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Top Santorini Sailing Trips

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Santorini Tours

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Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

5.0 (7,648)

Premium Small-Group Catamaran Cruise with BBQ, Open Bar, Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Free Cancellation
5.0 (7,648)
from
$148
Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

4.9 (3,723)

Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Free Cancellation
4.9 (3,723)
from
$91
Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

Perfect Luxury Sailing experience in the magnificent island of Santorini with an amazing catamaran. Sailing in luxury and style on the biggest Lagoon Catamaran on …More

Likely to Sell Out
Likely to Sell Out
4.9 (1,222)

Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

Perfect Luxury Sailing experience in the magnificent island of Santorini with an amazing catamaran. Sailing in luxury and style on the biggest Lagoon Catamaran on...

5 hours Hotel pickup offered Free Cancellation
4.9 (1,222)
from
$126
Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red …More

4.9 (953)

Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Ammoudi Bay or Vlychada Marina. Sail past the island's highlights, such as the Red...

5 hours Free Cancellation
4.9 (953)
from
$184
Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Santorini and the magic of sailing in the Caldera with the …More

4.9 (710)

Santorini Sailing Dream Catcher with BBQ Lunch and Drinks

Santorini's notorious Dream Catcher tour lets you experience with a small group, the beauty of Santorini and the magic of sailing in the Caldera with the...

5 hours Hotel pickup offered Free Cancellation
4.9 (710)
from
$138
Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as …More

4.8 (585)

Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as...

5 hours Hotel pickup offered Free Cancellation
4.8 (585)
from
$90
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

5.0 (452)

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Hotel pickup offered Free Cancellation
5.0 (452)
from
$146
Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks, …More

5.0 (446)

Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks,...

5 hours Hotel pickup offered Free Cancellation
5.0 (446)
from
$103
Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Explore Santorini's volcanic landscape by sea on this 5-hour sailing trip aboard a new luxury catamaran. With its sleek, diamond-like design and comfortable seating areas …More

4.8 (412)

Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

Explore Santorini's volcanic landscape by sea on this 5-hour sailing trip aboard a new luxury catamaran. With its sleek, diamond-like design and comfortable seating areas...

5 hours Hotel pickup offered Free Cancellation
4.8 (412)
from
$126
Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the …More

4.9 (380)

Luxury Santorini Sunset Cruise: Dinner, BBQ, Open Bar, Transfers

Get ready for an incredible Santorini Sunset Catamaran Cruise! Our adventure kicks off from the charming port of Vlychada , where we'll sail through the...

5 hours Hotel pickup offered Free Cancellation
4.9 (380)
from
$126
Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island …More

5.0 (354)

Santorini Fishing Private Cruise boat tour - BBQ, Snorkeling

The local captain “Makis” from “The Pirate fishing tours” in Santorini, loves to share his passion for the sea, with the visitors to Santorini island...

5 hours Free Cancellation
5.0 (354)
from
$171
Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of …More

5.0 (308)

Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of...

5 hours Hotel pickup offered Free Cancellation
5.0 (308)
from
$98
Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

Santorini's original and most popular sailing tour. Experience the beauty of Santorini and the magic of sailing in the Caldera on this small-group sailing tour. …More

4.9 (298)

Santorini Caldera Sailing Tour with BBQ Lunch and Drinks

Santorini's original and most popular sailing tour. Experience the beauty of Santorini and the magic of sailing in the Caldera on this small-group sailing tour....

5 hours Hotel pickup offered Free Cancellation
4.9 (298)
from
$218
Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into …More

4.9 (286)

Deluxe Santorini Sailing with BBQ and Drinks Shared Tour

Experience the beauty of Santorini and its volcanic caldera on this small-group sailing tour. Cruise by some of the island’s best-known landmarks before venturing into...

5 hours Hotel pickup offered Free Cancellation
4.9 (286)
from
$184
Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

Choose this half-day sailing cruise. Your tour begins with convenient transportation from your accommodation or the closest accessible point. At the embarkation dock, you meet …More

4.9 (222)

Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)

Choose this half-day sailing cruise. Your tour begins with convenient transportation from your accommodation or the closest accessible point. At the embarkation dock, you meet...

5 hours Hotel pickup offered Free Cancellation
4.9 (222)
from
$148
Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most …More

Likely to Sell Out
Likely to Sell Out
4.9 (213)

Santorini Luxury Catamaran Day Cruise with BBQ,drinks,transfer

A sailing trip is 'a must do' experience in Santorini. Why you not do it with style? The Brand New Ipanema 58' is the most...

5 hours Hotel pickup offered Free Cancellation
4.9 (213)
from
$148
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

5.0 (183)

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,...

5 hours Hotel pickup offered Free Cancellation
5.0 (183)
from
$269
Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set …More

4.9 (123)

Island Hopping: Santorini Catamaran Charter Cruise with a skipper

Design your own trip and explore the Aegean! Feel free to craft your own personalized sailing route. We are ready to make it happen. Set...

7 days
4.9 (123)
from
$8,450
Santorini Oia:Small Group Sunset Cruise w BBQ Fresh Fish & Drinks

The Sunset Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay in Oia is a great opportunity to enjoy a …More

5.0 (113)

Santorini Oia:Small Group Sunset Cruise w BBQ Fresh Fish & Drinks

The Sunset Luxury Semi- Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay in Oia is a great opportunity to enjoy a...

6 hours Hotel pickup offered Free Cancellation
5.0 (113)
from
$165
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

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
$269

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