Greece Sailing Trips

345 Results
Katerina Sailing Sunrise and Sunset Cruises

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm, …More

Milos, Greece

Katerina Sailing Boat Milos is a family-run sailing experience offering authentic and intimate trips around the island of Milos. With Captain Katerina at the helm,...

6 to 8 hours Free Cancellation
5.0 (9)
from
$1,141
Sailing in South Crete with transfer from Matala & Ag. Galini

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Our friendly team will pick you up and ensure you're …More

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Our friendly team will pick you up and ensure you're...

7 hours Hotel pickup offered Free Cancellation
4.8 (8)
from
$123
Full Day Boat Tour Around Milos and Poliegos

Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of …More

Milos, Greece

Every side of the island has complete different things to offer you! There are caves and stories about pirates . There are huge piles of...

10 hours Free Cancellation
4.8 (8)
from
$183
Private Half Day Morning Cruise of Milos and Kleftiko

This private sailing cruise offers a premium, all-inclusive experience on a modern sailing yacht exclusively for you. With a dedicated captain and hostess on board, …More

Milos, Greece

This private sailing cruise offers a premium, all-inclusive experience on a modern sailing yacht exclusively for you. With a dedicated captain and hostess on board,...

6 hours 30 minutes Free Cancellation
5.0 (8)
from
$1,703
Chania Catamaran shared cruise in a small group of 10ppl

If you’re looking for a unique way to explore the beautiful coastline of Chania, a half day cruise on one of our catamarans is the …More

If you’re looking for a unique way to explore the beautiful coastline of Chania, a half day cruise on one of our catamarans is the...

5 hours Free Cancellation
5.0 (8)
from
$166
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
One Full Day of True Sailing to South Naxos & Koufonisi SY AGERAS

We sail from Piso Livadi towards South Naxos by 09:00, hoisting our sails & adjusting our course according to the prevailing winds we enjoy a …More

Paros, Greece

We sail from Piso Livadi towards South Naxos by 09:00, hoisting our sails & adjusting our course according to the prevailing winds we enjoy a...

10 hours Free Cancellation
5.0 (8)
from
$205
private sailing cruises

During the activity you will sail in south Ionian sea, you will discover the uninhabited islands of Proti and Sapientza as well as a number …More

Pylos, Greece

During the activity you will sail in south Ionian sea, you will discover the uninhabited islands of Proti and Sapientza as well as a number...

9 hours Free Cancellation
5.0 (7)
from
$742
Private 5h Cruise Catamaran Santorini BBQ,drinks, transfer

You will be able to admire the beauty of the cruise around santorini and within the several location we will be stopping at. Enjoy a …More

Santorini, Greece

You will be able to admire the beauty of the cruise around santorini and within the several location we will be stopping at. Enjoy a...

5 hours Hotel pickup offered Free Cancellation
4.9 (7)
from
$143
Private Sailing Cruise from Agios Nikolaos around Mirabello Bay

Departing from the Marina of Agios Nikolaos, our journey begins with relaxation, sunbathing on the sundeck, or actively participating in sailing procedures. Marvel at the …More

Departing from the Marina of Agios Nikolaos, our journey begins with relaxation, sunbathing on the sundeck, or actively participating in sailing procedures. Marvel at the...

6 hours Free Cancellation
5.0 (7)
from
$976
Full Day Tour to Kleftiko, Firlingos and Poliegos Catamaran

Sailing across the coastline, we will pass by the traditional fishing villages of Skinopi, Klima with the colorful little houses – called “Sirmata”- built by …More

Milos, Greece

Sailing across the coastline, we will pass by the traditional fishing villages of Skinopi, Klima with the colorful little houses – called “Sirmata”- built by...

10 hours Free Cancellation
5.0 (7)
from
$223
From Skopelos: Private Full-Day Sailing to Alonissos

This private sailing cruise offers the same full-day route and inclusions as the shared tour, but with the comfort of exclusive use of the yacht, …More

This private sailing cruise offers the same full-day route and inclusions as the shared tour, but with the comfort of exclusive use of the yacht,...

1 to 8 hours Free Cancellation
5.0 (7)
from
$1,419
Kassiopi Private Daily Sailing Yacht Cruise

Visiting north-east Corfu for holidays? Then a private daily cruise is the best way to discover the beautiful coast line. We can offer you a …More

Corfu, Greece

Visiting north-east Corfu for holidays? Then a private daily cruise is the best way to discover the beautiful coast line. We can offer you a...

8 hours Free Cancellation
5.0 (7)
from
$1,004
From Heraklion : Small Group 5,5 hours Sailing Trip to Dia Island

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
4.9 (7)
from
$68
Mykonos Catamaran Private Delos Rhenia cruise

Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you …More

Mykonos, Greece

Indulge in this daily cruise to Delos and Rhenia islands, which lets you bask in the warm Mykonian sun, enjoying the summer breeze as you...

6 hours Free Cancellation
4.9 (7)
from
$2,054
Luxury Private Power Catamaran Tour in Santorini

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8 …More

Santorini, Greece

This is not a cookie-cutter approach to cruise sailing! Make your own schedule with us and choose the places you wish to see! Lucky 8...

3 hours
5.0 (7)
from
$1,837
Balos Catamaran Private Sailing Cruise with Lunch

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation …More

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation...

7 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$2,296
Exclusive Sailing on a Private Yacht from Athens

Experience the Saronic Gulf like never before with us! Our Exclusive Sailing to Aegina on a Private Yacht from Athens Cruise is all about personalized, …More

Athens, Greece

Experience the Saronic Gulf like never before with us! Our Exclusive Sailing to Aegina on a Private Yacht from Athens Cruise is all about personalized,...

9 hours Free Cancellation
5.0 (7)
from
$1,091
Boat and hike tour to the Hidden Beaches of Syros

Our adventure begins at Kini, a charming fishing village on Syros' west coast. We board a boat and leave behind everyday life, cruising toward the …More

Syros, Greece

Our adventure begins at Kini, a charming fishing village on Syros' west coast. We board a boat and leave behind everyday life, cruising toward the...

5 hours Free Cancellation
5.0 (7)
from
$103
Morning and Sunset Cruise with Meal and Transport Included

Choose between a morning or sunset cruise when booking. On the day, depart from your hotel via air-conditioned minivan to Mykonos' new port for the …More

Likely to Sell Out
Likely to Sell Out
Mykonos, Greece

Choose between a morning or sunset cruise when booking. On the day, depart from your hotel via air-conditioned minivan to Mykonos' new port for the...

5 hours Free Cancellation
5.0 (6)
from
$114
Luxury escape Sailing, shared from Hersonissos or Heraklion port

Looking for an Escape? On a yacht, you have the opportunity to appreciate your downtime in an idyllic setting that offers relaxation, freedom, exhilaration, and …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Looking for an Escape? On a yacht, you have the opportunity to appreciate your downtime in an idyllic setting that offers relaxation, freedom, exhilaration, and...

7 hours Free Cancellation
4.8 (6)
from
$103

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