The crystal-clear waters of Halkidiki present some of Greece’s finest sailing opportunities. The standout options include 7-hour day trips aboard Bavaria 40 sailboats, which access hidden coves perfect for swimming and snorkeling. We especially love the 5-hour yacht tours along West Sithonia for their excellent value and stunning coastal views. For a romantic evening, the 3-hour sunset cruises with dinner hit all the right notes. Private charters work well for families or small groups wanting flexibility. Let’s check out the best sailing tours in Halkidiki.

Key Points

  • Day sailing trips and full-day private experiences in the Mediterranean waters of Sithonia and Kassandra, ranging from $366.22 per person for group excursions to €590 for up to 9 guests.
  • Shorter 5-hour yacht tours exploring the West Sithonia coves and islands, with a maximum capacity of 11 guests and flexible cancellation options.
  • Sunset and special cruises, including 3-hour Kassandra Sunset Sailing Tour and Neos Marmaras Sunset Tour, offering stunning views and swimming opportunities.
  • Private and unique sailing options, such as 3-hour sunset cruises and 6-hour excursions with high-end amenities and professional photography.
  • Group and small-group sailing experiences, with group sizes ranging from 8 to 11 guests, offering personalized activities and reasonable pricing from $104.63 per person.

Day Sailing Trip in Halkidiki (7 Hours)

Day Sailing Trip in Halkidiki (7 Hours)

A popular day sailing trip in Halkidiki, Greece, this 7-hour excursion takes visitors on a journey through the region’s stunning Mediterranean waters.

With 96% of travelers recommending the experience and a Badge of Excellence, it’s no surprise this private tour is a hit. Guests can swim, snorkel, and relax aboard the yacht while enjoying snacks, Greek mezze, and lunch.

The trip departs from the Halkidiki Sailing – Babasails Yachting marina, with parking available nearby. Priced from $366.22 per person, the experience offers free cancellation up to 24 hours in advance, providing flexibility.

Whether you’re seeking a half-day, full-day, or even an evening boat party, this sailing adventure in Halkidiki is a must-try.

Read our full review: Day Sailing Trip in Halkidiki (7 Hours) Review
Book now: Check availability

Sani: W Sithonia Secluded Coves & Islets Sailing Yacht Trip

Sani: W Sithonia Secluded Coves & Islets Sailing Yacht Trip

Nestled within the stunning Sani resort area, this 7-hour sailing yacht trip whisks guests away to the secluded coves and islets of Sithonia and Kassandra.

Priced from $104.63 per person, this small-group adventure accommodates up to 8 participants and includes hotel pickup, a 40-minute van transfer, and an array of activities like swimming, snorkeling, and stand-up paddleboarding.

Onboard, guests will enjoy free drinking water, coffee/tea, and use of snorkeling equipment.

With flexible cancellation and payment options, this sailing excursion provides a convenient and customizable way to explore Halkidiki’s picturesque coastline.

Itinerary changes may occur due to weather or group preferences, so guests are advised to dress appropriately and bring any desired snacks or beverages.

Read our full review: Sani: W Sithonia Secluded Coves & Islets Sailing Yacht Trip Review
Book now: Check availability

5 Hours From Kassandra: W Sithonia Coves & Islands Yacht Sailing

5 Hours From Kassandra: W Sithonia Coves & Islands Yacht Sailing

Just a short distance from the Sani resort area, this 5-hour yacht sailing tour whisks travelers away to the secluded coves and islands of West Sithonia.

With a maximum of 11 guests, the intimate experience allows for personalized attention from the skipper/guide.

Sail the Mediterranean, swim, snorkel, and try stand-up paddleboarding as you explore hidden caves and learn about the local history and culture.

Amenities like coffee, tea, and water are included, while guests can bring their own food and drinks.

Though not wheelchair accessible, this is an excellent option for a memorable day on the water in Halkidiki.

Read our full review: 5 Hours From Kassandra: W Sithonia Coves & Islands Yacht Sailing Review
Book now: Check availability

Kassandra: West Sithonia Coves and Islands Sailboat Tour

Kassandra: West Sithonia Coves and Islands Sailboat Tour

Situated in the picturesque Kassandra region, the Kassandra: West Sithonia Coves and Islands Sailboat Tour offers travelers a captivating way to explore the stunning coastline and hidden gems of the Halkidiki peninsula.

Priced from $62.35 per person, this 5-hour tour accommodates up to 8 participants and is available in English and Greek.

Highlights include sailing to Kelyfos Island, Neos Marmaras, Kamenos beach, and Gerochristos Island, with opportunities for swimming, snorkeling, and stand-up paddleboarding.

Onboard amenities include a toilet, hot water, and safety equipment.

While not suitable for those with limited mobility, the tour provides a relaxing day on the Aegean Sea, with a 4.5/5 rating from 29 reviews praising the beautiful scenery and ample swimming.

Read our full review: Kassandra: West Sithonia Coves and Islands Sailboat Tour Review
Book now: Check availability

3 Hours Kassandra Sunset Sailing Yacht Tour

3 Hours Kassandra Sunset Sailing Yacht Tour

The Kassandra Sunset Sailing Yacht Tour offers a captivating 3-hour experience along the picturesque coastline of Halkidiki, Greece. Accommodating up to 11 travelers, this tour provides stunning views of the region’s coves and islands as the sun dips below the horizon.

Included are bottled water, coffee/tea, and a delectable dinner, ensuring a well-rounded and enjoyable outing. With a 5-star rating from past participants, the tour is suitable for couples, families with older children, and most travelers, though not recommended for those with back problems or serious medical conditions.

The tour departs from Chrouso Beach, with options for hotel pick-up, and ends back at the same location.

Read our full review: 3 Hours Kassandra Sunset Sailing Yacht Tour Review
Book now: Check availability

From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat

From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat

Departing from the scenic harbor of Nea Fokea, this 6-hour sailing cruise offers a captivating exploration of Halkidiki’s stunning coastline.

Guests will have the opportunity to witness the breathtaking Mount Athos peninsula, a UNESCO World Heritage site, from the comfort of a traditional sailing boat.

The cruise also includes a visit to the picturesque island of Ammouliani, known for its crystal-clear waters and pristine beaches.

With a maximum capacity of 12 passengers, this intimate tour provides a relaxed and personalized experience, allowing guests to soak in the region’s natural beauty at their own pace.

Priced at $42.27 per person, this cruise is a must-do activity for anyone seeking an unforgettable sailing adventure in Halkidiki.

Read our full review: From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat Review
Book now: Check availability

5 Hours From Sithonia: Sailing Trip Secluded Coves & Islands

5 Hours From Sithonia: Sailing Trip Secluded Coves & Islands

Venture away from the well-trodden paths and uncover the hidden gems of Halkidiki’s coastline on this 5-hour sailing excursion from Neos Marmaras.

Cruise to secluded coves and islands, with the chance to snorkel and stand-up paddleboard along the way.

You’ll be welcomed aboard by Captain George, who’s known for his friendly demeanor and ability to ensure a comfortable experience, even in challenging weather.

With a maximum of 11 travelers, this intimate outing provides an opportunity to disconnect and learn about the region’s natural beauty.

Priced at €59 per person, the trip includes bottled water, coffee/tea, and all necessary equipment and fees.

Read our full review: 5 Hours From Sithonia: Sailing Trip Secluded Coves & Islands Review
Book now: Check availability

From Kassandra: 2-Day Sailing Cruise in Chalkidiki

From Kassandra: 2-Day Sailing Cruise in Chalkidiki

What better way to truly take in the stunning vistas of Chalkidiki than a 2-day sailing cruise departing from the Kassandra peninsula?

Exploring the Chalkidiki coastline by boat offers unparalleled views of the region’s picturesque bays, pristine beaches, and charming seaside villages. The 2-day cruise takes travelers on a journey through the Aegean Sea, stopping at hidden coves and uninhabited islands along the way.

Onboard, guests can relax and soak up the sun, enjoy freshly prepared meals, and learn about the area’s rich history and natural wonders from the knowledgeable crew.

Whether you’re seeking adventure, relaxation, or a combination of both, this 2-day sailing experience is a must-do for anyone visiting the Chalkidiki peninsula.

Read our full review: From Kassandra: 2-Day Sailing Cruise in Chalkidiki Review
Book now: Check availability

2-Day Halkidiki Sailing Cruise

2-Day Halkidiki Sailing Cruise

Travelers embark on a captivating day-long sailing cruise along the stunning Halkidiki coastline, departing from the picturesque Miraggio Thermal Spa Resort.

The private tour accommodates up to 6 people, with a skipper and co-skipper guiding the way. Guests enjoy the boat’s high-end music system, snorkeling equipment, and optional add-ons like exquisite wines and special decorations for weddings and birthdays.

While the cruise isn’t recommended for those with certain medical conditions, most travelers can participate. Confirmation is received within 48 hours, and free cancellation is available up to 6 days in advance.

With 5-star reviews, this sailing adventure promises an unforgettable experience in the beautiful Halkidiki region.

Read our full review: 2-Day Halkidiki Sailing Cruise Review
Book now: Check availability

Kassandra: Private Sunset Sailing Cruise With Wine & Fruit

Kassandra: Private Sunset Sailing Cruise With Wine & Fruit

This private sunset sailing cruise along the scenic Kassandra peninsula in Halkidiki allows guests to unwind and savor the beauty of the region.

The 3-hour small-group tour sails along the secluded coves while the sun dips below the horizon. Passengers can sip local wine and enjoy fresh fruit as they take in the stunning coastal views.

The cruise departs from a convenient pickup location and is priced at $41.22 per person.

With a 4.7-star rating from 22 reviews, this sailing experience is a popular way to explore Halkidiki’s picturesque shoreline.

The intimate setting and breathtaking scenery make for an unforgettable evening on the Aegean Sea.

Read our full review: Kassandra: Private Sunset Sailing Cruise With Wine & Fruit Review
Book now: Check availability

Sunset Sailing Cruise Halkidiki (3 Hours)

Sunset Sailing Cruise Halkidiki (3 Hours)

Departing from the Miraggio Thermal Spa Resort marina in Kanistro, this 3-hour private sunset sailing cruise along Halkidiki’s scenic Kassandra peninsula offers guests a chance to unwind and soak in the region’s natural beauty.

The cruise includes complimentary coffee, tea, bottled water, and use of snorkeling equipment and stand-up paddleboards. Reviewers rave about the serene atmosphere and stunning views, with an overall rating of 5 out of 5 based on 3 reviews.

The cruise is only available to your private group, ensuring an intimate and personalized experience.

Whether you’re looking to relax or explore, this sunset sailing adventure in Halkidiki is sure to create lasting memories.

Read our full review: Sunset Sailing Cruise Halkidiki (3 Hours) Review
Book now: Check availability

Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters

Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters

Set out on a private sailing adventure in the breathtaking region of Halkidiki aboard a luxurious Bavaria 40 sailboat.

This 7-hour excursion includes a skipper, yacht fuel, music system, and snorkeling gear. Sail, swim, and snorkel in crystal-clear waters, then enjoy a leisurely lunch at a local fish tavern.

Explore isolated coves and relax on Greek beaches inaccessible by car. The friendly captain ensures flexibility with the day’s activities.

With professional photography and GoPro footage, you’ll have memories to cherish. Complimentary transfers, WiFi, and a full refund policy up to 24 hours in advance make this an unbeatable sailing experience.

Read our full review: Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters Review
Book now: Check availability

Full Private Day Tour Sailing Experience in Halkidiki

Full Private Day Tour Sailing Experience in Halkidiki

Visitors to the stunning region of Halkidiki can enjoy a full-day private sailing experience aboard a luxurious Bavaria 40 sailboat. Priced at €590 for a group of up to 9, the tour includes a knowledgeable skipper/guide, fuel, and a variety of complimentary amenities like bottled water, snacks, coffee, tea, and alcoholic beverages.

Snorkeling equipment and stand-up paddle boards are also provided for guests to enjoy the crystal-clear waters. Lunch can be added as an optional extra.

With free cancellation up to 24 hours before the start, this private sailing tour offers a truly memorable way to explore the captivating coastline of Halkidiki.

Read our full review: Full Private Day Tour Sailing Experience in Halkidiki Review
Book now: Check availability

Neos Marmaras: Sunset Coves and Islands Sailboat Tour

Neos Marmaras: Sunset Coves and Islands Sailboat Tour

Guests set sail from the charming port of Neos Marmaras on this captivating 3-hour sunset cruise along the west coast of Sithonia peninsula.

They’ll relax on a deluxe sailboat and enjoy stunning views of the Aegean Sea and nearby islands. The knowledgeable crew provides insightful commentary as the boat sails to Kelyfos Island, where guests can swim in a secluded cove with crystal-clear water.

Snorkeling equipment and stand-up paddleboards are available to explore the area further. While food and drinks aren’t included, guests are encouraged to bring their own.

With a maximum capacity of 11 guests, this semi-VIP experience offers an intimate and comfortable way to witness the Halkidiki sunset.

Read our full review: Neos Marmaras: Sunset Coves and Islands Sailboat Tour Review
Book now: Check availability

Halkidiki: 7 Hours Private Cruise With Sailing Boat

Halkidiki: 7 Hours Private Cruise With Sailing Boat

Travelers can enjoy a captivating 7-hour private cruise through the enchanting waters of Halkidiki aboard a luxurious sailing boat.

This private sailing experience allows guests to explore the region’s stunning Blue Lagoon, swim in its crystal-clear waters, and admire the picturesque coastline at their own pace.

With a maximum of 6 passengers, the tour offers an intimate and personalized experience. Prices start at $359.33, and pickup is available, making it easy to embark on this unforgettable journey.

Whether seeking relaxation, adventure, or simply breathtaking views, this private sailing cruise in Halkidiki promises an unforgettable day on the water.

Read our full review: Halkidiki: 7 Hours Private Cruise With Sailing Boat Review
Book now: Check availability

Kassandra: Private Sailing Cruise From Paliouri to Sithonia

Kassandra: Private Sailing Cruise From Paliouri to Sithonia

For those seeking an intimate and personalized sailing experience in Halkidiki, the private sailing cruise from Paliouri to Sithonia offers a captivating journey through the region’s picturesque coastline.

This 3-hour tour, ranked 3 out of 5 stars, provides a chance to explore secluded coves and bays along the Kassandra peninsula.

With a capacity of up to 10 people, the cruise allows for a more exclusive and customized experience.

Pricing starts at Kč 979 per person, making it an affordable option for small groups.

While the tour may not have the highest customer ratings, it offers a unique opportunity to discover Halkidiki’s sailing gems at a reasonable cost.

Read our full review: Kassandra: Private Sailing Cruise From Paliouri to Sithonia Review
Book now: Check availability

Frequently Asked Questions

Can We Bring Our Own Food and Drinks on the Sailing Trip?

Yes, you can typically bring your own food and drinks on a sailing trip. Many operators encourage guests to bring their own provisions to enjoy during the sail. This allows you to personalize your experience.

Is There a Minimum Age Requirement for the Sailing Activities?

Many sailing activities have a minimum age requirement, often around 12 years old. It’s best to check with the specific provider about their age policies before booking a sailing trip. This ensures the experience is suitable for the whole family.

Can We Customize the Sailing Route or Schedule to Our Preferences?

Yes, you can usually customize the sailing route or schedule to your preferences. Many sailing operators in the area offer flexible itineraries and are willing to accommodate specific requests from their customers.

What Should We Bring With Us on the Sailing Excursion?

Travelers should pack essentials like sunscreen, hat, water bottle, and snacks for their sailing excursion. It’s also helpful to bring a swimsuit, towel, and any necessary medications. Comfortable, breathable clothing and non-slip shoes are recommended for the sailing adventure.

Are There Any Additional Fees or Hidden Costs for the Sailing Tours?

Most sailing tours in the area have additional fees for things like port taxes, equipment rentals, or special activities. It’s best to check the tour provider’s website or ask about any hidden costs before booking your trip.

Recap

Halkidiki offers a range of sailing experiences, from day trips to private cruises. Whether you’re looking to explore secluded coves, sail at sunset, or experience the region’s natural beauty, there’s an option to suit your preferences. With a variety of departure points and durations, visitors can easily find a sailing adventure that fits their itinerary and budget.