Crewed Luxury Sailing Charter Yachts

Crewed Sailing Yacht

The World's Best Luxury Sailing Yachts - Curated by Boatbookings

A luxury sailing yacht charter is a truly spectacular experience, no matter whether you're an experienced regatta sailor and you're looking to take part in the St Barth's Bucket or prefer the tranquil waters of Corsica and Sardinia. There is no better feeling than being connecting with the wind onboard a beautfully classic vessel with your friends and family in 2022.

Boatbookings has been chartering luxury sailing yachts for our clients for over 15 years, and we have first-hand knowledge of the best yachts and crews who deliver a top-notch charter every time. We've listed our curated selection of the best of the best charter sailing yachts below.


Top Destinations for Crewed Sailing Yachts


A crewed sailing yacht provides unrivaled class and sophistication, as well as passionate crew members that are expertly trained to offer gourmet cuisine and top service. There is no better sensation than raising the mainsail, switching off the engines, and kicking back to take in the spectacular scenery as you relax with friends and family. The Boatbookings Broker team looks forward to creating a tailor-made sailing yacht charter experience. 

Crewed Yacht Charter Crewed Catamaran Charter

NADAMAS
    Hanse 675 - 3 Cabins - Athens - Mykonos - Paros - Naxos - Santorini
  • Hanse 675 Luxury Crewed Sailing Yacht
  • Length: 21.7 m
  • Year: 2017
  • Cabins: 3
  • Berths: 6
  • From €18000 to €22000 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.7 m (73' 10")
  • Year: 2017
VIEW 3 REVIEWS
From €18000 to €22000
per week

BOATBOOKINGS SAYS:
"The ideal luxury option for a family charter with an outstanding crew for memorable sailing holidays around Greece!"

J SIX
    CNB Bordeaux 76 - 3 Cabins - Porto Cervo - Bonifacio - Corsica
  • CNB Bordeaux 76 Luxury Crewed Sailing Yacht
  • Length: 23.16 m
  • Year: 2016
  • Cabins: 3
  • Berths: 6
  • From €23000 to €26000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23.16 m (78' )
  • Year: 2016
VIEW 2 REVIEWS
From €23000 to €26000
per week

BOATBOOKINGS SAYS:
"J SIX is a modern and beautiful sail yacht! Ideal for exploring the beautiful Spanish coastline on your summer yacht charter."

THALIMA
    Southern Wind Shipyard SW110 - 4 Cabins - Caribbean Leeward - Windward - Cannes - Sardinia - Monaco
  • Southern Wind Shipyard SW110 Luxury Crewed Sailing Yacht
  • Length: 33.7 m
  • Year: 2010
  • Cabins: 4
  • Berths: 8
  • From €58000 to €64000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 33.7 m (114' 10")
  • Year: 2010
VIEW 2 REVIEWS
From €58000 to €64000
per week

BOATBOOKINGS SAYS:
"A superb sailing yacht with an outstanding crew. Do not avoid this winter in the Caribbean or next summer in Sardinia!"

ARISTARCHOS
    Nautors Swan 131 - 3 Cabins - Athens - Mykonos - Poros
  • Nautors Swan 131 Luxury Crewed Sailing Yacht
  • Length: 40 m
  • Year: 2006 (2020 Refit)
  • Cabins: 3
  • Berths: 8
  • From €75000 to €85000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 40 m (136' 4")
  • Year: 2006 (2020 Refit)
From €75000 to €85000
per week

BOATBOOKINGS SAYS:
"Her spacious decks, luxurious interiors and high performance sailing ability will make for an unforgettable holiday."

FARANDWIDE
    Southernwind 100 - Rome - Naples - Capri - Palermo
  • Southernwind 100 Luxury Crewed Sailing Yacht
  • Length: 30.2 m
  • Year: 2007 (2018 Refit)
  • Cabins: 4
  • Berths: 8
  • From €46000 to €50000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.2 m (102' 8")
  • Year: 2007 (2018 Refit)
VIEW 1 REVIEW
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."

ANANDA
    Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
  • Swan 82 Luxury Crewed Sailing Yacht
  • Length: 24.9 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From $39500 to $42500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 24.9 m (84' 6")
  • Year: 2012
From $39500 to $42500
per week

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

HELENE
    Opus 68 - 3 Cabins - Greek Islands
  • Opus 68 Luxury Crewed Sailing Yacht
  • Length: 20.73 m
  • Year: 2011
  • Cabins: 4
  • Berths: 7
  • From €13200 to €16900 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 7
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 20.73 m (70' 9")
  • Year: 2011
VIEW 1 REVIEW
From €13200 to €16900
per week

BOATBOOKINGS SAYS:
"This classic, modern yacht combines performance and style perfectly for charters around the Ionian 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
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.88 m (74' 4")
  • Year: 2013
VIEW 1 REVIEW
From €24000 to €27000
per week

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

MRS MARIETTA CUBE
    SW100 RS - 4 Cabins - Naples - Capri - Positano - Panarea - Lipari - Milazzo
  • SW100 RS Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2011
  • Cabins: 4
  • Berths: 8
  • From €45000 to €49000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2011
From €45000 to €49000
per week

BOATBOOKINGS SAYS:
"Try and find a better looking and performing sailing boat in this location!"

LUDYNOSA G
    Fitzroy 123 - 4 Cabins - Monaco - Cannes - Porto Cervo - Bonifacio - La Maddalena
  • Fitzroy 123 Luxury Crewed Sailing Yacht
  • Length: 37.5 m
  • Year: 2005 (2009 Refit)
  • Cabins: 4
  • Berths: 8
  • From $75000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 37.5 m (127' 6")
  • Year: 2005 (2009 Refit)
From $75000
per week

BOATBOOKINGS SAYS:
"Perfect for family charters in the Mediterranean"

BELLA RAGAZZA
    Vitters 43m - 5 Cabins - Caribbean - Leeward islands - Virgin Island - Spain/Balearics - Corsica - Sardinia
  • Vitters 43m Luxury Crewed Sailing Yacht
  • Length: 43 m
  • Year: 2004 (2012 Refit)
  • Cabins: 5
  • Berths: 10
  • From €98000 to €112000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 43 m (146' 4")
  • Year: 2004 (2012 Refit)
VIEW 1 REVIEW
From €98000 to €112000
per week

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

GRAND BLEU VINTAGE
    CNB 95 - 4 Cabins - Palma - Ibiza - Monaco - Porto Cervo
  • CNB 95 Luxury Crewed Sailing Yacht
  • Length: 28.96 m
  • Year: 2003 (2013 Refit)
  • Cabins: 4
  • Berths: 8
  • From €39000 to €43000 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 28.96 m (98' 4")
  • Year: 2003 (2013 Refit)
VIEW 3 REVIEWS
From €39000 to €43000
per week

BOATBOOKINGS SAYS:
"GRAND BLEU VINTAGE is classically stunning and wonderfully cosy, perfect for your Mediterranean adventure."

RELATIVITY
    Hanse 575 - 3 Cabins - Puerto Portals - Palma - Mallorca
  • Hanse 575 Luxury Crewed Sailing Yacht
  • Length: 17.2 m
  • Year: 2015
  • Cabins: 3
  • Berths: 6
  • From €13000 to €13000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 17.2 m (58' 4")
  • Year: 2015
From €13000 to €13000
per week

BOATBOOKINGS SAYS:
"Exquisitely sleek sailing yacht based in Mallorca - enjoy Cabrera and the highlights of the Balearics onboard."

NEYINA
    CNB Bordeaux 76 - 3 Cabins - Bonifacio - Porto Cervo - Cannes - Monaco
  • CNB Bordeaux 76 Luxury Crewed Sailing Yacht
  • Length: 23.16 m
  • Year: 2015
  • Cabins: 3
  • Berths: 6
  • From €20000 to €26000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23.16 m (78' )
  • Year: 2015
VIEW 1 REVIEW
From €20000 to €26000
per week

BOATBOOKINGS SAYS:
"NEYINA is a modern and beautiful sail yacht! The crew are fantastic and enthusiastic, offering excellent local knowledge of both Corsica and Sardinia on your summer yacht charter."

SHOOTING STAR
    4 Cabins - Athens - Mykonos - Kos - Lefkas
  • 4 Cabins Luxury Crewed Sailing Yacht
  • Length: 20 m
  • Year: 2008 (2017 Refit)
  • Cabins: 4
  • Berths: 8
  • From €11600 to €15600 per week
VIEW 5 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 20 m (68' 8")
  • Year: 2008 (2017 Refit)
VIEW 5 REVIEWS
From €11600 to €15600
per week

BOATBOOKINGS SAYS:
"A one-of-a-kind sailing yacht with a highly recommended crew"

ICHIBAN
    Nautor`s Swan 70 - 4 Cabins - Stockholm - Oslo - Helsinki - Baltic Sea
  • Nautor`s Swan 70 Luxury Crewed Sailing Yacht
  • Length: 21.03 m
  • Year: 1983 (2013 Refit)
  • Cabins: 4
  • Berths: 8
  • From €18900 to €20400 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 21.03 m (71' 3")
  • Year: 1983 (2013 Refit)
From €18900 to €20400
per week

BOATBOOKINGS SAYS:
"Stunning sailing yacht ideal for exploring the Scandinavian Fjords and the Baltic Sea."

MATINA
    38m Custom Build - 8 Cabins - Athens - Hydra - Spetses
  • 38m Custom Build Luxury Crewed Sailing Yacht
  • Length: 38 m
  • Year: 2000 (2004 Refit)
  • Cabins: 8
  • Berths: 18
  • From €37800 to €44800 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 to €44800
per week

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

PHINISI 42 SAM
    5 Cabins - Komodo, Raja Ampat - East Indonesia
  • 5 Cabins Luxury Crewed Sailing Yacht
  • Length: 42 m
  • Year: 2006
  • Cabins: 5
  • Berths: 10
  • From $30000 to $60000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 42 m (142' )
  • Year: 2006
VIEW 1 REVIEW
From $30000 to $60000
per week

BOATBOOKINGS SAYS:
"Enjoy total tranquility, unspoilt natural beauty and a pampering from the masseuse onboard this classic Phinisi!"

MUTIARA LAUT
    7 Cabins - Indonesia - Komodo - Raja Ampat
  • 7 Cabins Luxury Crewed Sailing Yacht
  • Length: 48.6 m
  • Year: 2010
  • Cabins: 7
  • Berths: 14
  • From $80850 to $80850 per week
Details Enquire
  • Berths: 14
  • Cabins: 7
  • Crew: Crewed
  • Type: Sail
  • Length: 48.6 m (165' )
  • Year: 2010
From $80850 to $80850
per week

BOATBOOKINGS SAYS:
"Luxury sailing cruises in exotic East Indonesia"

LAMIMA
    7 Cabins - Indonesia, Thailand, Myanmar, Southeast Asia
  • 7 Cabins Luxury Crewed Sailing Yacht
  • Length: 65.2 m
  • Year: 2014
  • Cabins: 7
  • Berths: 14
  • From $140000 to $147000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 14
  • Cabins: 7
  • Crew: Crewed
  • Type: Sail
  • Length: 65.2 m (221' 4")
  • Year: 2014
VIEW 1 REVIEW
From $140000 to $147000
per week

BOATBOOKINGS SAYS:
"The worlds largest wooden sailing yacht, now available for luxury charters in Indonesia, Malaysia, Thailand, Myanmar and the Andaman Islands in Southeast Asia"

GITANA
    36m Perini Navi - 3 Cabins - Greece - Athens - Mykonos
  • 36m Perini Navi Luxury Crewed Sailing Yacht
  • Length: 35.97 m
  • Year: 1989 (2015 Refit)
  • Cabins: 3
  • Berths: 9
  • From €49000 to €59000 per week
Details Enquire
  • Berths: 9
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 35.97 m (122' 9")
  • Year: 1989 (2015 Refit)
From €49000 to €59000
per week

BOATBOOKINGS SAYS:
"Understated luxury is the best way to describe this gorgeous vessel. 36 meters of tradition and style! Great interiors, excellent crew, the owner has paid attention to every single detail."

WHISPER
    116 Holland Jachtbouw - 3 Staterooms - New England - Caribbean - St Maarteen - Virgin Islands
  • 116 Holland Jachtbouw Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 2003
  • Cabins: 3
  • Berths: 6
  • From $60000 to $65000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 2003
From $60000 to $65000
per week

BOATBOOKINGS SAYS:
"Perfect for entertaining family and friends."

DRUNKEN SAILOR (ex MIMOSA)
    Dufour 560 Grand Large - 3 Cabins - Athens - Lefkas - Kos
  • Dufour 560 Grand Large Luxury Crewed Sailing Yacht
  • Length: 17.15 m
  • Year: 2014
  • Cabins: 3
  • Berths: 6
  • From €7500 to €11500 per week
VIEW 4 REVIEWS  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 17.15 m (58' 10")
  • Year: 2014
VIEW 4 REVIEWS
From €7500 to €11500
per week

BOATBOOKINGS SAYS:
"The most modern sailing yacht on the Greek market, DRUNKEN SAILOR is an opportunity not to be missed!"

AMAZON CREEK
    4 Cabins - CNB 77 - South of France - Corsica - Ajaccio - Caribbean - Antigua
  • 4 Cabins Luxury Crewed Sailing Yacht
  • Length: 23.5 m
  • Year: 2009
  • Cabins: 2
  • Berths: 4
  • From $24000 to $30000 per week
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Crewed
  • Type: Sail
  • Length: 23.5 m (79' 10")
  • Year: 2009
From $24000 to $30000
per week

BOATBOOKINGS SAYS:
"High sailing performance with generous interior spaces."

SEQUOIA
    Custom 26 M - 3 Cabins - Komodo - Bali - Raja Ampat
  • Custom 26 M luxury Crewed Sailing Yacht
  • Length: 26.1 m
  • Year: 2017
  • Cabins: 3
  • Berths: 6
  • From €50820 to €67760 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 26.1 m (88' 6")
  • Year: 2017
From €50820 to €67760
per week

BOATBOOKINGS SAYS:
"Explore the spectacular diving sites Indonesia has to offer aboard this classic Phinisi luxury sailing yacht."

EROS
    35m Staystill Schooner - 4 Cabins - New England - Newport, RI - Caribbean - BVIs
  • 35m Staystill Schooner Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 1938 - refitted 2010
  • Cabins: 4
  • Berths: 6
  • From $42000 to $48000 per week
Details Enquire
  • Berths: 6
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 1938 - refitted 2010
From $42000 to $48000
per week

BOATBOOKINGS SAYS:
"A beautiful traditional sailing schooner sure to make your charter unforgettable!"

REE
    115ft Valdettaro - 5 Cabins - Caribbean - Italy - French Riviera - Monaco - Turkey - Croatia
  • 115ft Valdettaro Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 1996 - refitted 2011
  • Cabins: 5
  • Berths: 10
  • From $52000 to $68250 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 1996 - refitted 2011
From $52000 to $68250
per week

BOATBOOKINGS SAYS:
"A luxury yacht offering a great layout for both couples and families"

CAROLINE 1
    35m Dubois Naval Architects - 4 Cabins - Monaco - Cannes - Naples
  • 35m Dubois Naval Architects luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 1994 (2013 Refit)
  • Cabins: 4
  • Berths: 8
  • From €48000 to €51000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 1994 (2013 Refit)
From €48000 to €51000
per week

BOATBOOKINGS SAYS:
"Striking sail yacht in the Mediterranean!"

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