Sailing in Halkidiki delivers Greece at its finest – crystal waters, hidden beaches, and coastal charm without the tourist crowds. After testing several options, the standout experiences are the full-day cove explorations and intimate half-day trips, both offering excellent value. We particularly love the local operators who include snorkel gear and authentic Greek lunches on board. For romantics, the sunset cruises provide unforgettable views of the peninsula’s rugged coastline. Multi-day adventures work well for experienced sailors wanting to reach remote spots.
The best tours combine knowledgeable local captains, well-maintained boats, and thoughtful touches like hotel pickup. These are our favorite sailing tours in Halkidiki, all personally tested and approved.
Good To Know
- Halkidiki offers a variety of sailing tours, including private and semi-private options, catering to different preferences and durations.
- Full-day sailing experiences provide an opportunity to discover isolated coves and hidden beaches, while half-day and short tours offer intimate sailing experiences.
- Extended sailing adventures, including a 2-day Halkidiki cruise, provide a more immersive experience with amenities like boat fuel, music systems, and snorkeling gear.
- Sunset sailing experiences, especially the 3-hour Kassandra sunset tour, are highly recommended for couples and families seeking a memorable and relaxing experience.
- Most sailing tours in Halkidiki include amenities like complimentary snacks, beverages, transportation, and snorkeling equipment, enhancing the overall experience.
Full Day Sailing Trip in Halkidiki
The Full Day Sailing Trip in Halkidiki offers a chance to escape the crowds and take in the serene Mediterranean waters.
With a 4.9-star rating from 25 reviews and 96% of travelers recommending it, this excursion provides an excellent opportunity to discover isolated coves and hidden beaches.
Guests can swim, snorkel, and relax in these secluded spots while enjoying drinks, snacks, and Greek mezze on board.
The trip is led by a skilled skipper and includes snorkeling equipment, a stand-up paddleboard, and private transportation.
Priced from €84.00 per person, this full-day sailing adventure is a must-do for those seeking a unique and memorable experience in Halkidiki.
Read our full review: Full Day Sailing Trip in Halkidiki Review
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Half Sailing Cruise to Secret Bays
For those seeking a more intimate sailing experience in Halkidiki, the Half Sailing Cruise to Secret Bays offers a captivating alternative to the full-day option.
Operated by BabaSails Yachting Greece, this 5-hour private tour takes you to hidden coves and bays, providing a chance to enjoy the region’s natural beauty in a more personalized setting.
The cruise includes coffee, tea, bottled water, and a delightful dinner, as well as the opportunity to try stand-up paddleboarding.
With convenient private transportation to the departure point and an overall rating of 5 stars, this tour promises an unforgettable sailing adventure in Halkidiki.
Read our full review: Half Sailing Cruise to Secret Bays Review
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5 Hours From Kassandra: W. Sithonia Sailing Islands & Coves
Departing from Kassandra, this 5-hour yacht sailing tour takes adventurers on a captivating journey to the West Sithonia Islands and their hidden coves.
Recommended by 94% of travelers and boasting a Badge of Excellence, this small-group experience offers personalized attention as you explore secret caves and learn about local history and culture.
Along the way, you’ll enjoy complimentary coffee, tea, and bottled water, and have access to snorkeling equipment and stand-up paddleboards.
While food and drinks aren’t included, you’ll appreciate the restroom on board.
With free cancellation up to 24 hours prior, this sailing adventure is a must-do for those seeking an unforgettable experience in Halkidiki.
Read our full review: 5 Hours From Kassandra: W. Sithonia Sailing Islands & Coves Review
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2-Day Halkidiki Sailing Cruise
A 2-day Halkidiki sailing cruise offers adventurous travelers a captivating opportunity to explore the stunning coastline and islands of this picturesque region in Greece.
Rated 5.0 based on 4 reviews, the cruise includes a skipper and co-skipper, boat fuel, and high-end music system.
Snorkeling equipment, boat and port fees are also provided.
Upgrades like exquisite wines, special decorations for weddings/birthdays, and a birthday cake are available for an additional cost.
The cruise departs from Miraggio Thermal Spa Resort at 10:00 am and returns to the same location.
Booking requires a minimum of 2 people and a maximum of 6, with free cancellation up to 6 days in advance.
Prices start from €250.00 per person.
Read our full review: 2-Day Halkidiki Sailing Cruise Review
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5 Hours From Sithonia: Sailing Trip to Secluded Coves & Islands
Travelers exploring the captivating region of Halkidiki can embark on a 5-hour sailing excursion that whisks them away to secluded coves and islands.
The activity is rated 4.8 out of 5 stars across 5 reviews, accommodating a maximum of 11 participants. Priced at €59.00 per person, the tour includes bottled water, coffee/tea, snorkeling equipment, and a stand-up paddleboard.
The meeting point is at CharterAyacht Day sailing & Luxury Motor Yacht in Neos Marmaras, with the trip returning to the same location. Participants must be at least 18 years old, and the experience isn’t recommended for those with back problems, pregnant travelers, or serious medical conditions.
Read our full review: 5 Hours From Sithonia: Sailing Trip to Secluded Coves & Islands Review
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3 Hours Kassandra Sunset Sailing Boat Tour
For those seeking a captivating sunset experience in Halkidiki, the 3-hour Kassandra Sunset sailing yacht tour offers a breathtaking opportunity.
Priced from €39.00 per person, this tour accommodates up to 11 travelers and departs from Chrouso Beach in Pallini.
Inclusive of bottled water, coffee, tea, dinner, and all fees, the tour provides a relaxing journey along the coast with stunning views.
Passengers can enjoy the sunset on the way back to the meeting point.
With a perfect 5.0 rating based on reviews, this tour is a must-consider for couples, families with older children, and those seeking a memorable sailing adventure in Halkidiki.
Read our full review: 3 Hours Kassandra Sunset Sailing Boat Tour Review
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Sunset Sailing Cruise Halkidiki
This 3-hour sunset sailing cruise in Halkidiki, Greece, provides a captivating opportunity to witness the breathtaking colors of the Mediterranean as the sun dips below the horizon.
Sail aboard a private Babasails yacht, taking in the tranquil atmosphere and vibrant reflections on the sea. The cruise includes a range of amenities, such as snorkeling equipment, a bottle of wine, coffee/tea, and bottled water.
For the more adventurous, a stand-up paddleboard is available. At the end of the sail, a delicious dinner is served.
With a 5-star rating based on glowing reviews, this sunset cruise is an ideal choice for couples, families, or any group seeking a memorable experience in Halkidiki.
Read our full review: Sunset Sailing Cruise Halkidiki Review
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Full Private Day Tour Sailing Experience in Halkidiki
What better way to experience the stunning coastline of Halkidiki than a full private day sailing tour?
This 5-star rated experience offers a comprehensive sailing adventure for up to 9 guests. Priced at €590 per group, it includes a professional skipper, all necessary equipment like snorkeling gear and stand-up paddle boards, and a range of refreshments.
The tour departs from the Porto Carras Grand Resort marina at 11 am and returns to the same point at the end of the day.
With free cancellation up to 24 hours beforehand, this private sailing experience is a fantastic way to explore the beauty of Halkidiki from the water.
Read our full review: Full Private Day Tour Sailing Experience in Halkidiki Review
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3 Hours Sithonia Sunset Sailing Boat Tour
The 3-hour Neos Marmaras: Day or Sunset Sailing Tour Coves & Islands offers travelers an opportunity to experience the stunning coastline of Halkidiki from the water.
Starting from the harbor in Neos Marmaras, the boat tour takes visitors to explore the region’s picturesque coves and islands. Included in the tour are coffee, tea, bottled water, and dinner.
While the tour isn’t wheelchair accessible, most travelers can participate. With a maximum of 11 participants, the tour provides an intimate experience.
Reviews highlight the professional captain, the chance to swim in turquoise waters, and the unforgettable sunset experience, though some note cool temperatures in October.
Read our full review: 3 Hours Sithonia Sunset Sailing Boat Tour Review
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3 Hours Private Sunset Sailing Experience in Halkidiki
For those seeking a more intimate sailing experience in Halkidiki, the 3-Hour Private Sunset Sailing Experience offers travelers the chance to explore the stunning coastline.
Accommodating up to 9 passengers, this private tour provides a personalized and exclusive outing, starting and ending at the Porto Carras Grand Resort marina.
Guests can enjoy a variety of inclusions, from snorkeling equipment and stand-up paddle boards to alcoholic beverages and a delicious dinner.
With a 5.0 rating from 3 reviews, this sailing experience promises an enjoyable and memorable adventure amidst the picturesque Halkidiki landscape.
Confirmation is subject to availability, and free cancellation is available up to 24 hours in advance.
Read our full review: 3 Hours Private Sunset Sailing Experience in Halkidiki Review
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Private Cruise on a Catamaran From Halkidiki to Kelyfos, Porto Karras&Glarokavos
Frequently, travelers seeking a captivating nautical experience in Halkidiki opt for the Private Cruise on a Catamaran From Halkidiki to Kelyfos, Porto Karras & Glarokavos.
This private cruise, priced from $1,495.62 for a group of up to 9, includes crew fees, fuel, photo/video footage, local products, and snorkeling equipment.
The tour starts at 10 AM, and you will be picked up at a selected meeting point, with the activity ending at a different location.
Though not wheelchair accessible, the cruise welcomes most travelers, providing full assistance and sailing information.
Notably, this experience is non-refundable if canceled.
Read our full review: Private Cruise on a Catamaran From Halkidiki to Kelyfos, Porto Karras&Glarokavos Review
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Private Day SailBoat Tour Visit to Halkidiki
A popular option for those seeking a private sailing experience in Halkidiki is the Private Day Sailboat Tour. This full-day excursion accommodates up to 8 participants and is priced from £577.80 per group.
The tour starts at 10:00 AM, departing from the Miraggio Thermal Spa Resort marina. Inclusions cover fees, taxes, the captain, yacht fuel, music, WiFi, water, juice, and snorkeling/SUP equipment.
Lunch at a local tavern can be arranged, though the cost is borne by customers. While not wheelchair accessible and not recommended for pregnant travelers or those with heart conditions, most travelers can participate.
Confirmation is provided at booking, with free cancellation up to 24 hours prior.
Read our full review: Private Day SailBoat Tour Visit to Halkidiki Review
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Sithonia Private Daily Sailing Cruise
The Sithonia Private Daily Sailing Cruise offers travelers an exclusive opportunity to explore the stunning Halkidiki coastline aboard a private sailing yacht.
Operated by Sailaway Cruises Halkidiki, this cruise is priced from $854.64 per group of up to 10 people. Guests can enjoy coffee, tea, snacks, fruit salad, sandwiches, and alcoholic beverages during the trip.
The tour includes the use of snorkeling equipment, WiFi, and a Bluetooth speaker with karaoke. The cruise departs from Lagonisi Marina and returns to the same location, with a start time of 10:00 am.
This private tour isn’t wheelchair accessible, but service animals are allowed, and most travelers can participate.
Read our full review: Sithonia Private Daily Sailing Cruise Review
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Halkidiki: Private Sailing Boat Cruise With Swim Stops
For a truly immersive sailing experience in Halkidiki, consider the private sailing boat cruise with swim stops.
This 5-hour tour departs from Thessaloniki and takes you along the beautiful coastline of Halkidiki, stopping at secluded coves and hidden beaches for refreshing swims in the crystal-clear waters.
The small group size ensures personalized attention from your experienced skipper.
Enjoy the scenic views, admire the stunning landscapes, and savor a delightful onboard picnic.
At €350 for up to 9 people, this private sailing adventure offers an unforgettable way to discover the hidden gems of Halkidiki’s enchanting shores.
Read our full review: Halkidiki: Private Sailing Boat Cruise With Swim Stops Review
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Kassandra: Private Sunset Sailing Cruise With Wine & Fruit
Set out on a captivating private sunset sailing cruise along the stunning Kassandra peninsula in Halkidiki.
This 3-hour small group tour offers a peaceful and intimate experience, allowing you to bask in the breathtaking views of the Aegean Sea.
Enjoy complimentary wine and fresh fruit as you sail past secluded coves and scenic villages.
The convenient pickup service ensures a hassle-free start to your adventure.
With its 4.7-star rating from 22 reviews and a price of $40.91 per person, this sunset sailing cruise is an excellent choice for those seeking a relaxing and memorable activity in Halkidiki.
Read our full review: Kassandra: Private Sunset Sailing Cruise With Wine & Fruit Review
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Kassandra: Private Sailing Cruise From Paliouri to Sithonia
Sailing along the captivating Kassandra peninsula, this private cruise transports travelers from Paliouri to the breathtaking Sithonia region of Halkidiki.
Lasting 3 hours, this intimate tour offers a chance to explore secluded coves and hidden beaches accessible only by boat.
With a rating of 4.7 from 22 reviews and priced at ₹3,449 per person, this sailing experience is a top pick for those seeking a personalized adventure on the Aegean Sea.
Guests can relax and soak in the stunning coastal scenery while the experienced crew handles the sailing.
This private cruise is an ideal way to discover Halkidiki’s natural beauty from a unique vantage point.
Read our full review: Kassandra: Private Sailing Cruise From Paliouri to Sithonia Review
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From Kassandra: 2-Day Sailing Cruise in Chalkidiki
Although the private cruise from Paliouri to Sithonia offers a captivating experience, travelers seeking a more extended journey can consider the 2-day sailing cruise that departs from the Kassandra peninsula.
This 2-day excursion allows visitors to explore the stunning bays and hidden coves of Chalkidiki at a leisurely pace. The tour includes visits to Ammouliani Island and the famous Blue Lagoon, as well as opportunities to swim, snorkel, and enjoy local cuisine.
With a duration of 11.5 hours and a price of $71.33 per person, this cruise provides an immersive and comprehensive exploration of the region’s natural beauty and rich cultural heritage.
Read our full review: From Kassandra: 2-Day Sailing Cruise in Chalkidiki Review
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Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters
Halkidiki’s diverse coastline offers a multitude of sailing experiences, and one standout option is the private sailing yacht cruise.
Rated 5 stars, this 5-hour tour takes guests on a personalized journey through the region’s stunning blue waters. The experience includes a visit to secluded coves where travelers can swim and snorkel in the crystal-clear sea.
With pickup available, the tour provides a seamless and relaxing way to explore Halkidiki’s natural beauty from the comfort of a private yacht.
Priced at Kč 1,491 per person, this sailing tour is a fantastic way to take in the region’s picturesque landscapes and serene coastal atmosphere.
Read our full review: Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters Review
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Kassandra: West Sithonia Coves & Islands Yacht Sailing Tour
Priced from $61.89 per person, the Kassandra: West Sithonia Coves and Islets Sailboat Tour offers a 5-hour excursion for small groups of up to 8 participants.
Guests can sail between Sithonia and Kassandra, exploring islets and coves, and enjoying activities like swimming, snorkeling, and stand-up paddleboarding.
The tour makes stops at Kelyfos Island, secret coves, Kamenos beach, and possibly other destinations, with onboard snacks and beverages provided.
Hotel pickup is available, and the boat features amenities like a toilet, hot water, and a kitchen.
Though some found the sailing monotonous, reviewers highlight the beautiful views, nice skipper, and opportunities to relax and swim in the clear waters.
Read our full review: Kassandra: West Sithonia Coves & Islands Yacht Sailing Tour Review
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From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat
The 6-Hour Chalkidiki Cruise by Sailing Boat from Nea Fokea offers travelers a chance to explore the stunning coastline and islands of the Halkidiki peninsula.
This 5-hour cruise departs from Nea Fokea and takes guests to secluded coves, small uninhabited islands, and the picturesque town of Afytos.
Along the way, passengers can enjoy stunning views, swim in the crystal-clear waters, and relax on the boat.
The cruise is available in a small group setting and is priced at $61.89 per person.
With a 4.6 rating from 22 reviews, this cruise is a popular option for those seeking a leisurely day on the water in Halkidiki.
Read our full review: From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat Review
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From Neos Marmaras: Sunset Sailing Tour to Coves & Islands
Departing from Neos Marmaras, the Sunset West Sithonia Islets Sailboat Tour offers a 3-hour journey to explore the area’s secluded coves and islands.
Priced from $40.91 per person, this semi-VIP tour accommodates up to 11 guests, with Greek and English languages available.
Key highlights include swimming in a secret cove, enjoying sunset views over the Aegean Sea, and relaxing on a deluxe sailing yacht.
Snorkeling equipment and stand-up paddleboards are provided, along with complimentary drinking water, coffee, and tea.
With onboard amenities like a toilet, hot water, and a fully-equipped kitchen, this tour ensures a comfortable and memorable sailing experience.
Read our full review: From Neos Marmaras: Sunset Sailing Tour to Coves & Islands Review
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Sani: W Sithonia Secluded Coves & Islets Sailing Yacht Trip
Sani: W Sithonia Secluded Coves & Islets Sailing Yacht Trip offers a comprehensive 7-hour sailing adventure that allows guests to explore the hidden gems of the Aegean Sea around Sani.
Priced from $103.84 per person, the tour accommodates a maximum of 8 participants in a semi-VIP small group setting.
Highlights include sailing across the Aegean, swimming and snorkeling at Kelyfos Island, and discovering secret coves south of Neos Marmaras.
Guests can also optionally stop at Kamenos beach and Gerochristos Island.
The tour includes transportation, marina fees, snorkeling equipment, and stand-up paddleboards.
Weather conditions may impact the itinerary, which can be adjusted accordingly.
Complimentary drinking water, coffee, and tea are provided, and guests are welcome to bring their own refreshments.
Read our full review: Sani: W Sithonia Secluded Coves & Islets Sailing Yacht Trip Review
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The Sum Up
Halkidiki offers a variety of exciting sailing experiences. From full-day trips to secret bays to sunset cruises, there’s something for every level of sailor. The region’s coves, islands, and secluded spots are best explored by boat, providing a unique perspective of this stunning Greek peninsula. Whether you’re a seasoned sailor or a beginner, Halkidiki’s sailing tours promise an unforgettable adventure on the Aegean Sea.