Top activities
Top landmarks
Trip ideas
Nearby places

Top Greece Sailing Trips

345 Results
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
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
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
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
$160
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
$160
Agios Nikolaos: Semi-private Sailing trip. Lunch and Water Toys

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard, …More

Likely to Sell Out
Likely to Sell Out

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard,...

5 hours Free Cancellation
4.8 (12)
from
$160
Balos Beach and Gramvousa Island Private-Sailing with Lunch

Set sail on Sailing Boat STELLA or on Sailing Yacht ELECTRA for an unforgettable journey across the sparkling waters of the Aegean Sea with a …More

Likely to Sell Out
Likely to Sell Out

Set sail on Sailing Boat STELLA or on Sailing Yacht ELECTRA for an unforgettable journey across the sparkling waters of the Aegean Sea with a...

8 hours Free Cancellation
5.0 (1)
from
$160
Santorini Sailing for Cruise Guests A Volcano and Beach Tour

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a …More

Santorini, Greece

Embark on a private sailing adventure around Santorini’s volcanic wonders. Perfect for couples or small groups, this exclusive experience creates unforgettable memories. Start with a...

6 hours Free Cancellation
5.0 (2)
from
$160
Athens: All Day Cruise to Agistri Moni Aegina with Lunch & Drinks

If you are you looking for a relaxing and memorable day trip from Athens, look no further than a full-day cruise on a traditional wooden …More

Likely to Sell Out
Likely to Sell Out
Rhodes, Greece

If you are you looking for a relaxing and memorable day trip from Athens, look no further than a full-day cruise on a traditional wooden...

10 hours Hotel pickup offered Free Cancellation
4.8 (640)
from
$161
Milos oneiro-kleftiko sailing experience with local guide

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of …More

Milos, Greece

Tour with a sailing boat like a semi private trip with a small group of people. Our local skipper offers a slow close-up approach of...

7 hours Free Cancellation
5.0 (441)
from
$161
All-Inclusive Full-Day Cruise & Lunch

Enjoy a unique day sailing tour with our NEW amazing ''Hanse 540e Performance'', the Biggest and most Luxury Sailing Yacht in Sporades, Enjoy amazing sailing …More

Skiathos, Greece

Enjoy a unique day sailing tour with our NEW amazing ''Hanse 540e Performance'', the Biggest and most Luxury Sailing Yacht in Sporades, Enjoy amazing sailing...

7 hours Free Cancellation
5.0 (119)
from
$161
Private Morning Tour Lagoon 400-380 Sailing in Santorini,lunch, drink, transfer

Discover the most beautiful locations that Santorini has to offer on our beautiful Lagoon 400. Our crew will welcome you with open arms and provide …More

Santorini, Greece

Discover the most beautiful locations that Santorini has to offer on our beautiful Lagoon 400. Our crew will welcome you with open arms and provide...

5 hours Hotel pickup offered Free Cancellation
5.0 (62)
from
$162
Santorini Oia: Private Day Cruise with Fresh Fish BBQ & Drinks

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

Santorini, Greece

The Private Day Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

4 hours Hotel pickup offered Free Cancellation
5.0 (38)
from
$164
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

Santorini, Greece

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
Half day Catamaran Morning Cruise in Kleftiko

We welcome you to the island of colors with its natural beauty and incredible rock formations, a unique destination for each of you.

 Polychronis Mavros …More

Milos, Greece

We welcome you to the island of colors with its natural beauty and incredible rock formations, a unique destination for each of you.

 Polychronis Mavros...

6 hours Free Cancellation
5.0 (47)
from
$165
Kos: Small Group Full-Day Sailing Boat Trip, Meals, Drinks & Swim

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime, …More

Kos, Greece

Take in the beautiful Mediterranean ocean and views from a boat with swim and snorkeling stops along the way. Taste locally-made Greek dishes at lunchtime,...

7 hours Free Cancellation
4.9 (102)
from
$166
Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along …More

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along...

6 hours 30 minutes Free Cancellation
4.9 (123)
from
$166
Panormo: Luxury Catamaran Cruise with Lunch & Open Bar

There’s a place not far from Panormo Port where sheltered coves, clear waters, and stunning rocky landscapes create a peaceful escape. This is Bali Bay, …More

There’s a place not far from Panormo Port where sheltered coves, clear waters, and stunning rocky landscapes create a peaceful escape. This is Bali Bay,...

6 hours 30 minutes Free Cancellation
5.0 (75)
from
$166
All-inclusice Catamaran Day Cruise from Hersonissos to Dia Island

Our luxury catamaran offers spacious elegance and is designed for your complete comfort. It takes you to the uninhabited Dia Island, where you’ll witness the …More

Our luxury catamaran offers spacious elegance and is designed for your complete comfort. It takes you to the uninhabited Dia Island, where you’ll witness the...

6 hours 30 minutes Free Cancellation
5.0 (46)
from
$166
Catamaran Half Day Afternoon Cruise With Sunset: Kleftiko

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko …More

Milos, Greece

Enjoy amazing moments in Milos island! An ideal cruise for you in order to see the most famous spots here in Milos such as Kleftiko...

6 hours Free Cancellation
4.9 (28)
from
$166

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