Private Sailing Trip from Heraklion to Dia with meal & SUP

Exploring Crete’s coastline by sail is a charming way to escape the crowds and enjoy the island’s natural beauty. This private sailing trip from Heraklion to Dia offers an intimate, relaxing experience on a well-rated, professional vessel, perfect for couples, families, or small groups seeking a personalized adventure.

What we love most about this tour is how it combines the thrill of sailing with the tranquility of untouched nature, all in a flexible, private setting. The inclusion of activities like snorkeling and stand-up paddleboarding (SUP) means you’ll get more than just a scenic cruise—you’ll actively engage with the clear waters and stunning landscape.

One potential consideration is the duration—at five hours, it’s a nice chunk of time but may feel a bit short if you’re eager to explore every inch of Dia or linger longer in the calm waters. Still, for a peaceful escape with plenty of photo opportunities and comfort, it hits the mark.

This tour is ideal for those wanting an authentic, scenic, and flexible boat experience, away from the crowded tours and with personalized service. Whether celebrating a special occasion or simply craving some quiet time on the sea, this adventure suits travelers who appreciate a mix of active fun and relaxation.

Key Points

• Private experience: Personalized sailing with a dedicated skipper and assistant.
• Activities included: Swimming, snorkeling, paddleboarding, and scenic cruising.
• Beautiful scenery: Stunning views of Dia’s landscape and the surrounding turquoise waters.
• Food and drinks: Light snacks and soft drinks served onboard.
• Duration: Five hours, including time for exploring Dia and sailing back.
• Ideal for: Couples, families, or small groups seeking a peaceful, authentic sea adventure.

A Detailed Look at The Private Sailing Experience from Heraklion to Dia

Setting out on a sailing trip in Crete offers an extraordinary way to see the island’s coast, especially when you’re on a private vessel designed for comfort and flexibility. The tour provided by Explor.gr is a 5-hour journey that balances scenic cruising, active water sports, and leisurely exploration, all topped with some local snacks and drinks. Let’s unpack what makes this experience stand out, and what you might expect along the way.

Departure and Initial Sailing: From Heraklion Port to Dia

The adventure begins at the Marina Cafe, where you’ll meet your crew—an experienced skipper and assistant dedicated to making your trip smooth and memorable. Arriving a bit early is advisable; bringing your passport for check-in helps avoid delays, and the team is friendly about guiding you through the process.

Once onboard, the safety briefing sets the tone, and you’ll quickly find yourself gliding away from the bustling port of Heraklion. The first hour involves sailing along the coast with scenic views of Crete’s rugged shoreline. From reviews, it’s clear that the crew’s professionalism and local knowledge shine through, making the gentle ride both relaxing and informative.

During this stretch, you’ll start to feel the sea breeze and notice the calm waters that surround Dia, a largely untouched island steeped in mythology and natural beauty. It’s a peaceful, picture-worthy backdrop that makes you appreciate just how special the Cretan sea is.

Exploring Dia: A Serene Haven

After approximately an hour of sailing, you’ll arrive at Dia, a quiet, uninhabited island that embodies tranquility. This isn’t your typical tourist-heavy stop; it’s a genuine escape to nature with plenty of options for enjoying your time.

The itinerary allows for a two-hour stop here, which is enough to take photos of the landscape, enjoy a swim in the clear waters, or snorkel among the marine life. Reviewers mention that the waters around Dia are noted for their calmness and excellent visibility, making snorkeling a highlight. One guest shared, “The water was so clear I could see all the way to the bottom from the boat — perfect for snorkeling.”

For those interested in active fun, paddleboarding on the quiet bays is an enjoyable addition. Many found this to be a wonderful way to relax and connect with the sea, especially with the SUP equipment provided onboard. The crew is known for being friendly and attentive, often offering tips on how to stand up or navigate the waters.

Local Snacks and Relaxation

While on the island or during the cruise, you’ll enjoy light snacks and soft drinks served onboard. This makes the experience feel more personal and relaxed, without the hassle of rushing for meals or searching for food. Several reviews highlight the quality of the snacks, with one guest noting, “Simple, fresh, and perfect for the warm weather.”

The crew’s local knowledge adds to the experience, as they might share snippets of mythology or local legends about Dia, enriching your trip beyond just the visuals.

Sunset Sailing and Scenic Return

As the afternoon progresses, the trip transitions into the sailing back to Heraklion. The timing offers the chance to witness a beautiful Crete sunset—a poetic end to your day at sea. The 1-hour return sail is a peaceful ride, filled with scenic views that make for gorgeous photos.

Travelers often remark on the tranquility of this part of the trip, with some calling it “the most relaxing hour of the whole experience.” The crew’s professionalism ensures everyone stays comfortable, with soft drinks and calm waters adding to the soothing vibe.

Practical Details: What to Expect and Consider

This tour is priced at $71 per person, which includes the private sailboat, a personal skipper and assistant, as well as snacks and drinks. Without additional costs, the value here is high, especially given the personalized nature of the experience.

The tour’s flexibility means you can enjoy swimming, snorkeling, or paddleboarding as much or as little as you like during the stop in Dia. It’s perfect for travelers who want a private, unhurried experience that balances adventure with relaxation.

Timing-wise, the five-hour duration is manageable for most — it gives enough time to explore, enjoy the water activities, and witness the sunset, all without feeling rushed.

However, note that this experience is not suitable for wheelchair users, and alcohol and drugs are not permitted onboard for safety reasons.

What Makes This Tour Stand Out?

Many reviews mention the stunning views of Dia’s landscape and the sense of exclusivity that comes with a private experience. The boat’s crew, known for their professionalism and friendliness, adds a personal touch that you don’t get with larger group tours.

The inclusion of SUP is a nice bonus, especially for those who like to be active in the water. The calm, turquoise waters are perfect for novice and experienced paddlers alike. Plus, the snorkeling gear provided allows you to explore marine life in calm, clear waters—an activity many find more engaging than just sitting on a boat.

The sunset sail back is a highlight for many, providing a relaxed and spectacular end to the day. It’s an excellent way to unwind and reflect on the natural beauty of Crete.

Final Thoughts: Is This Experience Worth It?

For travelers seeking a peaceful, authentic, and flexible sea adventure, this private sailing trip offers remarkable value. The personalized service, combined with activities like snorkeling and paddleboarding, ensures you get a well-rounded, memorable experience. The scenic views, especially at sunset, add an extra layer of magic.

While the trip might feel brief for those wanting an all-day adventure, it’s perfectly suited for a relaxing escape or a special occasion. The boat is well-maintained, the crew is knowledgeable, and the setting is simply breathtaking.

If you’re after a quiet, scenic, and tailored experience that allows you to connect with the natural beauty of Crete’s coast, this skip-the-crowds sailing trip is a fantastic choice.

FAQs

What is included in the price?
The price covers a private sailboat, a personal skipper and assistant, and light snacks along with soft drinks.

How long is the trip?
The entire experience lasts about 5 hours, including sailing, swimming, snorkeling, and relaxing time in Dia, plus the return journey.

Is snorkeling equipment provided?
Yes, snorkeling gear is included, and many guests mention how clear and calm the waters make snorkeling a highlight of the trip.

Can I paddleboard during the tour?
Absolutely. Stand-up paddleboarding is included, giving you a fun way to enjoy the water and scenery.

Where do we meet for the tour?
Meet at the Marina Cafe in Heraklion, where all excursions start. Bringing your passport for check-in speeds up the process.

Is the tour suitable for children?
While the information doesn’t specify age limits, the activities like snorkeling and paddleboarding are generally suitable for children who are good swimmers and comfortable in the water.

Are there any restrictions I should know?
Yes, alcohol and drugs are not permitted onboard, and the tour isn’t suitable for wheelchair users.

To sum it up, this private sailing trip from Heraklion to Dia delivers a blend of scenic beauty, active water fun, and personalized service. It’s a perfect choice for those wanting to escape Crete’s busy tourist spots and enjoy a tranquil day on the sea, with the stunning landscape and sunset views creating memories to cherish. Whether you’re celebrating a special occasion or simply craving some peace amid nature, this tour hits all the right notes.