way to experience the natural beauty of Crete from the water, this small-group sailing trip to Dia Island offers an appealing mix of adventure and relaxation. The journey takes you on a crewed yacht to an uninhabited, protected island known for its biodiversity, crystal-clear waters, and peaceful landscapes.
What we really love about this tour is how it balances scenic sailing, wildlife spotting, and a hearty organic lunch — all with a cozy, intimate group size that feels more like a day with friends than a crowded tour. That said, it’s worth noting that the trip can be choppy if the sea is rough, so it might not be suitable for everyone, especially those prone to seasickness.
This experience is perfect for travelers who enjoy a laid-back, nature-focused adventure, want a taste of authentic Greek hospitality, and appreciate small-group intimacy over large, noisy excursions. Now, let’s explore what makes this trip a standout choice and what you should be prepared for.


The adventure begins at the Old Venetian port in Heraklion, where a professional crew welcomes you aboard. For those staying nearby, pickup from Heraklion and surrounding areas within 10km is included, which adds a lot of convenience. If you’re staying further afield, extra arrangements are available but at an additional cost.
The transfer to the yacht is described as luxurious and comfortable, setting a relaxed tone from the outset. Expect a brief safety briefing and some refreshments before setting sail, giving you a taste of Crete’s warm hospitality.
Once onboard, the crew sets the sails, and your journey towards Dia Island begins. The approximately one-hour sail offers plenty of chances to relax and enjoy the scenery. Reviewers have praised the crew for their friendliness and knowledge, with one noting that “Matthew and Vagu were fantastic crew” and contributed to the peaceful, engaging atmosphere.
During this time, you can spot dolphins, listen to commentary about marine life, or just soak in the views of the sea. The sailing is described as calm and serene, perfect for those who love gentle boat rides, though some found the initial crossing a bit choppier than expected, so seasickness could be a consideration.
Arriving at Dia Island, you’ll anchor in one of two coves—Agios Georgios or Panagia Bay—depending on the weather. Both spots are known for their crystal-clear waters, lush greenery, and a rich array of wildlife, including falcons, endemic lizards, wild goats, and a population of sea mammals like monk seals.
One reviewer highlighted that the biodiversity on Dia is protected, making it a perfect place for nature lovers. The calm waters and rocky shoreline create a perfect backdrop for swimming and snorkeling, with plenty of fish and sea urchins visible beneath the surface. Some guests, inspired by their reviews, mentioned that snorkeling with the provided equipment was a highlight, especially watching the fish in their natural habitat.
Throughout the trip, the crew is eager to share insights about the island’s ecology. Guests frequently mention how knowledgeable guides like Aphrodite make the experience more interesting, providing stories about local myths and the island’s biodiversity.
Dolphin sightings are a common bonus, with the crew on the lookout and ready to alert guests if they spot these playful mammals. Several reviews praised the team for their excitement and expertise in spotting wildlife, adding an extra layer of wonder.
After some time in the water, the crew serves a warm, freshly prepared organic lunch made from local ingredients. The meal typically includes a chicken skewer (noted by some as slightly undercooked, so vegetarian options may be preferable for sensitive stomachs) accompanied by seasonal fruit and light salads.
Guests have described the food as delicious, tasty, and thoughtfully prepared, emphasizing the quality and freshness. The wine and soft drinks are unlimited, adding to the relaxed, convivial atmosphere onboard.
Post-lunch, you’ll set sail again, heading back toward Heraklion. The return trip often offers opportunities to spot more marine life or relax with a drink and take in the coastline’s scenic beauty. Several reviewers have enjoyed spotting dolphins during the return sail, making the journey as memorable as the stop itself.

At $63 per person, this trip offers exceptional value considering the inclusions: a guided sailing experience, organic lunch, unlimited drinks, snorkeling equipment, and a small-group setting. When you compare it to larger, more commercial excursions, this trip stands out for its intimacy, quality of service, and eco-conscious approach.
Guests often note the small group size as a major advantage, allowing for a more relaxed environment and better interaction with the crew. Plus, the effort to source organic, local ingredients for lunch elevates the experience from just a boat trip to a thoughtfully curated day.
This trip best suits nature lovers, eco-conscious travelers, families, and couples seeking a peaceful, authentic experience. It’s also ideal for those who enjoy snorkeling and wildlife viewing, as well as guests hoping to avoid the crowds typically found on larger tours.

This Heraklion small-group sailing trip to Dia Island delivers a laid-back, immersive experience into Crete’s natural beauty. From the expertly guided sail to the protected wildlife and pristine waters, it’s a genuine escape that balances adventure with serenity. The organic lunch and personal touches from the crew add extra value, making it a memorable day for most who go.
While the trip can experience choppier waters at times—so seasickness might be an issue—it compensates with its intimacy, educational content, and stunning surroundings. It’s particularly suited for travelers who want a relaxed, eco-friendly outing that feels authentic and special, rather than commercialized and crowded.
If you’re after a calm, scenic day on the water with excellent guides, a hearty meal, and the chance to reconnect with nature, this trip ticks all the boxes.

Is pickup included from my hotel?
Pickup is free from Heraklion and surrounding areas within 10km. If you’re staying further away, extra charges apply, and you’ll be contacted within 24 hours after booking.
What should I bring for this trip?
Pack a sun hat, swimwear, towel, sunscreen, beachwear, and your passport or ID. These essentials will help you enjoy swimming and sunbathing comfortably.
Is the trip suitable for children?
Yes, children are welcome and will enjoy the water activities and wildlife spotting. The small group size makes it a friendly environment for families.
Can I participate in snorkeling and paddleboarding?
Absolutely. Snorkeling equipment and SUP boards are included, offering chances to explore the clear waters at your own pace.
What is the group size?
Limited to 10 participants, ensuring a personal and relaxed experience. This is ideal if you prefer intimate tours over large groups.
How long is the trip?
The total duration is about 4.5 hours, including transfers, sailing, swimming, and lunch. Check availability for specific start times.
What if I have dietary restrictions?
Vegetarian options are available upon request. If you have other dietary needs, it’s best to inform the provider in advance.
Is this experience suitable for people with mobility issues?
Not recommended for wheelchair users or those with mobility restrictions, as boat access and movement might be limited.
“I would give this 6 stars if I could. Just go! Did the sunset sail with Aphrodite and her captain in late September and it was amazing. The sailing…”

For anyone craving a peaceful day at sea with knowledgeable guides, beautiful scenery, and a focus on wildlife and sustainability, this Heraklion sailing trip is a proven winner. The small-group format, organic meal, and expert crew combine to create a day that’s both relaxing and enriching, perfect for travelers who want to connect with Crete’s natural side in a respectful, authentic way. Whether you’re into snorkeling, wildlife spotting, or simply soaking up the sun, this trip offers genuine value and a memorable experience that will likely be a highlight of your Crete holiday.