Crewed Luxury Sailing Charter Yachts

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

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!"

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!"

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."

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"

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."

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."

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"

PERLA DEL MARE
    Saba 138 - 6 Cabins - Bodrum - Gocek
  • Saba 138 Luxury Crewed Sailing Yacht
  • Length: 42.2 m
  • Year: 2010
  • Cabins: 6
  • Berths: 12
  • From €45000 to €65000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 42.2 m (143' 8")
  • Year: 2010
From €45000 to €65000
per week

BOATBOOKINGS SAYS:
"Enormous cabins and luxurious contemporary styling!"

HYPERION
    Royal Huisman 47m - 3 Cabins - Bahamas - Leeward Islands - Windward Islands
  • Royal Huisman 47m Luxury Crewed Sailing Yacht
  • Length: 47.42 m
  • Year: 1998 (2015 Refit)
  • Cabins: 3
  • Berths: 6
  • From $91000 to $112000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 47.42 m (161' 2")
  • Year: 1998 (2015 Refit)
From $91000 to $112000
per week

BOATBOOKINGS SAYS:
"A sensational sailing yacht for family adventures around the Caribbean."

DUNIA BARU
    7 Cabins - Indonesia, Southeast Asia
  • 7 Cabins luxury Crewed Sailing Yacht
  • Length: 51 m
  • Year: 2014
  • Cabins: 7
  • Berths: 14
  • From $101500 to $112000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 14
  • Cabins: 7
  • Crew: Crewed
  • Type: Sail
  • Length: 51 m (173' )
  • Year: 2014
VIEW 2 REVIEWS
From $101500 to $112000
per week

BOATBOOKINGS SAYS:
"Spectacular luxury Indonesian phinisi.....one of the best yachts in Asia, without a doubt!"

LADY THURAYA
    31m Lubbe Voss - 4 Cabins - Palma - Cannes - Monaco - Naples - Dubrovnik
  • 31m Lubbe Voss luxury Crewed Sailing Yacht
  • Length: 31 m
  • Year: 1982 (2009 Refit)
  • Cabins: 4
  • Berths: 8
  • From €45000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 31 m (105' 4")
  • Year: 1982 (2009 Refit)
From €45000
per week

BOATBOOKINGS SAYS:
"A classic schooner with modern amenities, ideal for cruising the Mediterranean in unrivalled style."

HELIOS
    Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
  • Perini Navi 45m Luxury Crewed Sailing Yacht
  • Length: 45.3 m
  • Year: 2007 (2016 Refit)
  • Cabins: 4
  • Berths: 10
  • From $150000 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 45.3 m (154' 6")
  • Year: 2007 (2016 Refit)
From $150000
per week

BOATBOOKINGS SAYS:
"One of our favourite Perini Navi sailing yachts, ideal for Caribbean getaways"

ATTIMO
    CNB 105 - 4 Cabins - South of France - Amalfi Coast - Sicily
  • CNB 105 Luxury Crewed Sailing Yacht
  • Length: 32 m
  • Year: 2004 (Refit 2012)
  • Cabins: 4
  • Berths: 11
  • From €40000 to €52000 per week
Details Enquire
  • Berths: 11
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 32 m (108' 8")
  • Year: 2004 (Refit 2012)
From €40000 to €52000
per week

BOATBOOKINGS SAYS:
"A stylish and luxurious sailing yacht with beautiful deck space!"

RAJA
    6 Cabins - Indonesia, Thailand, Myanmar
  • 6 Cabins luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2006
  • Cabins: 6
  • Berths: 12
  • From €32900 to €35000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2006
VIEW 2 REVIEWS
From €32900 to €35000
per week

BOATBOOKINGS SAYS:
"Fully refurbished 2015. One of the most experienced yachts for adventure charters around Southeast Asia."

APHRODITE
    Vitters 28m - Phuket - Langkawi - Anambas Islands
  • Vitters 28m luxury Crewed Sailing Yacht
  • Length: 28 m
  • Year: 1993
  • Cabins: 3
  • Berths: 6
  • From $23500 to $26500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 28 m (95' 4")
  • Year: 1993
From $23500 to $26500
per week

BOATBOOKINGS SAYS:
"A great, traditional yacht ready for charter around Thailand and Indonesia!"

NOMAD IV
    30m Maxi Dolphin - 5 Cabins - Cannes - St Tropez - St Barths - Antigua - Cuba
  • 30m Maxi Dolphin Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2013 (2018 Refit)
  • Cabins: 5
  • Berths: 12
  • From €52000 to €56000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2013 (2018 Refit)
From €52000 to €56000
per week

BOATBOOKINGS SAYS:
"Enquire today to book this stunning sailing yacht for your upcoming regatta or sailing race!"

AFAET
    Jongert 30m - 4 Cabins - Athens - Mykonos - Lefkas
  • Jongert 30m Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 1991 (2019 Refit)
  • Cabins: 4
  • Berths: 9
  • From €34000 to €37000 per week
Details Enquire
  • Berths: 9
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 1991 (2019 Refit)
From €34000 to €37000
per week

BOATBOOKINGS SAYS:
"Sail out of Athens in a steady and comfortable yacht!"

AXIA
    Palmer Johnson 123 - 3 Staterooms - Caribbean - Antigua - Naples - Amalfi Coast
  • Palmer Johnson 123 luxury Crewed Sailing Yacht
  • Length: 37.49 m
  • Year: 1990 (2007 Refit)
  • Cabins: 3
  • Berths: 6
  • From €46000 to €55000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 37.49 m (127' 5")
  • Year: 1990 (2007 Refit)
From €46000 to €55000
per week

BOATBOOKINGS SAYS:
"A superlative sailing yacht that will make dreams come true."

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