Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

If you’re visiting Crete and craving a break from busy sightseeing, a day trip to Dia Island via sailing might be just what you need. While I haven’t personally been on this exact tour, I’ve looked into what makes it appealing—and the honest truth is, it seems like a lovely, laid-back way to enjoy some of the best parts of the Aegean. This tour offers a mix of crystal-clear waters, good food, and peaceful scenery, wrapped up in a boat trip that lasts around four and a half hours.

What I really like is that it’s described as a boutique yacht experience, which hints at a more intimate, relaxed vibe—far from large, crowded tours. Plus, reviewers seem genuinely happy, with a perfect rating of 5.0/5 from over 115 reviews, and an impressive 100% recommendation rate. That kind of feedback suggests it’s worth considering if you’re after quality, comfort, and some classic Greek scenery.

One thing to keep in mind: it’s a short trip, so if you’re after a full-day adventure or want to explore Dia more extensively, this might feel a bit limited. Also, it’s designed for small groups—max 10 travelers—so it’s not a big party scene but rather a cozy, friendly outing. It’s probably best suited for those who enjoy sailing, relaxing on the water, and savoring good food in a stunning setting.

If that sounds like your kind of trip, read on—I’ll break down what you can expect and whether it’s the right choice for your Crete getaway.

Key Points

• Intimate and relaxed atmosphere, perfect for those who prefer smaller groups
• Includes snorkeling gear and activities like swimming and fishing, good for water lovers
• Fresh, homemade-style lunch with local drinks and unlimited refreshments
• Beautiful scenery at Dia Island, protected bays, and opportunities for stunning photos
• Optional sunset cruise enhances the experience, ideal for romantic evenings or quiet reflection
• Good value for the price around $100 per person, considering the included activities and amenities

What to Expect From the Sailing Trip to Dia

Starting Point and Journey

The tour kicks off from Cretan Activities Cruise in Iraklio, with convenient pickup options and a mobile ticket. From there, you’ll board a luxurious sailing yacht, which sets the tone for a comfortable and classy experience. The group size is capped at 10, meaning you’re less likely to be herded around and more likely to enjoy a personalized vibe. The sail itself takes about an hour, giving you a chance to feel the breeze, hear the water slap against the hull, and settle into a holiday mood.

Arriving at Dia Island: Serenity and Activities

Once you arrive at St. George’s Bay, the atmosphere shifts to pure relaxation. Dia is an uninhabited islet, known for its crystal-clear waters and rugged landscapes. The bay is calm and protected, making it perfect for swimming and snorkeling. You’ll love the snorkeling gear provided, which allows you to explore the seabed and see marine life beneath the surface—something that’s frequently highlighted in reviews with comments like “swimming and snorkelling was a highlight.”

For those who enjoy fishing, gear is provided, and you can try your luck at catching some fish—something not all tours offer but clearly appreciated by some guests. If you prefer just relaxing, you can lounge on the deck, soak up the sun, and sip local drinks or Cretan wine, which are unlimited during the trip.

The Food: Simple Yet Satisfying

The meal served on board is a home-cooked style lunch—a generous spread of roasted chicken fillets, rice with vegetables, Greek salad, bread, and fresh fruits. Vegetarian and vegan options are available on request, which is a considerate touch. Based on reviews, the food is generally called “terrific,” and the crew takes care to make sure everyone has enough to eat and drink. While the review mentions the lunch was “average,” others rave about the quality, so it seems consistent in offering a hearty, satisfying meal that complements the relaxing vibe.

The Return Journey and Sunset Option

After an hour and a half or so at Dia, the boat prepares to head back. The return trip includes a sunset cruise option—a feature that many travelers mention as “amazing,” especially if you can catch the sun dipping over the water. It’s a lovely way to end the day, with soft lighting, good drinks, and peaceful views—perfect for couples or anyone wanting a quieter, romantic finish to their trip.

Review Insights and Authentic Voices

One guest, Robert, noted the “very relaxing day,” and appreciated that the crew was “truly great to deal with,” especially emphasizing the importance of punctuality—critical if you’re on a cruise or have tight schedules. Another guest, Nicole, highlighted that the “sunset cruise on the way back was amazing,” and while she found the food “average,” she still enjoyed the overall trip.

A different review from Luc praised the “outstanding” sailboat and staff, and said they “exceeded all expectations,” expressing regret only that they didn’t have time for the sunset sail—so if you love the idea of a sunset view, I’d recommend booking that in advance.

The Practical Details

Duration and Group Size

The trip runs for roughly 4 hours 30 minutes, which is quite manageable if you’re on a tight schedule or want a shorter escape. The small group size (up to 10 travelers) means fewer crowds and more personalized attention, especially from the skipper and crew.

Pricing and Value

At around $100.72 per person, it’s a pretty fair price considering everything included: snorkeling gear, lunch, drinks, and fishing equipment. Compared to larger tours that might charge more for fewer amenities, this feels like decent value—especially when you’re getting a chance to relax, snorkel, and enjoy authentic Greek food and wine.

What’s Not Included

You’ll need to bring your own towels—something to keep in mind if you want to dry off after swimming or snorkeling. The tour ends back at the starting point, so transportation arrangements should be planned accordingly.

Weather Considerations

Since the trip is weather-dependent, a poor forecast might lead to cancellation or rescheduling. The company’s policy is flexible, offering full refunds if canceled due to weather, or different dates if needed.

Who Is This Tour Best For?

This sailing trip is ideal for travelers looking for a laid-back, intimate experience rather than high-energy activities. Water lovers, couples, or small groups seeking a peaceful escape will find plenty to enjoy. It’s also well-suited for those who appreciate good food, local wines, and stunning views, without the crowds or fuss of larger tours.

If you’re after an adventure packed with activities or a full-day experience, this might feel a little too relaxed or brief. But for anyone wanting to unwind, take in the scenery, and enjoy some quality time on the water, it hits the right notes.

The Sum Up

This Sailing Trip to Dia offers a relaxing and picturesque way to experience the Greek waters and scenery. The small-group setup, combined with the friendly crew, delicious food, and options like snorkeling and sunset viewing, makes it a standout choice for those who want a taste of Mediterranean tranquility.

While it’s not a packed adventure filled with nonstop activities, that’s part of its charm—it’s about unwinding and soaking in the natural beauty. The fact that travelers consistently give it high praise suggests it’s a reliable, well-organized experience.

Overall, if you’re after a peaceful day on the water, good local food, and some snorkeling in a protected bay, this tour is likely to meet your expectations. It’s especially perfect for couples, small groups, or anyone wanting to enjoy Crete’s waters without rushing through a busy schedule.

FAQs

Is transportation included with this tour?
Pickup is offered, and the meeting point is at Cretan Activities Cruise in Iraklio. You should check your booking details, but the tour does provide a designated meeting spot.

How long does the trip last?
The total duration is about 4 hours 30 minutes, including sailing, swimming, and the meal.

What activities are included?
Snorkeling with provided gear, swimming, fishing, and relaxing onboard. You can also enjoy unlimited refreshments, including soft drinks and wine.

Is the food vegetarian or vegan?
Yes, vegetarian and vegan options are available upon request, ensuring dietary preferences are accommodated.

Can children join this tour?
Most travelers can participate, and it’s suitable for those comfortable on small boats and in the water. No specific mention of children, but given the activities, it’s probably suited for families with older children who enjoy water activities.

What if the weather is bad?
The tour is weather-dependent. If canceled due to poor weather, you’ll be offered a different date or a full refund. Refunds are available if you cancel at least 24 hours in advance.

If you’re looking for a tranquil, scenic day on the water with a dash of good food and stunning views, this sailing trip to Dia could be just the ticket. It’ll let you unwind, explore, and enjoy Crete from a different angle—without the fuss, just pure relaxation.