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Top Crete Sailing Trips

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Crete Tours

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Rethymno: Private Catamaran Cruise with Lunch and Drinks

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with …More

4.8 (16)

Rethymno: Private Catamaran Cruise with Lunch and Drinks

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with...

6 hours 30 minutes Free Cancellation
4.8 (16)
from
$2,526
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

5.0 (1)

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...

6 hours 30 minutes Free Cancellation
5.0 (1)
from
$2,526
Agios Nikolaos: Private Catamaran Cruise with Meal & Drinks

Experience a private cruise from Agios Nikolaos around Mirabello and Spinalonga aboard a luxurious sailing catamaran. Morning serenity or sunset beauty, tailored for families, friends, …More

5.0 (2)

Agios Nikolaos: Private Catamaran Cruise with Meal & Drinks

Experience a private cruise from Agios Nikolaos around Mirabello and Spinalonga aboard a luxurious sailing catamaran. Morning serenity or sunset beauty, tailored for families, friends,...

5 hours Free Cancellation
5.0 (2)
from
$2,411
Heraklion: Private Catamaran Cruise to Dia with Meal & Drinks

Embark on a private sailing catamaran cruise from Heraklion to the bay of Dia Island—an ideal escape for families, friends, or special celebrations. Aboard our …More

5.0 (4)

Heraklion: Private Catamaran Cruise to Dia with Meal & Drinks

Embark on a private sailing catamaran cruise from Heraklion to the bay of Dia Island—an ideal escape for families, friends, or special celebrations. Aboard our...

5 hours Free Cancellation
5.0 (4)
from
$2,411
Balos Catamaran Private Sailing Cruise with Lunch

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation …More

5.0 (7)

Balos Catamaran Private Sailing Cruise with Lunch

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am embarkation in Kissamos port Check out: 5pm disembarkation...

7 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$2,296
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

5.0 (1)

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...

3 hours 30 minutes Free Cancellation
5.0 (1)
from
$1,541
Full Day Private Luxury Escape Sailing

Immerse yourself in the serene ambiance of island life aboard a luxurious yacht, surrounded by breathtaking views and attentive crew. Savor the delightful Mediterranean cuisine, …More

Heraklion, Greece
5.0 (4)

Full Day Private Luxury Escape Sailing

Immerse yourself in the serene ambiance of island life aboard a luxurious yacht, surrounded by breathtaking views and attentive crew. Savor the delightful Mediterranean cuisine,...

8 hours Hotel pickup offered
5.0 (4)
from
$1,370
Sailing trip to the Top Coasts of Crete, Daily/Multi-day

We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the …More

5.0 (173)

Sailing trip to the Top Coasts of Crete, Daily/Multi-day

We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the...

7 hours
5.0 (173)
from
$1,137
Chania Private Sailing Cruise with Meal and Water Activities

Sail from Kolimvari Port along the gorgeous north coast of Chania on our comfortable sailing yacht and discover the island of Thodorou, home of the …More

5.0 (2)

Chania Private Sailing Cruise with Meal and Water Activities

Sail from Kolimvari Port along the gorgeous north coast of Chania on our comfortable sailing yacht and discover the island of Thodorou, home of the...

5 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$1,137
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
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
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 …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
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
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

Likely to Sell Out
Likely to Sell Out
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
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
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 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
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
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
$517
Private Luxury Sailing Trips to Dia Island

Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but also worlds apart from the hustle and …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece
4.6 (22)

Private Luxury Sailing Trips to Dia Island

Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but also worlds apart from the hustle and...

6 hours Free Cancellation
4.6 (22)
from
$491
Balos Beach and Gramvousa island shared group Sailing Cruise

Set sail on Boat STELLA for an unforgettable journey across the sparkling waters of the Aegean Sea with a shared group program cruise to Balos …More

Likely to Sell Out
Likely to Sell Out
4.7 (11)

Balos Beach and Gramvousa island shared group Sailing Cruise

Set sail on Boat STELLA for an unforgettable journey across the sparkling waters of the Aegean Sea with a shared group program cruise to Balos...

8 hours Free Cancellation
4.7 (11)
from
$223

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