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Crete Sailing Trips

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  • Sailing Cruise to Dia Island with Meal and Water Activities

    Sailing Cruise to Dia Island with Meal and Water Activities

    378

    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
    $95.33
    Details
    from
    $95.33
  • Heraklion: Luxe Catamaran Sailing Cruise to Dia Island with Lunch

    Heraklion: Luxe Catamaran Sailing Cruise to Dia Island with Lunch

    103

    Join us on a semi-private catamaran cruise from Heraklion to Dia Island, a perfect blend of relaxation, adventure, and Mediterranean flavors. Ideal for families, groups,...
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     6 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $178.74
    Details
    from
    $178.74
  • Dia island : Small Group Sailing Trip to Dia Island with Lunch

    Dia island : Small Group Sailing Trip to Dia Island with Lunch

    126

    Traveling is about exploring new places, meeting people, sharing experiences, learning about history, and above all having fun. Our sailing tours are designed based on...
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     4 hours 30 minutes  Hotel pickup offered  Free Cancellation
    from
    $95.33
    Details
    from
    $95.33
  • Heraklion Luxury Catamaran to Dia – Chef Lunch & Open Bar

    Heraklion Luxury Catamaran to Dia – Chef Lunch & Open Bar

    147

    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
    $126.61
    Details
    from
    $126.61
  • Luxury Catamaran Cruise, Dia Island –Open Bar & Lunch -Top Rated!
    Likely to Sell Out

    Luxury Catamaran Cruise, Dia Island –Open Bar & Lunch -Top Rated!

    87

    Experience Crete in the Most Luxurious Way – Enjoy an all-inclusive luxury catamaran cruise from Heraklion and explore the stunning Dia Island, with secluded beaches...
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     5 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $142.99
    Details
    from
    $142.99
  • Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

    Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

    108

    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
    $101.28
    Details
    from
    $101.28
  • Sailing Cruises Chania

    Sailing Cruises Chania

    86

    A Sailing cruise around the gulf of Chania will give your vacations a different view of the city! We set sails every morning at 10am...
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     4 to 7 hours  Free Cancellation  Instant Confirmation
    from
    $431.35
    Details
    from
    $431.35
  • Panormo Luxury Catamaran - Gourmet Lunch, Hidden Coves & Swim

    Panormo Luxury Catamaran - Gourmet Lunch, Hidden Coves & Swim

    68

    Experience the beauty of Crete on a luxurious semi-private sailing catamaran cruise from Panormo port to the picturesque Bali Bay. Designed for comfort and relaxation,...
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     6 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $146.86
    Details
    from
    $146.86
  • Rethymno: Sunset Catamaran Cruise with Wine and Snacks
    Likely to Sell Out

    Rethymno: Sunset Catamaran Cruise with Wine and Snacks

    54

    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
    $101.28
    Details
    from
    $101.28
  • Hersonissos: Sunset Catamaran Cruise with Snacks and Drinks
    Likely to Sell Out

    Hersonissos: Sunset Catamaran Cruise with Snacks and Drinks

    53

    Set sail on a semi-private sunset catamaran cruise from Hersonissos, perfect for couples, families, friends, or solo adventurers seeking relaxation and stunning scenery. Begin your...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $81.03
    Details
    from
    $81.03
  • 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
    $893.68
    Details
    from
    $893.68
  • Heraklion Catamaran Cruise to Dia with Chef Dinner, Bar & Sunset
    Likely to Sell Out

    Heraklion Catamaran Cruise to Dia with Chef Dinner, Bar & Sunset

    23

    Set sail on a luxurious semi-private catamaran cruise from Heraklion to the bay of Dia Island, designed for relaxation and fun. From the moment you...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $126.61
    Details
    from
    $126.61
  • Panormo Luxury Sunset Catamaran Cruise with Snacks & Prosecco
    Likely to Sell Out

    Panormo Luxury Sunset Catamaran Cruise with Snacks & Prosecco

    31

    Indulge in an unforgettable evening aboard a luxurious sailing catamaran, setting sail from Panormo port in the Rethymno area. This exclusive sunset cruise offers the...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $86.09
    Details
    from
    $86.09
  • Agios Nikolaos: Catamaran to Spinalonga + Dinner & Transfer
    Likely to Sell Out

    Agios Nikolaos: Catamaran to Spinalonga + Dinner & Transfer

    33

    Embark on an unforgettable semi-private sunset cruise from Agios Nikolaos aboard a luxurious sailing catamaran. This relaxing and exclusive journey is perfect for couples, families,...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $141.80
    Details
    from
    $141.80
  • Private Sailing Cruise from Heraklion to Dia Island

    Private Sailing Cruise from Heraklion to Dia Island

    21

    Discover the unique destination of Dia island while traveling in style and comfort aboard our luxury sailing boat. Feel the breeze of Cretan sea, swim...
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     6 hours  Free Cancellation  Instant Confirmation
    from
    $618.13
    Details
    from
    $618.13
  • Private Luxury Sailing Trips to Dia Island
    Likely to Sell Out

    Private Luxury Sailing Trips to Dia Island

    20

    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
    $512.38
    Details
    from
    $512.38
  • Rethymno: Sailing Catamaran Cruise with Meal & Drinks

    Rethymno: Sailing Catamaran Cruise with Meal & Drinks

    52

    Set sail from Rethymno Marina aboard one of Crete’s newest and most luxurious catamarans for a day of relaxation and adventure. Begin your journey with...
    Read More

     6 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $146.86
    Details
    from
    $146.86
  • Heraklion: Romantic Sunset Cruise to Dia - Snacks and Drinks
    Likely to Sell Out

    Heraklion: Romantic Sunset Cruise to Dia - Snacks and Drinks

    36

    Embark on a memorable semi-private cruise from Heraklion to the enchanting bay of Dia Island aboard a luxurious sailing catamaran. Perfect for couples, families, and...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $91.16
    Details
    from
    $91.16
  • Sailing trip to the Top Coasts of Crete, Daily/Multi-day

    Sailing trip to the Top Coasts of Crete, Daily/Multi-day

    161

    We are the only Sailing Yacht in the area,so you will enjoy isolated turquoise coasts with no crowds.Our daily sailing trip take place in the...
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     7 hours
    from
    $1,176.82
    Details
    from
    $1,176.82
  • Agios Nikolaos: Morning Catamaran Cruise with Lunch

    Agios Nikolaos: Morning Catamaran Cruise with Lunch

    27

    Embark on a semi-private sailing adventure from Agios Nikolaos aboard a luxurious catamaran, exploring the tranquil Mirabello Bay and the iconic Spinalonga Island. Perfect for...
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     5 hours  Free Cancellation  Instant Confirmation
    from
    $141.80
    Details
    from
    $141.80
  • 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
    $107.24
    Details
    from
    $107.24
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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 Crete Sailing Trips?

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

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

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

View all kid-friendly Tours →

Q: Which Crete Sailing Trips have Instant Confirmation?

A: Crete Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Crete Sailing Trips have Free Cancellation?

A: Crete 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 Crete Sailing Trips include Hotel Pickup?

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

View all Tours with Hotel Pickup →

Q: Got any more Crete trip ideas?

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

View all Crete Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Crete?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Crete are:

View all tour styles in Crete →

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Lowest Price Guarantee

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We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

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Gather your information

Locate your City Boat Tours Booking Number and the proof of the lower price you found.

Send it to us

Email [email protected] with the documents, your name, and your home address.

We'll review

We'll review your materials and get in touch as soon as possible.

Receive your refund

If everything checks out, we'll refund you the price difference.

Refund Terms & Conditions

The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • City Boat Tours promotions cannot be combined with the lowest price guarantee.
  • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on City Boat Tours and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
  • City Boat Tours reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of City Boat Tours.

Sorting, ranking, and search results

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City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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