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Private Sailing Trips Cyclades19 Offers with the Best Prices 2025/2026

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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.
NEW
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.
NEW
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 Boat Trip from Naxos with SUP from Sail Naxos.
NEW
Sail Naxos

Private Sunset Sailing Boat Trip from Naxos

Sail Naxos
Starting from: Naxos

2 hours

Free cancellation
Drinks available
Drinks available
From
400 €
Check availability
Private Sailing Trip from Paros to Antiparos with Food, Snorkeling & SUP from Voreas Paros Cruises.
NEW
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.
NEW
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.
NEW
Sail Naxos

Private Sailing Boat Trip from Naxos with Lunch and SUP

Sail Naxos
Starting from: Naxos

9 hours

Free cancellation
Food & Drinks available
Food & Drinks available
From
900 €
Check availability
Half-Day Private Sailing Boat Trip to the Blue Lagoon with Open Bar from Glaraki Cruises Antiparos.
NEW
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
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
Hotel pickup available
Hotel pickup available
From
1300 €
Check availability
Private Sailing with an exclusive half-day cruise to enjoy the surroundings of Santorini and share this unforgettable adventure.Angel Sailing Santorini

Private Sailing Cruise around Santorini Caldera with Swimming in Thirasia

Angel Sailing Santorini

5.0

(1)

Starting from: Vlychada

5 hours

Free cancellation
Hotel pickup available

5.0

(1)

Hotel pickup available
From
800 €
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

Hotel pickup available
Hotel pickup available
From
980 €
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
6500 €
Check availability
The sailing boat sailing on the ocean with the beautiful orange sunset in the background during the Private Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming from Barca Sailing Santorini.Barca Sailing Santorini

Private Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ & Swimming

Barca Sailing Santorini

5.0

(1)

Starting from: Vlychada

5 hours

Hotel pickup available

5.0

(1)

Hotel pickup available
From
980 €
Check availability
Private Sailboat Trip to Koufonisia & Naxos with Lunch from Lady K Sailing Cruises Paros.
NEW
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
Private Sailboat Trip to Iraklia, Schinoussa & Naxos with Lunch from Lady K Sailing Cruises Paros.
NEW
Lady K Sailing Cruises Paros

Private Sailboat Trip to Iraklia, Schinoussa & 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
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

Free cancellation
Food & Drinks available
Food & Drinks available
From
700 €
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

Free cancellation
Food & Drinks available
Food & Drinks available
From
1600 €
Check availability
Showing 1 - 16 out of 19 offers

What customers love about boat trips in Cyclades

5

2 reviews

Boat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu from Corfu Cruises.Corfu Cruises

Boat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu

162 Reviews
Francesca · CoupleITItaly "Super punctual with everything, they explained so many things to us about Paxos, Antipaxos and the various caves we visited."
Picture of the boat used for the Boat Trip to the Bays of Kleftiko and Gerakas from Agia Kiriaki Beach.Zephyros Milos

Boat Trip to the Bays of Kleftiko and Gerakas from Agia Kiriaki Beach

58 Reviews
Marisa · CoupleGRGreece "This boat trip was so much fun! Would definitely recommend if you're in Milos ☺️."
Boat Trip in Santorini to the Volcano & Thirasia Island from Caldera's Boats Santorini.Caldera's Boats Santorini

Boat Trip in Santorini to the Volcano & Thirasia Island

112 Reviews
Rafael · CoupleFRFrance "We had an amazing experience. It was nice visiting the volcano and to have some explanations about how today Santorini was created. Even if it was short the swimming in hot springs was a nice and adventurous experience."

Trending boat trips in Cyclades

Picture of the boat used for the Boat Trip to the Bays of Kleftiko and Gerakas from Agia Kiriaki Beach.Zephyros Milos

Boat Trip to the Bays of Kleftiko and Gerakas from Agia Kiriaki Beach

Bestseller
Free cancellation

From

20 €
Half Day Pirate Boat Trip around Antiparos and to Blue Lagoon with Snacks from Captain Morgan Cruises.Captain Morgan Cruises

Half Day Pirate Boat Trip around Antiparos and to Blue Lagoon with Snacks

Bestseller
Free cancellation

From

30 €
Boat Rental without Licence from Aliki (up to 6 people) from The Sailor's Ride Paros.The Sailor's Ride Paros

Boat Rental without Licence from Aliki (up to 6 people)

Bestseller
Free cancellation

From

300 €

Popular Boat Tour Providers in Cyclades

Angel Sailing Santorini

Angel Sailing Santorini

11 Reviews
5 Offers
null-null-hero
Free cancellation for all offers
Torsten · CoupleDEGermany "Nice small international group (9 persons + the entertaining Captain George and his female assistant). You also really sail under sails and without engine. Women are allowed to navigate, if they like. Good food (fish, seafood pasta, salad...) with white wine, soft drinks and water. One long stop for swimming, fish observing and dinner in front of the Island of Therasia. Stunning Sunset with the red sun going down into the ocean at the horizon..."
Jason Daily Cruises

Jason Daily Cruises

7 Reviews
3 Offers
null-null-hero
Free cancellation for all group offers
Léa · Group of friendsFRFrance "It's an unforgettable moment, to do if you are passing through Naxos! The quality/price ratio is excellent. The crew is adorable. I recommend it a thousand percent!"
Voreas Paros Cruises

Voreas Paros Cruises

2 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
Ian · FamilyGRGreece "Fabulous crew, friendly, approachable and informative. Took us to some beautiful places to swim, snorkel and relax at. Lunch was delicious and they were generous with everything from the food to drinks. Felt more like being on a friends boat than a professional charter tbh. Thank you."
Sail Naxos

Sail Naxos

2 Reviews
4 Offers
Picture of a luxurious sailing boat navigating aroun the Small Cyclades.
Free cancellation for all offers
Instant booking confirmation for all offers
Laetitia · CoupleGBUnited Kingdom "Lovely experience as a couple."
Naxos Catamaran

Naxos Catamaran

1 Review
2 Offers
The sailing yacht of Naxos Catamaran, who offers different cruises starting from the Port of Naxos, is tthe perfect place to observe the sunset over the Aegean Sea.
Free cancellation for all offers
Sari · Solo travelerFIFinland "Nice crew, good trip."
Barca Sailing Santorini

Barca Sailing Santorini

1 Review
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 · CoupleATAustria "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."

Cyclades: All locations

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

Paros

8 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

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

Antiparos

4 offers

Similar activities in Cyclades

Full Day Pirate Boat Trip around Antiparos and to Blue Lagoon with BBQ Lunch from Captain Morgan Cruises.

Beach Boat Trips Cyclades

101 offers
Sailing Trip from Paros to Antiparos with Lunch, Snorkeling & SUP from Voreas Paros Cruises.

Day Trips Cyclades

79 offers
Private Sailing Trip from Paros to Koufonisia with Food, Snorkeling & SUP from Voreas Paros Cruises.

Boat Trips with Lunch Cyclades

68 offers
Full Day Boat Trip in Paros & Antiparos to the Blue Lagoon with Lunch from Eurodivers Paros.

Island Trips Cyclades

50 offers
Sailing Trip from Paros to Antiparos with Lunch, Snorkeling & SUP from Voreas Paros Cruises.

Half-Day Trips Cyclades

49 offers
Group photo during the private catamaran tour around the hotspots of Santorini with Spiridakos Sailing Cruises Santorini.

Catamaran Trips Cyclades

43 offers
One of the landscapes that you will be able to see during the Private Sunset Boat trip to Therasia Island with Swimming and Snorkeling Stops with Sirigos Yachting Fira.

Sunset Boat Trips Cyclades

39 offers
The boat in the crystal clear waters near Antiparos during the Boat Trip to Antiparos, Despotiko & Panteronisi with Lunch, Open Bar & Swimming from Galatea Paros Cruises.

Caves Boat Trips Cyclades

22 offers
Private Traditional Wooden Boat Trip to the Blue Lagoon with Greek Lunch from Glaraki Cruises Antiparos.

Boat Trips with Aperitif Cyclades

19 offers
A catamaran with the colorful backdrop of the sunset during the Private Sunset Catamaran Trip along the Caldera with BBQ & Open Bar from Volcano Yachting Santorini.

Boat Trips with Dinner Cyclades

19 offers
Half Day Pirate Boat Trip around Antiparos and to Blue Lagoon with Snacks from Captain Morgan Cruises.

Lagoon Trips Cyclades

15 offers
Private Luxury Yacht Trip around Milos, Kimolos and Polyaigos from Indigo Yacht Milos.

Yacht Trips Cyclades

12 offers
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Private Ski Instructors Destination Gstaad

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Sunset Catamaran Trip from La Rochelle from Inter-îles Catamarans.

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A beautiful Sunset during a Sailboat Trip along Barcelona's coastline with Live Spanish Guitar from Sailing Experience BCN.

Sunset Boat Trips Barceloneta Beach

10 offers
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Boat Trips with Dogs and other Pets Kotor

9 offers
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5 offers
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4 offers
A private snowboarding lesson takes place on the slopes of Courchevel with ESI First Tracks.

Snowboard Lessons for Beginners Courchevel 1850

3 offers
Catamaran Trip to the Lérins Islands with Lunch & Drinks from Miss Cata - Marina Baie des Anges.

Catamaran Full Day Trips Nice

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