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Top Crete Sailing Trips

59 Results
Sailing Trips with Cretan Sailing

From the moment you step onto the vessel, you will experience Greek hospitality at its best. Our mission is to offer our guests an amazing …More

Likely to Sell Out
Likely to Sell Out

From the moment you step onto the vessel, you will experience Greek hospitality at its best. Our mission is to offer our guests an amazing...

4 hours Free Cancellation
4.1 (81)
from
$52
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
Daily cruises to Dia Island with All -Inclusive Meal and drinks

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 …More

Heraklion, Greece

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...

5 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (38)
from
$68
From Heraklion:Small group 5,5h Sunset Sailing trip to Dia Island

Escape the crowded 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 crowded 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 (27)
from
$68
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
Sailing Trip to Dia Island - All Inclusive

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, …More

Heraklion, Greece

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,...

6 to 7 hours Hotel pickup offered Free Cancellation
4.9 (118)
from
$86
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
Heraklion: Morning/Sunset Sailing Experience-Dia Island & Lunch

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 …More

Likely to Sell Out
Likely to Sell Out

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...

4 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (174)
from
$92
Hersonissos: Luxury Sunset Catamaran Cruise Sushi & Open Bar

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 …More

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...

3 hours 30 minutes Free Cancellation
4.8 (83)
from
$92
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
Rethymno: Sunset Catamaran Trip - Sushi & Open Bar

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 …More

Heraklion, Greece

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...

3 hours 30 minutes Free Cancellation
4.7 (117)
from
$98
Panormo: Luxury Sunset Catamaran Cruise Sushi & Open Bar

With an afternoon cruise, you avoid the peak heat and enjoy the golden glow of late day, ending with a spectacular sunset over the horizon. …More

With an afternoon cruise, you avoid the peak heat and enjoy the golden glow of late day, ending with a spectacular sunset over the horizon....

3 hours 30 minutes Free Cancellation
5.0 (39)
from
$98
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
South Crete: Small group Full Day/ Sunset Sailing & Lunch

Our crew will meet you at Agia Galini port and welcome you on board, where you will be given a briefing about safety and boat …More

Our crew will meet you at Agia Galini port and welcome you on board, where you will be given a briefing about safety and boat...

5 to 7 hours Hotel pickup offered Free Cancellation
4.9 (48)
from
$103
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
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
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
Semi Private trips Catamaran Bali from Sfakia

Enjoy the unique coast line of Sfakia in the Southern Chania region. Take the opportunity to explore four of the higgen Gems Agios Pavlos, Marmara …More

Enjoy the unique coast line of Sfakia in the Southern Chania region. Take the opportunity to explore four of the higgen Gems Agios Pavlos, Marmara...

4 hours 30 minutes Free Cancellation
5.0 (3)
from
$109
Heraklion: Full Day Sailing Experience-Dia Marine Area with Lunch

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 …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

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...

7 hours Free Cancellation
4.9 (76)
from
$113
Sailing Trip to Dia with Snorkeling, Dining & Sunset Option

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 …More

Likely to Sell Out
Likely to Sell Out
Heraklion, Greece

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...

4 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (228)
from
$121

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