Sailing Trips in Cyclades Islands
Top 10 Best Cyclades Islands Sailing Trips
Found 192 Sailing Trips activities in Cyclades Islands. Sort by Popularity. - Page 9Daily Sunset Sailing Cruise Tour in Santorini
Board the "Thalassa" in the afternoon and depart to the small port of Nea Kameni volcano for a magical Santorini sunset cruise. Upon arrival at the volcano our guide leads you up to explore the rim of the volcanic crater. Leaving... More

Daily Sunset Sailing Cruise Tour in Santorini
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Cyclades Islands
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Superb1 review5
Board the "Thalassa" in the afternoon and depart to the small port of Nea Kameni volcano for a magic....
Luxury Private Power Catamaran Tour in Santorini
This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8 represents a new level of onboard comfort in luxury yachting. Applying a sophisticated design to... More
Private Tour

Luxury Private Power Catamaran Tour in Santorini
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Cyclades Islands
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Exellent8 reviews4.5
This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose th....
Private Tour
Island Hopping: Santorini Catamaran Charter Cruise with a skipper
Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set sail for any destination you desire.... More
Private Tour

Island Hopping: Santorini Catamaran Charter Cruise with a skipper
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Cyclades Islands
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Superb136 reviews4.9
Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route.....
Private Tour
Mykonos Catamaran Private Delos Rhenia cruise
Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you sail through the famous blue waters of Greece.... More
Private Tour

Mykonos Catamaran Private Delos Rhenia cruise
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Cyclades Islands
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Superb1 review5
Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian s....
Private Tour
Private Yacht Tour in Santorini 'Bugatti' - Open Bar&Transfers
• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Beach. • Swim in crystal-clear waters, explore hidden coves, or relax on deck with champagne in hand. • Enjoy a gourmet meal pr... More
Private Tour

Private Yacht Tour in Santorini 'Bugatti' - Open Bar&Transfers
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Cyclades Islands
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Superb1 review5
• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Bea....
Private Tour
Santorini Catamaran Cruise with Meal and Drinks
Our wonderful service ,and our experience. in combination with our experienced crew, you will live an unforgettable experience on the island of Santorini and magical landscapes. ... More
Private Tour

Santorini Catamaran Cruise with Meal and Drinks
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Cyclades Islands
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Superb4 reviews5
Our wonderful service ,and our experience. in combination with our experienced crew, you will live ....
Private Tour
Milos Adventures : Adamas - Kleftiko - Poliegos - Pollonia
Sailing across the coastline, leaving behind us Milos bay, we will pass by the traditional fishing villages of Skinopi, Klima, Areti and Fourkovouni with the colourful little houses - called "Sirmata"- built by the sea side. Then,... More
Private Tour

Milos Adventures : Adamas - Kleftiko - Poliegos - Pollonia
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Cyclades Islands
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Superb7 reviews4.9
Sailing across the coastline, leaving behind us Milos bay, we will pass by the traditional fishing v....
Private Tour
Private All Around Of Milos & Sunset
Our "Private All Around Of Milos & Sunset" cruise offers the complete experience of Milos's natural beauty, historical exploration, and relaxation. Enjoy the privacy of the yacht by sailing through the Aegean Sea with our monohull... More
Private Tour

Private All Around Of Milos & Sunset
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Cyclades Islands
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Superb5 reviews5
Our "Private All Around Of Milos & Sunset" cruise offers the complete experience of Milos's natural ....
Private Tour
Private Caldera Cruise Santorini
Our captain’s professionalism, the presence of co-captain Dior - the cutest mini Maltese that steals the show- combined with our rib boat’s amenities offers the best private yachting experience in Santorini and Cyclades! Our r... More
Private Tour

Private Caldera Cruise Santorini
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Cyclades Islands
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Superb1 review5
Our captain’s professionalism, the presence of co-captain Dior - the cutest mini Maltese that stea....
Private Tour
Private Sailing & Wine Tasting on a Sailboat with a Sommelier
Experience a one-of-a-kind Santorini sailing tour while sipping some of the island's best wines! Learn about Santorini wines while tasting 6 glasses of different Santorini wines such as Assyrtiko, Nychteri, Vinsanto, and others wh... More
Private Tour

Private Sailing & Wine Tasting on a Sailboat with a Sommelier
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Cyclades Islands
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Superb1 review5
Experience a one-of-a-kind Santorini sailing tour while sipping some of the island's best wines! Lea....
Private Tour
Private Sunset cruise to Rhenia&Little Venice with Mykonian Viand
Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. Set sail towards the horizon, with a glass of wine in hand, and watch the sun is dipping into the water, as the blue sky transform... More
Private Tour

Private Sunset cruise to Rhenia&Little Venice with Mykonian Viand
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Cyclades Islands
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Superb2 reviews5
Although not a day trip, this experience provides the perfect ending to a day in beautiful Mykonos. ....
Private Tour
Private Cocktail Sailing Tour: Santorini Volcano & Hot Springs
Exclusive Private Cocktail Sailing Tour in Santorini! Set sail on a private adventure through the stunning waters of Santorini with our Cocktail Sailing Tour! Enjoy the island’s beauty, unwind, and indulge in expertly crafted c... More
Private Tour

Private Cocktail Sailing Tour: Santorini Volcano & Hot Springs
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Cyclades Islands
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Superb2 reviews5
Exclusive Private Cocktail Sailing Tour in Santorini! Set sail on a private adventure through the s....
Private Tour
Paros-Full Day Cruise to Iraklia, Schinousa & Naxos-Semi Private
*We will sail all way to the wild island of Iraklia until we reach the secluded beach of Alimia. You can snorkel and explore the sunken hydroplane of World War II by swimming into the emerald Aegean water. *Next we will continue ... More
Private Tour

Paros-Full Day Cruise to Iraklia, Schinousa & Naxos-Semi Private
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Cyclades Islands
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Superb2 reviews5
*We will sail all way to the wild island of Iraklia until we reach the secluded beach of Alimia. You....
Private Tour
Private Yacht Tour in Santorini 'Sunny Zeus' - Open Bar&Transfers
• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Beach. • Swim in crystal-clear waters, explore hidden coves, or relax on deck with champagne in hand. • Enjoy a gourmet meal pr... More
Private Tour

Private Yacht Tour in Santorini 'Sunny Zeus' - Open Bar&Transfers
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Cyclades Islands
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Superb2 reviews5
• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Bea....
Private Tour
Sail Taste Connect a Semi Private Sailing with Seafood and Wine
Looking for more than just a boat trip? Welcome aboard — where strangers become friends and the vibes are as smooth as the wine we pour! Join our semi-private catamaran experience (up to 20 guests) and sail through Mykonos' cry... More
Private Tour

Sail Taste Connect a Semi Private Sailing with Seafood and Wine
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Cyclades Islands
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Superb85 reviews5
Looking for more than just a boat trip? Welcome aboard — where strangers become friends and the vi....
Private Tour

Mykonos Catamaran Private Sunset Cruise with Transfer
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Cyclades Islands
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Superb85 reviews5
Trip Highlights 4 hours of sunset sailing Cruise with no engine noise Enjoy traditional Mykonian f....
Private Tour
Santorini Private Cruise to Volcanic Islands and Hot Springs
Sailing along the cliff at the north beautiful part of Santorini passing from Fira town - Imerovigli - Oia - Ammoudi - Thirassia - Volcano - Hot springs Classic tours to the must-see sights, as well as lesser-known gems that canno... More
Private Tour

Santorini Private Cruise to Volcanic Islands and Hot Springs
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Cyclades Islands
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Superb85 reviews5
Sailing along the cliff at the north beautiful part of Santorini passing from Fira town - Imerovigli....
Private Tour
Sail the Aegean with Mykonos Tour
This isn’t just sailing — it’s your private Mykonian chapter, written by the wind, the waves, and the smell of fresh seafood on deck. Step aboard our Ocean Star 51.2, a spacious 52-foot sailing yacht, and enjoy a fully priv... More
Private Tour

Sail the Aegean with Mykonos Tour
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Cyclades Islands
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Superb10 reviews5
This isn’t just sailing — it’s your private Mykonian chapter, written by the wind, the waves, ....
Private Tour
Santorini Full-Day Private: Caldera Sailing & Island Excursion
Enhance your visit to the world's most unique island with a full-day private tour of Santorini, and enjoy the opportunity to observe the island's beauty while traversing the island's unique scenery and sailing along the deep blue ... More
Private Tour

Santorini Full-Day Private: Caldera Sailing & Island Excursion
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Cyclades Islands
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Superb10 reviews5
Enhance your visit to the world's most unique island with a full-day private tour of Santorini, and ....
Private Tour
EXPLORE - Tour Adventure Koufonisia & Naxos (Private max 10 Pax)
From Paros Piso Livadi Port - Exclusive Private Sailing Adventure Around the Koufonisia Archipelago and Naxos. Enjoy an exclusive sailing trip through the stunning waters of Koufonisia. Our first stop is Pezoulia Bay in Kato Kou... More
Private Tour

EXPLORE - Tour Adventure Koufonisia & Naxos (Private max 10 Pax)
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Cyclades Islands
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Superb1 review5
From Paros Piso Livadi Port - Exclusive Private Sailing Adventure Around the Koufonisia Archipelago ....
Private Tour