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Private Sailing Trips Cyclades

20 Offers with the Best Prices 2026

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Naxos

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Duration

Morning

Afternoon

Full day

Popular Options

Free Cancellation

Locations

Paros

Naxos

Santorini

Antiparos

Included services

Food & Drinks

Pickup

Food

Drinks

Aperitif

Ideal for

Swimming

Snorkeling

Sightseeing

Sunset

Wildlife watching

Party

Fishing

Accessible to wheelchairs

Accessible to strollers

Suitable for pregnant women

Winter activities

Languages

English

Dutch

German

French

Italian

Spanish

Czech

Polish

Hungarian

Danish

Swedish

Finnish

Russian

Slovenian

Slovak

Portuguese

Croatian

Chinese

Duration

Morning

Afternoon

Full day

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

Free cancellation

Food & Drinks available

Food & Drinks available

Check availability

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

Private Sailing Trip from Paros to Koufonisia with Food, Snorkeling & SUP

Voreas Paros Cruises

Starting from: Piso Livadi

Free cancellation

Food & Drinks available

Food & Drinks available

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

Free cancellation

Drinks available

Drinks available

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

Starting from: Naxos

Free cancellation

Aperitif available

Aperitif available

Check availability

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

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

Voreas Paros Cruises

Starting from: Piso Livadi

Free cancellation

Food & Drinks available

Food & Drinks available

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

Free cancellation

Food & Drinks available

Food & Drinks available

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

Starting from: Naxos

Free cancellation

Food & Drinks available

Food & Drinks available

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

Check availability

Sunset Boat Trip along Naxos South Coast from 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

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.

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

Barca Sailing Santorini

Starting from: Vlychada

Pickup available

Pickup available

Save up to 10% From

980 € 882 €

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.

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

Barca Sailing Santorini

Starting from: Vlychada

Pickup available

Pickup available

Save up to 20% From

980 € 784 €

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.

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

Check availability

Private Sailboat Trip to Koufonisia & Naxos with Lunch from Lady K Sailing Cruises Paros.

Private Sailboat Trip to Koufonisia & Naxos with Lunch

Lady K Sailing Cruises Paros

Starting from: Piso Livadi

Free cancellation

Food & Drinks available

Food & Drinks available

Check availability

Private Boat Trip around the Cyclades with BBQ from Jason Daily Cruises.

Private Boat Trip around the Cyclades with BBQ

Jason Daily Cruises

Starting from: Naxos

Food & Drinks available

Food & Drinks available

Check availability

Private Sailboat Trip to Iraklia, Schinoussa & Naxos with Lunch from Lady K Sailing Cruises Paros.

Private Sailboat Trip to Iraklia, Schinoussa & Naxos with Lunch

Lady K Sailing Cruises Paros

Starting from: Piso Livadi

Free cancellation

Food & Drinks available

Food & Drinks available

Check availability

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

Private Sunset Sailing Cruise with a View of Caldera and Oia

Angel Sailing Santorini

Starting from: Vlychada

Free cancellation

Pickup available

Pickup available

Check availability

Showing 1 - 16 out of 20 offers

What customers love about boat trips in Cyclades

5.0

5 reviews

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

Corfu Cruises

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

Carine · Group of friends

Nice boat trip

View of the boat during the boat trip from Santorini to the volcano with Caldera's Boats.

Boat Trip in Santorini to the Volcano & Hot Springs

Great experience, very entertaining guide, with adequate explanation.

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

Corfu Cruises

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

Christoph · Couple

A very enjoyable trip, very friendly staff, varied with nature, beaches, and shore excursions. Highly recommended.

Popular Boat Tour Providers in Cyclades

Angel Sailing Santorini

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Free cancellation for all offers

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 Cruises

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Free cancellation for all group offers

Christina · Family

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

Sail Naxos

Picture of a luxurious sailing boat navigating aroun the Small Cyclades.

Free cancellation for all offers

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

Voreas Paros Cruises

Some sailing boats of Voreas Paros Cruises in the turquoise waters near Paros during a sailing boat trip.

Free cancellation for all offers

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.

Naxos Catamaran

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 traveler

Nice crew, good trip.

Barca Sailing Santorini

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

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.

Trending boat trips in Cyclades

View of the boat during the boat trip from Santorini to the volcano with Caldera's Boats.

Boat Trip in Santorini to the Volcano & Hot Springs

Free cancellation

A family enjoying their Snorkeling Adventure Tour in Mykonos together with a local guide from the Mykonos Diving Center.

Snorkeling Adventure at Paradise Beach or around Mykonos

Free cancellation

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

Captain Yannis Cruises Catamaran Paros

Catamaran Trip from Piso Livadi to Antiparos with Snorkeling and BBQ

Free cancellation

Cyclades: All locations

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

9 offers

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

7 offers

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

6 offers

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

5 offers

Similar activities in Cyclades

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

Beach Boat Trips Cyclades

97 offers

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

Day Trips Cyclades

75 offers

The boat from Mykonos Cruises in the harbour shortly after the departure of the Boat Trip to Delos & Rhenia from Mykonos.

Boat Trips with Lunch Cyclades

69 offers

The boat on clear blue waters during the Boat trip to Parikia Bay with Swimming and Snorkeling.

Island Trips Cyclades

49 offers

Sunset Traditional Wooden Boat Trip to the Fira Channel with Swimming & Snorkeling from Glaraki Cruises Antiparos.

Half-Day Trips Cyclades

48 offers

A guest of Spiridakos Sailing Cruises enjoys his time on a Catamaran during a private sunset cruise around the hotspots of Santorini.

Catamaran Trips Cyclades

44 offers

Sunset Sailboat Trip to the Fira Channel with Apéritif & Swimming Stops from Paros Boat Trips.

Sunset Boat Trips Cyclades

43 offers

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

Caves Boat Trips Cyclades

22 offers

The sail boat with a beautiful orange backdrop from the sunset over the ocean during the Sunset Boat Trip from Vlychada along Santorini's coastline with BBQ Lunch & Swimming from Barca Sailing Santorini.

Boat Trips with Dinner Cyclades

20 offers

Two people on the boat of Mykonos Cruises enjoying the Sunset Boat Trip around Mykonos.

Boat Trips with Aperitif Cyclades

18 offers

Boat Trip to the Blue Lagoon from Benitses from Corfu Cruises.

Lagoon Trips Cyclades

15 offers

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

Yacht Trips Cyclades

10 offers

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A group of participants during a stop sliding down a water slide and enjoying their time on board a pirate boat trip taking them to Kalymnos, Pserimos and Plati with lunch with Barco de Pirata.

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A girl is riding on a wave during a Surf Lesson on Penon Beach with Surf Evolution Seignosse.

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Picture of the port of Lipari from a boat from Tripodi Navigazione Tropea during the Boat Trip to Stromboli, Lipari and Vulcano from Tropea.

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The Manos Going Rhodes boat mooring at Symi Town during the Symi Island Cruise to Symi Town & Panormitis Monastery.

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3 offers

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