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 →

Discover the wonders of Rhodes’ stunning coastline on this private sailing trip to Anthony Quinn Bay and Kallithea Thermes. Soak up breathtaking views from start …More

Rhodes, Greece

5.0 (1)

Private sailing trip to Anthony Quinn Bay and Kallithea Thermes.

Discover the wonders of Rhodes’ stunning coastline on this private sailing trip to Anthony Quinn Bay and Kallithea Thermes. Soak up breathtaking views from start...

5 hours 30 minutes

5.0 (1)

from
$761

Private Mykonos Cruise: Rhenia Swim & Little Venice Sunset

Have you ever seen a sunset at Aegean ? Mykonos is not only known for wild nightlife and dancing, is also a very romantic destination, …More

Mykonos, Greece

5.0 (2)

Private Mykonos Cruise: Rhenia Swim & Little Venice Sunset

Have you ever seen a sunset at Aegean ? Mykonos is not only known for wild nightlife and dancing, is also a very romantic destination,...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$746

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

5.0 (7)

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...

9 hours Free Cancellation

5.0 (7)

from
$742

Private Sailing Cruise from Heraklion to Dia Island

Discover the unique destination of Dia island while traveling in style and comfort aboard our luxury sailing boat. Feel the breeze of Cretan sea, swim …More

5.0 (24)

Private Sailing Cruise from Heraklion to Dia Island

Discover the unique destination of Dia island while traveling in style and comfort aboard our luxury sailing boat. Feel the breeze of Cretan sea, swim...

6 hours Free Cancellation

5.0 (24)

from
$712

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

5.0 (78)

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...

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

4.7 (23)

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...

7 hours Free Cancellation

4.7 (23)

from
$689

Sunset Cruise in Corfu Old Town on a luxury Catamaran

Experience the beauty of Corfu at golden hour with our exclusive 2-hour Sunset Cruise. Sail through the stunning waters of Corfu Bay, admire the breathtaking …More

Corfu, Greece

5.0 (22)

Sunset Cruise in Corfu Old Town on a luxury Catamaran

Experience the beauty of Corfu at golden hour with our exclusive 2-hour Sunset Cruise. Sail through the stunning waters of Corfu Bay, admire the breathtaking...

2 hours Free Cancellation

5.0 (22)

from
$689

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

4.3 (3)

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...

3 hours 30 minutes

4.3 (3)

from
$681

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

5.0 (3)

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...

7 hours Free Cancellation

5.0 (3)

from
$643

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

5.0 (3)

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...

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

5.0 (1)

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...

7 hours Free Cancellation

5.0 (1)

from
$631

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

5.0 (3)

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....

5 hours Free Cancellation

5.0 (3)

from
$605

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

5.0 (40)

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...

5 hours 30 minutes Free Cancellation

5.0 (40)

from
$599

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

5.0 (48)

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...

3 hours Free Cancellation

5.0 (48)

from
$574

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

5.0 (28)

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...

2 hours Free Cancellation

5.0 (28)

from
$551

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

5.0 (3)

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...

2 hours Free Cancellation

5.0 (3)

from
$534

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

5.0 (2)

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,...

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

5.0 (2)

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...

7 hours Free Cancellation

5.0 (2)

from
$517

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

5.0 (4)

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...

5 hours 30 minutes Free Cancellation

5.0 (4)

from
$511

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

5.0 (44)

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...

3 to 8 hours Free Cancellation

5.0 (44)

from
$496