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Top Cyclades Islands Sailing Trips

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 …More

Santorini, Greece

Sailing along the cliff at the north beautiful part of Santorini passing from Fira town - Imerovigli - Oia - Ammoudi - Thirassia - Volcano...

4 hours 30 minutes Hotel pickup offered Free Cancellation
from
$2,296
Santorini Full-Day Private Experience: 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 …More

Santorini, Greece

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...

9 hours Hotel pickup offered Free Cancellation
from
$402
Full-Day Private cruise to Kleftiko, Polyaigos and Kimolos

Our cruises are one-way starting either in Agia Kyriaki beach and ending in Pollonia village or vice versa. We never sail back to our starting …More

Milos, Greece

Our cruises are one-way starting either in Agia Kyriaki beach and ending in Pollonia village or vice versa. We never sail back to our starting...

9 hours Free Cancellation
from
$1,148
Glaraki Private Sunset Tour

The unique breathtaking sunset in the Greek sea accompanied with traditional local snacks and drinks is the best way to relax on your vacations. …More

Antiparos, Greece

The unique breathtaking sunset in the Greek sea accompanied with traditional local snacks and drinks is the best way to relax on your vacations....

3 hours Free Cancellation
from
$1,033
DISCOVER - Tour Iraklia, Schinoussa & Naxos (Private max 10 Pax)

Immerse Yourself in the Beauty of the Small Cyclades Breathe in the fresh Aegean air and embrace the tranquility of the Small Cyclades. On this …More

Paros, Greece

Immerse Yourself in the Beauty of the Small Cyclades Breathe in the fresh Aegean air and embrace the tranquility of the Small Cyclades. On this...

9 hours Free Cancellation
from
$1,952
Private Yacht Tour in Santorini (Technohull) - 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, …More

Santorini, Greece

• Sail along the iconic caldera, passing volcanic cliffs, the famous Red Beach, and the White Beach. • Swim in crystal-clear waters, explore hidden coves,...

5 hours Hotel pickup offered Free Cancellation
from
$1,027
Private luxury Sunset Cruise to the Blue Lagoon

Sail to the famous Blue Lagoon at sunset and experience the magic of turquoise waters surrounded by the islets of Panteronisi, Tigani, and Glaropounda. Perfect …More

Paros, Greece

Sail to the famous Blue Lagoon at sunset and experience the magic of turquoise waters surrounded by the islets of Panteronisi, Tigani, and Glaropounda. Perfect...

2 hours Free Cancellation
from
$793

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These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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