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Private Sailing Trips Cyclades18 Offers with the Best Prices 2025

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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 Sunset Sailing Trip to the Fira Channel with Swimming & Open Bar from Glaraki Cruises Antiparos.
NEW
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 to the Small Cyclades with SUP from Sail Naxos.
NEW
Sail Naxos

Private Sunset Sailing Boat Trip from Naxos to the Small Cyclades with SUP

Sail Naxos
Starting from: Naxos

2 hours

Free Cancellation
Drinks available
Drinks available
From
350 €
Check availability

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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 to the Small Cyclades with Lunch and SUP from Sail Naxos.
NEW
Sail Naxos

Private Sailing Boat Trip from Naxos to the Small Cyclades with Lunch and SUP

Sail Naxos
Starting from: Naxos

9 hours

Free Cancellation
Food & Drinks available
Food & Drinks available
From
1100 €
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
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
1800 €
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
800 €
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
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
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.
NEW
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 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
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
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
1800 €
Check availability
Showing 1 - 16 out of 18 offers

What customers love about boat trips in Cyclades

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

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

128 Reviews
giovanni · FamilyITItaly "because it is an opportunity to visit two beautiful islets, take a swim in the island of Antipaxos and visit the town and caves of Paxos"
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

43 Reviews
Adriana · CoupleUSUnited States "Easy booking and communication, even for last minute. Only agency that offer transfer option from Adamantas for 20 euro each way, if you don't drive. If you drive, better, car rental is about 35 euro for the day. Nice boat with shade, friendly guides, water and snacks for free."
Boat Trip to Paxos (Gaios), Antipaxos & Caves from LefkimmiCorfu Cruises

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

31 Reviews
Nadine · FamilyFRFrance "Very friendly staff, a wonderful day, I recommend it to you absolutely, superb site 🤩 We even danced on board the boat"

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 €
The Rental Boat Margarita Assos 450 from The Sailor's Ride.The Sailor's Ride Paros

Boat Rental without Licence from Aliki (up to 5-6 people)

Recently booked
Free Cancellation

From

250 €
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

Bestseller
Free Cancellation

From

18 €

Popular Boat Tour Providers in Cyclades

Angel Sailing Santorini

Angel Sailing Santorini

10 Reviews
5 Offers
null-null-hero
Free cancellation for all offers
Keelan · CoupleGBUnited Kingdom "Wow wow wow! The most incredible experience with Angel Sailing. George & Inna were faultless & went above and beyond to help plan my partner proposing to me! The most perfect day that we will never forget. George is an experienced captain with so much knowledge of the area & all the best spots to visit away from all the crowds. He also encouraged me to get in the ocean as I’m not a confident swimmer. I’m so glad I did as it was unforgettable. Thank You again for the most perfect trip we could have asked for. Marilyn & Keelan"
Jason Daily Cruises

Jason Daily Cruises

5 Reviews
3 Offers
null-null-hero
Free cancellation for all group offers
Jeanne · FamilyGRGreece "Very welcoming staff, beautiful places to discover, delicious barbecue!"
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."
Glaraki Cruises Antiparos

Glaraki Cruises Antiparos

6 Offers
The boat of Glaraki Cruises Antiparos in the Blue Lagoon.
Free cancellation for all offers
Lady K Sailing Cruises Paros

Lady K Sailing Cruises Paros

5 Offers
Sailboat Sailing in Blue Waters of Lady K Sailing Cruises.
Free cancellation for all offers

Cyclades: All locations

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

Paros

7 offers
Private Sunset Sailing Boat Trip from Naxos to the Small Cyclades with SUP from Sail Naxos.

Naxos

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

Santorini

6 offers
Private Sunset Sailing Trip to the Fira Channel with Swimming & Open Bar from Glaraki Cruises Antiparos.

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

104 offers
Sailing Trip from Adamas along the Coast to Kleftiko with Lunch & Snorkeling from Excellent Yachting Milos.

Day Trips Cyclades

81 offers
Private RIB Boat Trip from Agia Kiriaki to Kleftiko from Indigo Yacht Milos.

Sightseeing Boat Trips Cyclades

76 offers
Sailing Trip from Pollonia to Polyaigos with Lunch & Snorkeling from Excellent Yachting Milos.

Boat Trips with Lunch Cyclades

69 offers
Private RIB Boat Trip from Agia Kiriaki to Kleftiko from Indigo Yacht Milos.

Half-Day Trips Cyclades

51 offers
Private RIB Boat Trip to Blue Lagoon, Despotiko & Fira with Swimming & Snorkeling from Escape From Reality.

Island Trips Cyclades

50 offers
The boat that is used for the Private Catamaran Trip to Paros and Antiparos with Snorkeling and BBQ from Captain Yannis Cruises Catamaran Paros.

Catamaran Trips Cyclades

44 offers
Private Sunset Yacht Trip in Santorini with Greek Apéritif & Snorkeling from Santorini Golden Yacht.

Sunset Boat Trips Cyclades

42 offers
Luxurious Catamaran Trip from Adamantas with BBQ, SUP & Snorkeling from Naya Yachting Adamantas.

Caves Boat Trips Cyclades

24 offers
Bird's-eye view of the sailboat used in the sailboat trip around Milos & Polyaigos with Lunch with Polco Sailing.

Boat Trips with Aperitif Cyclades

22 offers
Private Sunset Yacht Trip in Santorini with Dinner & Snorkeling from Santorini Golden Yacht.

Boat Trips with Dinner Cyclades

16 offers
Private Boat Trip to hidden gems around Paros, Antiparos & Despotiko from Aliki using the Avant Yacht provided by The Sailor's Ride Paros.

Lagoon Trips Cyclades

15 offers
The luxurious INDIGO yacht in the private luxury yacht trip to Folegandros, Sikinos, Polyaigos & Kimolos with Indigo Yacht Milos.

Yacht Trips Cyclades

13 offers
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