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All listings in Crete

Incredible sailboat rentals in Crete, Greece.

4.9
(25 Reviews)

Page 1 of 245 listings

7 hours private sailing trip up to 8 persons
Sailing in Chania · 8 guests

7 hours private sailing trip up to 8 persons

5.0
$172/hour
4 Hours Catamaran Sailing Trip | 6 Guests
Sailing in Chania · 11 guests

4 Hours Catamaran Sailing Trip | 6 Guests

5.0
$252/hour
TREATON / Private Luxury Sunset Trips (5.5 h) to Dia island - up to 16 guests
Sailing in Crete Region · 16 guests

TREATON / Private Luxury Sunset Trips (5.5 h) to Dia island - up to 16 guests

5.0
$160/hour
Charter 36' Cruising Monohull in Kissamos, Trachilos, Chania, Greece
Sailing in Trachilos · 6 guests

Charter 36' Cruising Monohull in Kissamos, Trachilos, Chania, Greece

5.0
$86/hour
Dromor Apollo 12 Plus Skippered Sailing Yacht for Charter, in Old Harbor Chania.
Sailing in Chania · 9 guests

Dromor Apollo 12 Plus Skippered Sailing Yacht for Charter, in Old Harbor Chania.

4.5
$149/hour
TREATON / Private Luxury Full Day Trips (8,5 h) to Dia island - up to 16 guests
Sailing in Crete Region · 16 guests

TREATON / Private Luxury Full Day Trips (8,5 h) to Dia island - up to 16 guests

5.0
$149/hour
Jeanneau Sun Shine 38 Sailing Yacht for 8 Person in Heraklion, Crete
Sailing in Crete Region · 10 guests

Jeanneau Sun Shine 38 Sailing Yacht for 8 Person in Heraklion, Crete

4.8
$295+/day
37ft Beneteau Oceanis Sailing Yacht  in Chania, Greece
Sailing in Chania · 6 guests

37ft Beneteau Oceanis Sailing Yacht in Chania, Greece

5.0
$801/day
Saiing Boat Sun Odyssey 490 model 2022 at  Chania West Crete
Sailing in Chania · 10 guests

Saiing Boat Sun Odyssey 490 model 2022 at Chania West Crete

5.0
$229/hour
Jeanneau Sun Odyssey 42i Sailing Yacht Charter in Chania, Greece
Sailing in Trachilos · 8 guests

Jeanneau Sun Odyssey 42i Sailing Yacht Charter in Chania, Greece

5.0
$229/hour
Sailing Daily Trip on the Top Coasts of Crete aboard Bavaria 47 Sailboat
Tours in Hora Sfakion · 10 guests

Sailing Daily Trip on the Top Coasts of Crete aboard Bavaria 47 Sailboat

5.0
$1,030/day
Chania Sailing Tours with Panefi
Sailing in Chania · 8 guests

Chania Sailing Tours with Panefi

5.0
$98+/hour
38ft Lagoon 380 Catamaran Sailing Trip Around Thodorou & Lazaretta Islands
Sailing in Chania · 11 guests

38ft Lagoon 380 Catamaran Sailing Trip Around Thodorou & Lazaretta Islands

New
$343/hour
4 Hours Private Sailing Trip around Thodorou & Lazaretta Islands in Chania
Sailing in Chania · 8 guests

4 Hours Private Sailing Trip around Thodorou & Lazaretta Islands in Chania

New
$252/hour
Gulf of Chania Lagoon 380 S2 Catamaran Full-Day Cruise for up to 6
Sailing in Chania · 11 guests

Gulf of Chania Lagoon 380 S2 Catamaran Full-Day Cruise for up to 6

New
$206/hour
Charter Dufour 45' Classic in Kissamos, Trachilos, Chania, Greece
Sailing in Trachilos · 8 guests

Charter Dufour 45' Classic in Kissamos, Trachilos, Chania, Greece

New
$114/hour
Private 38' Lagoon Catamaran Sailing Trip for up to 11 persons in Chania
Sailing in Chania · 11 guests

Private 38' Lagoon Catamaran Sailing Trip for up to 11 persons in Chania

New
$252/hour
TREATON / Private Luxury Morning Trips (5.5 h) to Dia island - up to 16 guests
Sailing in Crete Region · 16 guests

TREATON / Private Luxury Morning Trips (5.5 h) to Dia island - up to 16 guests

New
$160/hour
Chania Day Sailing trip onboard Jeanneau Sun Odyssey 32.2 Sailboat
Sailing in Chania · 4 guests

Chania Day Sailing trip onboard Jeanneau Sun Odyssey 32.2 Sailboat

New
$172/hour
Day Cruise to Dia Island With our Jeanneau Sun Odyssey 44i (9:00-15:00)
Sailing in Crete Region · 10 guests

Day Cruise to Dia Island With our Jeanneau Sun Odyssey 44i (9:00-15:00)

New
$126/hour
Charter a Bavaria 40 Cruising Monohull for up to 8 people in Chania, Greece
Sailing in Chania · 8 guests

Charter a Bavaria 40 Cruising Monohull for up to 8 people in Chania, Greece

5.0
$229/hour
Heraklion Luxury Catamaran  | Lagoon 450 F
Sailing in Crete Region · 25 guests

Heraklion Luxury Catamaran | Lagoon 450 F

New
$629/hour
Private Luxury Morning Trips (5.5 h) to Dia island aboard Oceanis 48 Sailboat
Tours in Crete Region · 16 guests

Private Luxury Morning Trips (5.5 h) to Dia island aboard Oceanis 48 Sailboat

New
$160/hour
Day Cruise to Dia Island With our Beneteau Cyclades 39.3 (9:00-15:00)
Sailing in Crete Region · 10 guests

Day Cruise to Dia Island With our Beneteau Cyclades 39.3 (9:00-15:00)

New
$126/hour

Sailing Reviews in Crete

  1. JG

    Jonathan

    Sailing Daily Trip on the Top Coasts of Crete aboard Bavaria 47 Sailboat

    We had the most incredible day aboard Soupia, and I can’t recommend Christos and Annie highly enough. From start to finish, the experience was authentic, intentional, and genuinely special. The boat was beautiful and so comfortable — with wonderful shade that made the full day easy and relaxing for everyone, including my parents in their seventies. We were traveling as a family of six across three generations, and what stood out most was the care our hosts took to make sure every single person was comfortable and included. Their attention to detail and genuine concern for our experience was something we felt all day long. No question went unanswered; they were attentive, warm, and endlessly kind. The views were absolutely spectacular, and we loved being taken to such stunning spots — hearing the stories behind each place made it feel personal rather than just a tour. The food was amazing, fresh and local, and they were so generous about letting us use everything on the boat. The paddleboarding was a highlight and so much fun. Getting to experience these beautiful places with the comfort and ease of having my whole family together — and in such caring hands — made it one of the best days of our trip. Thank you, Christos and Annie, for an unforgettable experience.

  2. KH

    Kristin

    TREATON / Private Luxury Sunset Trips (5.5 h) to Dia island - up to 16 guests

    We were a group of ten and there was just enough space for all of us going on this lovely sailing trip. It was a nice experience and we enjoyed going into the crystal clear water and on the SUP. We were well taken care of and nothing was missing. We even had our dinner prepared as a vegan, vegetarian and seafood option. Thanks for everything!

  3. Rosalind

    Rosalind

    7 hours private sailing trip up to 8 persons

    I highly recommend Nikos and his boats. We did the Lagoon catamaran with a group of 7 people. Nikos and his nephew Nikos (yes - 2 Nikos) were excellent sailors and shared wonderful stories of local history with us. The lunch was outstanding as were the wine and beer.

  4. CW

    Ciera

    Charter 36' Cruising Monohull in Kissamos, Trachilos, Chania, Greece

    We went out with four adults, it was amazing and had a great time. We went to three different spots all fantastic and had blue clear water. We were able to snorkel and swim and they also prepared a lunch that was the best chicken I have ever tasted. We got unlimited water, beer, juice and snacks. We would come back and rent again.

  5. SJ

    Sarah

    Dromor Apollo 12 Plus Skippered Sailing Yacht for Charter, in Old Harbor Chania.

    Highly recommend! We honestly had the best day and cannot recommend this trip enough! From the moment we met Chrisoyla and his son (the host) we felt at ease and were taken to the most beautiful private beaches. Our lunch was a homemade authentic Cretan meal and it was delicious! The host took us on a snorkel tour through a cave and showed us around the coves. Overall, the best trip we’ve taken in our two weeks in Greece and will recommend to any friends visiting Crete.

  6. EL

    Evangelia

    Jeanneau Sun Shine 38 Sailing Yacht for 8 Person in Heraklion, Crete

    Wonderful Sailing Trip to Dia! ⭐⭐⭐⭐⭐ It was a magical day sailing to Dia! The boat was comfortable, spotless, and fully equipped, while our skipper was professional, friendly, and extremely knowledgeable about the area. We swam in crystal-clear waters, enjoyed the island’s peaceful beauty, and tasted a delicious meal freshly prepared on board with local products. An experience that combines relaxation, adventure, authentic flavors, and Greek hospitality — we will definitely do it again