Halkidiki is a sailor’s paradise, with its crystal-clear waters, varied coastlines, and countless secluded coves. Unlike many Greek destinations, Halkidiki offers a chance to escape the crowds and explore underwater caves, hidden beaches, and quiet islands that are only accessible by boat. One of our favorite options is the Day Sailing Trip in Halkidiki (), which combines luxury and adventure with the chance to snorkel, relax, and enjoy Greek mezze aboard a yacht. Whether you want a half-day escape or a full-day adventure, Halkidiki’s sailing tours promise a memorable experience away from the tourist hotspots.
This list covers a broad spectrum of sailing experiences in Halkidiki, from intimate private charters and small-group day trips to grand sunset cruises and even a luxurious catamaran excursion. You’ll find options suited for budget travelers, couples celebrating, families with children, or anyone craving a personalized, high-end cruise. Now, let’s explore each of these fantastic options in detail.
1. Day Sailing Trip in Halkidiki (7 hours)
This popular 7-hour yacht trip offers a perfect blend of adventure, relaxation, and authentic Greek scenery. You’ll escape the crowds and explore the isolated coves and hidden beaches of Halkidiki. Your professional skipper will take you to spots like Toroneos Gulf and Porto Carras secrete bays, places you won’t find in any guidebook. The tour includes snorkeling gear to explore underwater caves, and all the drinks, snacks, and Greek mezze are included for a true taste of the Mediterranean lifestyle.
What makes this trip stand out is its versatility: you can choose a half-day, full-day, or even a night party excursion. It’s perfect for celebrating a special event or just enjoying a day at sea with friends or loved ones. Reviewers love the friendly crew and the chance to swim in turquoise waters without fighting crowds—an authentic, laid-back experience that’s highly rated at 5.0/5.
Bottom Line: If you want a comprehensive day out with snorkeling, good food, and a chance to explore Halkidiki’s best-kept secret spots, this trip offers excellent value for its $398.97 price tag.
2. 5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing
For a shorter but equally immersive experience, this 5-hour trip from Kassandra takes you sailing around the West Sithonia Islands. Small-group size ensures personalized attention, and Yiorgos, the host, gets rave reviews for his friendly, accommodating style. The tour covers secluded coves and secret caves of Porto Carras, perfect for swimming, snorkeling, and relaxing on deck.
Travelers highlight the opportunity to learn about local history and culture during the trip, along with the thrill of discovering unspoiled beaches. The water is described as “spectacular,” and many mention how the small group allows for a more intimate and relaxed experience. At just $69.96 per person, it’s an affordable way to see some of the West Sithonia coastline.
Bottom Line: Ideal for those short on time but craving a personal touch and access to Halkidiki’s pristine waters, this tour at $69.96 offers high-quality snorkeling and sightseeing.
3. Private Sailing Cruise in Halkidiki, Greece
This 7-hour private cruise is the ultimate way to experience Halkidiki—think of it as sailing with a Greek friend but with all the comforts of a professional operator. The 40-foot sailboat departs from Ormos Pana, taking you to Diaporos Island’s beaches and Vourvourou Bay, where you can swim, snorkel, or simply lounge on deck. The curated snack platters and plush loungers make this trip feel indulgent without sacrificing authenticity.
It’s clear why this is considered the best tour in the area: guests describe it as a high-standard, personalized experience. The crew is attentive, and the boat is spotless. The highlight is feeling like you’re relaxing on a friend’s boat—except you’re paying for it! The cost is $460.96 for up to 8 people, making it a perfect option for small groups or families.
Bottom Line: If exclusivity and personalized service are your priorities, this private cruise provides a luxurious yet relaxed day on the water.
4. Kassandra: West Sithonia Coves and Islets Sailboat Tour
Offering a 5-hour sailing experience around the islets of Halkidiki, this tour is perfect for those seeking an active day of swimming, snorkeling, and scenic views. It features an up to 9-person small group (semi VIP option available), which means you’ll get plenty of personal attention. The route includes Toroneos Kolpos and Kelyfos Island, where you can snorkel among marine life or relax on the boat.
Reviewers appreciate the “friendly skipper” and the chance to explore the coast away from crowds. The boat offers stand-up paddleboarding and quiet coves, making this a great choice for families or friends wanting to combine relaxation with a little adventure.
Bottom Line: For roughly five hours of exploring Halkidiki’s islands and coves in a small group, this tour is a great combination of fun and value.
5. 3 hours Kassandra Sunset sailing yacht tour
Few experiences compare to sailing into the sunset, and this 3-hour tour from Kassandra does just that. Ideally suited for a romantic evening or a special celebration, it departs from Chrousso Marina, taking you to some of the most beautiful spots around Halkidiki’s coast. As the sun dips, you’ll enjoy drinks, snacks, and the tranquility of the sea. The tour includes snorkeling equipment, so if you’re feeling adventurous, you can take a quick dip.
Priced at just $44.71 per person, it’s one of the most affordable options. Reviewers love the “relaxing” atmosphere and the “stunning sunset views”—a perfect way to end a day in Halkidiki.
Bottom Line: Best suited for couples or small groups looking for a romantic, budget-friendly sunset experience.
6. Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters
This private tour offers a luxurious 7-hour sailing experience on a Bavaria 40 sailboat. You’ll visit secluded beaches, swim in crystal-clear waters, and snorkel in hidden spots inaccessible by land. The itinerary includes stops at Spalathronisia and other calm bays, perfect for relaxing and exploring.
Guests note the high standard of the yacht and the attentive crew, who make the experience feel like sailing with friends. At $94 per person, it’s a good value for a private, tailored experience.
Bottom Line: If privacy and luxury top your list, this private cruise is an elegant way to enjoy Halkidiki’s best waters.
7. 5 hours from Sithonia: Sailing trip secluded coves & Islands
This small group tour sails the West Sithonia area, showcasing secluded coves and islands. The highlight is the chance to swim in crystal lagoons, with stops at quiet beaches away from the crowds. Captain George is praised for his friendliness and devotion to making sure everyone gets a good experience. The trip is just around five hours, making it ideal for travelers with limited time.
Guests emphasize the beautiful scenery and the relaxed atmosphere that makes this a standout trip for those seeking intimacy and quiet beauty. For $68.23, it’s a budget-friendly day for exploring the coast’s secret spots.
Bottom Line: Perfect for those who want a shorter, intimate sailing experience with lots of swimming and snorkeling.
8. Sithonia: Catamaran Day Cruise – Explore Hidden Gems!
For a truly special experience, this luxury private catamaran takes you along Halkidiki’s coast with enough space for up to 12 people. The 7-hour cruise visits Kelifos Island, where you can snorkel or relax on the boat, and stops at private bays with clear waters. Equipment is included, so carrying heavy gear isn’t necessary.
Guests revel in the exclusive atmosphere and the chance to explore Halkidiki’s less accessible shores in style. Though pricier at $980.50 per group, it’s ideal for those wanting a luxury day at sea with family or friends.
Bottom Line: If you’re seeking privacy and premium comfort, this catamaran cruise offers an unforgettable, high-end adventure.
9. Sunset Sailing Cruise Halkidiki (3 hours)
This 3-hour sunset cruise features a romantic sail along Halkidiki’s coast. It includes snorkeling, a bottle of wine, fresh fruit, and relaxing music. The trip departs at twilight, giving you a chance to see the coast in the magic hour, with the sun setting behind the horizon. It’s perfect for celebrating an anniversary or simply enjoying Halkidiki’s peaceful evening ambiance.
Rated 5/5, reviewers love the calm, intimate atmosphere and the stunning sunset views. It’s a private experience, so you’ll have the yacht to yourself, making it ideal for a romantic escape.
Bottom Line: Perfect for couples or small groups wanting a relaxed, scenic, and romantic evening on the water.
10. 3-Hour Private Sunset Sailing Experience in Halkidiki
This private 3-hour sunset cruise offers the chance to enjoy a swim at Kelyfos Island just as the sun begins to dip. You’ll sip wine, listen to music, and soak up the calm of Halkidiki’s coast as night falls. The trip includes a stop at Porto Carras for a quick swim or relax on deck.
Rated at 5/5, travelers describe it as the best sunset sail they’ve experienced, with a skpper who makes the journey special. Costing $418.88 for up to 9 people, it combines intimacy with luxury.
Bottom Line: If you want an exclusive, romantic sunset with a relaxed vibe, this tour is an excellent choice.
11. Kassandra: Golden Hour Sailing – Private Sunset Cruise
Offering a 3-hour private cruise, this tour is designed to capture Halkidiki’s sunset in all its glory. It’s perfect for celebrating special occasions, with music, wine, and fruits onboard. You’ll sail along the coast, stopping for swims and enjoying panoramic views as the sun dips.
Rated 4.7/5, this is a solid choice for travelers seeking exclusivity and romance. The intimate setting allows for a personalized experience, blending natural beauty with luxury.
Bottom Line: Ideal for couples or small groups looking for a private, scenic, and memorable sunset experience.
12. Kassandra: Private Sailing Cruise from Paliouri to Sithonia
This 5-hour private cruise takes you along Halkidiki’s coast from Paliouri to Sithonia, with stops at inaccessible beaches and opportunities to swim and snorkel. The boat departs from Marina Miraggio, and the route is customized to suit your interests.
Guests emphasize the natural beauty and unspoiled beaches you’ll visit, with plenty of swimming and relaxing on deck. Costing $94 per person, it offers a private, tailored experience ideal for those who want freedom and comfort.
Bottom Line: Perfect for travelers wanting a flexible, private day exploring Halkidiki’s best secret spots.
13. 3 hours Neos Marmaras: Day or Sunset Sailing Tour Coves & Islands
This short but sweet tour from Neos Marmaras offers 3 hours of sailing to beautiful Kelifos Island and other scenic spots. Available as a day or sunset trip, it’s a family-friendly option that visits areas inaccessible by land. The reviews highlight the unforgettable moments spent swimming in turquoise waters and the professionalism of the crew.
A budget-friendly choice at $40.72 per person, it’s perfect for those with limited time or wanting a quick taste of Halkidiki’s waters.
Bottom Line: For a short, scenic, and accessible sailing adventure, this tour delivers a lot of value.
How to Choose Your Halkidiki Sailing Experience
When selecting the right sailing tour in Halkidiki, consider your budget, time availability, and what you want from the experience. Want an exclusive private cruise? The Private Sailing Cruise is unbeatable. On a tighter schedule or budget? The 3-hour sunset sail offers a beautiful, affordable way to enjoy Halkidiki in the evening. If you’re looking to explore secluded coves and islands with a small group, the 5-hour trips from Kassandra and Secluded coves & Islands are excellent choices.
Timing also matters. For sunset lovers, the Sunset Cruise or the Private Sunset are ideal. For families or groups seeking adventure, the Day trips or Private cruises offer flexible options.
Final Thoughts
Halkidiki offers a range of sailing experiences that cater to different interests and budgets. Whether you want a luxurious private yacht, an energetic day trip exploring caves, or a relaxing sunset cruise, there’s something for all. The key is to match the tour with your expectations—adventure seekers will love the secluded coves, while couples might prefer a romantic sunset sail.
Book early, especially in high season, to secure your preferred date. With steady winds and clear waters, Halkidiki’s sailing tours promise an authentic, memorable way to experience this beautiful part of Greece.
