Top activities
Top landmarks
Trip ideas
Nearby places

Top Greece Sailing Trips

Athens Riviera Catamaran tour with fresh Meal Drinks and Swimming

You'll experience first hand an amazing itinerary of the Athenian Riviera and go to amazing bays where the water is crystal clear, snorkel with the …More

Athens, Greece

You'll experience first hand an amazing itinerary of the Athenian Riviera and go to amazing bays where the water is crystal clear, snorkel with the...

5 hours Free Cancellation
5.0 (360)
from
$138
Heraklion: Full Day Sailing Experience-Dia Marine Area with Lunch

Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on...

7 hours Free Cancellation
4.9 (76)
from
$113
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

Likely to Sell Out
Likely to Sell Out
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
$144
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

Santorini, Greece

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
Sailing Nafplio | All Inclusive Half-Day Cruise

Set sail from Nafplio on our daily cruise for an unforgettable experience. Hop on our sailing boat and explore secluded beaches and islands in the …More

Likely to Sell Out
Likely to Sell Out
Nafplio, Greece

Set sail from Nafplio on our daily cruise for an unforgettable experience. Hop on our sailing boat and explore secluded beaches and islands in the...

4 hours 30 minutes Free Cancellation
5.0 (73)
from
$138
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
$131
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

Santorini, Greece

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
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

Santorini, Greece

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 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

Santorini, Greece

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
Round of Milos and Poliegos Sailing boat snorkelling cruise

Set sail for a day and enjoy an unforgettable experience at sea circumnavigating Milos, passing by its highlights, and visiting Poliegos and its fantastic waters. …More

Milos, Greece

Set sail for a day and enjoy an unforgettable experience at sea circumnavigating Milos, passing by its highlights, and visiting Poliegos and its fantastic waters....

9 hours Free Cancellation
5.0 (322)
from
$184
Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

Your adventure begins at the old port of Fira, where you'll board a traditional boat to explore Santorini's volcanic wonders. The first stop is the …More

Santorini, Greece

Your adventure begins at the old port of Fira, where you'll board a traditional boat to explore Santorini's volcanic wonders. The first stop is the...

3 hours Free Cancellation
4.3 (940)
from
$34
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

Santorini, Greece

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
All-Inclusive Catamaran Day Cruise

A unique activity you shouldn't miss... Join us and explore the hidden gems of the Cyclades and taste some delicious Greek food! …More

Naxos, Greece

A unique activity you shouldn't miss... Join us and explore the hidden gems of the Cyclades and taste some delicious Greek food!...

7 hours Free Cancellation
4.9 (432)
from
$172
All inclusive Delos & Rhenia Islands tour (free transportation)

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new …More

Mykonos, Greece

What makes our product unique is the contact with sea & sun. Sailing away with Nadia K, you will have the opportunity to experience new...

6 hours Hotel pickup offered Free Cancellation
4.9 (239)
from
$157
Full Day Cruise from Corfu in Classic Wooden Vessel, Swim & BBQ

This daily tour is a unique and authentic experience that combines the charm and beauty of an authentic wooden vessel with the opportunity for water …More

Corfu, Greece

This daily tour is a unique and authentic experience that combines the charm and beauty of an authentic wooden vessel with the opportunity for water...

6 hours Free Cancellation
4.9 (303)
from
$123
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

Santorini, Greece

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
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

Santorini, Greece

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
Floating restaurant in Athens: Sail & Taste the Greek way

Are you up for a culinary experience onboard? If you love food and you appreciate the intimate ambience (We keep it small, up to 8 …More

Athens, Greece

Are you up for a culinary experience onboard? If you love food and you appreciate the intimate ambience (We keep it small, up to 8...

5 hours Free Cancellation
5.0 (112)
from
$224
Naxos Blue Lagoon-Cave-Natural Clay Mud-bath -Piso Livadi Shared

Sail the Aegean Like a Local – Blue Lagoon, Cave & Natural Spa with Grey-Clay (Mud-Bath) & Piso Livadi Cruise from Naxos Escape the ordinary …More

Naxos, Greece

Sail the Aegean Like a Local – Blue Lagoon, Cave & Natural Spa with Grey-Clay (Mud-Bath) & Piso Livadi Cruise from Naxos Escape the ordinary...

8 hours Free Cancellation
4.8 (474)
from
$184
All-Inclusive Swimming Cruise: Anthony Quinn, Traganou & Kalithea

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic …More

Rhodes, Greece

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic...

6 hours Hotel pickup offered Free Cancellation
4.9 (246)
from
$88

Frequently Asked Questions

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

Recent tour reviews
Activity name

Greece Tours
Attractions
Guides
Calendar