Top Greece Sailing Trips

Q: Which Greece Sailing Trips have Instant Confirmation?

Greece Sailing Trips with Instant Confirmation include: Sailing Vacation in the Aegean, Greece (8 days) Sailing to Epidavros and Mycenae, Guided Tour and Wine Tasting Athens Experience Combo Sailing Guided Tour and Food Tasting Aegina Island Private Yacht, Guided Tour and Tasting Experience Scuba Diving Private Experience Sailing Greek Cuisine and Diving View all Tours with Instant Confirmation →

Q: I need a ride! Which Greece Sailing Trips have Hotel Pickup?

No problem. These Greece Sailing Trips include Hotel Pickup: Sailing Vacation in the Aegean, Greece (8 days) Aegina Island Private Yacht, Guided Tour and Tasting Experience Full Day Santorini Catamaran Private Cruise with meal and transfer Private Boat Excursion from Athens to Agistri & Aegina Balos Catamaran Private Sailing Cruise with Lunch View all Tours with Hotel Pickup →

Q: Got any more Greece trip ideas?

We sure do. Check out our curated lists of hand-picked Greece Tours. Top 10 Greece 2026 Senior-friendly tours Greece The best tours and activities for culture lovers in Greece Top Day Trips from Greece Things to do in Greece this summer View all Greece Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Greece?

Based on our sales data over the past year, the most popular styles of tours and activities in Greece are: Greece Luxury & Special Occasions Greece Luxury Tours Greece Tours & Sightseeing Greece Cultural & Theme Tours Greece Historical & Heritage Tours View all tour styles in Greece →

Holiday trip Corfu - sailing in the realm of Odysseus

Who doesn't want to jump into the turquoise blue sea again? Let the soul dangle with the sound of the sea. Explore lonely sandy bays …More

Corfu, Greece

4.7 (3)

Holiday trip Corfu - sailing in the realm of Odysseus

Who doesn't want to jump into the turquoise blue sea again? Let the soul dangle with the sound of the sea. Explore lonely sandy bays...

8 days Free Cancellation

4.7 (3)

from
$1,022

Professional German-speaking skipper 8 days Exclusive yachts Intensive maneuver training Individual course content Small number of participants …More

Corfu, Greece

Skipper training - yacht

Professional German-speaking skipper 8 days Exclusive yachts Intensive maneuver training Individual course content Small number of participants...

8 days

from
$1,022

Private Coast to Coast Sailing Trip from Rhodes City

Our cruise departs from Mandraki Harbor at 09:00 and ends at 16:00 at the same location. The cruise stops at Kallithea Bay which is one …More

Rhodes, Greece

5.0 (2)

Private Coast to Coast Sailing Trip from Rhodes City

Our cruise departs from Mandraki Harbor at 09:00 and ends at 16:00 at the same location. The cruise stops at Kallithea Bay which is one...

7 hours

5.0 (2)

from
$1,022

Rhodes Private Luxury Deluxe Sunset Dinner Coctails Champagne

Romance in Rhodes – Sea, Spice & Serenity Enjoy an intimate private sunset cruise aboard Sailing Edisa, with swimming and snorkelling at the crystal-clear waters …More

Rhodes, Greece

5.0 (18)

Rhodes Private Luxury Deluxe Sunset Dinner Coctails Champagne

Romance in Rhodes – Sea, Spice & Serenity Enjoy an intimate private sunset cruise aboard Sailing Edisa, with swimming and snorkelling at the crystal-clear waters...

4 hours Free Cancellation

5.0 (18)

from
$1,016

Private luxury Escape free drinks & Meals Cruise

Looking for an Escape? Leave your comfort zone and embrace nature to the fullest. The best place to start your eco-quest is the island of …More

Heraklion, Greece

5.0 (22)

Private luxury Escape free drinks & Meals Cruise

Looking for an Escape? Leave your comfort zone and embrace nature to the fullest. The best place to start your eco-quest is the island of...

5 hours Free Cancellation

5.0 (22)

from
$1,010

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

5.0 (7)

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...

8 hours Free Cancellation

5.0 (7)

from
$1,004

Sailing Day Trip Experience the magic of Chania’s coastline on a private sailing journey designed for small groups of 2 to 10 guests. Whether you’re …More

Day Sailing Trips in Chania

Sailing Day Trip Experience the magic of Chania’s coastline on a private sailing journey designed for small groups of 2 to 10 guests. Whether you’re...

7 hours Free Cancellation

from
$1,004

Rhodes Private Luxury Cruise MediterAsian Lunch Champagne coctail

Sail in Style Aboard the Newly Renovated Sailing Edisa ⛵ Enjoy a private luxury yacht experience created for guests who value privacy, comfort and attentive …More

Rhodes, Greece

5.0 (73)

Rhodes Private Luxury Cruise MediterAsian Lunch Champagne coctail

Sail in Style Aboard the Newly Renovated Sailing Edisa ⛵ Enjoy a private luxury yacht experience created for guests who value privacy, comfort and attentive...

6 hours Free Cancellation

5.0 (73)

from
$993

Santorini Caldera Private Sailing Boat Cruise

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private …More

Santorini, Greece

4.9 (53)

Santorini Caldera Private Sailing Boat Cruise

Dare to be different! Get ready for the ultimate sailing experience in the most beautiful place on Earth! Get on board and your Caldera private...

5 hours Hotel pickup offered Free Cancellation

4.9 (53)

from
$976

Exclusive sailing adventures from Nafplio, led by local skippers to hidden gems only accessible by sea! …More

Corinth, Greece

5.0 (19)

Tolo Sailing|Nafplio|Half day|Private

Exclusive sailing adventures from Nafplio, led by local skippers to hidden gems only accessible by sea!...

4 hours 30 minutes Free Cancellation

5.0 (19)

from
$976

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

5.0 (7)

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...

6 hours Free Cancellation

5.0 (7)

from
$976

Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip

Set sail on a luxurious yacht in Agios Nikolaos and explore the stunning Mirabello Bay. On shared cruises you will experience the perfect blend of …More

5.0 (2)

Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip

Set sail on a luxurious yacht in Agios Nikolaos and explore the stunning Mirabello Bay. On shared cruises you will experience the perfect blend of...

4 hours Free Cancellation

5.0 (2)

from
$976

The island is unparalleled in natural beauty with dozens of attractions, beautiful beaches for you and they can only be visited by boat. We shall …More

Corfu, Greece

Full Day Private Tour in Corfu

The island is unparalleled in natural beauty with dozens of attractions, beautiful beaches for you and they can only be visited by boat. We shall...

1 to 8 hours Free Cancellation

from
$965

Half Day Cruise on a Sailing Yacht in Corfu Island

Escape the crowds and discover the hidden beauty of Corfu on an unforgettable boat experience. Explore secluded beaches and charming coves accessible only by boat, …More

Corfu, Greece

5.0 (130)

Half Day Cruise on a Sailing Yacht in Corfu Island

Escape the crowds and discover the hidden beauty of Corfu on an unforgettable boat experience. Explore secluded beaches and charming coves accessible only by boat,...

4 hours Free Cancellation

5.0 (130)

from
$964

Private Sailing Cruise to Dia Island with Meal & Water Activities

Sail with us to the exotic Dia Island on our large and comfortable sailing yachts. Our journey begins at the Heraklion Old venetian port. After …More

Heraklion, Greece

4.7 (10)

Private Sailing Cruise to Dia Island with Meal & Water Activities

Sail with us to the exotic Dia Island on our large and comfortable sailing yachts. Our journey begins at the Heraklion Old venetian port. After...

5 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (10)

from
$907

Rhodes Private Luxury Sunset Cruise,Cocktails & Champagne, wine

Rhodes Private and Luxury Sunset Cruise to Kallithea Springs -Aboard Our Luxury Sailing Yacht Enjoy a private sunset cruise aboard Sailing Edisa, with golden Aegean …More

Rhodes, Greece

5.0 (16)

Rhodes Private Luxury Sunset Cruise,Cocktails & Champagne, wine

Rhodes Private and Luxury Sunset Cruise to Kallithea Springs -Aboard Our Luxury Sailing Yacht Enjoy a private sunset cruise aboard Sailing Edisa, with golden Aegean...

3 hours 30 minutes Free Cancellation

5.0 (16)

from
$902

This is the best tour you can book in the area. We want you to feel that you are hanging out with your Greek friend …More

Halkidiki, Greece

5.0 (33)

Private Boat Trip in Halkidiki, Greece

This is the best tour you can book in the area. We want you to feel that you are hanging out with your Greek friend...

7 hours Free Cancellation

5.0 (33)

from
$861

Escape the ordinary and expand your horizon! A Breath of Fresh Air! Enjoy moments of tranquility, soak up the sun, float in sparkling azure waters …More

Heraklion, Greece

5.0 (1)

Sunset Sail & Gourmet dinning

Escape the ordinary and expand your horizon! A Breath of Fresh Air! Enjoy moments of tranquility, soak up the sun, float in sparkling azure waters...

4 hours 30 minutes Free Cancellation

5.0 (1)

from
$792

Private luxury Sunset Cruise to the Blue Lagoon

Sail to the famous Blue Lagoon at sunset and experience the magic of turquoise waters surrounded by the islets of Panteronisi, Tigani, and Glaropounda. Perfect …More

Paros, Greece

Private luxury Sunset Cruise to the Blue Lagoon

Sail to the famous Blue Lagoon at sunset and experience the magic of turquoise waters surrounded by the islets of Panteronisi, Tigani, and Glaropounda. Perfect...

2 hours Free Cancellation

from
$789

Private Day SailBoat Tour Visit to Halkidiki

We extend our invitation to those seeking relaxation and the opportunity to bask in the beauty of Halkidiki. Experience the coastline in the most ecological, …More

Halkidiki, Greece

5.0 (1)

Private Day SailBoat Tour Visit to Halkidiki

We extend our invitation to those seeking relaxation and the opportunity to bask in the beauty of Halkidiki. Experience the coastline in the most ecological,...

7 hours Free Cancellation

5.0 (1)

from
$787