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Top Greece Sailing Trips

344 Results
Greek Shores Snorkel and Sailing Day Trip with Lunch

Sail along the beautiful coastline of Rhodes. A trip you will always remember! Rhodes boasts various bays and beaches perfect for snorkeling, but visiting them …More

Rhodes, Greece

Sail along the beautiful coastline of Rhodes. A trip you will always remember! Rhodes boasts various bays and beaches perfect for snorkeling, but visiting them...

7 hours Hotel pickup offered Free Cancellation
4.9 (11)
from
$126
Mykonos: Luxury Catamaran Cruise with Meal, Drinks & Transport

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast (itinerary is …More

Mykonos, Greece

Cruise with Nostos Mykonos Yachts in sophisticated chic style and discover the gorgeous nearby island of Rhenia or the famous Mykonian southern coast (itinerary is...

5 hours Hotel pickup offered Free Cancellation
4.9 (10)
from
$171
2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos

This cruise is unique and a must when visiting Milos. It gives visitors the opportunity to experience a night on-board a 13m sailing boat and …More

Milos, Greece

This cruise is unique and a must when visiting Milos. It gives visitors the opportunity to experience a night on-board a 13m sailing boat and...

2 days Free Cancellation
5.0 (10)
from
$2,784
Milos Private Full Day Catamaran Cruise with Lunch and Drinks

Set sail on a private full-day cruise aboard a luxurious sailing catamaran from Adamantas Port, Milos, for an unforgettable journey to Kleftiko Bay and Polyegos …More

Milos, Greece

Set sail on a private full-day cruise aboard a luxurious sailing catamaran from Adamantas Port, Milos, for an unforgettable journey to Kleftiko Bay and Polyegos...

9 hours Free Cancellation
5.0 (10)
from
$3,329
Black Rose Pirate Boat: 5-Hour Trip from Hersonissos

The black rose will depart every day 11 o clock from the port of Hersonissos. After 20 minutes journey passing by from the bays of …More

Likely to Sell Out
Likely to Sell Out

The black rose will depart every day 11 o clock from the port of Hersonissos. After 20 minutes journey passing by from the bays of...

4 hours Hotel pickup offered Free Cancellation
4.9 (9)
from
$67
Luxury Catamaran Morning Private and Greek Gastronomy in Athens

More Than Just a Cruise, It's an Experience Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable …More

Athens, Greece

More Than Just a Cruise, It's an Experience Our Athenian Riviera cruise is more than just a day at sea. It's a unique and unforgettable...

6 hours Free Cancellation
5.0 (9)
from
$1,433
Santorini Private Tour Half-Day Sailing Platinum Catamaran Cruise

This tour provides a complete experience of Santorini! You can swim in unique and otherwise impassable locations, enjoying the most wonderful of vistas while sailing …More

Santorini, Greece

This tour provides a complete experience of Santorini! You can swim in unique and otherwise impassable locations, enjoying the most wonderful of vistas while sailing...

5 hours Hotel pickup offered Free Cancellation
4.9 (9)
from
$236
South Paros Antiparos Despotiko Faragas Beach Sailboat SY AGERAS

We sail from Piso Livadi to the southwest by 09:30, hoisting your sails and adjusting your course according to the prevailing winds we enjoy a …More

Paros, Greece

We sail from Piso Livadi to the southwest by 09:30, hoisting your sails and adjusting your course according to the prevailing winds we enjoy a...

8 hours Free Cancellation
4.9 (9)
from
$195
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
$1,712
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
$144
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
$1,435

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