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Private Sailing Trips Cyclades

18 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 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
1300 €
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
Private Sailboat Trip in Antiparos to the Blue lagoon & Despotiko from Lady K Sailing Cruises Paros.Lady K Sailing Cruises Paros
Private Sailboat Trip in Antiparos to the Blue lagoon & Despotiko
Lady K Sailing Cruises Paros
Starting from: Piso Livadi
9 hours
Free cancellation
Food & Drinks available
Food & Drinks available
From
1400 €
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
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
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 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
Pickup available
5.0(1)
Pickup available
From
800 €
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
Private Sailboat Trip to Iraklia, Schinoussa & Naxos with Lunch from Lady K Sailing Cruises Paros.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 18 offers

What customers love about boat trips in Cyclades

5.0
6 reviews
Boat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu from Corfu Cruises.Corfu CruisesBoat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu
187 Reviews
Vitomir · FamilyRSSerbia

Very well-organized excursion. Highly recommended.

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
55 Reviews
Miriam · Solo travelerITItaly

Great trip. Beautiful ship . If you don’t want to walk the volcano you can hang on the boat and wait. Would prefer more time swimming. Excellent value for $$

Picture of the boat used for the Boat Trip to the Bays of Kleftiko and Gerakas from Agia Kiriaki Beach.Zephyros MilosBoat Trip to the Bays of Kleftiko and Gerakas from Agia Kiriaki Beach
63 Reviews
Walter · CoupleITItaly

Beautiful experience and stunning sea!

Popular Boat Tour Providers in Cyclades

Angel Sailing SantoriniAngel Sailing Santorini
11 Reviews
5 Offers
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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 CruisesJason Daily Cruises
10 Reviews
2 Offers
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Free cancellation for all group offers
Christina · FamilyDEGermany

The tour was fantastic. Great swimming stops, the food on board was delicious, and the guides were incredibly friendly. I highly recommend it!

Voreas Paros CruisesVoreas Paros Cruises
5 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
Simon · CoupleFRFrance

Overall great experience. The food was great the boat was comfortable and our guide was friendly.

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 friendsGBUnited 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.

Naxos CatamaranNaxos 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.

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

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

8 offers

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

6 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

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The boat from Mykonos Cruises in the harbour shortly after the departure of the Boat Trip to Delos & Rhenia from Mykonos.
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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.
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A woman enjoys the Private Sunset Boat Trip with Volcano Hike with Spiridakos Sailing Cruises Santorini.
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Half Day Pirate Boat Trip around Antiparos and to Blue Lagoon with Snacks from Captain Morgan Cruises.
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Private Boat Trip to hidden gems around Paros, Antiparos & Despotiko from Aliki using the Avant Yacht provided by The Sailor's Ride Paros.
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Traditional Wooden Boat Trip to the Blue Lagoon & Epitaphios Cave with Greek Lunch from Glaraki Cruises Antiparos.
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