Displaying: Sailing Yachts Crewed; in Caribbean Sea
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!"

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!"

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!"

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."

KAIROS
    38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
  • 38m Schooner Gulet
  • 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."

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."

PACIFIC WAVE
    Giorgretti & Magrini 72 - 3 Cabins - British Virgin Islands - Grenadines
  • Giorgretti & Magrini 72 Luxury Crewed Sailing Yacht
  • Length: 21.95 m
  • Year: 1986 (2008 Refit)
  • Cabins: 3
  • Berths: 6
  • From $14500 to $20000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.95 m (74' 11")
  • Year: 1986 (2008 Refit)
VIEW 1 REVIEW
From $14500 to $20000
per week

BOATBOOKINGS SAYS:
"A refined, highly stylish monohull yacht for gracefully sailing the Caribbean Sea."

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"

ALLEGRO 76
    3 Cabins - Caribbean Islands - Antigua - West Med - Balearics - French Riviera - Sardinia - Corsica - Leeward Islands - Dubrovnik - Sardinia
  • 3 Cabins Luxury Crewed Sailing Yacht
  • Length: 23.17 m
  • Year: 2017
  • Cabins: 3
  • Berths: 6
  • From €20000 to €28500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23.17 m (78' 1")
  • Year: 2017
From €20000 to €28500
per week

BOATBOOKINGS SAYS:
"Light, bright and luxurious - a perfect sailing yacht for family or friends."

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."

P2
    Perini Navi 38m - 3 Cabins - St Martin - Leeward Islands - Windward Islands
  • Perini Navi 38m Luxury Crewed Sailing Yacht
  • Length: 38 m
  • Year: 2008
  • Cabins: 3
  • Berths: 6
  • From €70000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 38 m (129' 8")
  • Year: 2008
From €70000
per week

BOATBOOKINGS SAYS:
"An outstanding sailing yacht for exploring the Caribbean at speed!"

LUNA
    Perini Navi 52m - 5 Cabins - Leeward Islands - Caribbean - Monaco - Cannes - San Remo - Sardinia
  • Perini Navi 52m Luxury Crewed Sailing Yacht
  • Length: 52 m
  • Year: 1997 (2007 Refit)
  • Cabins: 5
  • Berths: 10
  • From €175000 to €189000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 52 m (176' 4")
  • Year: 1997 (2007 Refit)
From €175000 to €189000
per week

BOATBOOKINGS SAYS:
"Her spacious flybridge is almost full-beam in width and is ideal for alfresco dining!"

DRUMBEAT
    Alloy 53m - 5 Cabins - Carribean Leeward - Windward
  • Alloy 53m Luxury Crewed Sailing Yacht
  • Length: 53 m
  • Year: 2002 (Refit 2014)
  • Cabins: 5
  • Berths: 11
  • From $175000 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 53 m (180' 8")
  • Year: 2002 (Refit 2014)
From $175000
per week

BOATBOOKINGS SAYS:
"French Captain with tremendous experience of travelling around the world, excellent Chef and Crew. Very comfortable sailing yacht. Highly recommended by the MD who has had the privilege of sailing aboard her."

IRAKLIS L
    Custom Build - 6 Cabins - Greece - St Maarten
  • Custom Build Gulet
  • Length: 35.5 m
  • Year: 2009
  • Cabins: 6
  • Berths: 12
  • From €52500 to €52500 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 35.5 m (120' 10")
  • Year: 2009
From €52500 to €52500
per week

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!"

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."

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"

SAYANG
    Sun Odyssey 54 DS - 3 Cabins - Tortola - British Virgin Islands
  • Sun Odyssey 54 DS Luxury Crewed Sailing Yacht
  • Length: 16.17 m
  • Year: 2005
  • Cabins: 3
  • Berths: 6
  • From $9800 to $13400 per week
VIEW 9 REVIEWS  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 16.17 m (55' 9")
  • Year: 2005
VIEW 9 REVIEWS
From $9800 to $13400
per week

BOATBOOKINGS SAYS:
"Perfect for honeymoon charters!"

XIMERA
    Hanse 575 - 3 Cabins - Virgin Islands - Leeward Islands - Windward Islands
  • Hanse 575 Luxury Crewed Sailing Yacht
  • Length: 17.5 m
  • Year: 2014
  • Cabins: 3
  • Berths: 6
  • From $14000 to $16000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 17.5 m (59' 10")
  • Year: 2014
From $14000 to $16000
per week

BOATBOOKINGS SAYS:
"An intimate sailing yacht with a superb crew"

SALAMANDER
    Nauticat 58 - 2 Cabins - Grenada - Bequia - Leewards - Windwards - Martinique
  • Nauticat 58 Luxury Crewed Sailing Yacht
  • Length: 17.68 m
  • Year: 1987 (2014 Refit)
  • Cabins: 2
  • Berths: 4
  • From $11335 to $5695 per week
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Crewed
  • Type: Sail
  • Length: 17.68 m (60' 4")
  • Year: 1987 (2014 Refit)
From $11335 to $5695
per week

BOATBOOKINGS SAYS:
"Stunning sailing yacht available in the Grenadines!"

THEIA OF LONDON
    CNB Bordeaux 60 - 3 Cabins - Corsica - Sardinia - Sicily - Antigua - BVI
  • CNB Bordeaux 60 Crewed Sailing Yacht
  • Length: 18.38 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From €13000 to €16000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 18.38 m (62' 2")
  • Year: 2012
From €13000 to €16000
per week

BOATBOOKINGS SAYS:
"Designed for maximum comfort and a wonderful sailing experience"

THE BLUE PETER
    Classic Yacht - 4 Cabins - English Harbour - St Barths - St Martin
  • Classic Yacht Crewed Sailing Yacht
  • Length: 19.65 m
  • Year: 1930
  • Cabins: 4
  • Berths: 7
  • From €2500 to €3000 per day
VIEW 1 REVIEW  Details Enquire
  • Berths: 7
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 19.65 m (66' 8")
  • Year: 1930
VIEW 1 REVIEW
From €2500 to €3000
per day

BOATBOOKINGS SAYS:
"The Blue Peter is fast, fun and full of character, perfect for regatta charters!"

CAP II
    CNB 76 Sloop - 4 Cabins - Virgin Islands - Leeward Islands - Windward Islands
  • CNB 76 Sloop Luxury Crewed Sailing Yacht
  • Length: 22.34 m
  • Year: 1992 - extensive refit 2006
  • Cabins: 4
  • Berths: 8
  • From $18500 to $22500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 22.34 m (75' 2")
  • Year: 1992 - extensive refit 2006
From $18500 to $22500
per week

BOATBOOKINGS SAYS:
"CAP II is definitely one of the most impressive vessels available in the Caribbean!"

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