Crete Sailing Trips

59 Results
Private Sailing Cruise from Heraklion to Dia Island

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 …More

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...

6 hours Free Cancellation
5.0 (24)
from
$712
SAILING DAY 4.5-5h & SUNSET 3 or 4.5-5h from Hersonissos CRETE

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY & SUNSET of 4.5-5h: …More

Heraklion, Greece

The minibus picks you up outside your hotel and takes you to the port in Gouves, where the boat leaves. DAY & SUNSET of 4.5-5h:...

3 to 5 hours Hotel pickup offered Free Cancellation
4.8 (24)
from
$103
Private luxury Escape free drinks & Meals Cruise

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 …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

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...

5 hours Free Cancellation
5.0 (22)
from
$1,010
Rethymno: Private Catamaran Cruise with Lunch and Drinks

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with …More

Set sail from Rethymno on a private cruise aboard one of Crete’s most luxurious catamarans. This exclusive experience combines comfort, relaxation, and adventure, beginning with...

6 hours 30 minutes Free Cancellation
4.8 (16)
from
$2,526
Small Group Sailing Cruise from Heraklion to Dia Island

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. …More

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....

6 hours Free Cancellation
5.0 (15)
from
$98
Chania Sunset Catamaran Cruise from Souda Port

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And …More

An afternoon cruise allows you to avoid the peak heat of the day and soak in the gentle, golden light of the late afternoon. And...

3 hours 30 minutes Free Cancellation
5.0 (14)
from
$86
Sailing day to Dia island

Join us for an unforgettable sailing trip to the natural island of Dia aboard our comfortable yachts with our experienced crew. After a scenic sail …More

Join us for an unforgettable sailing trip to the natural island of Dia aboard our comfortable yachts with our experienced crew. After a scenic sail...

7 hours Hotel pickup offered Free Cancellation
4.9 (13)
from
$97
Agios Nikolaos: Semi-private Sailing trip. Lunch and Water Toys

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, …More

Likely to Sell Out
Likely to Sell Out

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,...

5 hours Free Cancellation
4.8 (12)
from
$160
Black Rose Pirate Boat: 5-Hour Trip from Hersonissos

The black rose will depart every day 11 o clock from the port of Hersonissos. After 20 minutes journey passing by from the bays of …More

Likely to Sell Out
Likely to Sell Out

The black rose will depart every day 11 o clock from the port of Hersonissos. After 20 minutes journey passing by from the bays of...

4 hours Hotel pickup offered Free Cancellation
4.9 (9)
from
$67
Sailing in South Crete with transfer from Matala & Ag. Galini

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 …More

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...

7 hours Hotel pickup offered Free Cancellation
4.8 (8)
from
$123
Chania Catamaran shared cruise in a small group of 10ppl

If you’re looking for a unique way to explore the beautiful coastline of Chania, a half day cruise on one of our catamarans is the …More

If you’re looking for a unique way to explore the beautiful coastline of Chania, a half day cruise on one of our catamarans is the...

5 hours Free Cancellation
5.0 (8)
from
$166
Premium Catamaran Cruise to Marathi Bay with Lunch from Chania

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge, …More

Our luxury catamaran combines space and style, crafted to offer you complete comfort. Whether you stretch out on a sunbed, unwind in a shaded lounge,...

6 hours 30 minutes Free Cancellation
5.0 (8)
from
$149
Private Sailing Cruise from Agios Nikolaos around Mirabello Bay

Departing from the Marina of Agios Nikolaos, our journey begins with relaxation, sunbathing on the sundeck, or actively participating in sailing procedures. Marvel at the …More

Departing from the Marina of Agios Nikolaos, our journey begins with relaxation, sunbathing on the sundeck, or actively participating in sailing procedures. Marvel at the...

6 hours Free Cancellation
5.0 (7)
from
$976
From Heraklion : Small Group 5,5 hours Sailing Trip to Dia Island

Escape the crowled beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the …More

Escape the crowled beaches and join us for a lazy day cruise to the island of Dia. You can enjoy a swimming stop in the...

5 hours 30 minutes Free Cancellation
4.9 (7)
from
$68
Balos Catamaran Private Sailing Cruise with Lunch

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 …More

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...

7 hours Hotel pickup offered Free Cancellation
5.0 (7)
from
$2,296
Luxury escape Sailing, shared from Hersonissos or Heraklion port

Looking for an Escape? On a yacht, you have the opportunity to appreciate your downtime in an idyllic setting that offers relaxation, freedom, exhilaration, and …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

Looking for an Escape? On a yacht, you have the opportunity to appreciate your downtime in an idyllic setting that offers relaxation, freedom, exhilaration, and...

7 hours Free Cancellation
4.8 (6)
from
$103
Balos Catamaran luxury evening/sunset small group coctail cruise

Embark on an unforgettable sunset shared cruise aboard our elegant and luxury Nautitech 46 Fly Catamaran, departing from Kissamos Port. Your exclusive experience begins with …More

Chania, Greece

Embark on an unforgettable sunset shared cruise aboard our elegant and luxury Nautitech 46 Fly Catamaran, departing from Kissamos Port. Your exclusive experience begins with...

4 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$132
Small Group Golden Hour Cruise from Ag. Nikolaos in Mirabello Bay

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 …More

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...

4 hours 30 minutes Free Cancellation
5.0 (6)
from
$109
5,5 hours Private Sailing Trips from Heraklion to Island of Dia

Escape the crowled beaches and join us for a lazy day cruise to the island of DIA. You can enjoy a swimming stop in the …More

Escape the crowled beaches and join us for a lazy day cruise to the island of DIA. You can enjoy a swimming stop in the...

5 hours 30 minutes Free Cancellation
5.0 (4)
from
$511
Heraklion: Private Catamaran Cruise to Dia with Meal & Drinks

Embark on a private sailing catamaran cruise from Heraklion to the bay of Dia Island—an ideal escape for families, friends, or special celebrations. Aboard our …More

Embark on a private sailing catamaran cruise from Heraklion to the bay of Dia Island—an ideal escape for families, friends, or special celebrations. Aboard our...

5 hours Free Cancellation
5.0 (4)
from
$2,411
Full Day Private Luxury Escape Sailing

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, …More

Heraklion, Greece

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,...

8 hours Hotel pickup offered
5.0 (4)
from
$1,370

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