Greece · HALKIDIKI SAILING TRIPS

15 Halkidiki Sailing Trips That Earn the Fare

22 sailing trips  ·  from $57 a seat

The 15 best halkidiki sailing trips you can book right now, with the price of a seat, how long the boat is out and who each one suits. Start at the top.

Kassandra: Sunset Sailing Boat Tour of Secluded Coves - The swimming stop at a quiet Halkidiki cove
Evening Experiences, Greece Sailing Trips, Halkidiki Sailing Trips, Sea Cave & Cove Sailing Trips, Sunset Sailing Cruises, Tour Reviews, Tours

Kassandra: Sunset Sailing Boat Tour of Secluded Coves

1.Kassandra: Sunset Sailing Boat Tour of Secluded Coves

★★★★★★★★★★4.7 · 57 reviews · 3 hours · from $57Number one

Join a small group of up to 11 at Chrousso Marina for a three-hour sunset sail with a skipper, swimming stop, snorkeling gear, paddleboard, coffee, tea, and water. The route may include quiet coves on Kassandra’s southeast coast. Captain Grigorios, known as Greg, and Georgia have hosted relaxed trips with music and attentive service.

“It was an amazing trip. We got coffee while exploring the local coast. Made a stop at a beautiful beach so we could jump from the boat and snorkel a bit. Then we saw dolphins and enjoyed the sunset on the way back. The captain was extremely polite and seemed very experienced.”

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From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat - Afytos, your first swim in clear water
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From Nea Fokea: Chalkidiki 6-Hour Cruise by Sailing Boat

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

★★★★★★★★★★4.8 · 54 reviews · from $89

Join captain Sven and a maximum of 12 people aboard a clean, modern sailing boat from Nea Fokea. Swim and snorkel near Afytos, Kriopigi and Kalithea, stop at a beach bar, and enjoy sandwiches, fruit, drinks and coffee. Bring sunscreen, a towel and a light jacket for the sea breeze.

“Fantastic, best day of our holiday! Sven is a great guide, couldn’t have asked for better.”

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Kassandra: West Sithonia Coves and Islets Sailboat Tour - Kelyfos Island and its rocky underwater world
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Kassandra: West Sithonia Coves and Islets Sailboat Tour

3.Kassandra: West Sithonia Coves and Islets Sailboat Tour

★★★★★★★★★★4.5 · 51 reviews · 5 hours · from $69

Join a skipper such as George for a five-hour sail from Chrousso Marina across Toroneos Kolpos. Swim and snorkel at Kelyfos and Kamenos, use the SUP, and enjoy coffee, tea, and cold water aboard. Bring your own lunch. The boat holds up to nine people, though sailing time can depend on wind, weather, and the group’s wishes.

“Very relaxing day with this tour . Highly recommend . Stunning places and good spots for swim and snorkelling . The tour guide very friendly”

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Neos Marmaras: Sunset West Sithonia Islets Sailboat Tour - The small-group difference on the Aegean
Evening Experiences, Greece Sailing Trips, Halkidiki Sailing Trips, Sunset Sailing Cruises, Tour Reviews, Tours

Neos Marmaras: Sunset West Sithonia Islets Sailboat Tour

4.Neos Marmaras: Sunset West Sithonia Islets Sailboat Tour

★★★★★★★★★★4.7 · 50 reviews · 3 hours · from $57

Meet skipper Giorgos or another English-speaking crew member at Neos Marmaras port for a three-hour sunset cruise toward Kelyfos Island. Swim from the yacht in a quiet cove, use the snorkel gear and SUP, then watch the sun set over the Aegean. Bring your own picnic, since only water, coffee, and tea are provided.

“12-jähriger Sohn durfte zeitweise das Boot steuern, es gab Wein, eine hübsche Bucht wurde angesteuert, wir konnten angebotene Tauchermasken und Schnorchel benutzen, freundlicher Seebär als Skipper. Wunderschöner Sonnenuntergang. Man sollte einigermaßen trittsicher sein für die Tour. --”

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Private Boat Trip in Halkidiki, Greece - Vourvourou Bay: swimming, cruising, and a possible lunch stop
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Private Boat Trip in Halkidiki, Greece

5.Private Boat Trip in Halkidiki, Greece

★★★★★★★★★★5.0 · 30 reviews · 7 hours (approx.) · from $781 per boatHighest rated

Spend about seven hours on a private boat around Sithonia with Captain Aris, visiting Diaporos Island and Vourvourou Bay. Swim in calm coves, use the snorkel gear and SUP, enjoy drinks and snacks, and shape the day around your group. The boat carries up to nine people and returns to the meeting point.

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Day Sailing Trip in Halkidiki (7 hours) - Toroneos Gulf views from the yacht
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Day Sailing Trip in Halkidiki (7 hours)

6.Day Sailing Trip in Halkidiki (7 hours)

★★★★★★★★★★5.0 · 25 reviews · from $398

Set sail from Miraggio Marina with a professional skipper such as Marco, George, Dimitri, or Simeon. Spend seven hours around Toroneos Gulf and Porto Carras, stopping at quiet coves for swimming and snorkeling. A private yacht, SUP, and snorkel gear are included, but lunch and transport are not.

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5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing - How the five-hour outing feels
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5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing

7.5 hours from Kassandra: W Sithonia Coves & Islands Yacht Sailing

★★★★★★★★★★5.0 · 24 reviews · 5 hours (approx.) · from $102

Meet at Chrousso Marina at 11:00 am for a five-hour yacht cruise along West Sithonia. With a skipper such as George or Yiorgos, you’ll visit quiet coves, swim from the boat, use snorkeling gear and a SUP, and hear stories about Halkidiki. The yacht holds no more than 11 people and returns to the marina.

“Everything was perfect We had a wonderful time and we recommend the Tour from Kassandra. The water is amazing. Thank s for the nice Experience”

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3 hours Neos Marmaras: Day or Sunset Sailing Tour Coves & Islands - Choosing between a daytime cruise and sunset
3-Hour Experiences, Evening Experiences, Greece Sailing Trips, Halkidiki Sailing Trips, Island Hopping Sailing Trips, Sea Cave & Cove Sailing Trips, Sunset Sailing Cruises, Tour Reviews, Tours

3 hours Neos Marmaras: Day or Sunset Sailing Tour Coves & Islands

8.3 hours Neos Marmaras: Day or Sunset Sailing Tour Coves & Islands

★★★★★★★★★★5.0 · 20 reviews · 3 hours (approx.) · from $78

Set out from Neos Marmaras on a three-hour day or sunset boat trip for Kelyfos Island, swimming time, coffee, tea, and open-water views. The boat carries no more than 11 people, and the captain handles the route. Sunset trips are especially scenic, but actual sailing depends on the wind.

“My friend and I had the best time - the boat is great and it’s such a beautiful experience. You have the time to swim and I highly reccomend”

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5 hours from Sithonia: Sailing trip secluded coves & Islands - Captain George and the feel of a small boat
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5 hours from Sithonia: Sailing trip secluded coves & Islands

9.5 hours from Sithonia: Sailing trip secluded coves & Islands

★★★★★★★★★★5.0 · 18 reviews · 5 hours (approx.) · from $70

Set sail from Neos Marmaras at 11:00 am for about five hours along west Sithonia. Captain George leads a small group of up to 11 people to secluded coves and islands, with time for snorkeling, SUP, swimming, and relaxed coastal views. Water, coffee, tea, equipment, and an onboard restroom are included. Food is not.

“Great trip with very good stops for snorkelling and enjoying the beautiful coast. Captain George was very friendly and made us feel comfortable on board. He did his best to give us some sailing time even though the weather wasn't on our side most of the time.”

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3 hours Kassandra Sunset or Day sailing yacht tour - What the $82.91 price covers
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3 hours Kassandra Sunset or Day sailing yacht tour

10.3 hours Kassandra Sunset or Day sailing yacht tour

★★★★★★★★★★4.5 · 18 reviews · 3 hours (approx.) · from $82

Spend about three hours aboard a small sailing yacht from Chrousso Marina, cruising along Kassandra’s coast toward an island stop. Choose a daytime outing or a sunset departure. Bottled water, coffee, tea, and fees are included, while dinner is not. The yacht carries a maximum of 11 people, making this a relaxed choice for couples and families with older children.

“Relaxing boat trip along the coast with stunning views. Watching the sunset on the way back. Really enjoyed it with my daughter. Recommend it to the couples or families with older children.”

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Half Sailing Cruise to secret bays (5 hours) - Sailing across the Toroneos Gulf
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Half Sailing Cruise to secret bays (5 hours)

11.Half Sailing Cruise to secret bays (5 hours)

★★★★★★★★★★5.0 · 8 reviews · from $338

Set sail from Miraggio Thermal Spa Resort with a private group and a skipper such as Marcus, Marco, or Simon. Over five hours, you’ll cruise the Toroneos Gulf, stop near quiet swimming spots, use the SUP, and enjoy coffee, tea, and water. Port transfers and dinner are not included.

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Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters - Leaving Paliouri for the open water
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Halkidiki: Private Sailing Yacht Cruise Swim in Blue Waters

12.Private Sailing Yacht Cruise Swim in Blue Waters

★★★★★★★★★★5.0 · 7 reviews · 3 - 7 hours · from $742 per boat

Set sail from Paliouri on a private Bavaria 40 yacht with an English-speaking skipper. Choose a 3, 5, or 7-hour cruise around Kassandra and Sithonia, stopping for swimming, snorkeling, SUP, coves, lunch, or sunset. Skippers such as Marco or Markos have been praised for friendly, flexible service.

“Von der Buchung angefangen, bis zum Ende des Ausflugs ein rundum gelungener Ausflug. Besonders unser Kapitän Marcos war ein sehr angenehmer Mensch. Egal, was wir gerne wollten… ob Standuo Paddeling , Anlanden zum Schwimmen oder Essen gehen ( Kapitän Marcos brachte uns zu einer sehr geschmackvoll eingerichtete und Serviceorientierte Taverne mit guten Speisen und frischen Fisch) es wurde ihm nichts zu viel und wir konnten auf der Rückfahrt doch noch für kurze Zeit Segel setzen. Ein rundum gelungener Tag auf dem Meer! Danke Kapitän Markos”

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Kassandra: Private Sunset Sailing Cruise with Wine & Fruit - Three hours on the Toroneos Kolpos
Evening Experiences, Greece Sailing Trips, Halkidiki Sailing Trips, Private Sailing Charters, Sailing Trips with an Open Bar, Sunset Sailing Cruises, Tour Reviews

Kassandra: Private Sunset Sailing Cruise with Wine & Fruit

Halkidiki: 7 Hours Private Cruise with Sailing Boat - Setting out from Marina Miraggio
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Halkidiki: 7 Hours Private Cruise with Sailing Boat

14.7 Hours Private Cruise with Sailing Boat

★★★★★★★★★★5.0 · 5 reviews · from $802 per boat

Spend seven private hours aboard the sailing boat Alkyoni with Captain Greg Giovanis, exploring Kelyfos, Lemos, Spalathronisia, Kameno, and Porto Carras. Swim from remote beaches, use the SUP and snorkel gear, watch for dolphins, and enjoy fruit, local juice, and water. Lunch at a seaside restaurant is optional.

“An unforgettable experience, with a pleasant atmosphere, cheerfulness and everything well planned! Captain Greg, you're the BEST! Dolphin Mario and comp”

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Sithonia: Catamaran Day Cruise – Explore Hidden Gems! - Quiet bays that require a boat
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Sithonia: Catamaran Day Cruise – Explore Hidden Gems!

15.Sithonia: Catamaran Day Cruise – Explore Hidden Gems!

★★★★★★★★★★5.0 · 5 reviews · 3 to 7 hours (approx.) · from $929 per boat

Set out from Porto Carras Marina on a private catamaran for up to 11 people. You’ll visit Kelifos, stop at quiet bays, and spend about an hour near Porto Carras. Snorkeling equipment, fuel, water, wine, beer, and soft drinks are included. The cruise lasts about 3 to 7 hours, depending on your plan.

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