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Top Greece Sailing Trips

Private Half Day cruise on Catamaran in Corfu

Enjoy an exclusive escape combining luxury, privacy, and the natural beauty of Corfu. Discover hidden beaches accessible only by boat, swim in crystal-clear turquoise waters, …More

Corfu, Greece

Enjoy an exclusive escape combining luxury, privacy, and the natural beauty of Corfu. Discover hidden beaches accessible only by boat, swim in crystal-clear turquoise waters,...

4 hours Free Cancellation
5.0 (97)
from
$1,240
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
$150
Mount Athos Sightseeing Luxury Cruise with Glassbottom

Eirinikos Glassbottom is the one and only Glassbottom vessel of the area. It is a 5 years old ship and provides luxurious services to its …More

Halkidiki, Greece

Eirinikos Glassbottom is the one and only Glassbottom vessel of the area. It is a 5 years old ship and provides luxurious services to its...

3 hours Free Cancellation
4.7 (26)
from
$29
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: Caldera Private Sailing Boat Cruise with Beneteau Oceanis 46.1

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number …More

Santorini, Greece

A rare balance between elegance and performance! Oceanis 46.1 possesses all the features of a large cruising yacht. Its stepped hull and a large number...

5 hours Hotel pickup offered Free Cancellation
5.0 (17)
from
$183
Santorini Full Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

Enjoy unique views of Santorini from the sea during this 7 hour daycruise, starting from the port of Vlychada. Passing from the Red Beach you …More

Santorini, Greece

Enjoy unique views of Santorini from the sea during this 7 hour daycruise, starting from the port of Vlychada. Passing from the Red Beach you...

7 hours Hotel pickup offered Free Cancellation
4.9 (16)
from
$262
Sailsational Luxury Santorini Catamaran Sunset Cruise with Dinner

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It …More

Santorini, Greece

The limited number of participants makes this catamaran sailing experience unique and different. At most, 12-20 guests take place on this catamaran sailing tour. It...

5 to 6 hours Hotel pickup offered Free Cancellation
4.8 (19)
from
$218
South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch

Explore the Fantastic Unspoiled Beaches in South Crete! Crete is one of the five most prominent islands in the Mediterranean and it’s divided in half …More

Explore the Fantastic Unspoiled Beaches in South Crete! Crete is one of the five most prominent islands in the Mediterranean and it’s divided in half...

7 hours Free Cancellation
4.7 (23)
from
$689
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
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
Chania Sunset Catamaran Cruise from Souda Port

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And …More

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And...

3 hours 30 minutes Free Cancellation
5.0 (14)
from
$86
Rhodes Private Luxury Sunset Cruise,Cocktails & Champagne, wine

Sunset Cruise to Kallithea Springs – Aboard Our Luxury Sailing Yacht Embark on Sailing Edisa for an unforgettable sunset cruise as golden light reflects across …More

Rhodes, Greece

Sunset Cruise to Kallithea Springs – Aboard Our Luxury Sailing Yacht Embark on Sailing Edisa for an unforgettable sunset cruise as golden light reflects across...

3 hours 30 minutes Free Cancellation
5.0 (16)
from
$902
Rhodes Private Luxury Deluxe Sunset Dinner Coctails Champagne

Romance in Rhodes – Sea, Spice & Serenity Aboard Sailing Edisa, elegant comfort meets the beauty of Kallithea Springs, where crystal waters invite swimming and …More

Rhodes, Greece

Romance in Rhodes – Sea, Spice & Serenity Aboard Sailing Edisa, elegant comfort meets the beauty of Kallithea Springs, where crystal waters invite swimming and...

4 hours Free Cancellation
5.0 (18)
from
$1,016
Half-Day Cruise-Athens Riviera Swim & Greek BBQ Cruise

Morning Athens Riviera Cruise – Swim, Sun & BBQ Experience the ultimate Athenian Riviera escape on this unforgettable 5-hour morning cruise! Sail along the stunning …More

Athens, Greece

Morning Athens Riviera Cruise – Swim, Sun & BBQ Experience the ultimate Athenian Riviera escape on this unforgettable 5-hour morning cruise! Sail along the stunning...

5 hours Free Cancellation
4.9 (13)
from
$113
Santorini Volcanic Islands Cruise: Volcano, Hot Springs and Thirassia

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini, …More

Santorini, Greece

Morning visit to Volcano and its sulfur waters on a Traditional Greek Caique Boat. The first stop of your adventure is the volcano of Santorini,...

6 hours Hotel pickup offered Free Cancellation
4.1 (198)
from
$57
Private sailing cruise to Delos & Rhenia with Lunch & Transfer

Our first stop is an hour away, the renowned Big Delos island. While there, you will have the opportunity to visit one of the most …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Our first stop is an hour away, the renowned Big Delos island. While there, you will have the opportunity to visit one of the most...

6 hours Hotel pickup offered Free Cancellation
5.0 (12)
from
$2,227
All inclusive Private Cruise: Delos &Rhenia island

A full day of fun, culture and culinary discovery. Spend a perfect day out on the sea combining a relaxing sailing cruise, swimming and sunbathing …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

A full day of fun, culture and culinary discovery. Spend a perfect day out on the sea combining a relaxing sailing cruise, swimming and sunbathing...

6 hours Free Cancellation
5.0 (13)
from
$69
Private Half Day Cruise on a Speed Boat in Corfu island

Discover the beauty of Corfu on a private speedboat cruise along its stunning coastline. Enjoy the freedom and comfort of exploring secluded bays, picturesque coves, …More

Corfu, Greece

Discover the beauty of Corfu on a private speedboat cruise along its stunning coastline. Enjoy the freedom and comfort of exploring secluded bays, picturesque coves,...

4 hours Free Cancellation
5.0 (67)
from
$1,378
3 hours Kassandra Sunset or Day sailing yacht tour

This is one of the few small group tours in Halkidiki that sails through some of the most beautiful and areas that you can’t reach …More

Halkidiki, Greece

This is one of the few small group tours in Halkidiki that sails through some of the most beautiful and areas that you can’t reach...

3 hours Free Cancellation
4.7 (17)
from
$56
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
$163

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

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