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
- Southern Wind Shipyard SW110 Luxury Crewed Sailing Yacht
- 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!"
- Lagoon 620 Luxury Crewed 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."
- Nautitech 46 Crewed Catamaran
- Length: 13.79 m
- Year: 2017
- Cabins: 3
- Berths: 6
- From $12090 to $17500 per week
BOATBOOKINGS SAYS:
"One of the newest Grenadines catamaran designs with an expert local skipper to show you the magical islands of Bequia and Mustique in 2021."
- Fountaine Pajot Sanya 57 Luxury 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!"
- Lagoon 620 Owners Version Luxury 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!"
- Lagoon 630 Luxury Crewed 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 Luxury 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!"
- Fountaine Pajot Ipanema 58 Crewed Catamaran
- Length: 18.28 m
- Year: 2018
- Cabins: 5
- Berths: 10
- From $31220 to $36070 per week
BOATBOOKINGS SAYS:
"Outstanding is the word for this crewed catamaran - just have a look at the reviews from clients!"
- Matrix Silhouette 76 Luxury Crewed 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!"
- Sunreef 80 Luxury Crewed Catamaran
- Length: 24.4 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From €63000 to €72000 per week
BOATBOOKINGS SAYS:
"Brand new SUNREEF 80, available for charters round the stunning Italian Coastlines."
- Lagoon 450 Luxury 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 Ipanema 58 Luxury 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!"
- Newcastle 180 Luxury Crewed Motor Yacht
- Length: 36.6 m
- Year: 2011 (Refit 2017)
- Cabins: 6
- Berths: 12
- From €275000 to €295000 per week
BOATBOOKINGS SAYS:
"The ultimate luxury escape, with fabulous entertainment areas and a stunning infinity pool."
- Lagoon 620 Luxury Crewed Catamaran
- Length: 18.9 m
- Year: 2014
- Cabins: 5
- Berths: 10
- From $29000 to $36000 per week
BOATBOOKINGS SAYS:
"She has sophisticated touches throughout with a dedicated crew, perfect for your next family yacht charter."
- Lagoon 620 Crewed Catamaran
- Length: 18.9 m
- Year: 2010
- Cabins: 4
- Berths: 8
- From €23000 to €25000 per week
BOATBOOKINGS SAYS:
"One of the best crewed Catamarans on the French Riviera!"
- Sunreef 70 Luxury Crewed Catamaran
- Length: 21.34 m
- Year: 2011
- Cabins: 6
- Berths: 12
- From €32000 per week
BOATBOOKINGS SAYS:
"Fun and relaxed atmosphere, absolutely delicious food, ideal family charter; Muse comes highly recommended by the Managing Director who had lunch aboard in Antigua."
- Westport 130 Luxury Crewed Motor Yacht
- Length: 39.62 m
- Year: 2014
- Cabins: 5
- Berths: 10
- From $125000 to $140000 per week
BOATBOOKINGS SAYS:
"The leading 130 Westport cruising the Bahamas and Caribbean,offering unrivalled amenities, accommodation and entertainment areas. She provides the whole package!"
- San Lorenzo 46m Luxury Crewed Motor Yacht
- Length: 46 m
- Year: 2015
- Cabins: 5
- Berths: 12
- From €245000 per week
BOATBOOKINGS SAYS:
"This exceptional superyacht radiates magnificence, stunning inside and out."
- Lagoon 620 Luxury Crewed Catamaran
- Length: 18.89 m
- Year: 2018
- Cabins: 4
- Berths: 8
- From $30500 to $35000 per week
BOATBOOKINGS SAYS:
"A standout charter yacht with a vastly experienced crew; Alex, Carla and Beatrix will not disappoint!"
- Day Charter and Week Long Charter Luxury Crewed Catamaran
- Length: 57 m
- Year: 1995
- Cabins: 4
- Berths: 4
- From $3500 to $12990 per day
BOATBOOKINGS SAYS:
"Fantastic day charter, with the option of chartering for a week in the unrivalled BVI!"
- Sunreef 74 Luxury Crewed Catamaran
- Length: 22.56 m
- Year: 2017
- Cabins: 4
- Berths: 9
- From $50000 to $55000 per week
BOATBOOKINGS SAYS:
"Striking, suave and beautifully eye-catching, CALMAO is ready and raring to explore the Caribbean and Mediterranean. Book now or you will miss out!"
- Fountaine Pajot Ipanema 58 Luxury Crewed Catamaran
- Length: 17.8 m
- Year: 2018
- Cabins: 3
- Berths: 6
- From €24000 to €26000 per week
- Swan 82 Luxury 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!"
- Lagoon 50 Luxury Crewed Catamaran
- Length: 14.75 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $19500 to $24000 per week
- Sunreef Supreme 68 Luxury Crewed Catamaran
- Length: 20.73 m
- Year: 2017
- Cabins: 5
- Berths: 10
- From €43000 to €45000 per week
BOATBOOKINGS SAYS:
"This state-of-the-art Catamaran is an indisputable game changer. MAYRILOU space and beautiful decor will offer guests uninterrupted peace of mind and comfort."
- 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."
- Lagoon 630 Crewed Power Catamaran
- Length: 19.2 m
- Year: 2017
- Cabins: 4
- Berths: 8
- From €24000 to €30000 per week
BOATBOOKINGS SAYS:
"If food is your passion - the award winning chef aboard VIGILANT 1 is sure to blow you away with his culinary skills!"
- Prout 83 Luxury Crewed Catamaran
- Length: 25.3 m
- Year: 2013 (2017 Refit)
- Cabins: 5
- Berths: 12
- From $55000 to $60000 per week
BOATBOOKINGS SAYS:
"Impressive sailing catamaran with vast exterior space!"
- Feadship 50m Luxury Crewed Motor Yacht
- Length: 49.68 m
- Year: 1990 (2014 Refit)
- Cabins: 5
- Berths: 10
- From $185000 to $210000 per week
BOATBOOKINGS SAYS:
"BLU 470 is a fantastic crewed motor yacht for charter in the Mediterranean or Caribbean!"
