Cycladic Horizons: A Day Across Anafi, Ios & Sikinos

Cycladic Horizons: A Day Across Anafi, Ios & Sikinos

Paradeisos Port, Santorini, Greece

4.9

49 REVIEWS

PEOPLE

8h00

DURATION

With skipper

You will be accompanied by a skipper speaking English, Greek

Super Owner

Kostas is an experienced boat renter with excellent reviews and is committed to providing quality services

Free cancellation

Get a full refund when you cancel at least 24 hours before your booking starts (service fees and commission excluded)

What's included

Snorkeling Equipment

Towels

Beer

Wine

Snacks

Swimming Stop

Fuel

About the experience

**##Please contact us for avaliability before you book##**
##**Please notice that our starting prices for this experience,refer to groups up to 64persons!Please contact us for a personalized offer!**##

Embark on a captivating 8-10hour sailing tour through the quiet side of the Cyclades, discovering the raw beauty and authentic charm of Anafi, Ios, and Sikinos—three islands that remain blissfully untouched by mass tourism.

Our journey begins as we set sail from Anafi, an island known for its dramatic cliffs, golden beaches, and mythic atmosphere. As we glide along its rugged coastline, you’ll have the chance to swim in secluded coves and soak in the serenity of unspoiled nature. From there, we head toward the southern shores of Ios, where turquoise waters and hidden sea caves await. Far from the island’s lively reputation, we explore its peaceful side—calm bays like Manganari and Tris Klissies, ideal for snorkeling or simply drifting in the sun.

By midday, we cruise toward Sikinos, a quiet and traditional island where time seems to slow. Here, you’ll enjoy a delicious onboard lunch made with fresh local ingredients, accompanied by stories of island life and folklore shared by our crew. With time to dive into crystal-clear waters or just relax on deck, you’ll experience the essence of the Cyclades—simple, soulful, and stunning.

As the sun begins to dip, casting golden light across the sea, we sail gently back, leaving you with a heart full of island magic and a camera full of unforgettable views.

Perfect for couples, friends, or solo travelers seeking authenticity and tranquility, this cruise is a soulful escape across the sea less traveled.

Organized by Kostas

Verified boat

· Super owner · 49 reviews

Itinerary

Starting location:: Ammoudi bay, Santorini, Greece
Caldera Cliffs: Sail along the dramatic caldera cliffs that define the iconic Santorini landscape. These towering volcanic formations offer stunning views and a chance to appreciate the island's geological history, shaped by centuries of volcanic activity.
Arrive back at:: Ammoudi bay, Santorini, Greece

4.9/5 · 49 reviews

Reviews are displayed in chronological order

W

Wendy

Date of the rental 9/3/25 · Date of the review 9/4/25

We had the privilege of enjoying this boat all to ourselves, guided by Kostas - a skipper who is incredibly knowledgeable about the origins of Santorini’s caldera. Thanks to the kind of boat, we were able to approach the dramatic landscapes up close and had plenty of opportunities for swimming and snorkelling in crystal-clear waters. What made it extra special was the feeling that we had the crater entirely to ourselves – a peaceful escape from the hustle and bustle of Santorini. A perfect mix of discovery, relaxation, and pure beauty. Highly recommended!

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L

Laura

Date of the rental 8/28/25 · Date of the review 8/29/25

We had a wonderful day! Kostas made us discover the island, taking us to the most characteristic places and telling us about them, always leaving us the freedom to organise the day as we preferred. The boat was clean and comfortable. We strongly recommend choosing Kostas to accompany you on the discovery of Santorini!

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G

Ginevra

Date of the rental 8/16/25 · Date of the review 8/17/25

Translated from Italian

A beautiful tour of the island, Kostas was available for every request. He took us to beautiful and very quiet coves. It was a wonderful experience, and we highly recommend this option. There were six of us and we had a wonderful time.

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M

Matt

Date of the rental 8/11/25 · Date of the review 8/11/25

Kostas was an incredible driver/host. We can not recommend this enough. He provided towels, snorkeling gear, snacks and drinks throughout the tour. Not only does he know the best spots around the island he is very knowledgeable about the history of the island and shares fun facts throughout the tour. We had our kids (8 and 10) with us and he made sure they felt comfortable and had a blast. Truly a highlight of our trip.

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