Top activities
Top landmarks
Trip ideas
Nearby places
Port schedule

Top Greece Sailing Trips

344 Results
Luxury Athens Catamaran Cruise with Greek Meal & Drinks

Experience a magnificent cruise across the shimmering waters of the Athens Riviera with your loved ones and discover a different view of the city. Enjoy …More

Athens, Greece

Experience a magnificent cruise across the shimmering waters of the Athens Riviera with your loved ones and discover a different view of the city. Enjoy...

5 hours Free Cancellation
5.0 (1,401)
from
$159
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
$159
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
Small group,swim in Rhenia,watch the sunset fm LVenice, freetrans

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice, …More

Mykonos, Greece

Join us for an unforgettable day of relaxation and fun as we set sail to Rhenia Island and enjoy a magical sunset at Little Venice,...

4 to 5 hours Hotel pickup offered Free Cancellation
4.6 (28)
from
$155
Santorini Semi-private Morning or Sunset Volcano Sailing Tour

Book your Santorini sailing tour to explore the volcano, hot springs, stunning views, and local flavors! …More

Santorini, Greece

Book your Santorini sailing tour to explore the volcano, hot springs, stunning views, and local flavors!...

5 hours Free Cancellation
5.0 (22)
from
$154
Half Day Sailing to Kleftiko with Lunch, Open Bar & Snorkeling

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an …More

Milos, Greece

Kleftiko Boat Tour an unforgettable journey to Milos’ hidden gems, where adventure meets tranquility on the crystal clear waters of the Aegean. Embark on an...

7 hours Free Cancellation
5.0 (306)
from
$154
Athens Riviera Sunset Dinner Cruise to Ydrousa & Vouliagmeni

Our half-day Athens Riviera cruise is a truly unique experience, perfect for travelers looking to make the most of their time in Athens. Here's what …More

Athens, Greece

Our half-day Athens Riviera cruise is a truly unique experience, perfect for travelers looking to make the most of their time in Athens. Here's what...

5 hours Free Cancellation
4.7 (26)
from
$154
Sail the Athenian Coastline on a Catamaran with Meal & Wine

Enjoy a relaxing time on board a modern catamaran, while escaping the bustling city rush, sailing one of the most beautiful coastlines of Europe. From …More

Athens, Greece

Enjoy a relaxing time on board a modern catamaran, while escaping the bustling city rush, sailing one of the most beautiful coastlines of Europe. From...

5 hours Free Cancellation
4.9 (201)
from
$153
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

* 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
$149
Balos Lagoon Kissamos Shared Sailboat Tour Experience

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes …More

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes...

8 hours Free Cancellation
4.7 (23)
from
$149
Premium Catamaran Cruise to Marathi Bay with Lunch from Chania

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, …More

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge,...

6 hours 30 minutes Free Cancellation
5.0 (8)
from
$149
Private Sail & Taste Greece: A Sommelier’s Wine & Food Pairing

Are you up for a culinary experience onboard? Are you a large group up to 25 guests? Look no further and book this exquisite private …More

Athens, Greece

Are you up for a culinary experience onboard? Are you a large group up to 25 guests? Look no further and book this exquisite private...

5 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$149
From Athens: Hydra, Poros, and Aegina Day Cruise with Lunch

Join our full-day cruise from Athens and discover three of the most famous and beautiful islands of the Saronic Gulf! Visit the cosmopolitan Hydra island …More

Athens, Greece

Join our full-day cruise from Athens and discover three of the most famous and beautiful islands of the Saronic Gulf! Visit the cosmopolitan Hydra island...

11 hours Hotel pickup offered Free Cancellation
4.0 (424)
from
$149
Catamaran Sailing Trip - All Inclusive

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in comfort and style aboard a spacious catamaran, enjoying a relaxed …More

Heraklion, Greece

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in comfort and style aboard a spacious catamaran, enjoying a relaxed...

5 to 6 hours Hotel pickup offered Free Cancellation
4.7 (21)
from
$148
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

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 Free Cancellation
5.0 (7,653)
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
Santorini, Greece

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 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
Corfu Benitses Cruise Tour to Blue Lagoon

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty. …More

Corfu, Greece

Join us for an intimate and exclusive journey aboard our traditional wooden boat, tailored to offer an unmatched experience of the Ionian Sea's serene beauty....

7 hours 30 minutes Free Cancellation
5.0 (19)
from
$148
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
Athens Day Cruise: Agistri, Metopi & Aegina with Lunch on Board

Leave the crowded ferries behind. Your day is spent on a traditional wooden boat with a small group, a warm crew and your own host, …More

Athens, Greece

Leave the crowded ferries behind. Your day is spent on a traditional wooden boat with a small group, a warm crew and your own host,...

10 hours Hotel pickup offered Free Cancellation
4.7 (1,165)
from
$145

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Greece