Kassandra: West Sithonia Coves and Islets Sailboat Tour – An Honest Look

Imagine gliding across the crystal-clear waters of the Aegean, surrounded by lush green islands and secret coves—sounds idyllic, right? That’s essentially what this sailboat tour in Halkidiki offers, and from the many reviews we’ve seen, it seems to be a delightful way to spend a few hours exploring this beautiful part of Greece. Whether you’re a seasoned sailor or just someone looking to escape the crowds for a bit, this experience has some real charm.
What we particularly love about this tour is its small group size and personalized vibe. It makes for a more relaxed day and the chance to ask questions or just enjoy the scenery without feeling lost in a crowd. Plus, the stunning views and marine life encounters have caught the eye of many past travelers. That said, it’s not perfect—sailing can become a little monotonous if you’re not a huge fan of being on the water, and the itinerary might shift depending on the weather or group preference. Still, if you’re after a leisurely day on the sea, this could be a good pick.
This tour generally suits those who want a relaxed, scenic experience with plenty of swimming and snorkeling. It’s also a nice option for travelers who enjoy small-group adventures and don’t mind limited onboard amenities—food and drinks aren’t included, so bring your own snacks and beverages. If you prioritize a more structured or guided experience, you might look elsewhere, but if you’re after authentic, laid-back sailing, this fits the bill.
You can check availability for your dates here:Key Points

- Small group size allows for a more intimate experience and personalized service.
- Multiple stops give plenty of opportunities to swim, snorkel, and explore.
- The focus on marine life and scenic views makes for memorable photo moments.
- You need to bring your own snacks, drinks, and towels—the tour doesn’t include food.
- Weather and group preferences can influence the itinerary, making each trip a bit unique.
- The boat is well-equipped, with essentials like a toilet, fully-equipped kitchen, and safety gear.
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What to Expect from This Sailing Adventure

If you’re picturing yourself sailing through turquoise waters, stopping at secluded coves, and enjoying some downtime with a good view, this tour will likely meet your expectations. Over approximately five hours, your experience is largely shaped by the weather, but generally, you can count on multiple swimming stops, scenic sailing, and some time to relax on deck.
The first stop is Kelyfos, or “Helonas,” which is a highlight for many. This rocky island teems with aquatic life, and the clear waters offer a great chance for snorkeling. As one review notes, “We loved how private they felt and how crazy clear the water is.” It’s a spot that makes you feel like you’ve discovered a secret corner of Greece—quiet, beautiful, and surprisingly wild.
Next, the tour heads south toward Kamenos, a beach renowned for its stunning scenery—green trees reaching all the way to the water and a peaceful atmosphere. Whether you decide to swim or snorkel here, you’ll appreciate the chance to cool off and see marine life up close. The crew often prepares sandwiches onboard, so you can enjoy some light snacks while soaking in the views.
If there’s time, the last stops are usually Gerochristos Island and Diaporti Beach, but these depend heavily on weather conditions and how everyone is feeling. Our experience is that the skippers are flexible, and their main goal is your safety and enjoyment.
Throughout the trip, you’re encouraged to bring your own snacks and beverages—the boat has a refrigerator and eco-friendly plates and glasses—but there’s no onboard restaurant or bar. This setup keeps the experience simple and relaxed, focusing more on the scenery and swimming than dining.
The crew, while not guides in the traditional sense, are friendly and knowledgeable. They’re happy to answer questions about the area or landmarks, and their discreet approach during swimming stops helps create a sense of freedom and privacy.
The Itinerary in Detail

The tour begins at a pick-up point that varies depending on your booked option, and it’s a good idea to arrive about 15 minutes early. Once onboard, you’ll set sail across Toroneos Kolpos, enjoying scenic views and some sailing time. This initial stretch is a chance for a safety briefing and getting comfortable before the first stop.
Your first major destination is Kelyfos (“Helonas”). Here, you’ll have plenty of time to snorkel and observe marine life, thanks to the clear waters and rocky seabed. Past guests mention how fascinating the underwater scenery is—some say it feels like swimming among a living aquarium.
Next, the boat heads to Kamenos Beach, one of the most scenic spots in Halkidiki. You can swim, relax on the soft sand, or simply enjoy the lush greenery surrounding the cove. Many reviews emphasize how peaceful and exclusive these locations feel—perfect for unwinding.
If weather permits, the last stops include Gerochristos Island and Diaporti Beach, with the itinerary flexible based on conditions and group appetite for adventure. These areas are often described as stunning, with calm waters and natural beauty.
Throughout the day, you’ll be given the chance to stand-up paddleboard (SUP), adding a bit of activity for those who want it. The boat’s equipment is included, and past visitors note that SUP offering adds a fun dimension to the trip.
The Experience on the Water

Many travelers describe the sailing itself as relaxing and scenic. The crew is attentive without being overbearing, often disappearing during swimming stops to give passengers privacy—a detail appreciated by those who want to feel free to explore without a bunch of guides hovering.
The boat itself is equipped with modern amenities like a toilet, hot water, and a fully-equipped kitchen. There’s a small cabin for storage or rest, which is handy if you want to change clothes or take a quick break out of the sun.
From reviews, we gather that the marine life focus is a major plus—snorkelers love the chance to see what’s beneath the surface, and the calm waters make for accessible swimming even for less experienced swimmers. The crew’s knowledge about the area helps enhance the experience, with many guests appreciating the tips and insights offered during the trip.
More Great Tours NearbyPricing and What You’re Paying For

While the tour cost doesn’t include food and drinks, the value comes from the quality of the boat, the stops, and the personalized atmosphere. Past guests seem to agree that at a reasonable price point, they’re getting a memorable day that’s well worth it. The small-group setup—with a capacity of just up to 8 or 9 people—ensures that your experience feels exclusive rather than crowded.
The tour includes marina fees, fuel, and local taxes, so there are no hidden costs. You’ll want to budget for your own snacks, beverages, and perhaps a towel, but everything else is covered.
Drawn to sailing? We've examined these other wind-powered adventures in Halkidiki
- 3 hours Neos Marmaras: Day or Sunset Sailing Tour Coves & Islands
- 3-Hour Private Sunset Sailing Experience in Halkidiki
- Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters
- Sithonia: Catamaran Day Cruise Explore Hidden Gems!
- Kassandra: Golden Hour Sailing – Private Sunset Cruise
- Sunset Sailing Cruise Halkidiki (3 hours)
Who Is This Tour Best Suited For?

If you’re someone who enjoys relaxed sailing, beautiful scenery, and the chance to snorkel in clear waters, this could be a great fit. It’s perfect if you’re traveling with a small group of friends or a partner who appreciates intimate, scenic days on the water.
However, keep in mind that the tour isn’t geared for those with mobility issues or limited swimming ability—although flotation assistance is available, you might want to be comfortable in the water. Also, those looking for a guided, all-in-one package with meals and entertainment might find this a bit too simple.
Travelers seeking a peaceful, scenic experience with genuine marine encounters will likely find this tour offers good value, especially with the small group size and flexible itinerary.
Final Thoughts

This West Sithonia Coves and Islets Sailboat Tour offers a genuine taste of Halkidiki’s natural beauty from a relaxed, intimate perspective. The chance to visit secluded coves, snorkel among marine life, and simply enjoy sailing on clear waters makes it a compelling choice for travelers craving a laid-back day at sea.
The small group setting and knowledgeable crew ensure a more personal experience, and the flexibility to adapt the itinerary based on weather or group preferences adds to its appeal. While it doesn’t include food or drinks onboard, bringing your own snacks and beverages allows you to customize the day and keep things eco-friendly.
All in all, if you’re after a peaceful, scenic adventure that balances sailing, swimming, and socializing in a stunning setting, this tour is worth considering. It’s especially well-suited for those who value small groups and personalized service, and who don’t mind a bit of unpredictability with the itinerary.
Kassandra: West Sithonia Coves and Islets Sailboat Tour
“A highly recommended experience! Super friendly crew, great views, very personalized service. Unbeatable for the price. We would gladly do it again…”
FAQs About the Kassandra West Sithonia Coves and Islets Sailboat Tour

What is included in the tour?
The tour covers the sailing boat experience, marina fees, fuel, the skipper, drinking water, coffee or tea, and use of snorkeling equipment and SUP (stand-up paddleboard). All local taxes and VAT are also included.
What should I bring?
Bring your passport or ID, sunglasses, a hat, swimwear, a towel, snacks, and sunscreen. Since food and drinks are not provided, pack enough for your day on the water.
Is food or drinks available onboard?
No, the tour does not sell food or drinks, so it’s best to bring your own. There is a refrigerator on the boat for storing perishables.
What is the duration of the trip?
It lasts approximately 5 hours, with various stops for swimming and sightseeing. Check the availability for specific starting times.
Can I join if I don’t swim well?
Yes, but flotation assistance equipment is recommended for those who are less confident in the water. Lifejackets are available for emergency use.
Are there any age restrictions?
The tour isn’t specifically recommended for people with limited mobility or recent surgeries, but children who can swim and are comfortable in the water generally enjoy it. No specific age limit is mentioned.
Is transportation to the departure point included?
Transfer to the embarkation point is not included unless you’ve purchased a ticket that includes it. Sometimes, pickup from your hotel can be arranged as an option.
What happens if the weather turns bad?
The itinerary may change due to weather conditions, and the crew will prioritize safety. They might skip certain stops or reschedule if needed.
This sailing tour seems to strike a good balance between adventure and relaxation, making it a solid choice for anyone wanting to see Halkidiki from a different perspective—on the water, with plenty of swim and snorkel time, and a small, friendly crew guiding the way.
You can check availability for your dates here:More Boat Tours & Cruises in Halkidiki
- 5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing
- Sunset Sailing Cruise Halkidiki (3 hours)
- Kassandra: Golden Hour Sailing – Private Sunset Cruise
- Chalkidiki: Blue Lagoon & Ammouliani Island Cruise & Lunch
- Mount Athos Sightseeing Luxury Cruise with Glassbottom
- Back to the ’80s Disco Cruise Ammouliani Round Tour
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- 5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing
- Sunset Sailing Cruise Halkidiki (3 hours)
- Kassandra: Golden Hour Sailing – Private Sunset Cruise
- Chalkidiki: Blue Lagoon & Ammouliani Island Cruise & Lunch
- Mount Athos Sightseeing Luxury Cruise with Glassbottom
- Back to the ’80s Disco Cruise Ammouliani Round Tour
More Halkidiki experiences we've covered
- 5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing
- Sunset Sailing Cruise Halkidiki (3 hours)
- Kassandra: Golden Hour Sailing – Private Sunset Cruise
- Chalkidiki: Blue Lagoon & Ammouliani Island Cruise & Lunch
- Mount Athos Sightseeing Luxury Cruise with Glassbottom
- Back to the ’80s Disco Cruise Ammouliani Round Tour
- Halkidiki Blue Lagoon Cruise On A Pirate Boat From Thessaloniki
- Sithonia: Catamaran Day Cruise Explore Hidden Gems!
- Olive oil tasting with seminar in Metagitsi – Halkidiki
- Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters
- 3-Hour Private Sunset Sailing Experience in Halkidiki
- Jet Ski Ride in Halkidiki


