Cyclades Islands Cruises, Sailing & Water Tours

Catamaran cruise in Mykonos with Meal, Drinks & Transport

Go on a half-day sailing adventure in the Aegean Sea. Select your preferred departure time—morning or afternoon—and set sail for Mykonos’ south coast or to …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Go on a half-day sailing adventure in the Aegean Sea. Select your preferred departure time—morning or afternoon—and set sail for Mykonos’ south coast or to...

5 hours Hotel pickup offered Free Cancellation
5.0 (35)
from
$1,466
Oia Water Transfer Experience: Cruise One Way, Drive Back to Fira

Skip the cable car and start your Santorini adventure stress-free! From the Old Port by water taxi, so you can sit back and soak in …More

Santorini, Greece

Skip the cable car and start your Santorini adventure stress-free! From the Old Port by water taxi, so you can sit back and soak in...

150 to 250 minutes Free Cancellation
5.0 (93)
from
$36
Private Motor Yacht Cruise with BBQ, Open Bar & Transfers

Cruise with a Luxurious Azimut Motor Yacht and Sail past the island's highlights, such as the Red & White Beaches, the Indian Rocks, and the …More

Santorini, Greece

Cruise with a Luxurious Azimut Motor Yacht and Sail past the island's highlights, such as the Red & White Beaches, the Indian Rocks, and the...

5 hours Hotel pickup offered Free Cancellation
4.9 (137)
from
$282
Private 5-Hour Cruise on Brand-New Luxury Yacht in Mykonos (Para Voce)

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
5.0 (138)
from
$1,123
Private Mykonos Catamaran Day Cruise with Meals & Water Toys

Choose between a morning or sunset cruise when booking. On the day, meet the skipper at Ornos Marina, finding a comfortable spot aboard the modern …More

Mykonos, Greece

Choose between a morning or sunset cruise when booking. On the day, meet the skipper at Ornos Marina, finding a comfortable spot aboard the modern...

5 hours Free Cancellation
4.9 (115)
from
$1,466
The Fastest Private Motor Yacht in Santorini - All Inclusive Tour

The powerful engines of a motor yacht reach further destinations in shorter time, creating a more complex and fulfilling cruising experience around Santorini and other …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

The powerful engines of a motor yacht reach further destinations in shorter time, creating a more complex and fulfilling cruising experience around Santorini and other...

5 hours Hotel pickup offered Free Cancellation
5.0 (25)
from
$190
Santorini Private Sunset Sailing Tour with Dinner, 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 (183)
from
$264
Santorini: Full-Day Catamaran Cruise, with Food|Drinks

Explore with us the majestic parts of the island and experience first class services. Discuss with the captain to create a unique tailor made cruise …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

Explore with us the majestic parts of the island and experience first class services. Discuss with the captain to create a unique tailor made cruise...

9 to 10 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$231
Santorini Caldera Day Traditional Cruise with Meal and Drinks

The Traditional Way of Luxury Cruises!... Get on board to Kaiki (A caïque-kaiki, is the term for a traditional fishing boat usually found among the …More

Santorini, Greece

The Traditional Way of Luxury Cruises!... Get on board to Kaiki (A caïque-kaiki, is the term for a traditional fishing boat usually found among the...

5 hours Hotel pickup offered Free Cancellation
4.9 (137)
from
$79
Catamaran Half Day Morning Cruise: Kleftiko

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves …More

Milos, Greece

Enjoy a half-day cruise and discover the most beautiful places in Milos sailing on the West and South side of the island, exploring the caves...

6 hours Free Cancellation
4.9 (197)
from
$186
Mykonos Sailing Tour to Rhenia Uninhabited Island+Free Transfers

This is not just another Mykonos boat tour. It combines an uninhabited island escape with a smart operational design that protects your experience. You sail …More

Mykonos, Greece

This is not just another Mykonos boat tour. It combines an uninhabited island escape with a smart operational design that protects your experience. You sail...

5 hours Hotel pickup offered Free Cancellation
4.8 (149)
from
$152
Private Luxury Boat Tour to Kimolos & Poliegos

Experience the ultimate bespoke sea tour, uncovering the hidden gems of the surrounding islands. With top-tier vessels, a friendly crew, and unique amenities, every journey …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece

Experience the ultimate bespoke sea tour, uncovering the hidden gems of the surrounding islands. With top-tier vessels, a friendly crew, and unique amenities, every journey...

4 to 8 hours Free Cancellation
5.0 (33)
from
$1,973
Kleftiko Full Day Sailing Cruise with Snorkeling & Lunch

Discover the beautiful coast line of Milos and its fantastic and unapproachable beaches with our sailing yachts and find an exciting and alternative way in …More

Milos, Greece

Discover the beautiful coast line of Milos and its fantastic and unapproachable beaches with our sailing yachts and find an exciting and alternative way in...

9 to 10 hours Free Cancellation
4.9 (133)
from
$158
Romantic Sunset Kayaking Tour in Papafragas Cave, Milos

Hop aboard our sunset adventure from scenic Alogomandra Beach! Begin under the golden glow of the evening sun as we glide towards the awe-inspiring caves …More

Likely to Sell Out
Likely to Sell Out
Milos, Greece

Hop aboard our sunset adventure from scenic Alogomandra Beach! Begin under the golden glow of the evening sun as we glide towards the awe-inspiring caves...

2 to 3 hours Free Cancellation
5.0 (21)
from
$73
Sunset cruise to Rhenia& Little Venice with transfer

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 …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

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...

4 hours Hotel pickup offered Free Cancellation
4.9 (20)
from
$135
Catamaran Full Day Cruise: Poliegos - Kleftiko

If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek …More

Milos, Greece

If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek...

9 hours 30 minutes Free Cancellation
4.9 (90)
from
$237
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
$113
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
$197
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

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