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
- Fountaine Pajot Saba 50 Bareboat Catamaran
- Length: 14.98 m
- Year: 2016
- Cabins: 5
- Berths: 10
- From €19000 to €25000 per week
BOATBOOKINGS SAYS:
"Modern and stylish Saba 50 Catamaran, available for charter in the Caribbean during the winter and in the Mediterranean during the summer."
- Watermaker & A/C Bareboat Catamaran
- Length: 13.6 m
- Year: 2019
- Cabins: 6
- Berths: 8
- From $8760 to $10000 per week
BOATBOOKINGS SAYS:
"Spacious Bali 4.5 available for an exciting charter around the flawless islands of the Exumas."
- 4 Cabins Bareboat Catamaran
- Length: 13.99 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $9510 to $15745 per week
BOATBOOKINGS SAYS:
"The Lagoon 46 is a fantastic catamaran for your next sailing holiday in the US Virgin Islands."
- 2020 Bareboat Catamaran
- Length: 13.45 m
- Year: 2020
- Cabins: 6
- Berths: 10
- From $4500 to $10700 per week
BOATBOOKINGS SAYS:
"Embark for the holiday of the year on this brand new Fountaine Pajot Elba 45 is the perfect family charter yacht in the Caribbean."
- 4 + 1 Cabins Bareboat Catamaran
- Length: 14.28 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $9510 to $17890 per week
BOATBOOKINGS SAYS:
"The BALI 4.6 brings large outdoor spaces to the British Virgin Islands, making her the perfect choice for large social groups."
- 6 + 2 Bareboat Catamaran
- Length: 14.75 m
- Year: 2022
- Cabins: 6
- Berths: 12
- From $13090 to $23715 per week
BOATBOOKINGS SAYS:
"The striking Lagoon 50 is the ultimate catamaran to explore the British Virgin Islands"
- 2018 Bareboat Catamaran
- Length: 13.94 m
- Year: 2018
- Cabins: 5
- Berths: 10
- From $8380 to $17375 per week
BOATBOOKINGS SAYS:
"One of the best 47` catamarans on the charter market!"
- 4 + 2 Cabin Bareboat Catamaran
- Length: 12.5 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $6660 to $12940 per week
BOATBOOKINGS SAYS:
"Embark this Astréa 42 for unforgettable charters through the turquoise waters of the BVIs!"
- 6 Cabins Bareboat Catamaran
- Length: 15.84 m
- Year: 2020
- Cabins: 6
- Berths: 12
- From $12000 to $25780 per week
BOATBOOKINGS SAYS:
"The 2020 Lagoon 52F is the ideal catamaran for chartering in the Caribbean with friends or family this winter!"
- 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!"
- 2022 Bareboat Catamaran
- Length: 16.8 m
- Year: 2023
- Cabins: 6
- Berths: 12
- From $16435 to $29775 per week
BOATBOOKINGS SAYS:
"The large outdoor spaces and rigid front cockpit make this catamaran perfect for relaxing on deck and enjoying the BVIs."
- 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!"
- 6 Cabins Bareboat Catamaran
- Length: 14.98 m
- Year: 2017
- Cabins: 6
- Berths: 13
- From $11900 to $21560 per week
BOATBOOKINGS SAYS:
"Brand new Saba 50 Catamaran, available for charter from Tortola in the BVI."
- 4 Cabins Bareboat Catamaran
- Length: 11.55 m
- Year: 2017
- Cabins: 4
- Berths: 10
- From €2730 to €6460 per week
BOATBOOKINGS SAYS:
"BRAND NEW 2017"
- 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"
- 4 cabins (4 double) Bareboat Catamaran
- Length: 42 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $8125 to $13595 per week
BOATBOOKINGS SAYS:
"With 4 double cabins and 4 heads, she is perfect for large groups or families"
- 3 cabins (3 double) Bareboat Catamaran
- Length: 42 m
- Year: 2019
- Cabins: 3
- Berths: 6
- From $6290 to $7860 per week
BOATBOOKINGS SAYS:
"This stunning owner version configuration offers excellent space for groups of friends or families."
- 4 Cabins Bareboat Catamaran
- Length: 11.74 m
- Year: 2016
- Cabins: 4
- Berths: 8
- From €3005 to €7200 per week
BOATBOOKINGS SAYS:
"Brand new in 2016 and ideal for cruising Cuba"
- 4 double cabins Bareboat Catamaran
- Length: 13.96 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $7770 to $11025 per week
BOATBOOKINGS SAYS:
"A Lagoon 450 provides an excellent level of comfort for exploring the Virgin Islands."
- 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."
- 3 + 2 Cabins Bareboat Catamaran
- Length: 13.6 m
- Year: 2016
- Cabins: 6
- Berths: 8
- From $6000 to $12000 per week
- 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!"
- 4 Cabins Bareboat Catamaran
- Length: 13.96 m
- Year: 2017
- Cabins: 4
- Berths: 9
- From €5250 to €13670 per week
BOATBOOKINGS SAYS:
"Super for exploring the hidden coves and beaches of the BVI"
- 4 double cabins Bareboat Catamaran
- Length: 13.96 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $7770 to $11025 per week
BOATBOOKINGS SAYS:
"A Lagoon 450 provides an excellent level of comfort for up to 4 couples while exploring the Virgin Islands."
- 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!"
- 4 Cabins Bareboat Catamaran
- Length: 11.55 m
- Year: 2016
- Cabins: 4
- Berths: 10
- From €4730 to €8250 per week
BOATBOOKINGS SAYS:
"Superbly modern and stylish for exploring the BVI"
- 2019 Bareboat Catamaran
- Length: 13.38 m
- Year: 2019
- Cabins: 4
- Berths: 12
- From $13500 to $9000 per week
BOATBOOKINGS SAYS:
"A stylish and speedy catamaran available in the stunning British Virgin Islands!"
- 8 Cabins Bareboat Catamaran
- Length: 15.84 m
- Year: 2015
- Cabins: 8
- Berths: 14
- From €8555 to €16825 per week
BOATBOOKINGS SAYS:
"Still modern and contemporary, this 2015 yacht is supreme for gliding around the BVI"
- 4 Cabins Bareboat Catamaran
- Length: 13.39 m
- Year: 2016
- Cabins: 4
- Berths: 8
- From $7000 to $10000 per week
BOATBOOKINGS SAYS:
"Spacious and luxurious."