Top Cyclades Islands Cruises, Sailing & Water Tours

Luxury Catamaran Semi private cruise with meals & drinks and transportation.

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Take a break from the resort crowds and get offshore for a while on this chilled-out sailing excursion around Mykonos. Choose a trip to the...

5 hours Hotel pickup offered Free Cancellation
4.5 (42)
from
$183
Private Fishing Tour - Sunset (transportation included)

Spend an unforgettable evening at the sea with your loved one escape from the crowds on a large 52ft wooden boat experience the traditional greek …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

Spend an unforgettable evening at the sea with your loved one escape from the crowds on a large 52ft wooden boat experience the traditional greek...

5 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$269
Santorini: Premium Small-Group Catamaran Cruise with Food/Drinks

1. Red Beach Relax at Santorini’s Red Beach with dramatic volcanic cliffs and crystal-clear waters—perfect for photos and views. 2. White Beach & Blue-and-White Churches …More

Santorini, Greece

1. Red Beach Relax at Santorini’s Red Beach with dramatic volcanic cliffs and crystal-clear waters—perfect for photos and views. 2. White Beach & Blue-and-White Churches...

4 to 6 hours Hotel pickup offered Free Cancellation
4.9 (91)
from
$114
Santorini Half-Day Luxury Private Cruise

The captain welcomes you aboard! Starting your tour from Vlychada port, in the south part of the island, get ready for a speed experience that …More

Santorini, Greece

The captain welcomes you aboard! Starting your tour from Vlychada port, in the south part of the island, get ready for a speed experience that...

5 hours Hotel pickup offered Free Cancellation
5.0 (97)
from
$199
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
$160
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
$1,171
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
$540
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
$131
Santorini Oia: Private Sunset Cruise with Fresh Fish BBQ & Drinks

The Sunset Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

Santorini, Greece

The Sunset Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

6 hours Hotel pickup offered Free Cancellation
5.0 (46)
from
$211
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
$269
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
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
$132
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
$132
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
$1,084
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
$1,365
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
$194
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
$114
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
$1,257
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
$689
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
$115

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