Sailing Class
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How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
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Chania Old Port, Chania, Greece
4.9
(4)
Luxury at Sea / Catamaran in Chania
With skipper
Super owner
Catamaran
5 hours
· For groups of up to 15 people
From
$2,022
$2,022
Ierapetra, Greece
5.0
(9)
65ft Luxury Motor Yacht Princess Shades Crete
With skipper
Super owner
Motorboat
5 hours
· For groups of up to 15 people
From
$2,973
$2,973
Special offer
Agios Nikolaos, Greece
5.0
(4)
"Mirabello Bay Supreme: A Luxury Maritime Adventure''
With skipper
Super owner
Catamaran
5 hours
· For groups of up to 1 people
From
$2,022
$2,022
78 experiences available
How we rank results
Listings are ranked based on a score that is recalculated every 24 hours using multiple criteria.
Learn more
Kissamos Port, Kissamos, Greece
4.9
(41)
Private Day Cruise To Balos And Gramvousa Island With Lunch
Skipper included
Sailboat
7 hours
30 minutes
· For groups of up to 10 people
Fuel included
Flexible cancellation
From
$1,427
$1,427
Heraklion, Greece
5.0
(2)
5 Hours of Luxury at Sea in the waters of Heraklion, Crete
With skipper
Super owner
Catamaran
5 hours
· For groups of up to 1 people
From
$2,022
$2,022
Souda, Greece
5.0
(33)
Unique Full-Day Experience: Total Relaxation and Stunning Coastal Views
Skipper included
Super owner
Motorboat
7 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$940
$940
Rhodes Marina, Rhodes, Greece
5.0
(4)
Rhodes Luxury Private Sunset Dinner – MediterAsian Seafood Hot Pot
With skipper
Super owner
Sailboat
4 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$833
$833
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(3)
Golden Hour Escape: Sunset Sailing Experience to Dia Island
Skipper included
Sailboat
5 hours
30 minutes
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$571
$571
Instant Booking
Rhodes Marina, Rhodes, Greece
5.0
(4)
Romance in Rhodes A Private Luxury Sunset Sailing Experience with Gourmet Vietnamese Cuisine, Premium C.A.I.R. Wine, Champagne & a Complimentary Signature Cocktail
With skipper
Super owner
Sailboat
4 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$749
$749
Instant Booking
Vlychada marina, Santorini, Greece
5.0
(6)
Caldera Premium Private Cruise (full day)
Skipper included
Super owner
RIB
10 hours
· For groups of up to 6 people
Fuel included
Flexible cancellation
From
$2,973
$2,973
Instant Booking
Heraklion, Greece
5.0
(2)
Heraklion Morning Luxury Catamaran Experience — Dia Island (Crete)
With skipper
Super owner
Catamaran
6 hours
30 minutes
· For groups of up to 10 people
From
$1,487
$1,487
Alimos Marina, Athens, Greece
5.0
(10)
Enjoy a day at sea in Athens on a sailboat
With skipper
Sailboat
9 hours
· For groups of up to 8 people
From
$1,057
$1,057
Agios Sostis, Greece
5.0
(1)
Shipwreck, Secret Beaches, Caves & Turtles – 6 Hour Private Experience
With skipper
Super owner
RIB
6 hours
· For groups of up to 9 people
Flexible cancellation
From
$714
$714
Instant Booking
Lefkas Marina, Lefkada, Greece
5.0
(7)
Lefkada Full-Day Sailing Experience – Custom Cruise
Skipper included
Super owner
Gulet
8 hours
· For groups of up to 10 people
Fuel included
From
$1,189
$1,189
Souda, Greece
5.0
(33)
Cruise to Balos and Gramvousa: 11-hours of paradise and history.
Skipper included
Super owner
Motorboat
10 hours
30 minutes
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$2,557
$2,557
Rhodes Marina, Rhodes, Greece
5.0
(4)
Rhodes Private Luxury All-Day Sailing Cruise – Gourmet MediterAsian Lunch & Deluxe Dinner, Cocktails & Champagne
With skipper
Super owner
Sailboat
8 hours
· For groups of up to 8 people
Fuel included
Flexible cancellation
From
$1,380
$1,380
Instant Booking
Kissamos Port, Chania, Greece
5.0
(23)
Discover Hidden Beaches and Ancient Views on a Relaxing Sailing Trip
Skipper included
Super owner
Sailboat
8 hours
· For groups of up to 10 people
Fuel included
From
$1,189
$1,189
Instant Booking
Venetian Port, Heraklion, Greece
5.0
(5)
Sunset Dreams: A Magical Evening Cruise to Dia Island
Skipper included
Sailboat
6 hours
· For groups of up to 14 people
Fuel included
From
$833
$833