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Top 10 Best Crete Sailing Trips

Found 87 Sailing Trips activities in Crete. Sort by Popularity. - Page 4
 

Balos Catamaran Private Sailing Cruise with Lunch

(5 of 6 reviews)

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 in Kissamos port Description of the cruise: As soon as you embark, we will... More

Free Cancellation
Private Tour
Start From $2,341.80
 
Balos Catamaran Private Sailing Cruise with Lunch Likely to Sell Out

Balos Catamaran Private Sailing Cruise with Lunch

  • Crete
  • Superb6 reviews5

Full Day PRIVATE Cruise out of Kissamos Port to BALOS beach and GRAMVOUSA island Check in: 10am emba....

    Free Cancellation
    Private Tour
    Start From $2,341.80
 
 

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

Free Cancellation
Private Tour
Start From $2,575.98
 
Hersonissos: Private Catamaran Cruise, Dia Island with Lunch Likely to Sell Out

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 ....

    Free Cancellation
    Private Tour
    Start From $2,575.98
 
 

Small Group Sailing Cruise from Heraklion to Dia Island

(5 of 18 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
Private Tour
Start From $99.53
 
Small Group Sailing Cruise from Heraklion to Dia Island Likely to Sell Out

Small Group Sailing Cruise from Heraklion to Dia Island

  • Crete
  • Superb18 reviews5

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

    Free Cancellation
    Private Tour
    Start From $99.53
 
 

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

(4.4 of 9 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 $132.31
 
Sailing in South Crete with transfer from Matala & Ag. Galini Likely to Sell Out

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

  • Crete
  • Exellent9 reviews4.4

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

    Free Cancellation
    Private Tour
    Start From $132.31
 
 

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

(5 of 5 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 $111.24
 
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
  • Superb5 reviews5

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

    Free Cancellation
    Private Tour
    Start From $111.24
 
 

Sailing trip to DIA in Heraklion,Crete(4H)

(5 of 18 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 $117.09
 
Sailing trip to DIA in Heraklion,Crete(4H) Likely to Sell Out

Sailing trip to DIA in Heraklion,Crete(4H)

  • Crete
  • Superb18 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 $117.09
 
 

Sailing Cruise to Dia Island with Drinks and Meal

(5 of 1 review)

Begin your journey with a convenient pickup from your hotel or directly from the charming Old Venetian Harbor of Heraklion. Enjoy the view of the ancient fortress before boarding your sailboat. The trip to Dia Island takes about a... More

Free Cancellation
Private Tour
Start From $105.38
 
Sailing Cruise to Dia Island with Drinks and Meal Likely to Sell Out

Sailing Cruise to Dia Island with Drinks and Meal

  • Crete
  • Superb1 review5

Begin your journey with a convenient pickup from your hotel or directly from the charming Old Veneti....

    Free Cancellation
    Private Tour
    Start From $105.38
 
 

Agios Nikolaos: All Day private sailing trip. Lunch, water toys

(5 of 3 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 $4,098.15
 
Agios Nikolaos: All Day private sailing trip. Lunch, water toys Likely to Sell Out

Agios Nikolaos: All Day private sailing trip. Lunch, water toys

  • Crete
  • Superb3 reviews5

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 $4,098.15
 
 

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

(5 of 3 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 $84.30
 
Sailing to Dia Island from Heraklion! Half Day mini cruise! Likely to Sell Out

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

  • Crete
  • Superb3 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 $84.30
 
 

Day Sailing Trips in Chania

(5 of 3 reviews)

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 $1,030.39
 
Day Sailing Trips in Chania Likely to Sell Out

Day Sailing Trips in Chania

  • Crete
  • Superb3 reviews5

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

    Free Cancellation
    Private Tour
    Start From $1,030.39
 
 

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

(5 of 3 reviews)

Enjoy swimming and snorkeling in crystal clear waters accessible only by boat. Taste freshly prepared meal, enjoy a relaxing sailing trip. We offer the opportunity to choose between a morning (09:00 - 16:00) or sunset (14:00 - 21... More

Free Cancellation
Private Tour
Start From $99.53
 
Sailing to Dia Island from Heraklion! Full Day mini cruise! Likely to Sell Out

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

  • Crete
  • Superb3 reviews5

Enjoy swimming and snorkeling in crystal clear waters accessible only by boat. Taste freshly prepare....

    Free Cancellation
    Private Tour
    Start From $99.53
 
 

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

Free Cancellation
Private Tour
Start From $1,159.19
 
Chania Private Sailing Cruise with Meal and Water Activities Likely to Sell Out

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....

    Free Cancellation
    Private Tour
    Start From $1,159.19
 
 

Luxury Sailing to Dia Island in Small Groups with Meal and Drinks

(5 of 2 reviews)

Set sail on a luxury yacht in Crete and enjoy unparalleled comfort and elegance. Experience the stunning Dia Island, where you can swim in crystal-clear waters and savor fresh onboard meals. With amenities like Cretan wine, paddle... More

Free Cancellation
Private Tour
Start From $93.67
 
Luxury Sailing to Dia Island in Small Groups with Meal and Drinks Likely to Sell Out

Luxury Sailing to Dia Island in Small Groups with Meal and Drinks

  • Crete
  • Superb2 reviews5

Set sail on a luxury yacht in Crete and enjoy unparalleled comfort and elegance. Experience the stun....

    Free Cancellation
    Private Tour
    Start From $93.67
 
 

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

(5 of 2 reviews)

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 $995.27
 
Luxury Sailing Cruise in Agios Nikolaos: Half-Day & Full-Day Trip Likely to Sell Out

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

  • Crete
  • Superb2 reviews5

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

    Free Cancellation
    Private Tour
    Start From $995.27
 
 

Heraklion Sailing Cruises to Dia Island

(5 of 2 reviews)

Join us for unforgettable daily cruises to Dia Island aboard your luxurious sailing boats. Experience the beauty of Crete!... More

Free Cancellation
Private Tour
Start From $99.53
 
Heraklion Sailing Cruises to Dia Island Likely to Sell Out

Heraklion Sailing Cruises to Dia Island

  • Crete
  • Superb2 reviews5

Join us for unforgettable daily cruises to Dia Island aboard your luxurious sailing boats. Experienc....

    Free Cancellation
    Private Tour
    Start From $99.53
 
 

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 $2,341.80
 
Luxury Sailing Trips on Our Brand New Catamaran(EST 2025) Likely to Sell Out

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 $2,341.80
 
 

Agios Nikolaos: Half Day Private Catamaran Water Toys and Lunch

(4.3 of 6 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 $2,575.98
 
Agios Nikolaos: Half Day Private Catamaran Water Toys and Lunch Likely to Sell Out

Agios Nikolaos: Half Day Private Catamaran Water Toys and Lunch

  • Crete
  • Exellent6 reviews4.3

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 $2,575.98
 
 

Private Sailing Cruise to Hidden Caves and Beaches

(4.3 of 6 reviews)

Set sail along Crete’s stunning Northern Coastline on a private, active sailing adventure tailored for those seeking both thrill and tranquility. With the guidance of a skilled crew, engage in hands-on sailing as you navigate pa... More

Free Cancellation
Private Tour
Start From $292.73
 
Private Sailing Cruise to Hidden Caves and Beaches Likely to Sell Out

Private Sailing Cruise to Hidden Caves and Beaches

  • Crete
  • Exellent6 reviews4.3

Set sail along Crete’s stunning Northern Coastline on a private, active sailing adventure tailored....

    Free Cancellation
    Private Tour
    Start From $292.73
 
 

Sail to Dia Island: A Journey through Time, Sea, and Taste

(5 of 3 reviews)

With Cardinal Cruises, you’ll escape the confines of structured itineraries and engage in a sailing adventure that prioritizes your preferences, while your guided sessions (history, nature, and cuisine) offer a complete cultural... More

Free Cancellation
Private Tour
Start From $878.18
 
Sail to Dia Island: A Journey through Time, Sea, and Taste Likely to Sell Out

Sail to Dia Island: A Journey through Time, Sea, and Taste

  • Crete
  • Superb3 reviews5

With Cardinal Cruises, you’ll escape the confines of structured itineraries and engage in a sailin....

    Free Cancellation
    Private Tour
    Start From $878.18
 
 

Private Sailing Cruise to Dia Island Free Meals Drinks & SUP

(5 of 3 reviews)

Discover the beauty of Dia Island on a private sailing tour from Heraklion. Enjoy a luxurious yacht experience while exploring secluded coves and swimming in crystal-clear waters. Your adventure begins with a comfortable hotel pic... More

Free Cancellation
Private Tour
Start From $52.69
 
Private Sailing Cruise to Dia Island Free Meals Drinks & SUP Likely to Sell Out

Private Sailing Cruise to Dia Island Free Meals Drinks & SUP

  • Crete
  • Superb3 reviews5

Discover the beauty of Dia Island on a private sailing tour from Heraklion. Enjoy a luxurious yacht ....

    Free Cancellation
    Private Tour
    Start From $52.69
 
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