Top activities
Top landmarks
Trip ideas
Nearby places
Port schedule

Top Greece Sailing Trips

345 Results
Santorini Full-Day Private Experience: Sailing & Island Excursion

Enhance your visit to the world's most unique island with a full-day private tour of Santorini, and enjoy the opportunity to observe the island's beauty …More

Santorini, Greece

Enhance your visit to the world's most unique island with a full-day private tour of Santorini, and enjoy the opportunity to observe the island's beauty...

9 hours Hotel pickup offered Free Cancellation
from
$402
Corfu Private Yacht Cruise

Discover the beauty of Corfu with Balos Yachts on a private sailing cruise along the island’s stunning coastline. Enjoy breathtaking views of the historic Old …More

Corfu, Greece

Discover the beauty of Corfu with Balos Yachts on a private sailing cruise along the island’s stunning coastline. Enjoy breathtaking views of the historic Old...

2 to 8 hours Free Cancellation
5.0 (430)
from
$439
Private sunset cruise in Rhodes with fruits and drinks.

The sunset trip is one of the best evening tour that you can go to,if you want a relaxing time. You can see some historical …More

Rhodes, Greece

The sunset trip is one of the best evening tour that you can go to,if you want a relaxing time. You can see some historical...

3 to 4 hours Free Cancellation
5.0 (59)
from
$436
Private Luxury Sailing Trips to Dia Island

Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but also worlds apart from the hustle and …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but also worlds apart from the hustle and...

6 hours Free Cancellation
4.6 (22)
from
$488
Half Day Private Cruise with Sailing Yacht in Corfu

View Corfu's Old Town, fortresses, and more on a scenic cruise from Marina Gouvia. Enjoy sightseeing and crystal-clear waters! …More

Corfu, Greece

View Corfu's Old Town, fortresses, and more on a scenic cruise from Marina Gouvia. Enjoy sightseeing and crystal-clear waters!...

4 hours Free Cancellation
5.0 (17)
from
$491
Private Sailing Yacht Cruise for up to 10 guests in Corfu

Discover the beauty of Corfu with Balos Yachts on a private sailing cruise along the island’s stunning coastline. Enjoy breathtaking views of the historic Old …More

Corfu, Greece

Discover the beauty of Corfu with Balos Yachts on a private sailing cruise along the island’s stunning coastline. Enjoy breathtaking views of the historic Old...

3 to 8 hours Free Cancellation
5.0 (44)
from
$496
5,5 hours Private Sailing Trips from Heraklion to Island of Dia

Escape the crowled beaches and join us for a lazy day cruise to the island of DIA. You can enjoy a swimming stop in the …More

Escape the crowled beaches and join us for a lazy day cruise to the island of DIA. You can enjoy a swimming stop in the...

5 hours 30 minutes Free Cancellation
5.0 (4)
from
$511
3-Hour Private Sunset Sailing Experience in Halkidiki

Join us on a 3-hour trip sailing Halkidiki, featuring a swim stop just at the point when the sun is about to touch the horizon, …More

Halkidiki, Greece

Join us on a 3-hour trip sailing Halkidiki, featuring a swim stop just at the point when the sun is about to touch the horizon,...

3 hours Free Cancellation
5.0 (2)
from
$517
7 Hours Private Sailing Cruise in North Thassos

Aegean sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across …More

Aegean sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across...

7 hours Free Cancellation
5.0 (2)
from
$517
Private 2 Hours Sunset Cruise in Milos — Magical Klima Village

Heading to Klima promises not just a glimpse but a full immersion in nature's canvas at sunset. The way hues blend and dance across the …More

Milos, Greece

Heading to Klima promises not just a glimpse but a full immersion in nature's canvas at sunset. The way hues blend and dance across the...

2 hours Free Cancellation
5.0 (3)
from
$534
Corfu Island Sunset Cruise on Sailing Boat

Enjoy a relaxing 2-hour sunset cruise through the beautiful bay of Corfu. Admire the breathtaking views at "golden hour" as you sail past the iconic …More

Corfu, Greece

Enjoy a relaxing 2-hour sunset cruise through the beautiful bay of Corfu. Admire the breathtaking views at "golden hour" as you sail past the iconic...

2 hours Free Cancellation
5.0 (28)
from
$551
Explore Santorini and its volcanic wonders with Alex Private Boat

Join us on this breathtaking trip to Nea and Palea Kammeni,the lava islands in the middle of the crater. First up, we will see the …More

Santorini, Greece

Join us on this breathtaking trip to Nea and Palea Kammeni,the lava islands in the middle of the crater. First up, we will see the...

3 hours Free Cancellation
5.0 (48)
from
$574
Private Full/Half-Day Boat Trip in Greece with Food and Drinks

Are you looking for a personal experience where you get to steer the boat and trim the sails? Join us and feel the peace of …More

Rhodes, Greece

Are you looking for a personal experience where you get to steer the boat and trim the sails? Join us and feel the peace of...

5 hours 30 minutes Free Cancellation
5.0 (40)
from
$599
5 hour Private Sailing Cruise to the Caves of North East Corfu

Embark on a 5-hour sailing cruise along Corfu's northeast coast. Discover the region’s enchanting caves, where the play of light and shadow reveals nature’s beauty. …More

Corfu, Greece

Embark on a 5-hour sailing cruise along Corfu's northeast coast. Discover the region’s enchanting caves, where the play of light and shadow reveals nature’s beauty....

5 hours Free Cancellation
5.0 (3)
from
$605
Full Day Private Sailing Cruise Kavala to North or South Thassos

Aegean sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across …More

Aegean sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across...

10 hours Free Cancellation
5.0 (3)
from
$631
Full Day Private Luxury Sailing Cruise in North or South Thassos

Aegean Sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across …More

Aegean Sea Cruises provide personalized Day and Multi-Day Private Cruises with Luxury Sailing Yachts, Catamarans and Motor Boats in all Greek islands and especially across...

7 hours Free Cancellation
5.0 (1)
from
$631
Full Private Day Tour Sailing Experience in Halkidiki

We sail with a 14m sailing yacht to secluded beaches and extraordinary spots that are not accessible by car. During the day we make a …More

Halkidiki, Greece

We sail with a 14m sailing yacht to secluded beaches and extraordinary spots that are not accessible by car. During the day we make a...

7 hours Free Cancellation
5.0 (3)
from
$643
Private Sunset Sailing Trip from Rhodes City

Enjoy the sunset of Rhodes! Join us on a cruise with our sailing yacht. Our excursion is one of the most relaxing and romantic trips on …More

Rhodes, Greece

Enjoy the sunset of Rhodes! Join us on a cruise with our sailing yacht. Our excursion is one of the most relaxing and romantic trips on...

3 hours 30 minutes
4.3 (3)
from
$681
Half-Day Private Romantic Sailing Getaway to Kleftiko

The best custom sailing experience in Milos for the best price! Come on board Veronica classic yacht and sail the south coast of the island …More

Milos, Greece

The best custom sailing experience in Milos for the best price! Come on board Veronica classic yacht and sail the south coast of the island...

5 hours Free Cancellation
5.0 (78)
from
$689
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

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Greece