Top activities
Top landmarks
Trip ideas
Nearby places

Top Crete Sailing Trips

59 Results
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

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
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

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
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
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

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
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

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
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
Balos Beach and Gramvousa Island Private-Sailing with Lunch

Set sail on Sailing Boat STELLA or on Sailing Yacht ELECTRA for an unforgettable journey across the sparkling waters of the Aegean Sea with a …More

Likely to Sell Out
Likely to Sell Out

Set sail on Sailing Boat STELLA or on Sailing Yacht ELECTRA for an unforgettable journey across the sparkling waters of the Aegean Sea with a...

8 hours Free Cancellation
5.0 (1)
from
$160
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
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
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
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

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
Balos Lagoon Kissamos Shared Sailboat Tour Experience

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes …More

By our sailing boats "Izabela" and "Poseidon" we organise day cruises to Gramvousa and Balos. Our journey starts from Kissamos Port. After about 90 minutes...

8 hours Free Cancellation
4.7 (23)
from
$149
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

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
$488
Catamaran Sailing Trip - All Inclusive

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in comfort and style aboard a spacious catamaran, enjoying a relaxed …More

Heraklion, Greece

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in comfort and style aboard a spacious catamaran, enjoying a relaxed...

5 to 6 hours Hotel pickup offered Free Cancellation
4.7 (21)
from
$148
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

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
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

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
Sailing Trips with Cretan Sailing

From the moment you step onto the vessel, you will experience Greek hospitality at its best. Our mission is to offer our guests an amazing …More

Likely to Sell Out
Likely to Sell Out

From the moment you step onto the vessel, you will experience Greek hospitality at its best. Our mission is to offer our guests an amazing...

4 hours Free Cancellation
4.1 (81)
from
$52
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

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

Frequently Asked Questions

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

Recent tour reviews
Activity name

Crete Tours
Attractions
Guides
Calendar