Caribbean Charter Yachts
Perhaps no other destination in the world can offer such a dynamic atmosphere and environment. The Caribbean is made up of two different island groups, the Leeward and the Windward Islands, both groups provide near- consistent winds and provide ideal sailing conditions for the sailing enthusiasts out there!
Boatbookings has hundreds of charter yachts in the Caribbean: Motor, Sail, Catamarans, Super and Mega Yachts, as well as Bareboat Charters. In all the hot spots such as the BVI (British Virgin Islands), Grenadines, St Barts & St Martin - wherever you want to charter a yacht! We invite you to browse through our yachts below, and then contact on of our brokers and we'll find that perfect yacht for your next yacht charter vacation!
Sort through the charter yachts below or use these handy links to quickly find the yachts that best fit your needs:
Motor Yachts: Crewed
Monohull Sailing Yachts: Bareboat (inc. Bareboat with Skipper) | Crewed
Catamarans: Bareboat (inc. Bareboat with Skipper) | Crewed
Yachts for Special Events: Motor Yachts | Sailing Yachts
User Ratings: Top-rated yachts
- 22m Contest Yacht Luxury Crewed Sailing Yacht
- Length: 21.88 m
- Year: 2013
- Cabins: 3
- Berths: 6
- From €24000 to €27000 per week
BOATBOOKINGS SAYS:
"A superb sailing yacht without compromising any luxury - book today!"
- Swan 82 Luxury Crewed Sailing Yacht
- Length: 24.9 m
- Year: 2012
- Cabins: 3
- Berths: 6
- From $39500 to $42500 per week
BOATBOOKINGS SAYS:
"Built for high performance sailing, whilst offering elegance and opulence both above and below deck!"
- Vitters 43m Luxury Crewed Sailing Yacht
- Length: 43 m
- Year: 2004 (2012 Refit)
- Cabins: 5
- Berths: 10
- 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."
- 38m Schooner Gulet
- Length: 38 m
- Year: 2007 (2014 Refit)
- Cabins: 9
- Berths: 18
- From €35000 per week
BOATBOOKINGS SAYS:
"A great looking boat, a head turner, perfect for entertaining."
- 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
BOATBOOKINGS SAYS:
"A sensational sailing yacht for family adventures around the Caribbean."
- Perini Navi 45m Luxury Crewed Sailing Yacht
- Length: 45.3 m
- Year: 2007 (2016 Refit)
- Cabins: 4
- Berths: 10
- From $150000 per week
BOATBOOKINGS SAYS:
"One of our favourite Perini Navi sailing yachts, ideal for Caribbean getaways"
- 3 Cabins Luxury Crewed Sailing Yacht
- Length: 23 m
- Year: 2017
- Cabins: 3
- Berths: 6
- From €20000 to €28500 per week
BOATBOOKINGS SAYS:
"Light, bright and luxurious - a perfect sailing yacht for family or friends."
- Nautor's Swan 180 Luxury Sailing Yacht
- Length: 32.92 m
- Year: 2023
- Cabins: 4
- Berths: 9
- From €115000 to €115000 per week
BOATBOOKINGS SAYS:
"Flamboyance is the name of the game on FANCY during your West Mediterranean or Caribbean cruise."
- 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
BOATBOOKINGS SAYS:
"A superlative sailing yacht that will make dreams come true."
- Perini Navi 52m Luxury Crewed Sailing Yacht
- Length: 52 m
- Year: 1997 (2007 Refit)
- Cabins: 5
- Berths: 10
- From €175000 to €189000 per week
BOATBOOKINGS SAYS:
"Her spacious flybridge is almost full-beam in width and is ideal for alfresco dining!"
- Alloy 53m Luxury Crewed Sailing Yacht
- Length: 53 m
- Year: 2002 (Refit 2014)
- Cabins: 5
- Berths: 11
- 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."
- Oyster 885 Luxury Crewed Sailing Yacht
- Length: 27.08 m
- Year: 2012
- Cabins: 4
- Berths: 8
- From $45000 to $50000 per week
BOATBOOKINGS SAYS:
"Sleek lines, spacious cockpit, al fresco dining and stunning accommodation spaces make LUSH the perfect yacht for your next charter."
- 5 cabins Bareboat Sailing Yacht
- Length: 15.2 m
- Year: 2020
- Cabins: 5
- Berths: 10
- From $5210 to $12065 per week
- 2018 Bareboat Sailboat
- Length: 15.75 m
- Year: 2018
- Cabins: 6
- Berths: 11
- From $5210 to $12605 per week
BOATBOOKINGS SAYS:
"Stunning Sun Odyssey 519 perfect for a large group of friends or family to explore the dazzling islands of the USVI!"
- 5 Cabins (5 Doubles + 1 Single) Bareboat Sailing Yacht
- Length: 15.94 m
- Year: 2020
- Cabins: 6
- Berths: 11
- From $5210 to $10745 per week
BOATBOOKINGS SAYS:
"Luxurious monohull yacht suitable for large groups or families!"
- 3 Cabins Bareboat Sailing Yacht
- Length: 14.15 m
- Year: 2017
- Cabins: 3
- Berths: 8
- From $2450 to $8000 per week
BOATBOOKINGS SAYS:
"2017 brings you this Dufour 460 Grand Large sailing Tortola and the BVI"
- Custom Build Gulet
- Length: 35.5 m
- Year: 2009
- Cabins: 6
- Berths: 12
- 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!"
- 116 Holland Jachtbouw Luxury Crewed Sailing Yacht
- Length: 35 m
- Year: 2003
- Cabins: 3
- Berths: 6
- From $65000 to $70000 per week
BOATBOOKINGS SAYS:
"Perfect for entertaining family and friends."
- Bareboat Sailing Yacht
- Length: 12 m
- Year: 2018
- Cabins: 3
- Berths: 6
- From $3400 to $4750 per week
BOATBOOKINGS SAYS:
"The ideal sailing boat to explore the BVI, with sailing prowess and all the modern amenities."
- 4 + 2 Cabins (4 Double 2 Single) Bareboat Sailing Yacht
- Length: 13.72 m
- Year: 2017
- Cabins: 6
- Berths: 10
- From $4818 to $10794 per week
BOATBOOKINGS SAYS:
"A stunning Bali 4.5 ready for charters in the Baja Peninsula!"
- 5 Cabins Bareboat Sailing Yacht
- Length: 14.6 m
- Year: 2013
- Cabins: 5
- Berths: 12
- From $2950 to $6900 per week
BOATBOOKINGS SAYS:
"Modern, comfortable and stylish. This Oceanis 48 is beautifully equipped with all the necessities for a successful sailing holiday in the Caribbean!"
- 115ft Valdettaro Luxury Crewed Sailing Yacht
- Length: 35 m
- Year: 1996 - refitted 2011
- Cabins: 5
- Berths: 10
- From $52000 to $68250 per week
BOATBOOKINGS SAYS:
"A luxury yacht offering a great layout for both couples and families"
- 35m Staystill Schooner Luxury Crewed Sailing Yacht
- Length: 35 m
- Year: 1938 - refitted 2010
- Cabins: 4
- Berths: 6
- From $44000 to $49000 per week
BOATBOOKINGS SAYS:
"A beautiful traditional sailing schooner sure to make your charter unforgettable!"
- Ark Yachts 180 Luxury Crewed Sailing Yacht
- Length: 60 m
- Year: 2013
- Cabins: 13
- Berths: 26
- From €55000 per week
- 4 + 2 Cabins (4 Double 2 Single) Bareboat Sailing Yacht
- Length: 13.97 m
- Year: 2018
- Cabins: 6
- Berths: 12
- From $5058 to $10794 per week
BOATBOOKINGS SAYS:
"Bask in the sun while sailing in this magnificent Lagoon 450 F!"
- 4 Cabins Bareboat Sailing Yacht
- Length: 45.5 m
- Year: 2013
- Cabins: 4
- Berths: 8
- From $3350 to $5200 per week
BOATBOOKINGS SAYS:
"A sleek modern mono hull- great fun in the BVI!"
- 5 Cabins Bareboat Sailing Yacht
- Length: 15.2 m
- Year: 2020
- Cabins: 5
- Berths: 12
- From $3408 to $7332 per week
BOATBOOKINGS SAYS:
"A Dufour 520 GL perfect for families or large groups sailing out of La Paz!"
- 3 cabins (3 double) Bareboat Sailing Yacht
- Length: 46 m
- Year: 2018
- Cabins: 4
- Berths: 4
- From $4515 to $6720 per week
BOATBOOKINGS SAYS:
"Stunning Hanse 455 perfect for a large group of friends or family to explore the dazzling islands of the BVI!"
- Bareboat Sailing Yacht
- Length: 16.8 m
- Year: 2013
- Cabins: 4
- Berths: 6
- From $6400 to $8900 per week
BOATBOOKINGS SAYS:
"The ultimate cruising yacht, with exceptional seafaring qualities."
- 4 Cabins Bareboat Sailing Yacht
- Length: 14.05 m
- Year: 2013
- Cabins: 4
- Berths: 8
- From $4000 to $6000 per week
BOATBOOKINGS SAYS:
"A wonderful vessel perfectly adapted to sail the BVIs!"
