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Top 10 Best Crete Sailing Trips

Found 82 Sailing Trips activities in Crete. Sort by Popularity. - Page 4
 

Small Group Sailing Cruise from Heraklion to Dia Island

(5 of 15 reviews)

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. As we set sail, you can choose to unwind on th... More

Free Cancellation
Start From $102.33
 
Small Group Sailing Cruise from Heraklion to Dia Island

Small Group Sailing Cruise from Heraklion to Dia Island

  • Crete
  • Superb15 reviews5

Embarking from the enchanting Venetian port of Heraklion, our northward journey to Dia Island promis....

    Free Cancellation
    Start From $102.33
 
 

Semi-private Sailing trip with Lunch and Water Toys

(4.8 of 5 reviews)

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard, you'll have inflatable bathing platform, inflatable slide, bimini, bow sundeck, flybridge, a... More

Free Cancellation
Start From $168.54
 
Semi-private Sailing trip with Lunch and Water Toys

Semi-private Sailing trip with Lunch and Water Toys

  • Crete
  • Superb5 reviews4.8

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the wa....

    Free Cancellation
    Start From $168.54
 
 

Sailing in South Crete with transfer from Matala & Ag. Galini

(4.9 of 7 reviews)

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Our friendly team will pick you up and ensure you're ready for an unforgettable day ahead. We'll meet at Agia Galini port, just 15 m... More

Free Cancellation
Start From $136.04
 
Sailing in South Crete with transfer from Matala & Ag. Galini

Sailing in South Crete with transfer from Matala & Ag. Galini

  • Crete
  • Superb7 reviews4.9

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Ou....

    Free Cancellation
    Start From $136.04
 
 

Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

(4.9 of 7 reviews)

Set sail on a luxurious yacht for a day of adventure and relaxation to Chrissi Island, Koufonissi, or secret beaches, depending on the weather. Departing from Ierapetra, we head toward hidden paradises in the Libyan Sea. Watch for... More

Free Cancellation
Start From $210.68
 
Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

  • Crete
  • Superb7 reviews4.9

Set sail on a luxurious yacht for a day of adventure and relaxation to Chrissi Island, Koufonissi, o....

    Free Cancellation
    Start From $210.68
 
 

All Day private sailing trip with lunch and water toys

(4.9 of 7 reviews)

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard, you'll have inflatable bathing platform, inflatable slide, bimini, bow sundeck, flybridge, a... More

Free Cancellation
Private Tour
Start From $3,611.57
 
All Day private sailing trip with lunch and water toys

All Day private sailing trip with lunch and water toys

  • Crete
  • Superb7 reviews4.9

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the wa....

    Free Cancellation
    Private Tour
    Start From $3,611.57
 
 

Sailing in South Crete with Transfer from Rethymnon

(4.9 of 7 reviews)

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Our friendly team will pick you up and ensure you're ready for an unforgettable day ahead. We'll meet at Agia Galini port, just 15 m... More

Free Cancellation
Private Tour
Start From $160.11
 
Sailing in South Crete with Transfer from Rethymnon

Sailing in South Crete with Transfer from Rethymnon

  • Crete
  • Superb7 reviews4.9

Embark on a delightful excursion starting right from the doorstep of your hotel or accommodation. Ou....

    Free Cancellation
    Private Tour
    Start From $160.11
 
 

Sunset Sail & Gourmet dinning

(5 of 1 review)

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 and explore the amazing bottom. Savour a delicious Mediterranean lunch, local win... More

Free Cancellation
Private Tour
Start From $914.93
 
Sunset Sail & Gourmet dinning

Sunset Sail & Gourmet dinning

  • Crete
  • Superb1 review5

Escape the ordinary and expand your horizon! A Breath of Fresh Air! Enjoy moments of tranquility, s....

    Free Cancellation
    Private Tour
    Start From $914.93
 
 

Luxury Sailing Trips on Our Brand New Catamaran(EST 2025)

(5 of 2 reviews)

Enjoy swimming to the Tropic, crystal-clear waters of Dia Island! Fell free to use our Stand Up Paddle boards with no extra charge.The whole activity will reward you with hours of fun! Explore underwater the rich fauna of the Cr... More

Free Cancellation
Private Tour
Start From $3,130.03
 
Luxury Sailing Trips on Our Brand New Catamaran(EST 2025)

Luxury Sailing Trips on Our Brand New Catamaran(EST 2025)

  • Crete
  • Superb2 reviews5

Enjoy swimming to the Tropic, crystal-clear waters of Dia Island! Fell free to use our Stand Up Pad....

    Free Cancellation
    Private Tour
    Start From $3,130.03
 
 
-10% Chania Private Sailing Cruise with Meal and Water Activities

Chania Private Sailing Cruise with Meal and Water Activities

(5 of 2 reviews)

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 famous Kri-Kri goats. As we start, after a short safety briefing, you can admire t... More

Special Offer
Free Cancellation
Private Tour
Start From $1,072.64
(Saving 10% ) $1,191.82
 
-10% Chania Private Sailing Cruise with Meal and Water Activities

Chania Private Sailing Cruise with Meal and Water Activities

  • Crete
  • Superb2 reviews5

Sail from Kolimvari Port along the gorgeous north coast of Chania on our comfortable sailing yacht a....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,072.64
    (Saving 10% ) $1,191.82
 
 

Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip

(5 of 1 review)

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 relaxation and adventure as you cruise around Spinalonga Island for picturesque vie... More

Free Cancellation
Private Tour
Start From $1,023.28
 
Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip

Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip

  • Crete
  • Superb1 review5

Set sail on a luxurious yacht in Agios Nikolaos and explore the stunning Mirabello Bay. On shared cr....

    Free Cancellation
    Private Tour
    Start From $1,023.28
 
 

Private Sailing Trip from Tsoutsouras to Aspes Caves Beaches

(5 of 1 review)

This sailing experience combines the peaceful beauty of southern Crete’s coastline with fun water activities in a small, intimate setting. Unlike crowded boat tours, we offer a relaxed and personal adventure aboard a premium sai... More

Free Cancellation
Private Tour
Start From $541.74
 
Private Sailing Trip from Tsoutsouras to Aspes Caves Beaches

Private Sailing Trip from Tsoutsouras to Aspes Caves Beaches

  • Crete
  • Superb1 review5

This sailing experience combines the peaceful beauty of southern Crete’s coastline with fun water ....

    Free Cancellation
    Private Tour
    Start From $541.74
 
 

Private Magic Sunset Sailing Trip to DIA in Heraklion,Crete(4,5H)

(5 of 9 reviews)

Enjoy the scenery and peaceful calm of a late afternoon on board of a sailing vessel with a captain and mate, on a comfortable bavaria cruiser 51, limited to just 10 passengers. Enjoy champagne, white wine, ice-cold beer, a soft d... More

Free Cancellation
Private Tour
Start From $963.09
 
Private Magic Sunset Sailing Trip to DIA in Heraklion,Crete(4,5H)

Private Magic Sunset Sailing Trip to DIA in Heraklion,Crete(4,5H)

  • Crete
  • Superb9 reviews5

Enjoy the scenery and peaceful calm of a late afternoon on board of a sailing vessel with a captain ....

    Free Cancellation
    Private Tour
    Start From $963.09
 
 

Sailing to Dia Island from Heraklion! Half Day mini cruise!

(5 of 9 reviews)

We offer the opportunity to choose between a morning (09:00 - 13:30) or sunset (16:30 - 21:00) semi-private cruise. Upon arrival you will be guided to the boat where the captain welcomes you on board and offers you a welcome drin... More

Free Cancellation
Private Tour
Start From $108.35
 
Sailing to Dia Island from Heraklion! Half Day mini cruise!

Sailing to Dia Island from Heraklion! Half Day mini cruise!

  • Crete
  • Superb9 reviews5

We offer the opportunity to choose between a morning (09:00 - 13:30) or sunset (16:30 - 21:00) semi-....

    Free Cancellation
    Private Tour
    Start From $108.35
 
 
-15% Hersonissos: Private Catamaran Cruise, Dia Island with Lunch

Hersonissos: Private Catamaran Cruise, Dia Island with Lunch

(5 of 1 review)

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 relaxing day with loved ones, this exclusive journey is tailored f... More

Special Offer
Free Cancellation
Private Tour
Start From $2,251.21
(Saving 15% ) $2,648.49
 
-15% Hersonissos: Private Catamaran Cruise, Dia Island with Lunch

Hersonissos: Private Catamaran Cruise, Dia Island with Lunch

  • Crete
  • Superb1 review5

Indulge in the private sailing escape with a luxurious catamaran cruise from Hersonissos to the Dia ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $2,251.21
    (Saving 15% ) $2,648.49
 
 

Day Sailing Trips in Chania

(5 of 1 review)

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 looking to relax under the sun, explore hidden coves, or simply enjoy a day a... More

Free Cancellation
Private Tour
Start From $722.31
 
Day Sailing Trips in Chania

Day Sailing Trips in Chania

  • Crete
  • Superb1 review5

Sailing Day Trip Experience the magic of Chania’s coastline on a private sailing journey designed ....

    Free Cancellation
    Private Tour
    Start From $722.31
 
 

Half Day Private Catamaran Water Toys and Lunch

(5 of 1 review)

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the water with friends and family. Onboard, you'll have inflatable bathing platform, inflatable slide, bimini, bow sundeck, flybridge, a... More

Free Cancellation
Private Tour
Start From $2,648.49
 
Half Day Private Catamaran Water Toys and Lunch

Half Day Private Catamaran Water Toys and Lunch

  • Crete
  • Superb1 review5

Set sail on a Lagoon 450F Catamaran from Agios Nikolaos. Enjoy a day of relaxation and fun on the wa....

    Free Cancellation
    Private Tour
    Start From $2,648.49
 
 

Kissamos Balos Lagoon Sunset Sailing Cruise

(5 of 1 review)

Sail with us on board the grandest and most luxurious sailing yacht in Crete. Our journey begins at the Port of Kissamos where our Crew will warmly welcome you on board. After departure you will be able to enjoy the stunning views... More

Free Cancellation
Private Tour
Start From $108.35
 
Kissamos Balos Lagoon Sunset Sailing Cruise Likely to Sell Out

Kissamos Balos Lagoon Sunset Sailing Cruise

  • Crete
  • Superb1 review5

Sail with us on board the grandest and most luxurious sailing yacht in Crete. Our journey begins at ....

    Free Cancellation
    Private Tour
    Start From $108.35
 
 

Semi-Private Sailing Tour to Dia Island

(5 of 1 review)

Set sail on a semi-private sunset sailing tour to Dia Island, a Natura 2000 protected islet off the northern coast of Crete. This half-day adventure offers a perfect blend of luxury and relaxation, ideal for couples, families, or ... More

Free Cancellation
Private Tour
Start From $72.23
 
Semi-Private Sailing Tour to Dia Island Likely to Sell Out

Semi-Private Sailing Tour to Dia Island

  • Crete
  • Superb1 review5

Set sail on a semi-private sunset sailing tour to Dia Island, a Natura 2000 protected islet off the ....

    Free Cancellation
    Private Tour
    Start From $72.23
 
 

Small Group Golden Hour Cruise from Ag. Nikolaos in Mirabello Bay

(5 of 2 reviews)

Departing from the Marina of Agios Nikolaos, our journey promises a semi-private escape filled with delightful socializing and shared experiences. It begins with relaxation or actively participating in sailing procedures. Marvel a... More

Free Cancellation
Private Tour
Start From $114.37
 
Small Group Golden Hour Cruise from Ag. Nikolaos in Mirabello Bay Likely to Sell Out

Small Group Golden Hour Cruise from Ag. Nikolaos in Mirabello Bay

  • Crete
  • Superb2 reviews5

Departing from the Marina of Agios Nikolaos, our journey promises a semi-private escape filled with ....

    Free Cancellation
    Private Tour
    Start From $114.37
 
 

South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch

(4.6 of 7 reviews)

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 by high mountain ranges. In the north, crowded beaches are perfect for active... More

Free Cancellation
Private Tour
Start From $926.97
 
South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch Likely to Sell Out

South Crete: Private 5-7hrs Snorkeling & Sailing with Lunch

  • Crete
  • Superb7 reviews4.6

Explore the Fantastic Unspoiled Beaches in South Crete! Crete is one of the five most prominent isl....

    Free Cancellation
    Private Tour
    Start From $926.97
 
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