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Private Sailing Trips Cyclades

20 Offers with the Best Prices 2026/2027
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Popular Options
Locations
Included services
Ideal for
Languages
Duration
Private Sailing Boat Trip to the Blue Lagoon & Epitaphios Cave with Greek Lunch from Glaraki Cruises Antiparos.Glaraki Cruises Antiparos
Private Sailing Boat Trip to the Blue Lagoon & Epitaphios Cave with Greek Lunch
Glaraki Cruises Antiparos
Starting from: Antiparos, Pounta
7 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
1500 €
Check availability
Private Sailing Trip from Paros to Koufonisia with Food, Snorkeling & SUP from Voreas Paros Cruises.Voreas Paros Cruises
Private Sailing Trip from Paros to Koufonisia with Food, Snorkeling & SUP
Voreas Paros Cruises
Starting from: Piso Livadi
9 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
2250 €
Check availability
Private Sunset Sailing Trip to the Fira Channel with Swimming & Open Bar from Glaraki Cruises Antiparos.Glaraki Cruises Antiparos
Private Sunset Sailing Trip to the Fira Channel with Swimming & Open Bar
Glaraki Cruises Antiparos
Starting from: Antiparos, Pounta
3 hours
Free cancellation
Drinks available
Drinks available
From
900 €
Check availability
Private Sunset Sailing Boat Trip from Naxos with SUP from Sail Naxos.Sail Naxos
Private Sunset Sailing Boat Trip from Naxos with Apéritif
Sail Naxos
5.0(2)
Starting from: Naxos
2 hours
Free cancellation
Aperitif available
5.0(2)
Aperitif available
From
380 €
Check availability
Private Sailing Trip from Paros to Antiparos with Food, Snorkeling & SUP from Voreas Paros Cruises.Voreas Paros Cruises
Private Sailing Trip from Paros to Antiparos with Food, Snorkeling & SUP
Voreas Paros Cruises
Starting from: Piso Livadi
5 - 8 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
1450 €
Check availability
Private Traditional Wooden Boat Trip to the Blue Lagoon with Greek Lunch from Glaraki Cruises Antiparos.Glaraki Cruises Antiparos
Private Traditional Wooden Boat Trip to the Blue Lagoon with Greek Lunch
Glaraki Cruises Antiparos
Starting from: Antiparos, Pounta
7 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
4000 €
Check availability
Private Sailing Boat Trip from Naxos with Lunch and SUP from Sail Naxos.Sail Naxos
Private Sailing Boat Trip from Naxos with Lunch and SUP
Sail Naxos
Starting from: Naxos
8 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
1000 €
Check availability
Half-Day Private Sailing Boat Trip to the Blue Lagoon with Open Bar from Glaraki Cruises Antiparos.Glaraki Cruises Antiparos
Half-Day Private Sailing Boat Trip to the Blue Lagoon with Open Bar
Glaraki Cruises Antiparos
Starting from: Antiparos, Pounta
3 hours 30 minutes
Free cancellation
Drinks available
Drinks available
From
950 €
Check availability
The boat on the water, with people on it and swimming in the water during the Private Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming from Barca Sailing Santorini.Barca Sailing Santorini
Private Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming
Barca Sailing Santorini
Starting from: Vlychada
5 hours
Pickup available
Pickup available
From
750 €
Check availability
During the Private Sunset Sailing Cruise in Naxos with Naxos Catamaran, you can enjoy a wonderful view of the Naxos Port during the night.Naxos Catamaran
Private Sunset Sailing Cruise in Naxos
Naxos Catamaran
Starting from: Naxos (Town)
2 hours 30 minutes
Food & Drinks available
Food & Drinks available
From
800 €
Check availability
Private Sunset Sailing Cruise with a View of Caldera and Oia from Angel Sailing Santorini.Angel Sailing Santorini
Private Sunset Sailing Cruise with a View of Caldera and Oia
Angel Sailing Santorini
5.0(3)
Starting from: Vlychada
5 hours
Free cancellation
Pickup available
5.0(3)
Pickup available
From
800 €
Check availability
Full Day Private Sailing Cruise to Discover Santorini from Angel Sailing Santorini.Angel Sailing Santorini
Full Day Private Sailing Cruise to Discover Santorini
Angel Sailing Santorini
Starting from: Vlychada
10 hours
Free cancellation
Pickup available
Pickup available
From
1300 €
Check availability
Private Boat Trip around the Cyclades with BBQ from Jason Daily Cruises.Jason Daily Cruises
Private Boat Trip around the Cyclades with BBQ
Jason Daily Cruises
Starting from: Naxos
8 hours
Food & Drinks available
Food & Drinks available
From
5000 €
Check availability
Sunset Boat Trip along Naxos South Coast from Jason Daily Cruises.Jason Daily Cruises
Sunset Private Boat Trip along Naxos South Coast
Jason Daily Cruises
Starting from: Naxos
2 hours 30 minutes
Free cancellation
Food & Drinks available
Food & Drinks available
From
2000 €
Check availability
Private Sailboat Trip to Koufonisia & Naxos with Lunch from Lady K Sailing Cruises Paros.Lady K Sailing Cruises Paros
Private Sailboat Trip to Koufonisia & Naxos with Lunch
Lady K Sailing Cruises Paros
Starting from: Piso Livadi
9 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
1700 €
Check availability
The catamaran Apollon from Naxos Catamaran is sailing along the rocky coast of the Cyclades during the Private Sailing Cruise on a Luxury Catamaran from Naxos.Naxos Catamaran
Private Sailing Cruise on a Luxury Catamaran from Naxos
Naxos Catamaran
Starting from: Naxos (Town)
6 hours 30 minutes
Food & Drinks available
Food & Drinks available
From
1800 €
Check availability
Showing 1 - 16 out of 20 offers

What customers love about boat trips in Cyclades

5.0
5 reviews
View of the boat during the boat trip from Santorini to the volcano with Caldera's Boats.Caldera's Boats SantoriniBoat Trip in Santorini to the Volcano & Hot Springs
57 Reviews
Ιφιγένεια · Family
GRGreece

Amazing experience!!! We had a great time! Everything was perfect!

During the Private Volcanic Cruise with a hike on the Volcano the Crew of Santorini Sailing Cruises will show their guests the secret volcanic spots of the island.Spiridakos Sailing Cruises SantoriniSantorini Private Volcanic Day Cruise at Caldera & Volcano Hike
3 Reviews
stephane · Family
FRFrance

Completely consistent with the description and expectations

A woman enjoys the Private Sunset Boat Trip with Volcano Hike with Spiridakos Sailing Cruises Santorini.Spiridakos Sailing Cruises SantoriniSantorini Private Volcanic Sunset Cruise at Caldera & Volcano Hike
3 Reviews
Philippe · Couple
FRFrance

Only happiness with a very beautiful human relationship with the crew

Popular Boat Tour Providers in Cyclades

Angel Sailing SantoriniAngel Sailing Santorini
11 Reviews
5 Offers
null-null-hero
Free cancellation for all offers
Paul · Couple
IEIreland

This was an absolute dream of a trip. George was so knowledgeable and also so accommodating, he explained the trip before we sailed so there was so surprises. Sailing the yacht without the motor as the sun was setting was magical. The food was top class, as good as many restaurants. Anyone thinking of doing a yacht cruise should definitely use these. You will have a fabulous experience

Jason Daily CruisesJason Daily Cruises
10 Reviews
3 Offers
null-null-hero
Free cancellation for all group offers
Nathalie · Couple
DEGermany

It was great! The tour offers a great mix of a boat trip with great views, delicious food, cool drinks, swimming breaks and a friendly, welcoming crew.

Voreas Paros CruisesVoreas Paros Cruises
6 Reviews
3 Offers
Some sailing boats of Voreas Paros Cruises in the turquoise waters near Paros during a sailing boat trip.
Free cancellation for all offers
Matthew · Couple
GRGreece

George the Captain was great. Po the 1st mate was so friendly, professional and fun the entire trip was seamless and so enjoyable. Everybody had different swimming and snorkeling capabilities, with no pressure to take part. The lunch was simple greek food but delicious. I would highly recommend. 5hr trip

Sail NaxosSail Naxos
5 Reviews
4 Offers
Picture of a luxurious sailing boat navigating aroun the Small Cyclades.
Free cancellation for all offers
Lisa · Group of friends
GBUnited Kingdom

Excellent communication from booking. Small group of people on the boat, beautiful boat and the crew were super lovely looking after us all with drinks flowing and a lovely spread of snack food. Sailing was fun and the sunset was lovely with a really great vibe on the boat.

Barca Sailing SantoriniBarca Sailing Santorini
2 Reviews
4 Offers
The sailing boat of Barca Sailing Santorini with people on it, enjoying the sun and the blue water on the coast of Santorini.
Free cancellation for all group offers
Valentin · Couple
ATAustria

It was so unbelievably great! There were only two of us + 2 skippers who were really nice and funny. The food was extremely plentiful and delicious! The sunset on the “high seas” was fantastic.

Glaraki Cruises AntiparosGlaraki Cruises Antiparos
1 Review
6 Offers
The boat of Glaraki Cruises Antiparos in the Blue Lagoon.
Free cancellation for all offers
Marietta · Family
GRGreece

If you’re visiting Paros or Antiparos, don’t miss this boat tour! ⭐⭐⭐⭐⭐ Today we spent 7 incredible hours cruising around Antiparos, and it was worth every minute and every penny. From start to finish, the crew was attentive, knowledgeable, friendly, and incredibly organized. They didn’t just take us to beautiful places—they shared the history and stories behind every stop, from the famous Blue Lagoon to the dramatic cliffs and breathtaking sea caves. We made several stops to swim in the most crystal-clear turquoise water imaginable, including secluded spots that you can only reach by boat. It truly felt like discovering hidden pieces of paradise. One of the biggest surprises was the food. It was freshly prepared right on the boat, and it was absolutely outstanding—far beyond what we expected! This wasn’t just a boat ride; it was an unforgettable experience. Beautiful scenery, amazing swimming, delicious food, and a crew that genuinely cared about making the day special. If you’re considering it, book it—you won’t regret it!

Cyclades: All locations

Private Sailing Trip from Paros to Antiparos with Food, Snorkeling & SUP from Voreas Paros Cruises.
Paros

9 offers

Private Sunset Sailing Boat Trip from Naxos with SUP from Sail Naxos.
Naxos

7 offers

Private Sunset Sailing Cruise with a View of Caldera and Oia from Angel Sailing Santorini.
Santorini

6 offers

Private Sailing Trip from Paros to Antiparos with Food, Snorkeling & SUP from Voreas Paros Cruises.
Antiparos

5 offers

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Full Day Pirate Boat Trip around Antiparos and to Blue Lagoon with BBQ Lunch from Captain Morgan Cruises.
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Private Speedboat Trip from Pollonia to Kleftiko or Polyaigos with Snorkeling from Excellent Yachting Milos.
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Morning Catamaran Trip from Milos to Kleftiko with Snorkeling & Lunch from DanEri Yachts Crete.
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Sailing Trip from Paros to Antiparos with Lunch, Snorkeling & SUP from Voreas Paros Cruises.
Half-Day Trips Cyclades

44 offers

One of the landscapes that you can see during the Sunset Boat trip to Therasia Island with Swimming and Snorkeling Stops.
Catamaran Trips Cyclades

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Private Targa Motor Yacht Cruise around Thirasia Island with BBQ & Transfer.
Island Trips Cyclades

41 offers

Sunset Catamaran Trip to Kleftiko Bay with Snorkeling & Dinner from DanEri Yachts Crete.
Sunset Boat Trips Cyclades

38 offers

Private Sailing Boat Trip to the Blue Lagoon & Epitaphios Cave with Greek Lunch from Glaraki Cruises Antiparos.
Caves Boat Trips Cyclades

20 offers

Private Sailing Trip from Paros to Antiparos with Food, Snorkeling & SUP from Voreas Paros Cruises.
Boat Trips with Dinner Cyclades

19 offers

Private Sailing Boat Trip to the Blue Lagoon & Epitaphios Cave with Greek Lunch from Glaraki Cruises Antiparos.
Boat Trips with Aperitif Cyclades

15 offers

Private Sunset RIB Boat Trip to Blue Lagoon, Faneromeni & Fira with Swimming & Snorkeling from Escape From Reality.
Lagoon Trips Cyclades

15 offers

Photo of the catamaran at sunset used for the Premium Catamaran Tour to the Hot Springs with BBQ at sunset with Spiridakos Sailing Cruises Santorini.
Yacht Trips Cyclades

6 offers

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