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

ARISTARCHOS - Nautors Swan 131 - 3 Cabins - Athens - Mykonos - Poros
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 VIEW 1 REVIEW 
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
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 VIEW 1 REVIEW 
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!"

FREEBIRD - SW100 RS - 4 Cabins - Palma - Ibiza - Sardinia - Corsica - Naples - Capri - Positano
FREEBIRD
    SW100 RS - 4 Cabins - Palma - Ibiza - Sardinia - Corsica - Naples - Capri - Positano
  • SW100 RS Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2011
  • Cabins: 4
  • Berths: 8
  • From €48000 to €52000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2011
From €48000 to €52000
per week

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

BELLA RAGAZZA - Vitters 43m - 5 Cabins - Caribbean - Leeward islands - Virgin Island - Spain/Balearics - Corsica - Sardinia VIEW 1 REVIEW 
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 VIEW 5 REVIEWS 
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 €15100 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 €15100
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 VIEW 2 REVIEWS 
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 €41300 to €48300 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 €41300 to €48300
per week

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

PHINISI 42 SAM - 5 Cabins - Komodo,Raja Ampat - East Indonesia VIEW 1 REVIEW 
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
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"

Top Rated Yachts
  • LADY GITA - 50m Custom Gulet - 6 Cabins - Split - Zadar - Dubrovnik

    LADY GITA - 50m Custom Gulet

    Details
  • ALIZEE - Hanse 675 - 3 Cabins - Athens - Mykonos - Paros - Naxos - Santorini

    ALIZEE - Hanse 675

    Details
  • J SIX - CNB Bordeaux 76 - 3 Cabins - Porto Cervo - Bonifacio - Corsica

    J SIX - CNB Bordeaux 76

    Details
  • NAVILUX - Luxury 37m Gulet - 6 Cabins - Split - Sibenik - Kastela - Dubrovnik

    NAVILUX - Luxury 37m Gulet

    Details
  • SON DE MAR - 45m Custom Motor Sailer - 6 Cabins - Split - Hvar - Dubrovnik

    SON DE MAR - 45m Custom Motor Sailer

    Details
Charter destinations
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