Luxury Yacht Charter in the Leeward Islands
The Leeward Islands are to the east of Puerto Rico in the Lesser Antilles of the Caribbean. They are some of the most beautiful yachting destinations in the world… offering something for everyone…from pristine, private beaches to chic shops and restaurants. The most notable islands in the Leeward Chain are Anguilla and St Barts - winter favourites for the Jet Set worldwide.
If you are looking for quiet and relaxation, we know where to find it. If you are looking for Caribbean versions of St Tropez packed with activities and other people, the Leewards offer that as well! Everybody wins and everybody is happy here, it is hard not to be when you are surrounded with cheerful vibes, swaying palm trees and a cool summer breeze!
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
- Johnson 103 Luxury Crewed Motor Yacht
- Length: 31.4 m
- Year: 2007
- Cabins: 4
- Berths: 8
- From $47000 to $52000 per week
BOATBOOKINGS SAYS:
"She dazzled us, she will dazzle you!"
- Lagoon 620 Crewed Sailing Catamaran
- Length: 18.89 m
- Year: 2016
- Cabins: 4
- Berths: 8
- From $30000 to $35000 per week
BOATBOOKINGS SAYS:
"If youre looking for a full spec, diving, state-of-the-art Lagoon 620 with an expert crew, look no further."
- Lagoon 620 Owners Version Crewed Catamaran
- Length: 18.89 m
- Year: 2017
- Cabins: 3
- Berths: 6
- From $34000 to $38000 per week
BOATBOOKINGS SAYS:
"LE REVE is the leading 3 cabin crewed catamaran in the BVI with an amazing crew. You will not be disappointed!"
- Fountaine Pajot Sanya 57 Crewed Catamaran
- Length: 17.98 m
- Year: 2015
- Cabins: 5
- Berths: 10
- From $28290 to $31900 per week
BOATBOOKINGS SAYS:
"Come to life on board ALIVE in the spectacular British Virgin Islands!"
- Sunreef 74 Crewed Catamaran
- Length: 22.5 m
- Year: 2017
- Cabins: 4
- Berths: 8
- From $45000 to $51000 per week
BOATBOOKINGS SAYS:
"One of our most recommended crews found on one of the most luxurious catamarans, not to be missed in the Caribbean / Italy this season."
- Sunreef 80 Luxury Crewed Catamaran
- Length: 24.4 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $70000 to $85000 per week
BOATBOOKINGS SAYS:
"Brand new SUNREEF 80, available for charters round the stunning Italian Coastlines."
- Lagoon 630 Power Catamaran
- Length: 64 m
- Year: 2018
- Cabins: 4
- Berths: 8
- From $33000 to $36000 per week
BOATBOOKINGS SAYS:
"MARE BLU is a luxurious alternative to a sailing catamaran, offering a superb charter around the Caribbean islands."
- Fountaine Pajot Saba 50 Crewed Catamaran
- Length: 15.24 m
- Year: 2016
- Cabins: 5
- Berths: 8
- From $18000 to $22500 per week
BOATBOOKINGS SAYS:
"NEVERLAND is the perfect yacht for exploring the Virigin Islands!"
- Trinity 157 Luxury Crewed Motor Yacht
- Length: 47.85 m
- Year: 2006 (2014 Refit)
- Cabins: 5
- Berths: 11
- From $150000 per week
BOATBOOKINGS SAYS:
"This glorious luxury yacht is the perfect charter yacht for guests wanting unadulterated luxury to sail the Caribbean and Bahamas!"
- Fountaine Pajot Ipanema 58 Crewed Sailing Catamaran
- Length: 18.28 m
- Year: 2018
- Cabins: 5
- Berths: 10
- From $27200 to $31400 per week
- Matrix Silhouette 76 Crewed Sailing Catamaran
- Length: 22.34 m
- Year: 2006 (2017 Refit)
- Cabins: 5
- Berths: 10
- From $42800 to $49100 per week
BOATBOOKINGS SAYS:
"Zingara never ceases to please those looking for quality sailing and deluxe comfort!"
- Christensen 120 Luxury Crewed Motor Yacht
- Length: 36.58 m
- Year: 1995 (2013 Refit)
- Cabins: 4
- Berths: 8
- From $60000 per week
BOATBOOKINGS SAYS:
"Brilliant destination, array of water toys and a crew with a great reputation. CHERISH is fabulous and the only yacht I want to be on for my summer charter adventure!"
- Lagoon 450 Crewed Catamaran
- Length: 13.7 m
- Year: 2014
- Cabins: 3
- Berths: 6
- From $13500 to $16500 per week
BOATBOOKINGS SAYS:
"GREAT ADVENTURE is an immaculate catamaran that is perfect for people who love water sports and scuba diving!"
- Fountaine Pajot 59 Crewed Catamaran
- Length: 18 m
- Year: 2015
- Cabins: 4
- Berths: 8
- From $26000 to $30000 per week
BOATBOOKINGS SAYS:
"This stunning crewed catamaran is ideal for a luxurious charter holiday around the Caribbean with a fantastic Chef!"
- Benetti 154 Luxury Crewed Motor Yacht
- Length: 47 m
- Year: 2010 (2018 Refit)
- Cabins: 6
- Berths: 12
- From €196000 to €217000 per week
BOATBOOKINGS SAYS:
"Stunning Benetti Yacht recently refitted and in pristine condition ready for your charter!"
