Caribbean Charter Yachts

Crewed Catamarans,Luxury Motor Yachts in Caribbean
 
The Caribbean is without doubt one of the most perfect destinations to charter a yacht with your family and friends - it is the ultimate tropical paradise for a sailing holiday with stunning white sandy beaches, vibrant culture, and the best seafood! Look forward to the sailing vacation of your dreams and choose your prefered set of islands with their own distinctive Caribbean identity. Visit the islands of St Barths, The British Virgin Islands, Guadeloupe, Antigua, St Martin, Grenada or St Vincent and the Grenadines, and jump in to the watersports exciting activities that these islands have to offer! 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. 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!

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

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!"

ANANDA - Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
ANANDA
    Swan 82 - 3 Cabins - Virgin Gorda - Tortola - St. Marteen - Grenada - Cannes - Monaco
  • Swan 82 Luxury Crewed Sailing Yacht
  • Length: 24.9 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From $39500 to $42500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 24.9 m (84' 6")
  • Year: 2012
From $39500 to $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 VIEW 1 REVIEW 
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
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 43 m (146' 4")
  • Year: 2004 (2012 Refit)
VIEW 1 REVIEW
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."

KAIROS - 38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
KAIROS
    38m Schooner - 9 Cabins - Monaco - French Riviera - Italian Riviera - Caribbean
  • 38m Schooner Gulet
  • 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."

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."

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 Crewed Sailing Yacht
  • 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"

ALLEGRO 76 - 3 Cabins - Caribbean Islands - Antigua - West Med - Balearics - French Riviera - Sardinia - Corsica - Leeward Islands - Dubrovnik - Sardinia
ALLEGRO 76
    3 Cabins - Caribbean Islands - Antigua - West Med - Balearics - French Riviera - Sardinia - Corsica - Leeward Islands - Dubrovnik - Sardinia
  • 3 Cabins Luxury Crewed Sailing Yacht
  • Length: 23 m
  • Year: 2017
  • Cabins: 3
  • Berths: 6
  • From €20000 to €28500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23 m (78' 8")
  • Year: 2017
From €20000 to €28500
per week

BOATBOOKINGS SAYS:
"Light, bright and luxurious - a perfect sailing yacht for family or friends."

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 Crewed 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."

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!"

DRUMBEAT - Alloy 53m - 5 Cabins - Carribean Leeward - Windward
DRUMBEAT
    Alloy 53m - 5 Cabins - Carribean Leeward - Windward
  • Alloy 53m Luxury Crewed Sailing Yacht
  • Length: 53 m
  • Year: 2002 (Refit 2014)
  • Cabins: 5
  • Berths: 11
  • From $175000 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 53 m (180' 8")
  • Year: 2002 (Refit 2014)
From $175000
per week

BOATBOOKINGS SAYS:
"French Captain with tremendous experience of travelling around the world, excellent Chef and Crew. Very comfortable sailing yacht. Highly recommended by the MD who has had the privilege of sailing aboard her."

Dufour 460 Grand Large - 3 Cabins - 2017 - Tortola
Dufour 460 Grand Large
    3 Cabins - 2017 - Tortola
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.15 m
  • Year: 2017
  • Cabins: 3
  • Berths: 8
  • From €2450 to €8000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.15 m (48' 11")
  • Year: 2017
From €2450 to €8000
per week

BOATBOOKINGS SAYS:
"2017 brings you this Dufour 460 Grand Large sailing Tortola and the BVI"

Sun Odyssey 349 - 3 Cabins - Tortola - BVI
Sun Odyssey 349
    3 Cabins - Tortola - BVI
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 10.34 m
  • Year: 2018
  • Cabins: 3
  • Berths: 6
  • From $2188 to $3438 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 10.34 m (35' 2")
  • Year: 2018
From $2188 to $3438
per week

BOATBOOKINGS SAYS:
"The perfect sailing boat to explore the BVI, with sailing prowess and all the modern amenities."

IRAKLIS L - Custom Build - 6 Cabins - Greece - St Maarten
IRAKLIS L
    Custom Build - 6 Cabins - Greece - St Maarten
  • Custom Build Gulet
  • Length: 35.5 m
  • Year: 2009
  • Cabins: 6
  • Berths: 12
  • From €52500 to €52500 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 35.5 m (120' 10")
  • Year: 2009
From €52500 to €52500
per week

BOATBOOKINGS SAYS:
"Probably the most luxurious motor sailer currently in the Greek market. Cherry wood interiors, marble bathrooms, the owner has paid attention to every single detail. Wonderful crew, suberb dining! A must!"

WHISPER - 116 Holland Jachtbouw - 3 Staterooms - New England - Caribbean - St Maarteen - Virgin Islands
WHISPER
    116 Holland Jachtbouw - 3 Staterooms - New England - Caribbean - St Maarteen - Virgin Islands
  • 116 Holland Jachtbouw Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 2003
  • Cabins: 3
  • Berths: 6
  • From $65000 to $70000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 2003
From $65000 to $70000
per week

BOATBOOKINGS SAYS:
"Perfect for entertaining family and friends."

SUN ODYSSEY 419
SUN ODYSSEY 419
  • Bareboat Sailing Yacht
  • Length: 12 m
  • Year: 2018
  • Cabins: 3
  • Berths: 6
  • From $3400 to $4750 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12 m (40' )
  • Year: 2018
From $3400 to $4750
per week

BOATBOOKINGS SAYS:
"The ideal sailing boat to explore the BVI, with sailing prowess and all the modern amenities."

Bali 4.5 - 4 + 2 Cabins(4 Double 2 Single)- 2017 - La Paz - Mexico
Bali 4.5
    4 + 2 Cabins (4 Double 2 Single) - 2017 - La Paz - Mexico
  • 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
Details Enquire
  • Berths: 10
  • Cabins: 6
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.72 m (46' 4")
  • Year: 2017
From $4818 to $10794
per week

BOATBOOKINGS SAYS:
"A stunning Bali 4.5 ready for charters in the Baja Peninsula!"

Oceanis 48 - 5 Cabins - Guadeloupe
Oceanis 48
    5 Cabins - Guadeloupe
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 14.6 m
  • Year: 2013
  • Cabins: 5
  • Berths: 12
  • From $2950 to $6900 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.6 m (49' 8")
  • Year: 2013
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!"

AMAZON CREEK - 4 Cabins - CNB 77 - South of France - Corsica - Ajaccio - Caribbean - Antigua
AMAZON CREEK
    4 Cabins - CNB 77 - South of France - Corsica - Ajaccio - Caribbean - Antigua
  • 4 Cabins Luxury Crewed Sailing Yacht
  • Length: 23.5 m
  • Year: 2009
  • Cabins: 2
  • Berths: 4
  • From $24000 to $30000 per week
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Crewed
  • Type: Sail
  • Length: 23.5 m (79' 10")
  • Year: 2009
From $24000 to $30000
per week

BOATBOOKINGS SAYS:
"High sailing performance with generous interior spaces."

REE - 115ft Valdettaro - 5 Cabins - Caribbean - Italy - French Riviera - Monaco - Turkey - Croatia
REE
    115ft Valdettaro - 5 Cabins - Caribbean - Italy - French Riviera - Monaco - Turkey - Croatia
  • 115ft Valdettaro Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 1996 - refitted 2011
  • Cabins: 5
  • Berths: 10
  • From $52000 to $68250 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 1996 - refitted 2011
From $52000 to $68250
per week

BOATBOOKINGS SAYS:
"A luxury yacht offering a great layout for both couples and families"

EROS - 35m Staystill Schooner - 4 Cabins - New England - Newport,RI - Caribbean - BVIs
EROS
    35m Staystill Schooner - 4 Cabins - New England - Newport, RI - Caribbean - BVIs
  • 35m Staystill Schooner Luxury Crewed Sailing Yacht
  • Length: 35 m
  • Year: 1938 - refitted 2010
  • Cabins: 4
  • Berths: 6
  • From $44000 to $49000 per week
Details Enquire
  • Berths: 6
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 35 m (119' 8")
  • Year: 1938 - refitted 2010
From $44000 to $49000
per week

BOATBOOKINGS SAYS:
"A beautiful traditional sailing schooner sure to make your charter unforgettable!"

CHRONOS - Ark Yachts 180 - 13 Cabins - Monaco - St Tropez - Portofino - BVI - Antigua
CHRONOS
    Ark Yachts 180 - 13 Cabins - Monaco - St Tropez - Portofino - BVI - Antigua
  • Ark Yachts 180 Luxury Crewed Sailing Yacht
  • Length: 60 m
  • Year: 2013
  • Cabins: 13
  • Berths: 26
  • From €55000 per week
Details Enquire
  • Berths: 26
  • Cabins: 13
  • Crew: Crewed
  • Type: Sail
  • Length: 60 m (204' )
  • Year: 2013
From €55000
per week

Bavaria Vision 46 - 2 + 1 Cabins - Tortola,BVI
Bavaria Vision 46
    2 + 1 Cabins - Tortola, BVI
  • 2 + 1 Cabins Bareboat Sailing Yacht
  • Length: 14 m
  • Year: 2014
  • Cabins: 3
  • Berths: 5
  • From $4495 to $6495 per week
Details Enquire
  • Berths: 5
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14 m (47' 8")
  • Year: 2014
From $4495 to $6495
per week

BOATBOOKINGS SAYS:
"A real headturner with exceptional performance"

Lagoon 450 F - 4 + 2 Cabins(4 Double 2 Single)- 2018 - La Paz - Mexico
Lagoon 450 F
    4 + 2 Cabins (4 Double 2 Single) - 2018 - La Paz - Mexico
  • 4 + 2 Cabins (4 Double 2 Single) Bareboat Sailing Yacht
  • Length: 13.97 m
  • Year: 2018
  • Cabins: 6
  • Berths: 12
  • From $5058 to $10794 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.97 m (47' 5")
  • Year: 2018
From $5058 to $10794
per week

BOATBOOKINGS SAYS:
"Bask in the sun while sailing in this magnificent Lagoon 450 F!"

Oceanis 45 - 4 Cabins - Tortola - British Virgin Islands
Oceanis 45
    4 Cabins - Tortola - British Virgin Islands
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 45.5 m
  • Year: 2013
  • Cabins: 4
  • Berths: 8
  • From $3350 to $5200 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 45.5 m (154' 2")
  • Year: 2013
From $3350 to $5200
per week

BOATBOOKINGS SAYS:
"A sleek modern mono hull- great fun in the BVI!"

Dufour 520 Grand Large - 5 Cabins - 2020 - La Paz - Mexico
Dufour 520 Grand Large
    5 Cabins - 2020 - La Paz - Mexico
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.2 m
  • Year: 2020
  • Cabins: 5
  • Berths: 12
  • From $3408 to $7332 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.2 m (51' 8")
  • Year: 2020
From $3408 to $7332
per week

BOATBOOKINGS SAYS:
"A Dufour 520 GL perfect for families or large groups sailing out of La Paz!"

Hanse 455 - 3 cabins(3 double)- 2018 - Tortola
Hanse 455
    3 cabins (3 double) - 2018 - Tortola
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 46 m
  • Year: 2018
  • Cabins: 4
  • Berths: 4
  • From $4515 to $6720 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 46 m (156' 4")
  • Year: 2018
From $4515 to $6720
per week

BOATBOOKINGS SAYS:
"Stunning Hanse 455 perfect for a large group of friends or family to explore the dazzling islands of the BVI!"

NO REGRETS
NO REGRETS
  • Bareboat Sailing Yacht
  • Length: 16.8 m
  • Year: 2013
  • Cabins: 4
  • Berths: 6
  • From $6400 to $8900 per week
Details Enquire
  • Berths: 6
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 16.8 m (57' )
  • Year: 2013
From $6400 to $8900
per week

BOATBOOKINGS SAYS:
"The ultimate cruising yacht, with exceptional seafaring qualities."

Sun Odyssey 469 - 4 Cabins - Tortola - BVI
Sun Odyssey 469
    4 Cabins - Tortola - BVI
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 14.05 m
  • Year: 2013
  • Cabins: 4
  • Berths: 8
  • From $4000 to $6000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.05 m (47' 1")
  • Year: 2013
From $4000 to $6000
per week

BOATBOOKINGS SAYS:
"A wonderful vessel perfectly adapted to sail the BVIs!"

Bavaria 45 - 3 Cabins - Grenada
Bavaria 45
    3 Cabins - Grenada
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.3 m
  • Year: 2011
  • Cabins: 3
  • Berths: 6
  • From $3395 to $4995 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.3 m (48' 2")
  • Year: 2011
From $3395 to $4995
per week

BOATBOOKINGS SAYS:
"An award-winning monohull yacht, the Bavaria 45 is a perfect holiday option for island hopping."

THOXA VII
THOXA VII
  • Bareboat Sailing Yacht
  • Length: 12.17 m
  • Year:
  • Cabins: 3
  • Berths: 6
  • From $1995 to $4950 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.17 m (41' 5")
  • Year:
From $1995 to $4950
per week

BOATBOOKINGS SAYS:
"Sail the Caribbean in comfort and speed in this lovely Dufour."

Top Rated Yachts
  • MARIANN - Fountaine Pajot Saba 50 - 3 Cabins - St Thomas - St John - Virgin Gorda - Tortola:

    MARIANN - Fountaine Pajot Saba 50

    Details
  • SCORPION - San Lorenzo 46m - 5 Cabins - Amalfi Coast - St Tropez - Naples - Sicily - Monaco - Cannes- Sardinia

    SCORPION - San Lorenzo 46m

    Details
  • MAHASATTVA - Lagoon 620 - 4 Cabins - St Thomas - St John - Virgin Islands.

    MAHASATTVA - Lagoon 620

    Details
  • TELLSTAR - Lagoon Seventy 7 - 4 Cabins - Tortola - St Thomas - Virgin Islands - Virgin Gorda

    TELLSTAR - Lagoon Seventy 7

    Details
  • ALIVE! - Fountaine Pajot Sanya 57 - 5 Cabins - BVI - Tortola - Jost Van Dyke - Peter Island - Anegada

    ALIVE! - Fountaine Pajot Sanya 57

    Details
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