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Top Greece Sailing Trips

Semi Private trips Catamaran Bali from Sfakia

Enjoy the unique coast line of Sfakia in the Southern Chania region. Take the opportunity to explore four of the higgen Gems Agios Pavlos, Marmara …More

Enjoy the unique coast line of Sfakia in the Southern Chania region. Take the opportunity to explore four of the higgen Gems Agios Pavlos, Marmara...

4 hours 30 minutes Free Cancellation
5.0 (3)
from
$109
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
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

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
Athens Swimming Cruise to Agistri Metopi Aegina

Dip into the mesmerizing turquoise waters of Agistri Beach and discover a world of underwater wonders. Whether you're a seasoned snorkeler or a beginner, explore …More

Athens, Greece

Dip into the mesmerizing turquoise waters of Agistri Beach and discover a world of underwater wonders. Whether you're a seasoned snorkeler or a beginner, explore...

9 hours Hotel pickup offered Free Cancellation
4.3 (8)
from
$132
Daily Sailing Cruise Thassos

Discover the beauty of Thassos on a relaxing full-day sailing cruise along the island’s stunning coastline. Enjoy swimming stops at beautiful beaches and secluded bays, …More

Discover the beauty of Thassos on a relaxing full-day sailing cruise along the island’s stunning coastline. Enjoy swimming stops at beautiful beaches and secluded bays,...

7 hours Free Cancellation
5.0 (1)
from
$131
Hersonissos: Private Catamaran Cruise, Dia Island with Lunch

Indulge in the private sailing escape with a luxurious catamaran cruise from Hersonissos to the Dia Island. Perfect for celebrating special occasions or enjoying a …More

Indulge in the private sailing escape with a luxurious catamaran cruise from Hersonissos to the Dia Island. Perfect for celebrating special occasions or enjoying a...

6 hours 30 minutes Free Cancellation
5.0 (1)
from
$2,526
Hersonissos: Private Sunset Catamaran Cruise, Snack & Drinks

Experience the ultimate escape on a private sunset cruise aboard a luxurious sailing catamaran, perfect for couples, families, or friends celebrating special moments. Designed for …More

Experience the ultimate escape on a private sunset cruise aboard a luxurious sailing catamaran, perfect for couples, families, or friends celebrating special moments. Designed for...

3 hours 30 minutes Free Cancellation
5.0 (1)
from
$1,541
Half Day Catamaran Afternoon Cruise in Kleftiko

The Half day afternoon cruise will remain etched in your mind until you repeat it. Enjoy the natural beauties and the incredible variety of rocks, …More

Milos, Greece

The Half day afternoon cruise will remain etched in your mind until you repeat it. Enjoy the natural beauties and the incredible variety of rocks,...

6 hours Free Cancellation
5.0 (1)
from
$177
Santorini Sunset cruise

A peaceful romantic trip with the essence of a cruise to be unforgettable. Embark on this afternoon excursion! …More

Santorini, Greece

A peaceful romantic trip with the essence of a cruise to be unforgettable. Embark on this afternoon excursion!...

5 hours Free Cancellation
4.3 (3)
from
$51
TURTLE SPOTTING, TURTLE ISLAND, KERI CAVES. Zakynthos Island..

This tour is perfect for anyone who loves wildlife and adventure. You'll hop on our special glass-bottom boat and cruise along Laganas Bay, where you'll …More

Zakynthos, Greece

This tour is perfect for anyone who loves wildlife and adventure. You'll hop on our special glass-bottom boat and cruise along Laganas Bay, where you'll...

3 hours Hotel pickup offered Free Cancellation
4.3 (4)
from
$74
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 …More

Heraklion, Greece

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
Shared Day Cruise to Little Venice & Agios Stefanos

Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Stefanos. …More

Mykonos, Greece

Enjoy a most memorable cruise of the most popular highlights of Mykonos, Little Venice and Agios Stefanos....

5 hours 30 minutes Free Cancellation
5.0 (1)
from
$80
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

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
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

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
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 …More

Rhodes, 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...

5 hours 30 minutes
5.0 (1)
from
$769
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

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
Private Cruise with swimming in Athenian Riviera

This private cruise stands out for its seamless combination of luxury, exclusivity, and personalized service, offering private transfers, handpicked swimming stops in hidden coves, and …More

Athens, Greece

This private cruise stands out for its seamless combination of luxury, exclusivity, and personalized service, offering private transfers, handpicked swimming stops in hidden coves, and...

5 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$1,940
Luxury cruise in Greece to the CYCLADES by sailboat with CHEF

The most beautiful Greek islands, an elegant and fast sailing boat, delicious food and wonderful sea... And you? What do you dream about for your …More

Ios, Greece

The most beautiful Greek islands, an elegant and fast sailing boat, delicious food and wonderful sea... And you? What do you dream about for your...

8 days
5.0 (1)
from
$1,492
EXPLORE - Tour Adventure Koufonisia & Naxos (Private max 10 Pax)

From Paros Piso Livadi Port - Exclusive Private Sailing Adventure Around the Koufonisia Archipelago and Naxos. Enjoy an exclusive sailing trip through the stunning waters …More

Paros, Greece

From Paros Piso Livadi Port - Exclusive Private Sailing Adventure Around the Koufonisia Archipelago and Naxos. Enjoy an exclusive sailing trip through the stunning waters...

9 hours Free Cancellation
5.0 (1)
from
$1,952
Private Caldera Cruise Santorini

Our captain’s professionalism, the presence of co-captain Dior - the cutest mini Maltese that steals the show- combined with our rib boat’s amenities offers the …More

Santorini, Greece

Our captain’s professionalism, the presence of co-captain Dior - the cutest mini Maltese that steals the show- combined with our rib boat’s amenities offers the...

5 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$1,263

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These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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