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Top Greece Sailing Trips

Rethymno Catamaran Cruise: Healthy Lunch & Open Bar

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along …More

This morning cruise from Rethymno to Georgioupoli Bay unfolds into a day of scenic adventure. Crystal-clear waters, golden beaches, and lush coastal hills stretch along...

6 hours 30 minutes Free Cancellation
4.9 (123)
from
$166
Sailing Trip to Dia Island - All Inclusive

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed, …More

Heraklion, Greece

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed,...

6 to 7 hours Hotel pickup offered Free Cancellation
4.9 (118)
from
$86
Catamaran Full Day Cruise: Poliegos - Kleftiko

If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek …More

Milos, Greece

If you love the sea, if you seek to escape from the everyday routine, if you long for the intense emotions of nature, if you seek...

9 hours 30 minutes Free Cancellation
4.9 (90)
from
$241
Ag. Nikolaos Catamaran to Spinalonga - Gourmet Meal & Water Toys

Step aboard our luxury catamaran and leave the ordinary behind. Start your day with espresso, tea, detox water, and a light brunch crafted by a …More

Step aboard our luxury catamaran and leave the ordinary behind. Start your day with espresso, tea, detox water, and a light brunch crafted by a...

5 hours Free Cancellation
5.0 (96)
from
$144
Santorini Half Day Catamaran Private Cruise incl. Meal, Drinks & Free Transport

Enjoy unique views of Santorini from the sea during this 5 hour morning or sunset cruise. Starting from the port of Vlychada, see the Vlychada …More

Santorini, Greece

Enjoy unique views of Santorini from the sea during this 5 hour morning or sunset cruise. Starting from the port of Vlychada, see the Vlychada...

5 hours Hotel pickup offered Free Cancellation
4.9 (87)
from
$160
Mykonos Sunset Cruise to Rhenia, 3D Self-Tour of Delos, Dinner

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life …More

Mykonos, Greece

Set the sails to the wind on afternoon sailing yacht cruise to Delos and Rhenia Islands. Bring the rich history of Delos back to life...

5 hours Free Cancellation
4.9 (99)
from
$131
Santorini Oia: Private Sunset Cruise with Fresh Fish BBQ & Drinks

The Sunset Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

The Sunset Private Sailing Cruise by Renieris Santorini Sailing Center departing from Ammoudi bay is a great opportunity to enjoy a sailing cruise at the...

6 hours Hotel pickup offered Free Cancellation
5.0 (46)
from
$210
Balos Shared Small Group Catamaran Cruise, 22ppl

There are not enough words to describe the beauty of Balos beach… on our yachts you will enjoy the crystal-clear waters of this western, amazing …More

Chania, Greece

There are not enough words to describe the beauty of Balos beach… on our yachts you will enjoy the crystal-clear waters of this western, amazing...

7 hours Hotel pickup offered Free Cancellation
4.8 (98)
from
$138
Santorini Private Daytime Sailing Cruise with Meal, Drinks &Transfer included

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years, …More

Santorini, Greece

The company Angel Sailing was founded by the merchant marine’s captain George, who after being on duty in oceangoing ships for the last 15 years,...

5 hours Hotel pickup offered Free Cancellation
5.0 (91)
from
$269
Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun …More

Heraklion, Greece

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun...

3 hours 30 minutes Free Cancellation
4.7 (117)
from
$98
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

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

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
All inclusive cruise-Mykonos Delos&Rhenia beaches(free transport)

Experience the Joy of Sailing on a Yacht in a Friendly Small Group Atmosphere. Swim and Snorkel in Crystal Clear Waters, Indulge on Pristine Beaches …More

Mykonos, Greece

Experience the Joy of Sailing on a Yacht in a Friendly Small Group Atmosphere. Swim and Snorkel in Crystal Clear Waters, Indulge on Pristine Beaches...

6 hours Free Cancellation
4.6 (122)
from
$132
All-Inclusive Semi-Private Sailing Cruise

* Explore Skiathos, Skopelos & nearby islands! * Soak up the sun on deck & swim in the crystal-clear waters of the Aegean! * Snorkeling …More

Skiathos, Greece

* Explore Skiathos, Skopelos & nearby islands! * Soak up the sun on deck & swim in the crystal-clear waters of the Aegean! * Snorkeling...

7 hours Free Cancellation
5.0 (82)
from
$149
Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun …More

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard our luxury catamaran. As the sun...

3 hours 30 minutes Free Cancellation
4.8 (83)
from
$92
Full/Half Day Small Group Boat Trip with Food and Drinks

Experience sailing with the wind on this semi-private trip limited to 13 people but aiming for no more than 10 each time. After leaving Lindos …More

Rhodes, Greece

Experience sailing with the wind on this semi-private trip limited to 13 people but aiming for no more than 10 each time. After leaving Lindos...

5 hours 30 minutes Free Cancellation
4.9 (92)
from
$80
Athens Sunset Dinner Cruise – Swim Stop, Dinner & Open Bar

Sail along the breathtaking Athenian Riviera on a traditional wooden boat, offering an authentic and cozy atmosphere. This unique Sunset Dinner Cruise includes two exclusive …More

Athens, Greece

Sail along the breathtaking Athenian Riviera on a traditional wooden boat, offering an authentic and cozy atmosphere. This unique Sunset Dinner Cruise includes two exclusive...

5 hours Free Cancellation
4.9 (98)
from
$136
Kos: Small-Group Full-Day Catamaran Boat Trip, Meal, Drinks &Swim

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to …More

Kos, Greece

Discover the Magic of the Aegean on a Catamaran Day Cruise from Kos! Set sail on a spacious catamaran as we journey from Kos to...

7 hours Free Cancellation
4.9 (98)
from
$205
Thessaloniki : Half-Day Sailing Cruise to Shipwreck Bay!

Join us for a private, memorable and breathtaking experience. Enjoy a full day cruise in the crystal clear sea of Thermaikos bay! Embark on our …More

Thessaloniki, Greece

Join us for a private, memorable and breathtaking experience. Enjoy a full day cruise in the crystal clear sea of Thermaikos bay! Embark on our...

6 hours Free Cancellation
4.9 (62)
from
$108
South Coast Premium Sail Cruise with Lunch Drinks Swim and Sunset

This evening cruise is ideal for travelers that want to explore southern part of Mykonos passing through the worldwide famous bays, making couple of swimstops …More

Mykonos, Greece

This evening cruise is ideal for travelers that want to explore southern part of Mykonos passing through the worldwide famous bays, making couple of swimstops...

4 hours Free Cancellation
4.9 (69)
from
$115
Athens Riviera Sunset Cruise with Snacks and Drinks Included

Step aboard our Athens Riviera Sunset Cruise for an unforgettable evening of relaxation and beauty. As the sun dips below the horizon, immerse yourself in …More

Athens, Greece

Step aboard our Athens Riviera Sunset Cruise for an unforgettable evening of relaxation and beauty. As the sun dips below the horizon, immerse yourself in...

3 hours Hotel pickup offered Free Cancellation
4.8 (72)
from
$113

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