Cyclades Islands Cruises, Sailing & Water Tours

Santorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

Enjoy unique views of Santorini from the sea during this 5 hour morning or sunset cruise. Starting from the port of Vlychada, see the Vlychada …More

Santorini, Greece

Enjoy unique views of Santorini from the sea during this 5 hour morning or sunset cruise. Starting from the port of Vlychada, see the Vlychada...

5 hours Hotel pickup offered Free Cancellation
4.9 (87)
from
$158
Santorini All-inclusive Private Catamaran Cruise

Do not miss out! When in Santorini, the sunset and a sailing cruise around the Caldera, are the things one should not miss out. Have …More

Santorini, Greece

Do not miss out! When in Santorini, the sunset and a sailing cruise around the Caldera, are the things one should not miss out. Have...

5 hours Hotel pickup offered Free Cancellation
5.0 (85)
from
$948
Private Full-Day Motor Yacht Cruise with Meal, Open Bar+Transfers

Roam around Santorini on a luxurious top-class 46-feet Targa Motor Yacht, departing from Vlychada Marina.and visit the island's highlights, such as the Red & White …More

Santorini, Greece

Roam around Santorini on a luxurious top-class 46-feet Targa Motor Yacht, departing from Vlychada Marina.and visit the island's highlights, such as the Red & White...

10 hours Hotel pickup offered Free Cancellation
4.9 (90)
from
$528
Mykonos Sunset Cruise to Rhenia, 3D Self-Tour of Delos, Dinner

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life …More

Mykonos, Greece

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life...

5 hours Free Cancellation
4.9 (99)
from
$130
Sunset Caldera Sailing Cruise

Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek hospitality are true and that this cruise will be …More

Santorini, Greece

Captain Yiannis and his crew -all experienced sailors- can assure you that all claims about greek hospitality are true and that this cruise will be...

5 hours Hotel pickup offered Free Cancellation
4.9 (87)
from
$141
Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years, …More

Santorini, Greece

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years,...

5 hours Hotel pickup offered Free Cancellation
5.0 (91)
from
$264
Antiparos & Despotiko Kaiki Cruise — Coves, Swim & BBQ

Set sail on a full-day traditional kaiki cruise and experience the hidden beauty of Antiparos and Despotiko from the sea. Bring your swimsuit, beach towel, …More

Paros, Greece

Set sail on a full-day traditional kaiki cruise and experience the hidden beauty of Antiparos and Despotiko from the sea. Bring your swimsuit, beach towel,...

6 hours 15 minutes Free Cancellation
4.7 (155)
from
$102
Mykonos Catamaran Private Day Cruise, Full Lunch & Open-bar

Mykonos Catamaran is the original and most renowned catamaran company in Mykonos! Sail on a safe and seaworthy catamaran carefully chosen by Captain Michael to …More

Mykonos, Greece

Mykonos Catamaran is the original and most renowned catamaran company in Mykonos! Sail on a safe and seaworthy catamaran carefully chosen by Captain Michael to...

5 hours Free Cancellation
5.0 (94)
from
$190
All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport)

Experience the Joy of Sailing on a Yacht in a Friendly Small Group Atmosphere. Swim and Snorkel in Crystal Clear Waters, Indulge on Pristine Beaches …More

Mykonos, Greece

Experience the Joy of Sailing on a Yacht in a Friendly Small Group Atmosphere. Swim and Snorkel in Crystal Clear Waters, Indulge on Pristine Beaches...

6 hours Free Cancellation
4.6 (122)
from
$130
Paros: Gulet Cruise to Antiparos, Blue Lagoon & Despotiko 25guest

Step aboard Galatea, a traditional wooden gulet, and enjoy a full-day cruise to Blue Lagoon, Antiparos, and Despotiko. With a maximum of 25 guests, you'll …More

Paros, Greece

Step aboard Galatea, a traditional wooden gulet, and enjoy a full-day cruise to Blue Lagoon, Antiparos, and Despotiko. With a maximum of 25 guests, you'll...

8 hours Free Cancellation
4.7 (150)
from
$130
Private Luxury Boat Tour of Mykonos South Coast & Hidden Beaches

Embark on an exclusive speed boat cruise in Mykonos, Greece, for an unforgettable journey around this enchanting island. With limited passengers, enjoy a personalized trip …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Embark on an exclusive speed boat cruise in Mykonos, Greece, for an unforgettable journey around this enchanting island. With limited passengers, enjoy a personalized trip...

4 hours Free Cancellation
4.9 (19)
from
$1,071
Santorini Luxury Caldera Cruise with Greek Meal & Hotel Pickup

Witness unparalleled views of the sunset on board our catamaran yacht under the cliffs of Oia, - at the old port of Ammoudi Bay which …More

Santorini, Greece

Witness unparalleled views of the sunset on board our catamaran yacht under the cliffs of Oia, - at the old port of Ammoudi Bay which...

5 hours Hotel pickup offered Free Cancellation
5.0 (64)
from
$169
Milos: Small Group Yacht Tour—Kleftiko Sarakiniko Poliegos

Semi-Private Cruise in Milos aboard the Raptor • Morning & Sunset Options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar …More

Milos, Greece

Semi-Private Cruise in Milos aboard the Raptor • Morning & Sunset Options • Explore Kleftiko, Sarakiniko & more on a luxury open-yacht • Open bar...

5 hours Free Cancellation
4.9 (86)
from
$192
South Coast Premium Sail Cruise with Lunch Drinks Swim and Sunset

This evening cruise is ideal for travelers that want to explore southern part of Mykonos passing through the worldwide famous bays, making couple of swimstops …More

Mykonos, Greece

This evening cruise is ideal for travelers that want to explore southern part of Mykonos passing through the worldwide famous bays, making couple of swimstops...

4 hours Free Cancellation
4.9 (69)
from
$113
Private 5-Hour Cruise on Ultra Luxury Brand-New Yacht in Mykonos (Nevma)

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious, …More

Mykonos, Greece

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast. Our luxurious,...

5 hours Hotel pickup offered Free Cancellation
4.9 (63)
from
$1,234
Santorini: Small Group Catamaran Cruise with BBQ Fish & Drinks

The Day and Sunset Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Vlychada marina is a great opportunity to enjoy a …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

The Day and Sunset Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Vlychada marina is a great opportunity to enjoy a...

5 hours Hotel pickup offered Free Cancellation
4.9 (71)
from
$125
Half-Day Private Romantic Sailing Getaway to Kleftiko

The best custom sailing experience in Milos for the best price! Come on board Veronica classic yacht and sail the south coast of the island …More

Milos, Greece

The best custom sailing experience in Milos for the best price! Come on board Veronica classic yacht and sail the south coast of the island...

5 hours Free Cancellation
5.0 (78)
from
$677
Delos Day Trip from Mykonos

Uncover the archaeological drama of Delos on a half-day tour from Mykonos. With a local guide, you'll cruise over the sea to the UNESCO-listed sacred …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Uncover the archaeological drama of Delos on a half-day tour from Mykonos. With a local guide, you'll cruise over the sea to the UNESCO-listed sacred...

4 hours Free Cancellation
4.3 (83)
from
$114
Santorini Caldera Panorama Winter Cruise All Inclusive

Join us for a once-in-a-lifetime sailing experience with the award-winning Caldera Panorama cruise. Visit the hot spots of the island in a luxury catamaran. Admire …More

Santorini, Greece

Join us for a once-in-a-lifetime sailing experience with the award-winning Caldera Panorama cruise. Visit the hot spots of the island in a luxury catamaran. Admire...

5 hours Hotel pickup offered Free Cancellation
4.8 (62)
from
$111
Mykonos Catamaran Cruise with Meal Drinks and Sup

Go on a half-day cruise in the Aegean Sea. Select your preferred departure time morning or afternoon and sail to the mythical Delos and Rhenia …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Go on a half-day cruise in the Aegean Sea. Select your preferred departure time morning or afternoon and sail to the mythical Delos and Rhenia...

5 hours Free Cancellation
4.9 (14)
from
$1,348
Santorini Volcanic Islands Cruise: Volcano,Hot Springs,Thirassia and Oia Sunset

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini, …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini,...

11 hours Hotel pickup offered Free Cancellation
4.1 (94)
from
$64

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