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Heraklion Sailing Trips

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Heraklion Tours

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  • Sailing Cruise to Dia Island with Meal and Water Activities

    Sailing Cruise to Dia Island with Meal and Water Activities

    369

    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...
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     5 hours 30 minutes  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $94.95
    Details
    from
    $94.95
  • Heraklion Luxury Catamaran to Dia – Chef Lunch & Open Bar

    Heraklion Luxury Catamaran to Dia – Chef Lunch & Open Bar

    145

    Set sail on a semi-private cruise from Heraklion aboard a luxurious sailing catamaran, bound for the serene bay of Dia Island. This journey combines relaxation,...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $126.10
    Details
    from
    $126.10
  • Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

    Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

    99

    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...
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     4 hours 30 minutes  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $100.88
    Details
    from
    $100.88
  • Rethymno: Sunset Catamaran Cruise with Wine and Snacks
    Likely to Sell Out

    Rethymno: Sunset Catamaran Cruise with Wine and Snacks

    51

    Embark on a magical semi-private sunset cruise from Rethymno Marina aboard one of Crete's newest and most luxurious catamarans. This experience is crafted for couples,...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $100.88
    Details
    from
    $100.88
  • Private luxury Escape Sailing, Snorkel and Lunch Cruise
    Likely to Sell Out

    Private luxury Escape Sailing, Snorkel and Lunch Cruise

    21

    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...
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     5 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $890.12
    Details
    from
    $890.12
  • Heraklion: Nature Reserve Full day sailing to Dia Island & Lunch

    Heraklion: Nature Reserve Full day sailing to Dia Island & Lunch

    57

    Join our full-day sailing trip, leaving Heraklion Old port daily and live a proper sailing experience, looked after by our experienced and hospitable crew, with...
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     7 hours  Hotel pickup offered  Free Cancellation
    from
    $116.21
    Details
    from
    $116.21
  • Private Luxury Sailing Trips to Dia Island
    Likely to Sell Out

    Private Luxury Sailing Trips to Dia Island

    19

    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...
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     6 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $510.34
    Details
    from
    $510.34
  • SAILING DAY 4.5h-5h or SUNSET 3h-4.5h from Hersonissos CRETE

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

    21

    The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY TRIPS & SUNSET of...
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     3 to 5 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $106.81
    Details
    from
    $106.81
  • Sailing Trip to Dia Island - All Inclusive

    Sailing Trip to Dia Island - All Inclusive

    40

    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,...
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     6 to 8 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $88.94
    Details
    from
    $88.94
  • Private Sailing Cruise to Dia Island with Meal & Water Activities
    Likely to Sell Out

    Private Sailing Cruise to Dia Island with Meal & Water Activities

    9

    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...
    Read More

     5 hours 30 minutes  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $937.60
    Details
    from
    $937.60
  • Daily cruises to Dia Island with All -Inclusive Meal and drinks

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

    13

    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...
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     5 hours 30 minutes  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $77.14
    Details
    from
    $77.14
  • Catamaran Sailing Trip - All Inclusive

    Catamaran Sailing Trip - All Inclusive

    4

    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...
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     5 to 6 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $154.16
    Details
    from
    $154.16
  • Shared Yacht Cruise in Chrissi Island with Lunch

    Shared Yacht Cruise in Chrissi Island with Lunch

    New To The Site!

    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...
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     8 to 9 hours  Instant Confirmation
    from
    $173.27
    Details
    from
    $173.27
  • Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

    Luxury Yacht Escape from Ierapetra with Transfer & Meals Included

    New To The Site!

    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...
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     6 hours  Hotel pickup offered  Free Cancellation
    from
    $207.95
    Details
    from
    $207.95
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Heraklion Sailing Trips?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best Heraklion Sailing Trips are:

Q: What are the best kid-friendly options for Heraklion Sailing Trips Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly Heraklion Sailing Trips are:

View all kid-friendly Tours →

Q: Which Heraklion Sailing Trips have Instant Confirmation?

A: Heraklion Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Heraklion Sailing Trips have Free Cancellation?

A: Heraklion Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: I need a ride! Which Heraklion Sailing Trips include Hotel Pickup?

A: No problem. These Heraklion Sailing Trips include Hotel Pickup:

View all Tours with Hotel Pickup →

Q: Got any more Heraklion trip ideas?

A: We sure do. Check out our curated lists of hand-picked Heraklion Tours.

View all Heraklion Trip Ideas →

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