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Private Sailing Trips Cyclades

20 Offers with the Best Prices 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.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
1500 €
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
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
2500 €
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
980 €
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 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
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
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
900 €
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
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
2500 €
Check availability
Showing 1 - 16 out of 20 offers

What customers love about boat trips in Cyclades

5.0
3 reviews
Boat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu from Corfu Cruises.Corfu CruisesBoat Trip to Paxos (Gaios), Antipaxos & Caves from Corfu
180 Reviews
María · FamilyESSpain

The boat is very comfortable and not overcrowded. There are several areas to suit all tastes. The tour through the caves is spectacular. Highly recommended; it's well worth the price.

Spiridakos Sailing Cruises' Catamaran is floating on the crystal clear waters during the sailing catamaran cruise around the hotspots of Santorini.Spiridakos Sailing Cruises SantoriniClassic Sailing Catamaran Day Cruise, with BBQ, Drinks & Transfers
11 Reviews
Habiba · FamilyFRFrance

We had a wonderful time as a family! The staff was very friendly and the setting was idyllic. We were able to enjoy swimming. My children loved it.

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
54 Reviews
cesar PEPeru

Great experience, very entertaining guide, with adequate explanation.

Popular Boat Tour Providers in Cyclades

Angel Sailing SantoriniAngel Sailing Santorini
11 Reviews
5 Offers
null-null-hero
Free cancellation for all offers
Simone · FamilyDEGermany

It was the best experience in a long time. The snorkeling was breathtaking. The colorful fish madness. The food was absolutely delicious. Getting to know the island in this way is a dream. The captain and his staff are super friendly. Always my pleasure!

Jason Daily CruisesJason Daily Cruises
10 Reviews
3 Offers
null-null-hero
Free cancellation for all group offers
Christelle · FamilyFRFrance

Great team!

Sail NaxosSail Naxos
5 Reviews
4 Offers
Picture of a luxurious sailing boat navigating aroun the Small Cyclades.
Free cancellation for all offers
June · FamilyCACanada

Highly recommend this tour. The crew was wonderful, the boat like new. We had a great time.

Voreas Paros CruisesVoreas Paros Cruises
3 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
Anne FRFrance

The boat trip was lovely. The crew and the barbecue lunch were wonderful and delicious. I’d recommend this boat to anyone who wants to have a great time out at sea ! Have a good summer.

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 · 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!

Barca Sailing SantoriniBarca 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

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

Similar activities in Cyclades

Group photo during the private catamaran tour around the hotspots of Santorini with Spiridakos Sailing Cruises Santorini.
Beach Boat Trips Cyclades

90 offers

Private Traditional Wooden Boat Trip to the Blue Lagoon with Greek Lunch from Glaraki Cruises Antiparos.
Day Trips Cyclades

69 offers

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

68 offers

Party Boat Trip in Mykonos with Unlimited Drinks from Mykonos Boat Club.
Half-Day Trips Cyclades

44 offers

During the sunset catamaran cruise around the hotspots of Santorini the crew of Spiridakos sailing cruises is taking care of their guests.
Catamaran Trips Cyclades

44 offers

Private Speedboat Trip from Pollonia to Kleftiko or Polyaigos with Snorkeling from Excellent Yachting Milos.
Island Trips Cyclades

41 offers

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

37 offers

Two people relaxing on the sundeck of the Yacht from The Sailor's Ride Paros.
Caves Boat Trips Cyclades

20 offers

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

19 offers

Two people relaxing on the sundeck of the Yacht from The Sailor's Ride Paros.
Lagoon Trips Cyclades

15 offers

A woman poses during a Sunset Catamaran Trip to Santorini's Volcano with Dinner & Swimming from Santorini Sailing Star Luxury.
Boat Trips with Aperitif Cyclades

15 offers

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

6 offers

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