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Top Greece Sailing Trips

345 Results
3 Hours Private Sunset Tour in Greece with Free Drinks & Snacks

Close your eyes and create an image of setting sail towards the horizon with a glass of wine on hand, watching the sun dipping into …More

Mykonos, Greece

Close your eyes and create an image of setting sail towards the horizon with a glass of wine on hand, watching the sun dipping into...

3 hours Hotel pickup offered Free Cancellation
3.0 (2)
from
$86
All-Inclusive Swimming Cruise: Anthony Quinn, Traganou & Kalithea

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic …More

Rhodes, Greece

Experience the ultimate day of sun, sea, and Greek hospitality. This is our most popular tour for a reason: it combines the three most iconic...

6 hours Hotel pickup offered Free Cancellation
4.9 (246)
from
$88
Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. The catamaran sails to the most amazing sights of …More

Likely to Sell Out
Likely to Sell Out
Santorini, Greece

Enjoy a perfect sailing Sunset tour in the magnificent island of Santorini on board our catamaran. The catamaran sails to the most amazing sights of...

5 hours Hotel pickup offered Free Cancellation
4.6 (1,021)
from
$90
Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as …More

Santorini, Greece

Enjoy a perfect sailing 5-hour tour from the magnificent island of Santorini onboard the catamaran, sailing to the most amazing sights of Santorini such as...

5 hours Hotel pickup offered Free Cancellation
4.8 (585)
from
$90
Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White …More

Santorini, Greece

Sail around Santorini on a Catamaran during this 5-hour Cruise, departing from Vlychada Marina. Sail past the island's highlights, such as the Red & White...

5 hours Free Cancellation
4.9 (3,723)
from
$91
Heraklion: Morning/Sunset Sailing Experience-Dia Island & Lunch

Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on …More

Likely to Sell Out
Likely to Sell Out

Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (174)
from
$92
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
Sailing day to Dia island

Join us for an unforgettable sailing trip to the natural island of Dia aboard our comfortable yachts with our experienced crew. After a scenic sail …More

Join us for an unforgettable sailing trip to the natural island of Dia aboard our comfortable yachts with our experienced crew. After a scenic sail...

7 hours Hotel pickup offered Free Cancellation
4.9 (13)
from
$97
Cruise to Koufonisia and Rina's Cave

We depart daily to go from Agia Anna's Port and sail to southern Naxos, Kato and Ano Koufonisi. Our journey begins with a treat of …More

Naxos, Greece

We depart daily to go from Agia Anna's Port and sail to southern Naxos, Kato and Ano Koufonisi. Our journey begins with a treat of...

9 hours 30 minutes Free Cancellation
4.4 (20)
from
$97
Santorini Catamaran Cruise: with Lunch, BBQ, Open Bar, Transfers

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of …More

Santorini, Greece

Step aboard our catamaran with Santorini Yachting Cruises, and join us for an incredible sailing adventure! Our day cruise sets sail from the port of...

5 hours Hotel pickup offered Free Cancellation
5.0 (308)
from
$98
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
Panormo: Luxury Sunset Catamaran Cruise Sushi & Open Bar

With an afternoon cruise, you avoid the peak heat and enjoy the golden glow of late day, ending with a spectacular sunset over the horizon. …More

With an afternoon cruise, you avoid the peak heat and enjoy the golden glow of late day, ending with a spectacular sunset over the horizon....

3 hours 30 minutes Free Cancellation
5.0 (39)
from
$98
Small Group Sailing Cruise from Heraklion to Dia Island

Embarking from the enchanting Venetian port of Heraklion, our northward journey to Dia Island promises a semi-private escape filled with delightful socializing and shared experiences. …More

Embarking from the enchanting Venetian port of Heraklion, our northward journey to Dia Island promises a semi-private escape filled with delightful socializing and shared experiences....

6 hours Free Cancellation
5.0 (15)
from
$98
Mykonos Half Day Cruise to Rhenia and Delos Islands with Meals

This cruise is perfect for lazy sleepers or people that have limited stay in Mykonos. During the half day cruise travellers would experience the joy …More

Mykonos, Greece

This cruise is perfect for lazy sleepers or people that have limited stay in Mykonos. During the half day cruise travellers would experience the joy...

5 hours Free Cancellation
5.0 (2)
from
$98
The Authentic Rhenia-Delos Cruise

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia, …More

Mykonos, Greece

Sparkling seas and secluded beaches? Join our Rhenia – Delos cruise and live a day like no other! The Cycladic Sisters, Mykonos, Delos and Rhenia,...

6 hours 30 minutes Free Cancellation
4.8 (432)
from
$102
Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks, …More

Santorini, Greece

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks,...

5 hours Hotel pickup offered Free Cancellation
5.0 (447)
from
$103
SAILING DAY 4.5-5h & SUNSET 3 or 4.5-5h from Hersonissos CRETE

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY & SUNSET of 4.5-5h: …More

Heraklion, Greece

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY & SUNSET of 4.5-5h:...

3 to 5 hours Hotel pickup offered Free Cancellation
4.8 (24)
from
$103
Thessaloniki : Sunset Cruise

Join us for a semiprivate, memorable and breathtaking experience in the Gulf of Thessaloniki to see the amazing Sunset that you will not forget. With …More

Thessaloniki, Greece

Join us for a semiprivate, memorable and breathtaking experience in the Gulf of Thessaloniki to see the amazing Sunset that you will not forget. With...

3 hours Free Cancellation
4.9 (13)
from
$103
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
Sailing Cruise in Nafplio with Meal & Drinks

Embark on an unforgettable half-day sailing adventure with Nafplio4Sail, offering a truly exclusive semi-private experience from the historic port of Nafplio. Escape the crowds and …More

Nafplio, Greece

Embark on an unforgettable half-day sailing adventure with Nafplio4Sail, offering a truly exclusive semi-private experience from the historic port of Nafplio. Escape the crowds and...

4 hours 30 minutes Free Cancellation
5.0 (73)
from
$103

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