Yacht Charter in the Caribbean for the Perfect Vacation

Charter a yacht to the caribbean for a perfect holiday

The Caribbean is without doubt one of the most perfect destinations to charter a yacht with your family and friends - it is absolute paradise with stunning white sandy beaches, vibrant culture, and the best seafood! Look forward to the vacation of your dreams in St Barths, St Martin or the Grenadines, and jump in to the exciting activities that these islands have to offer! Or if you are looking to unwind, the sundeck of one of our beautiful yachts is the perfect place to admire the colourful and tropical landscapes and relax with a glass of something special.

Perhaps no other destination in the world can offer such a dynamic atmosphere and environment. There will never be a dull moment whilst cruising along the Antilles islands, which provides 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, Anguilla, 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 holiday!

See our Caribbean Yacht Charter Guide Book Now!

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: Sailing Yachts in Caribbean Sea
PH3 - 22m Contest Yacht - 3 Cabins - Bonifacio - Porto Cervo - Palma - Virgin Islands VIEW 1 REVIEW 
PH3
    22m Contest Yacht - 3 Cabins - Bonifacio - Porto Cervo - Palma - Virgin Islands
  • 22m Contest Yacht Luxury Crewed Sailing Yacht
  • Length: 21.88 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From €24000 to €27000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.88 m (74' 4")
  • Year: 2013
VIEW 1 REVIEW
From €24000 to €27000
per week

BOATBOOKINGS SAYS:
"A superb sailing yacht without compromising any luxury - book today!"

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!"

BELLA RAGAZZA - Vitters 43m - 5 Cabins - Caribbean - Leeward islands - Virgin Island - Spain/Balearics - Corsica - Sardinia
BELLA RAGAZZA
    Vitters 43m - 5 Cabins - Caribbean - Leeward islands - Virgin Island - Spain/Balearics - Corsica - Sardinia
  • Vitters 43m Luxury Crewed Sailing Yacht
  • Length: 43 m
  • Year: 2004 (2012 Refit)
  • Cabins: 5
  • Berths: 10
  • From €98000 to €112000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 43 m (146' 4")
  • Year: 2004 (2012 Refit)
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."

Beneteau 407 - 3 cabins (3 double) - Heineken Regatta
Beneteau 407
    3 cabins (3 double) - Heineken Regatta
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 0 m
  • Year:
  • Cabins: 3
  • Berths: 6
  • From $11500 per day
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 0 m (0' )
  • Year:
From $11500
per day

BOATBOOKINGS SAYS:
"Regatta sailing yacht"

KAIROS - 38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
KAIROS
    38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
  • 38m Schooner Crewed Motor Sailer
  • Length: 38 m
  • Year: 2007 (2014 Refit)
  • Cabins: 9
  • Berths: 18
  • From €35000 per week
Details Enquire
  • Berths: 18
  • Cabins: 9
  • Crew: Crewed
  • Type: Sail
  • Length: 38 m (129' 8")
  • Year: 2007 (2014 Refit)
From €35000
per week

BOATBOOKINGS SAYS:
"A great looking boat, a head turner, perfect for entertaining."

MARAE - Alloy Yacht 33m - 3 Cabins - New England - Newport - Tortola - St Martin - Antigua - Mustique - Canouan
MARAE
    Alloy Yacht 33m - 3 Cabins - New England - Newport - Tortola - St Martin - Antigua - Mustique - Canouan
  • Alloy Yacht 33m Crewed Sailing Yacht
  • Length: 32.9 m
  • Year: 2004 (2014 Refit)
  • Cabins: 3
  • Berths: 7
  • From $54000 to $65000 per week
Details Enquire
  • Berths: 7
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 32.9 m (111' 2")
  • Year: 2004 (2014 Refit)
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!"

HYPERION - Royal Huisman 47m - 3 Cabins - Bahamas - Leeward Islands - Windward Islands
HYPERION
    Royal Huisman 47m - 3 Cabins - Bahamas - Leeward Islands - Windward Islands
  • 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
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 47.42 m (161' 2")
  • Year: 1998 (2015 Refit)
From $91000 to $112000
per week

BOATBOOKINGS SAYS:
"A sensational sailing yacht for family adventures around the Caribbean."

PACIFIC WAVE - Giorgretti & Magrini 72 - 3 Cabins - British Virgin Islands - Grenadines VIEW 1 REVIEW 
PACIFIC WAVE
    Giorgretti & Magrini 72 - 3 Cabins - British Virgin Islands - Grenadines
  • Giorgretti & Magrini 72 Crewed Sailing Yacht
  • Length: 21.95 m
  • Year: 1986 (2008 Refit)
  • Cabins: 3
  • Berths: 6
  • From $14500 to $20000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.95 m (74' 11")
  • Year: 1986 (2008 Refit)
VIEW 1 REVIEW
From $14500 to $20000
per week

BOATBOOKINGS SAYS:
"A refined, highly stylish monohull yacht for gracefully sailing the Caribbean Sea."

HELIOS - Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
HELIOS
    Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
  • Perini Navi 45m Luxury Sailboat Charter
  • Length: 45.3 m
  • Year: 2007 (2016 Refit)
  • Cabins: 4
  • Berths: 10
  • From $150000 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 45.3 m (154' 6")
  • Year: 2007 (2016 Refit)
From $150000
per week

BOATBOOKINGS SAYS:
"One of our favourite Perini Navi sailing yachts, ideal for Caribbean getaways"

KALLIMA - Nautors Swan 82 - 3 Cabins - Leeward Islands - Caribbean - Cannes - Monaco - Naples
KALLIMA
    Nautors Swan 82 - 3 Cabins - Leeward Islands - Caribbean - Cannes - Monaco - Naples
  • Nautors Swan 82 Crewed Sailing Yacht
  • Length: 24.89 m
  • Year: 2001 (2017 refit)
  • Cabins: 3
  • Berths: 8
  • From €25000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 24.89 m (84' 5")
  • Year: 2001 (2017 refit)
From €25000
per week

BOATBOOKINGS SAYS:
"The perfect luxury sail boat to cruise the Caribbean or Riviera!"

BLACK PEARL - Lagoon 44 - 3 Cabins - Tortola - British Virgin Islands - Virgin Islands
BLACK PEARL
    Lagoon 44 - 3 Cabins - Tortola - British Virgin Islands - Virgin Islands
  • Lagoon 44 Crewed Sailing Catamaran
  • Length: 13.41 m
  • Year: 2006
  • Cabins: 3
  • Berths: 6
  • From $9500 to $13500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 13.41 m (45' 9")
  • Year: 2006
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!"

THALIMA - Southern Wind Shipyard SW110 - 4 Cabins - Caribbean Leeward - Windward - Cannes - Sardinia - Monaco VIEW 2 REVIEWS 
THALIMA
    Southern Wind Shipyard SW110 - 4 Cabins - Caribbean Leeward - Windward - Cannes - Sardinia - Monaco
  • Southern Wind Shipyard SW110 Luxury Sailing Charter
  • Length: 33.7 m
  • Year: 2010
  • Cabins: 4
  • Berths: 8
  • From €58000 to €64000 per week
VIEW 2 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 33.7 m (114' 10")
  • Year: 2010
VIEW 2 REVIEWS
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!"

AXIA - Palmer Johnson 123 - 3 Staterooms - Caribbean - Antigua - Naples - Amalfi Coast
AXIA
    Palmer Johnson 123 - 3 Staterooms - Caribbean - Antigua - Naples - Amalfi Coast
  • Palmer Johnson 123 Luxury Sailing Yacht
  • Length: 37.49 m
  • Year: 1990 (2007 Refit)
  • Cabins: 3
  • Berths: 6
  • From €46000 to €55000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 37.49 m (127' 5")
  • Year: 1990 (2007 Refit)
From €46000 to €55000
per week

BOATBOOKINGS SAYS:
"A superlative sailing yacht that will make dreams come true."

P2 - Perini Navi 38m - 3 Cabins - St Martin - Leeward Islands - Windward Islands
P2
    Perini Navi 38m - 3 Cabins - St Martin - Leeward Islands - Windward Islands
  • Perini Navi 38m Luxury Crewed Sailing Yacht
  • Length: 38 m
  • Year: 2008
  • Cabins: 3
  • Berths: 6
  • From €70000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 38 m (129' 8")
  • Year: 2008
From €70000
per week

BOATBOOKINGS SAYS:
"An outstanding sailing yacht for exploring the Caribbean at speed!"

LUNA - Perini Navi 52m - 5 Cabins - Leeward Islands - Caribbean - Monaco - Cannes - San Remo - Sardinia
LUNA
    Perini Navi 52m - 5 Cabins - Leeward Islands - Caribbean - Monaco - Cannes - San Remo - Sardinia
  • Perini Navi 52m Luxury Crewed Sailing Yacht
  • Length: 52 m
  • Year: 1997 (2007 Refit)
  • Cabins: 5
  • Berths: 10
  • From €175000 to €189000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 52 m (176' 4")
  • Year: 1997 (2007 Refit)
From €175000 to €189000
per week

BOATBOOKINGS SAYS:
"Her spacious flybridge is almost full-beam in width and is ideal for alfresco dining!"

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