Luxury Yacht Charter in the Leeward Islands

Yacht Charter in the Leeward Islands
Pool with a view!

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!

More information on the Leeward Islands

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

Displaying: Your Search Results in Leeward Islands
BAMARANDI - Fountaine Pajot Victoria 67 - 5 Cabins - BVI - Tortola - Virgin Gorda - British Virgin Islands VIEW 3 REVIEWS 
BAMARANDI
    Fountaine Pajot Victoria 67 - 5 Cabins - BVI - Tortola - Virgin Gorda - British Virgin Islands
  • Fountaine Pajot Victoria 67 Luxury Crewed Catamaran
  • Length: 20.4 m
  • Year: 2015
  • Cabins: 5
  • Berths: 10
  • From $39000 to $42750 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 20.4 m (69' 11")
  • Year: 2015
VIEW 3 REVIEWS
From $39000 to $42750
per week

BOATBOOKINGS SAYS:
"BAMARANDI is going to be the leading BVI crewed catamaran for many years to come. Her crew and amenities are second to none!"

ALIVE! - Fountaine Pajot Sanya 57 - 5 Cabins - BVI - Tortola - Jost Van Dyke - Peter Island - Anegada VIEW 1 REVIEW 
ALIVE!
    Fountaine Pajot Sanya 57 - 5 Cabins - BVI - Tortola - Jost Van Dyke - Peter Island - Anegada
  • Fountaine Pajot Sanya 57 Crewed Catamaran
  • Length: 17.98 m
  • Year: 2015
  • Cabins: 5
  • Berths: 10
  • From $28290 to $31900 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 17.98 m (61' 10")
  • Year: 2015
VIEW 1 REVIEW
From $28290 to $31900
per week

BOATBOOKINGS SAYS:
"Come to life on board ALIVE in the spectacular British Virgin Islands!"

ORION - Sunreef 74 - 4 Cabins - Caribbean - BVI - Tortola - Virgin Gorda
ORION
    Sunreef 74 - 4 Cabins - Caribbean - BVI - Tortola - Virgin Gorda
  • Sunreef 74
  • Length: 22.5 m
  • Year: 2017
  • Cabins: 4
  • Berths: 8
  • From $45000 to $51000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 22.5 m (76' 6")
  • Year: 2017
From $45000 to $51000
per week

DIANA - Sunreef 74 - 4 Cabins - Antigua - Caribbean Leeward - Virgin Islands - Carribean Windward
DIANA
    Sunreef 74 - 4 Cabins - Antigua - Caribbean Leeward - Virgin Islands - Carribean Windward
  • Sunreef 74 Luxury Crewed Catamaran
  • Length: 22.56 m
  • Year: 2017
  • Cabins: 4
  • Berths: 8
  • From $49000 to $52500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 22.56 m (76' )
  • Year: 2017
From $49000 to $52500
per week

BOATBOOKINGS SAYS:
"A well designed luxury catamaran perfect for any occasion."

NEVER ENOUGH - Trinity 157 - 5 Cabins - Bahamas - Nassau - Caribbean - Miami - Florida
NEVER ENOUGH
    Trinity 157 - 5 Cabins - Bahamas - Nassau - Caribbean - Miami - Florida
  • Trinity 157 Luxury Crewed Motor Yacht
  • Length: 47.85 m
  • Year: 2006 (2014 Refit)
  • Cabins: 5
  • Berths: 11
  • From $150000 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 47.85 m (162' 9")
  • Year: 2006 (2014 Refit)
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!"

DONA LOLA - Westport 130 - 5 Staterooms - St Martin - St Barths - Anguilla
DONA LOLA
    Westport 130 - 5 Staterooms - St Martin - St Barths - Anguilla
  • Westport 130 Luxury Motor Yacht
  • Length: 39.6 m
  • Year: 2003 (2010 Refit)
  • Cabins: 5
  • Berths: 10
  • From $90000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 39.6 m (134' )
  • Year: 2003 (2010 Refit)
From $90000
per week

BOATBOOKINGS SAYS:
"A special elegant yacht with a 5 star crew"

TUTTO LE MARRANE - Leopard 46 - 5 Cabins - Nassau - Paradise Island - Georgetown - Caribbean - BVI - St Barts
TUTTO LE MARRANE
    Leopard 46 - 5 Cabins - Nassau - Paradise Island - Georgetown - Caribbean - BVI - St Barts
  • Leopard 46 Luxury Crewed Motor Yacht
  • Length: 46.33 m
  • Year: 2011
  • Cabins: 5
  • Berths: 12
  • From $145000 to $165000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 46.33 m (157' 1")
  • Year: 2011
From $145000 to $165000
per week

BOATBOOKINGS SAYS:
"This sophisticated motor yacht will take you around the Caribbean in style!"

VACOA - Lagoon 620 - 5 Cabins - BVI - Tortola - Beef Island - Virgin Gorda VIEW 1 REVIEW 
VACOA
    Lagoon 620 - 5 Cabins - BVI - Tortola - Beef Island - Virgin Gorda
  • Lagoon 620 Crewed Catamaran
  • Length: 18.9 m
  • Year: 2014
  • Cabins: 5
  • Berths: 10
  • From $28000 to $35000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2014
VIEW 1 REVIEW
From $28000 to $35000
per week

BOATBOOKINGS SAYS:
"One of the latest crewed Lagoon 620 catamarans sailing the BVI. She has sophisticated touches throughout with a dedicated crew, perfect for your next family yacht charter."

MISS KIRSTY - Sunreef 62 - 4 Cabins - BVI - British Virgin Islands - Tortola - Jost Van Dyke - Virgin Gorda - Grenada
MISS KIRSTY
    Sunreef 62 - 4 Cabins - BVI - British Virgin Islands - Tortola - Jost Van Dyke - Virgin Gorda - Grenada
  • Sunreef 62 Crewed Sailing Catamaran
  • Length: 18.9 m
  • Year: 2008
  • Cabins: 3
  • Berths: 6
  • From $23000 to $27500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2008
From $23000 to $27500
per week

BOATBOOKINGS SAYS:
"One of the highlights at the 2014 BVI Charter Show. Niall and Kirsty will make you feel so at home that you will not want to leave!"

CROCODILE DADDY - Lagoon 620 - 4 Cabins - Western Mediteranean - Caribbean - Virgin Islands VIEW 1 REVIEW 
CROCODILE DADDY
    Lagoon 620 - 4 Cabins - Western Mediteranean - Caribbean - Virgin Islands
  • Lagoon 620 Crewed Sailing Catamaran
  • Length: 18.9 m
  • Year: 2010
  • Cabins: 4
  • Berths: 8
  • From €23000 to €26000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Catamaran
  • Length: 18.9 m (64' 5")
  • Year: 2010
VIEW 1 REVIEW
From €23000 to €26000
per week

BOATBOOKINGS SAYS:
"One of the best crewed Catamarans on the French Riviera!"

LA DOLCE VITA - Hargrave 100 - 4 Cabins - Bahamas - Nassau - Abacos - Georgetown VIEW 2 REVIEWS 
LA DOLCE VITA
    Hargrave 100 - 4 Cabins - Bahamas - Nassau - Abacos - Georgetown
  • Hargrave 100 Luxury Motor Yacht
  • Length: 30.48 m
  • Year: 2009 (2015 Refit)
  • Cabins: 4
  • Berths: 8
  • From $45000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 30.48 m (103' )
  • Year: 2009 (2015 Refit)
VIEW 2 REVIEWS
From $45000
per week

BOATBOOKINGS SAYS:
"LA DOLCE VITA is a wonderful charter yacht for couples as well as families, thanks to her stunning interior, expansive deck spaces, crowned with a wonderful jacuzzi!"

MUSE - Sunreef 70 - 6 Cabins - BVI - St Martin - St Barths - Tortola - Palma - Monaco - Naples
MUSE
    Sunreef 70 - 6 Cabins - BVI - St Martin - St Barths - Tortola - Palma - Monaco - Naples
  • Sunreef 70 Luxury Crewed Catamaran
  • Length: 21.34 m
  • Year: 2011
  • Cabins: 6
  • Berths: 12
  • From €32000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Catamaran
  • Length: 21.34 m (72' 10")
  • Year: 2011
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."

M/Y W - Westport 130 -  5 Staterooms - Bahamas - Nassau - Paradise Island - Georgetown - St Thomas - St Barths
M/Y W
    Westport 130 - 5 Staterooms - Bahamas - Nassau - Paradise Island - Georgetown - St Thomas - St Barths
  • Westport 130 Luxury Motor Yacht
  • Length: 39.62 m
  • Year: 2014
  • Cabins: 5
  • Berths: 10
  • From $125000 to $140000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Motor
  • Length: 39.62 m (134' 1")
  • Year: 2014
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!"

PTARMIGAN - Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
PTARMIGAN
    Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
  • Swan 82 Crewed Sailing Yacht
  • Length: 24.9 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From $42500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 24.9 m (84' 6")
  • Year: 2012
From $42500
per week

BOATBOOKINGS SAYS:
"Built for high performance sailing, whilst offering elegance and opulence both above and below deck!"

SWALLOWS & AMAZONS - CNB 77 - 4 Cabins - Corsica - Bonifacio - Sardinia VIEW 1 REVIEW 
SWALLOWS & AMAZONS
    CNB 77 - 4 Cabins - Corsica - Bonifacio - Sardinia
  • CNB 77 Crewed Charter Yacht
  • Length: 23.7 m
  • Year: 2009
  • Cabins: 4
  • Berths: 8
  • From $18000 to $25000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 23.7 m (80' 6")
  • Year: 2009
VIEW 1 REVIEW
From $18000 to $25000
per week

BOATBOOKINGS SAYS:
"This is a superb sailing yacht with a vastly knowledgable crew. Experience Corsica the authentic way, mixed with the charm of Sardinia."

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