Kassandra Peninsula in central Macedonia is a shining jewel of northern Greece, especially for those who love being on the water. Its crystal-clear seas, rocky coves, and beautiful beaches make it a perfect spot for boat tours and cruises. Whether you want to chase the sunset or explore hidden beaches, Kassandra offers options for all kinds of travelers. We especially love the sunset sailing tours for their peaceful vibe and stunning views, and the waterfront cruises for a quicker, more relaxed adventure. Both tours give you a chance to swim, snorkel, and soak up the scenery away from crowded beaches.
In this guide, we’ll walk you through two top-rated boat experiences, comparing what makes each one special. Whether you’re after a longer sunset cruise or a shorter, more flexible sailing trip, these options help you enjoy the best of Halkidiki’s waters.
Overview of the Top Boat Tours & Cruises in Kassandra Peninsula
The list below features two highly-rated boat experiences that stand out for their unique qualities and great reviews. Both tours explore secret coves and beaches, include swimming and snorkeling, and are designed for small groups—perfect for a more intimate experience. You can learn more about each by following the links, and we’ll help you decide which one fits your style and schedule best.
Now, let’s take a closer look at each of these top boat tours in Kassandra.
1. Kassandra: Sunset Sailing Boat Tour of Secluded Coves

At number one on our list, the Kassandra: Sunset Sailing Boat Tour of Secluded Coves stands out for its combination of relaxing sailing and unforgettable sunset views. Priced at around $44.04 per person, this 3-hour cruise is perfect for travelers who want to enjoy Greece’s natural beauty as day turns to night.
This tour departs from central Macedonia and takes you to explore secret coves and beaches of Halkidiki. The highlight is the chance to swim or snorkel among marine life, with the opportunity to spot dolphins on some trips—a real treat for wildlife lovers. The boat features a semi-VIP setup with a small group of up to 11 people, ensuring a quieter, more personal experience. The captain’s expertise shines, with reviews praising their politeness and knowledge.
What makes this tour special is the sunset experience, where you’ll watch the sky turn fiery colors over the water, a moment that lingers in memory. The calm waters and relaxed pace make it ideal for couples or small groups wanting a low-key, scenic evening. Plus, the chance to jump into the water at a beautiful beach enriches the experience.
Bottom Line: If you want a peaceful, intimate sail with spectacular sunset views and chances to swim in quiet coves, this tour offers high value and authentic moments on the water.
2. Kassandra: Waterfront Sailing Boat Tour of Secluded Coves

The Waterfront Sailing Boat Tour of Secluded Coves is a slightly shorter, more flexible option, priced at about $39.52 per person. It also lasts 3 hours and takes you out on the same turquoise waters, with a focus on discovering hidden beaches and coves while enjoying a relaxing sail.
This tour emphasizes exploration and swimming, with a detailed itinerary that includes sightseeing for about an hour, plus an extra hour to swim and snorkel. The tour departs from various locations based on your choice, offering some flexibility to fit your schedule. Like the Sunset Sail, it caters to small groups of up to 11 people, creating an intimate atmosphere.
The highlights include discovering secret spots in Halkidiki and enjoying free time for swimming, making it a good choice for those who want a mix of sightseeing and leisure. The reviews are positive, noting the quiet, semi-VIP vibe, and the ability to relax without feeling rushed.
While it doesn’t specify dolphin sightings or sunset views, the tour’s focus on personalized, scenic cruises makes it appealing for travelers seeking a straightforward yet private experience.
Bottom Line: Perfect for travelers wanting a flexible schedule, the chance to discover multiple coves, and enjoy swimming in the calmer waters of Halkidiki without the focus on sunset views.
How to Choose Your Best Boat Tour in Kassandra
Picking between these two options depends on what kind of experience you’re after. For a spectacular sunset experience with calm waters and a small group, the Sunset Sailing Boat Tour (see more) is ideal. If you prefer a shorter, more adaptable trip with a focus on exploring different coves and swimming, then the Waterfront Sailing Tour (see more) might suit you better.
Consider your budget, timing, and interests—if capturing the sunset is your priority, go for the longer evening cruise. For a daytime adventure with lots of swimming, the shorter tour offers great value. Booking early is recommended, especially in peak summer months, to secure your preferred time and small group experience.
Final Thoughts
Whether you choose the sunset cruise with stunning views or the flexible waterfront sail exploring hidden beaches, both tours provide a memorable way to enjoy Kassandra’s waters. For lovers of peaceful, intimate settings, the Sunset Sailing Boat Tour is hard to beat. If you prefer a quick, flexible trip that still hits all the highlights, the Waterfront Sailing Tour is a solid choice.
To make the most of your trip, consider your timing—early booking helps ensure you get the best seats and schedules. Either way, these tours are a fantastic way to relax, see beautiful scenery, and enjoy some time on the water in Halkidiki.


