All-Inclusive Sailing Cruise-Skiathos & Nearby Islands with Lunch

If you’re dreaming of soaking up the sun, floating in crystal-clear waters, and exploring the scenic islands of the Aegean, this all-inclusive sailing cruise might be on your radar. We haven’t done it ourselves, but based on thorough reviews and available info, it looks like a well-rounded day trip that balances adventure, relaxation, and good food. Whether you’re a seasoned sailor or just looking to unwind on beautiful waters, this experience has some definite highlights—and a few things worth considering.

What really catches our eye are the included meals and drinks, which seem to add real value to the day, and the chance to visit multiple islands and hidden beaches. The flexible route and the moderate group size make it feel personal and relaxed. On the flip side, if you’re not comfortable with a boat trip or are prone to motion sickness, the weather-dependent nature might be a concern. This tour suits those who want a full, laid-back day out on the water, especially if you enjoy good company and flavorful eats.

Key Points

• Beautiful sailing experience with the chance to see Skiathos, Skopelos, and nearby islands.
• All-inclusive meals, snacks, fruits, and drinks make it easy to relax without worrying about extra costs.
• Multiple swim stops with snorkeling and paddleboarding equipment offered—great for water lovers.
• Weather plays a big role, with the route adjusted for wind conditions, but extra swim time and hidden beaches compensate.
• Large but intimate group (max 12 travelers) for a friendly, personal vibe.
• Flexible cancellation policy—free up to 24 hours before the trip.

What You Can Expect from This Sailing Adventure

Imagine setting sail on a boat in the morning, with the Aegean sun warming your skin and the scent of salt in the air. The tour departs from Skiathos Port around 9:00 a.m., giving you plenty of time to settle in before a full day of cruising. The boat, called Nireas, offers a cozy yet spacious setting, perfect for a small group or family—maximum six to twelve travelers. The experience lasts roughly seven hours, wrapping up back at the port around 5 p.m., leaving you with plenty of memories but not a drained day.

The Route and Stops

The itinerary is flexible, based on weather conditions and wind. Typically, the trip includes up to 34 scenic swim stops across Skiathos and Skopelos. You’ll enjoy swimming in secluded coves and snorkeling in clear waters, with equipment provided. If the weather turns windy, the crew might stay closer to Skiathos’ southern coast, which still offers lovely beaches and calm waters. The chance to discover hidden beaches is a real highlight, especially for those who love finding quiet spots away from crowds.

The Water Activities

Snorkeling and paddleboarding are onboard options, and reviews suggest these are real perks. Paddleboarding was specifically highlighted as a bonus, and snorkeling in different spots allows you to explore underwater life. The water clarity and variety of spots make this part of the trip worthwhile, especially in such a scenic setting. The crew is helpful, making sure everyone feels comfortable trying out the equipment.

The Food and Drinks

One of the best parts of this cruise is the all-inclusive meal service. Participants rave about the delicious lunch and snacks, which are served onboard. The menu is versatile enough to cater to dietary needs—vegetarian and gluten-free options can be arranged if you notify in advance. Expect fresh fruits, a main meal, snacks, and unlimited drinks including water and non-alcoholic beverages. Alcohol is also available in moderation—about 3-4 drinks per guest—to keep the mood lively but safe.

The Atmosphere

With a maximum of 12 travelers, the vibe is relaxed and friendly. Staff members like Maria and Giorgio receive praise for their warmth, helpfulness, and professionalism. The reviews paint a picture of a crew that genuinely cares about guest comfort and enjoyment, creating a welcoming environment that feels more like a day with friends than a formal tour.

Who Would This Tour Suit Best?

This experience is ideal for travelers seeking a leisurely day on the water with plenty of opportunities for swimming, snorkeling, and relaxing. If you love fresh seafood and flavorful snacks, you’ll appreciate the onboard meals. It’s suitable for most travelers, with most participants being able to join, and the small group setting adds a personal touch. Families with older children or those traveling with friends looking for a social yet laid-back trip will find this a good fit.

However, if you’re sensitive to sea conditions or prefer a more structured, less weather-dependent itinerary, you might want to consider the flexible nature of this cruise. Also, if you’re after a more active or adventurous experience without the focus on food and rest, other options might suit better.

In-Depth Look at the Day

Morning: Departure and Setting Sail

Getting to the meeting point at Skiathos Port, just a short walk from most accommodations, is straightforward since it’s near public transportation. The check-in process is simple, and you’ll be onboard the Nireas promptly around 9:00 a.m., ready for a day of fun. The crew’s friendly communication beforehand is a plus—they confirm dietary needs and the plan for the day.

Mid-Morning to Early Afternoon: Island Hopping and Swim Stops

Once on the water, the trip begins with a gentle sail, enjoying views of the islands and the sea. The first few stops are usually in beautiful, secluded bays where you can jump in immediately for swimming and snorkeling. The availability of paddleboarding offers a chance to work on your balance while exploring the coastline.

The reviews mention plenty of food and drinks, so you’re never left feeling hungry or thirsty. The crew keeps the atmosphere relaxed, playing music and encouraging everyone to enjoy the surroundings at their own pace. Dolphins are sometimes spotted, adding a bit of magic to the trip, and the crew’s knowledge about the local waters enhances the experience.

Afternoon: Hidden Beaches and More Water Fun

As the day progresses, the route might shift if weather conditions warrant. This flexibility means extra time at certain swim spots and the chance to discover less crowded beaches, which is a huge plus. The emphasis is on discovery and leisure, not rushing through sights.

The lunch is generally served around midday, with a main dish and fresh fruits—reviewers describe it as “very relaxing” and “delicious.” The crew’s helpfulness and friendly attitude create a warm atmosphere that makes the meal feel like a shared picnic with friends.

Late Afternoon: Return and Reflection

By 5 p.m., the boat heads back to Skiathos Port. Most travelers feel satisfied, relaxed, and enriched by the experience. The reviews highlight that the crew’s kindness and informative approach made the day even more special.

The Value of the Experience

For $144.56 per person, you’re getting a full day of sailing, multiple swim stops, snorkeling, paddleboarding, and an all-inclusive meal with drinks. Considering the cost of private boat rentals or organized island excursions, this seems like good value—especially with the food and drink included. The small group size and personalized service add to the sense of intimacy and comfort.

The reviews reinforce this value, with guests praising the delicious food, the friendly, professional crew, and the stunning scenery. One reviewer called it “a fantastic day,” emphasizing the friendly communication and memorable moments.

Practical Tips

• Arrive early, around 9:30 a.m., to get settled and confirm any dietary needs.
• Wear sunscreen, hats, and sunglasses—you’ll be out on deck most of the day.
• Bring your own towels and waterproof camera or phone.
• If you’re prone to sea sickness, consider taking precautions, as the weather can impact the route.
• Notify the crew of dietary restrictions beforehand to ensure your meal meets your needs.
• The trip is suitable for most travelers, but check if you’re comfortable with boat outings and water activities.

The Sum Up

This sailing cruise around Skiathos offers a balanced mix of scenic beauty, water-based fun, and delicious food, all in a relaxed setting. The knowledgeable crew and flexible route make it a reliable choice whether you want to explore hidden beaches or simply soak up the sun. Perfect for travelers who value comfort, good company, and a taste of local flavors, this experience delivers on both relaxation and adventure.

If you’re after a memorable day with a friendly atmosphere and stunning views, this cruise is a solid option. It’s especially suitable if you’re traveling in good weather and enjoy water activities. Just keep in mind that weather conditions can influence the route, but the crew’s flexibility means you’ll still have a rewarding experience.

Frequently Asked Questions

How long is the cruise?
The trip lasts approximately seven hours, starting around 9:00 a.m. and returning by 5:00 p.m.

Where does the tour depart from?
It departs from the New Port of Skiathos, specifically from the PlainSailing.com yacht at Skiathos Port.

What’s included in the price?
You get the sailing experience, snacks, a main meal, fruits, drinks, snorkeling and paddleboarding equipment, and the scenic stops.

Are drinks included?
Yes, unlimited water and non-alcoholic beverages are always available, and alcohol is served in moderation—about 3-4 drinks per guest.

Can dietary needs be accommodated?
Absolutely. Vegetarian, gluten-free, or other dietary requirements can be arranged if you inform the crew in advance.

Is there a minimum or maximum group size?
Yes, the tour is limited to a maximum of 12 travelers, which fosters a friendly, intimate atmosphere.

What happens if the weather is bad?
The tour relies on good weather. If canceled due to poor conditions, you’re offered a different date or a full refund.

Can I cancel the tour?
Yes, you can cancel free of charge up to 24 hours before the trip.

Is this suitable for children?
While not specifically marketed as a family tour, most travelers find it appropriate for older children comfortable with boat outings.

How physical is the experience?
It involves swimming and paddleboarding, so a basic level of comfort with water activities is recommended, but no strenuous effort is required.

All in all, this sailing cruise offers a wonderful way to enjoy the natural beauty of Skiathos and nearby islands. It’s a thoughtfully curated experience that combines scenic sailing, water fun, and great food—perfect for those looking to unwind and explore in style.