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

Discover Halkidiki’s stunning coves and islets on a small-group sailing tour with snorkeling, swimming, and scenic views—perfect for relaxed, authentic ocean adventures.
Imagine gliding over shimmering waters, discovering secluded beaches and hidden islets, all aboard a comfortable sailing yacht with a friendly crew. That’s what the Kassandra: West Sithonia Coves and Islets Sailboat Tour promises — a five-hour escape into Greece’s beautiful Halkidiki coastline. Whether you’re a sun-seeker, an adventure lover, or just in need of a relaxed day on the water, this tour offers a well-balanced mix of scenic sailing, swimming, and exploring.
What we love about this experience is how it combines small-group intimacy with the freedom to customize your day—thanks to a flexible itinerary and a knowledgeable crew. Plus, the chance to snorkel among marine life at spots like Kelyfos Island really elevates the trip from a simple boat ride to a memorable adventure. On the flip side, some travelers might find the sailing a bit repetitive after a while, especially if the waves pick up. This tour suits those craving authentic, scenic moments away from crowded beaches—ideal for couples, small groups, or families seeking a laid-back day on the Aegean.


This tour is designed for travelers who want a taste of Halkidiki’s untouched beauty without the hustle of crowded beaches or large tour groups. The five-hour duration offers enough time to explore multiple spots, enjoy swimming and snorkeling, and relax in the sun—making it excellent value whether you’re a solo traveler, couple, or small group.
Sailing fans have several other Halkidiki options to choose from
Depending on which option you choose, the meeting point may vary. Often, the tour provider offers hotel pickup in the surrounding areas, which is a real bonus if you’re staying inland or want to skip the hassle of finding a meeting spot. Otherwise, travelers should arrive about 15 minutes early at the designated meeting point to ensure a smooth departure. Keep in mind, the transfer isn’t automatically included unless specified, but it can often be arranged.
Kelyfos Island, also called “Helonas,” kicks off the tour. This rocky islet is famous for its underwater cascades and marine life, making it a favorite for snorkeling enthusiasts. The crew typically provides snorkel equipment, so you can float among the fish and admire the rocky seabed. One reviewer praised the “incredible” water visibility here and appreciated the crew’s discretion while snorkeling, which gave everyone space to enjoy the environment.
Next, the boat heads south to explore secret coves near Neos Marmaras. These hidden pockets of sand and rock are so private, you might feel like you’ve discovered your own paradise. One guest mentioned how “the beaches feel incredibly secluded,” perfect for unwinding away from crowds. The stop at Kamenos Beach offers a scenic, green backdrop with water so clear you’ll want to take photos from the boat.
If time permits, the group can visit Gerochristos Island and Diaporti Beach, adding variety to the itinerary. The crew remains flexible, and weather or group preferences often lead to slight changes—highlighting how this isn’t a rigid tour but a tailored experience.
Throughout the trip, you’ll enjoy plenty of swimming and snorkeling, with the crew on hand to ensure safety and answer questions about the marine environment. They are discreet when it’s time to swim, giving everyone space to relax or explore. The boat is well-equipped, featuring a toilet, hot water, a kitchenette, and safety gear—making the journey comfortable and secure.
Snacks and drinks are not sold onboard, but the provider supplies water, coffee, and tea. Travelers are encouraged to bring their own sandwiches, fruits, or beverages in reusable containers, aligning with eco-friendly practices. The use of shared plates and glasses helps reduce plastic waste, which many guests appreciated.
The highlight, of course, is the sailing itself. Cruising across the turquoise waters of the Aegean, you’ll enjoy panoramic views of the coastline, rocky islets, and lush greenery. Some guests mentioned that sailing might feel repetitive after a while, especially if the waves pick up, but the scenery and marine life sightings often make up for it.
More ways to experience Halkidiki from the water include these boat tours
Rated at an impressive 4.5/5 from 34 reviews, travelers consistently praise the friendly, knowledgeable crew. Many reviewers specifically mention the skipper’s ability to share insights about the area and ensure everyone’s safety—an important aspect when snorkeling or swimming in open water.
The small-group size, capped at 8 or 9 guests, means you won’t be lost in a crowd. Instead, you’ll enjoy a more intimate, personalized experience—something that many guests found refreshing and worth the extra effort to book.
While the tour doesn’t include food or additional drinks, the overall value is high considering what’s included: marina fees, fuel, the skipper, snorkeling gear, SUP, and local taxes. The cost allows you to access pristine spots and enjoy a well-maintained boat without feeling like you’re just buying a generic cruise.
The five-hour duration balances exploration and relaxation, ideal for a day trip. Plus, flexible start times and optional hotel pickup make planning smooth.

This experience suits travelers craving authentic scenery and quiet beaches over bustling tourist spots. It’s perfect for small groups or couples who appreciate personalized service, marine life, and scenic sailing. Active travelers will enjoy snorkeling and swimming, while those who prefer simply relaxing on deck will find plenty of comfortable space.
However, it’s less suited for travelers with mobility issues or limited swimming ability, as some stops involve water activities. Also, those seeking a guided tour with detailed historical insights might find this more of a leisure-focused day rather than an educational experience.

This Kassandra sailboat tour offers a genuine taste of Halkidiki’s natural beauty, with plenty of opportunities to swim, snorkel, and soak up the sun. The small-group setting and knowledgeable crew enhance the experience, making it feel personalized and relaxed. The stops at secret coves and marine-rich islets deliver a perfect blend of adventure and tranquility.
The tour’s flexibility means you can tailor the day to your preferences, whether that’s a quiet swim, exploring marine life, or simply enjoying the scenic cruise. While the weather can influence the itinerary, the crew’s discretion and local knowledge tend to keep things enjoyable and safe.
For travelers looking to escape the crowds and discover Halkidiki’s hidden gems from the water, this tour delivers good value, authentic experiences, and memorable views.

What’s included in the tour?
The tour includes the sailing boat, marina fees, fuel, the skipper, drinking water, coffee or tea, snorkelling equipment, and stand-up paddleboarding.
Are meals provided onboard?
No, food and drinks are not sold onboard. You’re encouraged to bring your own sandwiches, fruits, and beverages in eco-friendly containers.
Can I bring my own snacks or drinks?
Yes, you are welcome to bring your own food and beverages, which can be stored in the boat’s refrigerator.
Is there a minimum or maximum group size?
Yes, the small-group tours accommodate up to 8-9 guests, promoting a more intimate experience.
What should I bring on the trip?
Bring a passport or ID, sunglasses, a hat, swimwear, a towel, sunscreen, and some snacks. Avoid bringing large luggage or bags.
Is transfer to the start point included?
Transfer isn’t automatically included but can be arranged if you purchase a ticket with pickup options.
What if the weather is bad?
The itinerary may change due to weather conditions, and the crew will prioritize safety. You can cancel up to 24 hours in advance for a full refund.
Is this suitable for children?
While the tour is generally family-friendly, it’s not recommended for unaccompanied minors or those unable to swim comfortably.
How long is the trip?
The tour lasts approximately 5 hours, including stops and sailing.
Can I book this tour last-minute?
Availability varies, but booking in advance is recommended to secure your preferred start time and ensure a smooth experience.
In summary, this sailing adventure in Halkidiki offers a splendid blend of scenic cruising, marine exploration, and relaxed swimming—all in an intimate, eco-conscious setting. Whether you’re looking to unwind, explore nature, or enjoy some quality time on the water, this tour provides a genuine taste of Greece’s coastal charm.