Top Greece Cruises, Sailing & Water Tours

Q: Got any more Greece trip ideas?

We sure do. Check out our curated lists of hand-picked Greece Tours. Top 10 Greece 2026 Senior-friendly tours Greece The best tours and activities for culture lovers in Greece Top Day Trips from Greece Things to do in Greece this summer View all Greece Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Greece?

Based on our sales data over the past year, the most popular styles of tours and activities in Greece are: Greece Luxury & Special Occasions Greece Luxury Tours Greece Tours & Sightseeing Greece Cultural & Theme Tours Greece Historical & Heritage Tours View all tour styles in Greece →

Half-Day Tailor-made Private Catamaran Cruise in Santorini

The traditional marine of Vlychada is the starting point of our fascinating cruise. We recommend a standard route but the tour can be altered according …More

Santorini, Greece

5.0 (92)

Half-Day Tailor-made Private Catamaran Cruise in Santorini

The traditional marine of Vlychada is the starting point of our fascinating cruise. We recommend a standard route but the tour can be altered according...

5 hours Hotel pickup offered Free Cancellation

5.0 (92)

from
$198

Full/Half Day Small Group Boat Trip with Food and Drinks

Experience sailing with the wind on this semi-private trip limited to 13 people but aiming for no more than 10 each time. After leaving Lindos …More

Rhodes, Greece

4.9 (92)

Full/Half Day Small Group Boat Trip with Food and Drinks

Experience sailing with the wind on this semi-private trip limited to 13 people but aiming for no more than 10 each time. After leaving Lindos...

5 hours 30 minutes Free Cancellation

4.9 (92)

from
$79

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

4.9 (91)

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...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (91)

from
$113

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

5.0 (91)

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,...

5 hours Hotel pickup offered Free Cancellation

5.0 (91)

from
$264

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

4.9 (90)

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...

9 hours 30 minutes Free Cancellation

4.9 (90)

from
$237

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

4.9 (90)

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...

10 hours Hotel pickup offered Free Cancellation

4.9 (90)

from
$531

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

4.9 (87)

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...

5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$158

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

4.9 (87)

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...

5 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$141

Santorini: Caldera Classic Semi-Private Cruise with BBQ & Drinks

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

Santorini, Greece

5.0 (86)

Santorini: Caldera Classic Semi-Private Cruise with BBQ & Drinks

The Day and Sunset Classic 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

5.0 (86)

from
$104

A Boat Trip to the Pirate Caves & Blue Lagoon

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very …More

Paros, Greece

4.9 (86)

A Boat Trip to the Pirate Caves & Blue Lagoon

Join this boat trip to the South Pirate Caves, where you will enjoy some local white wine and seasonal fruit and snorkelling in the very...

3 hours 30 minutes Free Cancellation

4.9 (86)

from
$73

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

4.9 (86)

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...

5 hours Free Cancellation

4.9 (86)

from
$192

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

5.0 (85)

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...

5 hours Hotel pickup offered Free Cancellation

5.0 (85)

from
$948

An amazing Journey accross the North coast of Zakytnhos from Agios Nicholaos to Navagio bay, stopping at Wild Aghios Andreas bay and Blue Caves. The …More

Zakynthos, Greece

4.8 (85)

Zakynthos Blue Caves and Navagio bay

An amazing Journey accross the North coast of Zakytnhos from Agios Nicholaos to Navagio bay, stopping at Wild Aghios Andreas bay and Blue Caves. The...

2 hours 30 minutes Free Cancellation

4.8 (85)

from
$39

Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun …More

4.8 (83)

Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun...

3 hours 30 minutes Free Cancellation

4.8 (83)

from
$90

Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

Create your own itinerary or trust our highly experienced captain to take you to the most wonderful places. Choose either a 3, 4, or 5-hour …More

Santorini, Greece

5.0 (82)

Private Caldera Cruise with Power Catamaran ENJOY incl. Meal & Drinks

Create your own itinerary or trust our highly experienced captain to take you to the most wonderful places. Choose either a 3, 4, or 5-hour...

3 to 5 hours Hotel pickup offered Free Cancellation

5.0 (82)

from
$121

All-Inclusive Semi-Private Sailing Cruise

* Explore Skiathos, Skopelos & nearby islands! * Soak up the sun on deck & swim in the crystal-clear waters of the Aegean! * Snorkeling …More

Skiathos, Greece

5.0 (82)

All-Inclusive Semi-Private Sailing Cruise

* Explore Skiathos, Skopelos & nearby islands! * Soak up the sun on deck & swim in the crystal-clear waters of the Aegean! * Snorkeling...

7 hours Free Cancellation

5.0 (82)

from
$147

Our tours are private and exclusive! There will be a skipper and a co-skipper / host, taking care of everything. The boat has a protocol …More

Athens, Greece

5.0 (80)

Private Luxury Cruise in Athens

Our tours are private and exclusive! There will be a skipper and a co-skipper / host, taking care of everything. The boat has a protocol...

2 hours

5.0 (80)

from
$2,254

Heraklion: Sunset Dia Catamaran Cruise by Top-50 Greek Chef

Experience a magical sunset sailing cruise from Heraklion to Dia Island aboard a luxury catamaran. Swim in clear blue waters, relax on deck, and enjoy …More

4.9 (79)

Heraklion: Sunset Dia Catamaran Cruise by Top-50 Greek Chef

Experience a magical sunset sailing cruise from Heraklion to Dia Island aboard a luxury catamaran. Swim in clear blue waters, relax on deck, and enjoy...

5 hours 30 minutes Free Cancellation

4.9 (79)

from
$141

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

5.0 (78)

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...

5 hours Free Cancellation

5.0 (78)

from
$677

Private boat tour along the coastline of Santorini and volcano

If a tailor made cruise,away from crowds where you have to fight for an inch of space, is what you are looking for,look no further!Our …More

Santorini, Greece

5.0 (78)

Private boat tour along the coastline of Santorini and volcano

If a tailor made cruise,away from crowds where you have to fight for an inch of space, is what you are looking for,look no further!Our...

4 hours Free Cancellation

5.0 (78)

from
$926

Frequently Asked Questions

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

What are the best options for Greece Cruises, Sailing & Water Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Greece Cruises, Sailing & Water Tours are:

What are the best kid-friendly options for Greece Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Greece Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Greece Cruises, Sailing & Water Tours have Instant Confirmation?

Greece Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Greece Cruises, Sailing & Water Tours have Free Cancellation?

Greece Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Greece Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Greece Cruises, Sailing & Water Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Greece trip ideas?

What are the most popular styles of Tours and Activities in Greece?