Crewed Luxury Sailing Charter Yachts

Charter a crewed sailing yacht with us

Many of the world's most gorgeous and exciting sailing yachts are available for charter. Handling these amazing yachts takes skill and knowledge of the local waters, which is why most sailboats for charter that are over 50 feet long are chartered with crew dedicated to the yacht. A luxury sailing yacht charter combines the service and friendliness of an elegant hotel with the thrill of sailing on a world-class yacht. How many other holidays can you find a team dedicated to making your holiday the best it can be, taking all of the worry out of the journey?

Luxury sailing yachts truly combine the thrill and pleasant sailing experience, with the comfort and space of a luxury motor yacht. Win win situation! The interiors of the yachts are fantastic, with a range of decors and furnishing, and the exteriors provide ample space for sunbathing or socialising! This is the holiday everyone dreams of; cruising around the Mediterranean or floating past the BVIs! Do not worry about deciding on an itinerary as you can leave this to us, we have the experience so it makes sense we help create a personalised itinerary for you!

Take a look at our blog for an example of how your charter could pan out in Greece or a luxury sail yacht!

If you're looking for a fantastic sail, and want a larger boat (for your family or several friends/couples) you should strongly consider a crewed sailing yacht. There are thousands of great boats for you to choose from - the right boat depends on your choice of destination, size, number of cabins, and level of luxury. The crew, of course, is also perhaps the most important factor in a successful holiday. At boatbookings, we know the boats and the crews, and talk with them on a regular basis. So we can recommend the perfect boat and crew for you, saving you endless hours of research and anxiety about choosing the wrong boat!

Listed below are just some of our best-crewed sailing yachts world wide. Use the filter bar to select the right boats for you based on location, cabins, and price. Then simply send in a no-obligation enquiry or contact us and we'll take care of everything for you!

More Information on Crewed Yacht Charter

More Information on Crewed Catamaran Charter

Displaying: Sailing Yachts Crewed and luxury yachts
PH3 - 22m Contest Yacht - 3 Cabins - Bonifacio - Porto Cervo - Palma - Virgin Islands
PH3
    22m Contest Yacht - 3 Cabins - Bonifacio - Porto Cervo - Palma - Virgin Islands
  • 22m Contest Yacht Luxury Crewed Sailing Yacht
  • Length: 21.88 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From €24000 to €27000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.88 m (74' 4")
  • Year: 2013
From €24000 to €27000
per week

BOATBOOKINGS SAYS:
"A superb sailing yacht without compromising any luxury - book today!"

LUSH - Oyster 885 - 4 Cabins - Tortola - St Maarten - St Vincent & Grenadines
LUSH
    Oyster 885 - 4 Cabins - Tortola - St Maarten - St Vincent & Grenadines
  • Oyster 885 Luxury Crewed Sailing Yacht
  • Length: 27.08 m
  • Year: 2012
  • Cabins: 4
  • Berths: 8
  • From $47000 to $51700 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 27.08 m (92' 8")
  • Year: 2012
From $47000 to $51700
per week

BOATBOOKINGS SAYS:
"Sleek lines, spacious cockpit, al fresco dining and stunning accommodation spaces make LUSH the perfect yacht for your next charter."

PTARMIGAN - Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
PTARMIGAN
    Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
  • Swan 82 Crewed Sailing Yacht
  • Length: 24.9 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From $42500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 24.9 m (84' 6")
  • Year: 2012
From $42500
per week

BOATBOOKINGS SAYS:
"Built for high performance sailing, whilst offering elegance and opulence both above and below deck!"

TWILIGHT - Oyster 125 - 4 Cabins - Tortola - St Martin - Antigua - The Grenadines VIEW 1 REVIEW 
TWILIGHT
    Oyster 125 - 4 Cabins - Tortola - St Martin - Antigua - The Grenadines
  • Oyster 125 Luxury Crewed Sailing Yacht
  • Length: 38.1 m
  • Year: 2012
  • Cabins: 4
  • Berths: 8
  • From $90000 to $99000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 38.1 m (129' 6")
  • Year: 2012
VIEW 1 REVIEW
From $90000 to $99000
per week

BOATBOOKINGS SAYS:
"TWILIGHT is a sensational sailing yacht for exploring the Caribbean in unrivalled comfort, style and elegance!"

FARANDWIDE - Southernwind 100 - Rome - Naples - Capri
FARANDWIDE
    Southernwind 100 - Rome - Naples - Capri
  • Southernwind 100 Luxury Crewed Sailing Yacht
  • Length: 30.2 m
  • Year: 2007
  • Cabins: 4
  • Berths: 8
  • From €46000 to €50000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.2 m (102' 8")
  • Year: 2007
From €46000 to €50000
per week

BOATBOOKINGS SAYS:
"Sleek and elegant, a subtle Super Yacht with every comfort and a professional crew of 4 to attend to your every need, perfect for experiencing all corners of the Mediterranean."

PENELOPE - Oyster 100 - 3 Cabins - St Martin - Antigua - Barbuda - Mustique
PENELOPE
    Oyster 100 - 3 Cabins - St Martin - Antigua - Barbuda - Mustique
  • Oyster 100 Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From $60000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2012
From $60000
per week

BOATBOOKINGS SAYS:
"Built to the highest specification, PENELOPE is a true performance vessel with luxury throughout."

CALLISTO - Nautors Swan 80 - 3 Cabins - Greece - Athens - Paros - Mykonos VIEW 1 REVIEW 
CALLISTO
    Nautors Swan 80 - 3 Cabins - Greece - Athens - Paros - Mykonos
  • Nautors Swan 80 Crewed Sailing Yacht
  • Length: 25 m
  • Year: 1995 (2009 Refit)
  • Cabins: 3
  • Berths: 6
  • From €17850 to €22000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 25 m (85' 4")
  • Year: 1995 (2009 Refit)
VIEW 1 REVIEW
From €17850 to €22000
per week

BOATBOOKINGS SAYS:
"An elegant Swan with a crew that consistently offers the ultimate Greek chartering experience!"

BELLA REGAZZA - Vitters 43m - 5 Cabins - Fiji - Nadi - Vanuatu - Tonga
BELLA REGAZZA
    Vitters 43m - 5 Cabins - Fiji - Nadi - Vanuatu - Tonga
  • Vitters 43m Luxury Crewed Sailing Yacht
  • Length: 43 m
  • Year: 2004 (2012 Refit)
  • Cabins: 5
  • Berths: 10
  • From €84000 to €91000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 43 m (146' 4")
  • Year: 2004 (2012 Refit)
From €84000 to €91000
per week

BOATBOOKINGS SAYS:
"Large array of water toys and impressive number of guests with up to 7 crew - she comes highly recommended."

SWALLOWS & AMAZONS - CNB 77 - 4 Cabins - Corsica - Bonifacio - Sardinia VIEW 1 REVIEW 
SWALLOWS & AMAZONS
    CNB 77 - 4 Cabins - Corsica - Bonifacio - Sardinia
  • CNB 77 Crewed Charter Yacht
  • Length: 23.7 m
  • Year: 2009
  • Cabins: 4
  • Berths: 8
  • From $18000 to $25000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 23.7 m (80' 6")
  • Year: 2009
VIEW 1 REVIEW
From $18000 to $25000
per week

BOATBOOKINGS SAYS:
"This is a superb sailing yacht with a vastly knowledgable crew. Experience Corsica the authentic way, mixed with the charm of Sardinia."

IRAKLIS L - Custom Build - 6 Cabins - Greece - St Maarten
IRAKLIS L
    Custom Build - 6 Cabins - Greece - St Maarten
  • Custom Build Crewed Motor Sailer
  • Length: 35.5 m
  • Year: 2009
  • Cabins: 6
  • Berths: 12
  • Enquire for prices
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 35.5 m (120' 10")
  • Year: 2009
Enquire for prices

BOATBOOKINGS SAYS:
"Probably the most luxurious motor sailer currently in the Greek market. Cherry wood interiors, marble bathrooms, the owner has paid attention to every single detail. Wonderful crew, suberb dining! A must!"

CAFEROGLU 7 - 11 Cabin Gulet -Perfect for Events and Groups - Turkey
CAFEROGLU 7
    11 Cabin Gulet - Perfect for Events and Groups - Turkey
  • 11 Cabin Gulet Gulet
  • Length: 36 m
  • Year: 2007
  • Cabins: 11
  • Berths: 22
  • Enquire for prices
Details Enquire
  • Berths: 22
  • Cabins: 11
  • Crew: Crewed
  • Type: Sail
  • Length: 36 m (122' )
  • Year: 2007
Enquire for prices

GULET BB - 16 Cabins -Perfect for Events and Big Groups- Bodrum, Turkey
GULET BB
    16 Cabins - Perfect for Events and Big Groups - Bodrum, Turkey
  • 16 Cabins Gulet
  • Length: 37 m
  • Year: 2008
  • Cabins: 16
  • Berths: 32
  • From €27500 per week
Details Enquire
  • Berths: 32
  • Cabins: 16
  • Crew: Crewed
  • Type: Sail
  • Length: 37 m (125' 4")
  • Year: 2008
From €27500
per week

NAVILUX - Luxury 37m  Gulet - 6 Cabins - Split - Sibenik - Kastela - Dubrovnik
NAVILUX
    Luxury 37m Gulet - 6 Cabins - Split - Sibenik - Kastela - Dubrovnik
  • Luxury 37m Gulet Crewed Motor Sailer
  • Length: 37.3 m
  • Year: 2011
  • Cabins: 6
  • Berths: 12
  • From €42000 to €49000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 37.3 m (126' 9")
  • Year: 2011
From €42000 to €49000
per week

BOATBOOKINGS SAYS:
"One of the highest-standard luxury Gulets available for charter from Croatia. Dont miss this unique opportunity!"

MATINA - 38m Custom Build - 8 Cabins - Athens - Paros - Lefkas - Santorini - Kefalonia VIEW 2 REVIEWS 
MATINA
    38m Custom Build - 8 Cabins - Athens - Paros - Lefkas - Santorini - Kefalonia
  • 38m Custom Build Luxury Crewed Sailing Yacht
  • Length: 38 m
  • Year: 2000 (2004 Refit)
  • Cabins: 8
  • Berths: 18
  • From €37800 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 18
  • Cabins: 8
  • Crew: Crewed
  • Type: Sail
  • Length: 38 m (129' 8")
  • Year: 2000 (2004 Refit)
VIEW 2 REVIEWS
From €37800
per week

BOATBOOKINGS SAYS:
"Incredible sailing performance and extremely stable."

KAIROS - 38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
KAIROS
    38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
  • 38m Schooner Crewed Motor Sailer
  • Length: 38 m
  • Year: 2007 (2014 Refit)
  • Cabins: 9
  • Berths: 18
  • From €35000 per week
Details Enquire
  • Berths: 18
  • Cabins: 9
  • Crew: Crewed
  • Type: Sail
  • Length: 38 m (129' 8")
  • Year: 2007 (2014 Refit)
From €35000
per week

BOATBOOKINGS SAYS:
"A great looking boat, a head turner, perfect for entertaining."

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