Yacht Charter in the Caribbean

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 Crewed Sailing Yacht
- Length: 24.9 m
- Year: 2012
- Cabins: 3
- Berths: 6
- From $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."
- 3 cabins (3 double) Bareboat Sailing Yacht
- Length: 0 m
- Year:
- Cabins: 3
- Berths: 6
- From $11500 per day
BOATBOOKINGS SAYS:
"Regatta sailing yacht"
- 38m Schooner Crewed Motor Sailer
- 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."
- Alloy Yacht 33m Crewed Sailing Yacht
- Length: 32.9 m
- Year: 2004 (2014 Refit)
- Cabins: 3
- Berths: 7
- From $54000 to $65000 per week
BOATBOOKINGS SAYS:
"Amazing selection of water toys, a Captain who teaches racing on dinghies and a divine Chef make MARAE a must!"
- 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."
- Giorgretti & Magrini 72 Crewed Sailing Yacht
- Length: 21.95 m
- Year: 1986 (2008 Refit)
- Cabins: 3
- Berths: 6
- From $14500 to $20000 per week
BOATBOOKINGS SAYS:
"A refined, highly stylish monohull yacht for gracefully sailing the Caribbean Sea."
- Perini Navi 45m Luxury Sailboat Charter
- 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"
- Nautors Swan 82 Crewed Sailing Yacht
- Length: 24.89 m
- Year: 2001 (2017 refit)
- Cabins: 3
- Berths: 8
- From €25000 per week
BOATBOOKINGS SAYS:
"The perfect luxury sail boat to cruise the Caribbean or Riviera!"
- Lagoon 44 Crewed Sailing Catamaran
- Length: 13.41 m
- Year: 2006
- Cabins: 3
- Berths: 6
- From $9500 to $13500 per week
BOATBOOKINGS SAYS:
"From snorkelling and scuba diving to al fresco fine dining, you will not forget this Caribbean charter!"
- Southern Wind Shipyard SW110 Luxury Sailing Charter
- Length: 33.7 m
- Year: 2010
- Cabins: 4
- Berths: 8
- 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!"
- Palmer Johnson 123 Luxury 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 38m Luxury Crewed Sailing Yacht
- Length: 38 m
- Year: 2008
- Cabins: 3
- Berths: 6
- From €70000 per week
BOATBOOKINGS SAYS:
"An outstanding sailing yacht for exploring the Caribbean at speed!"
- 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!"
