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Top 10 Best Heraklion Sailing Trips

Found 17 Sailing Trips activities in Heraklion. Sort by Popularity.
 

Heraklion: Dia Catamaran Cruise Mediterranean Meal & Water Fun

(4.9 of 175 reviews)

Join us for a semi-private morning cruise from Heraklion aboard a sleek, modern catamaran. Your adventure begins with a warm welcome from our crew. As we sail to Dia Island, relax on sunbeds, sip detox water or a protein smoothie,... More

Free Cancellation
Start From $149.53
 
Heraklion: Dia Catamaran Cruise Mediterranean Meal & Water Fun

Heraklion: Dia Catamaran Cruise Mediterranean Meal & Water Fun

  • Heraklion
  • Superb175 reviews4.9

Join us for a semi-private morning cruise from Heraklion aboard a sleek, modern catamaran. Your adve....

    Free Cancellation
    Start From $149.53
 
 

Dia Island Sailing Cruise with Meal and Water Activities

(4.7 of 526 reviews)

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 1 hour of sailing, we arrive to Dia where we anchor in the bay of the island. There y... More

Free Cancellation
Start From $95.70
 
Dia Island Sailing Cruise with Meal and Water Activities

Dia Island Sailing Cruise with Meal and Water Activities

  • Heraklion
  • Superb526 reviews4.7

Sail with us to the exotic Dia Island on our large and comfortable sailing yachts. Our journey begin....

    Free Cancellation
    Start From $95.70
 
 

Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

(4.9 of 146 reviews)

Sail to Dia Island: A Boutique Yacht Experience in Paradise Sun, blue waters, and good food—these are the things that define Greece, and Crete in particular. What if you could have them all at once? This all-inclusive, compact ... More

Free Cancellation
Start From $35.89
 
Sailing Trip to Dia with Snorkeling, Dining & Sunset Option Likely to Sell Out

Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

  • Heraklion
  • Superb146 reviews4.9

Sail to Dia Island: A Boutique Yacht Experience in Paradise Sun, blue waters, and good food—these....

    Free Cancellation
    Start From $35.89
 
 

Sailing Trip to Dia Island - All Inclusive

(5 of 69 reviews)

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a maximum of 10 guests on board, you’ll enjoy a relaxed, semi-private atmosphere as you cruise along Crete’s stunning northern co... More

Free Cancellation
Start From $89.72
 
Sailing Trip to Dia Island - All Inclusive Likely to Sell Out

Sailing Trip to Dia Island - All Inclusive

  • Heraklion
  • Superb69 reviews5

Join a small-group sailing adventure from Heraklion to the beautiful, unspoiled Dia Island. With a m....

    Free Cancellation
    Start From $89.72
 
 

Daily cruises to Dia Island with All -Inclusive Meal and drinks

(5 of 19 reviews)

Experience a Unique Sailing Adventure and savor our All-inclusive authentic Mediterranean menu, unlimited fragrant white wine, soft drinks and bottled water. The journey to the island lasts about an hour, offering tranquility, ca... More

Free Cancellation
Start From $77.76
 
Daily cruises to Dia Island with All -Inclusive Meal and drinks Likely to Sell Out

Daily cruises to Dia Island with All -Inclusive Meal and drinks

  • Heraklion
  • Superb19 reviews5

Experience a Unique Sailing Adventure and savor our All-inclusive authentic Mediterranean menu, unli....

    Free Cancellation
    Start From $77.76
 
 

Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

(4.6 of 79 reviews)

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 begins to set, watch the sky turn gold and pink while you enjoy refreshing drinks from the open b... More

Free Cancellation
Start From $101.68
 
Rethymno: Sunset Catamaran Trip - Sushi & Open Bar Likely to Sell Out

Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

  • Heraklion
  • Superb79 reviews4.6

We invite you to step away from the everyday and join us for an unforgettable evening at sea aboard ....

    Free Cancellation
    Start From $101.68
 
 

Heraklion: Pantanassa Sea Playtime

(4.9 of 64 reviews)

A relaxed coastal sailing experience with a playful twist. Escape the ordinary and enjoy a light, social sailing experience along the Heraklion coastline. Pantanassa Sea Playtime is designed for those who want to enjoy the sea in ... More

Free Cancellation
Start From $71.77
 
Heraklion: Pantanassa Sea Playtime Likely to Sell Out

Heraklion: Pantanassa Sea Playtime

  • Heraklion
  • Superb64 reviews4.9

A relaxed coastal sailing experience with a playful twist. Escape the ordinary and enjoy a light, so....

    Free Cancellation
    Start From $71.77
 
 

Private Sailing Cruise to Dia Island with Meal & Water Activities

(4.7 of 10 reviews)

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 1 hour of sailing, we arrive to Dia where we anchor in the bay of the island. There y... More

Free Cancellation
Private Tour
Start From $945.03
 
Private Sailing Cruise to Dia Island with Meal & Water Activities Likely to Sell Out

Private Sailing Cruise to Dia Island with Meal & Water Activities

  • Heraklion
  • Superb10 reviews4.7

Sail with us to the exotic Dia Island on our large and comfortable sailing yachts. Our journey begin....

    Free Cancellation
    Private Tour
    Start From $945.03
 
 

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE

(4.6 of 30 reviews)

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY TRIPS & SUNSET of 5h: During the trip (aprox. 1 hour) to the Island Dia the captain will explain some of the history and... More

Free Cancellation
Private Tour
Start From $107.66
 
SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE Likely to Sell Out

SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE

  • Heraklion
  • Superb30 reviews4.6

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leav....

    Free Cancellation
    Private Tour
    Start From $107.66
 
 

Private luxury Escape Sailing, Snorkel and Lunch Cruise

(5 of 21 reviews)

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 Dia, so prepare for a biotope adventure that will inundate you with twists and turns, spla... More

Special Offer
Free Cancellation
Private Tour
Start From $671.09
(Saving 15% ) $789.52
 
-15% Private luxury Escape Sailing, Snorkel and Lunch Cruise Likely to Sell Out

Private luxury Escape Sailing, Snorkel and Lunch Cruise

  • Heraklion
  • Superb21 reviews5

Looking for an Escape? Leave your comfort zone and embrace nature to the fullest. The best place t....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $671.09
    (Saving 15% ) $789.52
 
 

Private Luxury Sailing Trips to Dia Island

(4.7 of 25 reviews)

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 bustle of the tourist resorts. Top up your holidays with sailing, swimming and snorkeling in th... More

Free Cancellation
Private Tour
Start From $514.39
 
Private Luxury Sailing Trips to Dia Island Likely to Sell Out

Private Luxury Sailing Trips to Dia Island

  • Heraklion
  • Superb25 reviews4.7

Why not try a new, unforgettable experience! The uninhabited island of Dia is just 6 NM away but als....

    Free Cancellation
    Private Tour
    Start From $514.39
 
 

Catamaran Sailing Trip - All Inclusive

(5 of 7 reviews)

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 atmosphere as you cruise along Crete’s stunning northern coastlin... More

Free Cancellation
Private Tour
Start From $155.51
 
Catamaran Sailing Trip - All Inclusive Likely to Sell Out

Catamaran Sailing Trip - All Inclusive

  • Heraklion
  • Superb7 reviews5

Join a unique catamaran adventure from Heraklion to the beautiful, unspoiled Dia Island. Sail in com....

    Free Cancellation
    Private Tour
    Start From $155.51
 
 

Full Day Private Luxury Escape Sailing

(5 of 4 reviews)

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, and witness the captivating beauty of Dia Island or ... More

Special Offer
Free Cancellation
Private Tour
Start From $1,177.11
(Saving 18% ) $1,435.49
 
-18% Full Day Private Luxury Escape Sailing Likely to Sell Out

Full Day Private Luxury Escape Sailing

  • Heraklion
  • Superb4 reviews5

Immerse yourself in the serene ambiance of island life aboard a luxurious yacht, surrounded by breat....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,177.11
    (Saving 18% ) $1,435.49
 
 

Knossos Palace, Olive Oil & Dia Island Sunset Cruise

(4 of 1 review)

What makes this experience stand apart is **the contrast — sharp, honest, and deliberate**. In one single day, you move from the stone logic of **Knossos Palace**, where Europe’s first civilization learned order and ritual, to... More

Free Cancellation
Private Tour
Start From $167.47
 
Knossos Palace, Olive Oil & Dia Island Sunset Cruise Likely to Sell Out

Knossos Palace, Olive Oil & Dia Island Sunset Cruise

  • Heraklion
  • Very Good1 review4

What makes this experience stand apart is **the contrast — sharp, honest, and deliberate**. In one....

    Free Cancellation
    Private Tour
    Start From $167.47
 
 

Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

(4 of 1 review)

Just off the coast of Ierapetra, Europe’s southernmost town, lies one of Crete’s most stunning natural treasures: Chrissi Island. Known as the “Golden Island,” this protected Natura 2000 paradise is famous for its turquois... More

Free Cancellation
Private Tour
Start From $197.38
 
Luxury Yacht Escape from Ierapetra with Transfer & Meals Included Likely to Sell Out

Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

  • Heraklion
  • Very Good1 review4

Just off the coast of Ierapetra, Europe’s southernmost town, lies one of Crete’s most stunning n....

    Free Cancellation
    Private Tour
    Start From $197.38
 
 

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 $909.15
 
Sunset Sail & Gourmet dinning Likely to Sell Out

Sunset Sail & Gourmet dinning

  • Heraklion
  • 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 $909.15
 
 

Shared Yacht Cruise in Chrissi Island with Lunch

(5 of 1 review)

Relax and enjoy a peaceful day in our Semi-Private Cruise surrounded by natural beauty. Swim in emerald looking waters and enjoy a traditional meal by the sea. An ideal getaway for families & couples! Nine miles from Ierapetra, it... More

Free Cancellation
Private Tour
Start From $186.60
 
Shared Yacht Cruise in Chrissi Island with Lunch Likely to Sell Out

Shared Yacht Cruise in Chrissi Island with Lunch

  • Heraklion
  • Superb1 review5

Relax and enjoy a peaceful day in our Semi-Private Cruise surrounded by natural beauty. Swim in emer....

    Free Cancellation
    Private Tour
    Start From $186.60
 
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