Caribbean Yacht Charter Specials

Private Caribbean yacht charters offer outstanding options for fun family getaways and romantic retreats! This page lists the latest in Caribbean yacht charter Specials including great deals, extraordinary destinations, customized itineraries, award-winning boats and Top Yacht Chefs. 

The chain of Caribbean Islands popular for chartering are the US and British Virgin Islands (most popular due to easy island hopping within a weeks vacation time), Spanish Virgin Islands,The Bahamas, St. Martin, St. Bart’s, St. Kitts, Nevis, Antigua and Barbuda, Guadeloupe, Dominica, Martinique, St. Lucia, St. Vincent and the Grenadines. Experience secret anchorages and bays where cruise ships cannot go. Enjoy your chefs’ creations, customized to your dietary requests. Gain intimate knowledge of the history and culture of the islands and have a vacation without any responsibilities except to enjoy each day.

Find Specials that work for your holiday schedule: Christmas 🎄  Hanukkah 🕎  New Year’s 🍾  Thanksgiving 🦃  Easter 🐰  Memorial Day 🇺🇸  Fourth of July 🎇  Labor Day 🛠 Winter ❄️ Spring 🌷 Summer ☀️ Fall 🍁

Main shot of 62ft Lagoon catamaran sailing yacht BAGHEERA

S/Y BAGHEERA

62ft Lagoon 620 catamaran

8 Guests | 4 Cabins | 3 Crew

Summer 2020 June 1 – Aug 31 Available in the Grenadines from $30,500. ☀️

From $29,500/week plus all expenses

Operating in the Bahamas and Caribbean

142ft Palmer & Johnson motor yacht LADY J cruising in Caribbean waters around St. Lucia

M/Y LADY J

142ft Palmer Johnson

12 Guests | 5 Cabins | 9 Crew

From $109,000/week plus expenses 

Operating in the Bahamas and Caribbean

Lolalita with toys and floating friends and family circle 65ft Sailing catamaran

S/Y LOLALITA

65ft Privilege Yard bespoke catamaran

8 Guests | 4 Cabins | 3 Crew

From $27,000/week plus all expenses

Operating in the Caribbean

45ft Lagoon S-Y Catamaran LUNA is available in The Caribbean and The Bahamas

S/Y LUNA

45ft Lagoon catamaran

6 Guests | 3 Cabins | 3 Crew

Free St Thomas pickup/drop off for NEW bookings Nov 2020-July 2021 ❄️

From $17,950/week plus all expenses

Operating in the Caribbean

OUI CHERIE, 52' Lagoon Catamaran based in the Caribbean

S/Y OUI CHERIE

52ft Lagoon catamaran

6 Guests | 3 Cabins | 2 Crew

Normally from $20,500/week 

Operating in the Caribbean 

91ft Horizon motor yacht AQUA LIFE at anchor in its cruising area, The Caribbean and The Bahamas

M/Y AQUA LIFE

91ft Horizon

8 Guests | 4 Cabins | 4 Crew

From $49,995/week plus all expenses

Operating in the Caribbean and the Bahamas

Andiamo 92ft Symbol motor yacht at sea

M/Y ANDIAMO

92ft Symbol

6 Guests | 3 Cabins | 3 Crew

From $27,500/week plus all expenses

Operating in the Bahamas and Florida

Lady Leila 132ft Horizon M-Y at sea

M/Y LADY LEILA

132ft Horizon

10 Guests | 5 Cabins | 8 Crew

From $110,000/week plus all expenses

Operating in the Caribbean

60ft Horizon power catamaran OHANA at anchor in the Caribbean

S/Y OHANA

60ft Horizon power catamaran

7 Guests | 3 Cabins | 2 Crew

From $32,500/week plus all expenses before discount

Operating in the Caribbean Virgin Islands

Lady Deena II 101ft Hargrave M-Y at sea

M/Y LADY DEENA II

132ft Hargrave

8 Guests | 4 Cabins | 5 Crew

From $45,000/week plus all expenses

Operating in the Caribbean

Never Enough 140ft Feadship M-Y at sea Operating in the Caribbean, Bahamas and North America

M/Y NEVER ENOUGH

140ft Feadship

10 Guests | 5 Cabins | 7 Crew

From $115,000/week plus all expenses

Operating in the Caribbean

Main shot of 50ft Lagoon sailing catamaran AZURIA

S/Y AZURIA

50ft Lagoon catamaran

6 Guests | 3 Cabins | 2 Crew

From $25,000/wk all inclusive

Operating in the Caribbean Virgin Islands

Rainbow over sailing catamaran SEA BOSS Caribbean Yachting Comeback

S/Y SEA BOSS

60ft Horizon power catamaran

6 Guests | 3 Cabins | 2 Crew

From $30,500/week plus all expenses

Operating in the Caribbean

47ft Leopard Catamaran at anchor in the Caribbean

S/Y PISCES

47ft Leopard catamaran

6 Guests | 3 Cabins | 3 Crew

From $16,800/week all inclusive

Operating in the Caribbean

Westport 130' FAR NIENTE

M/Y FAR NIENTE

130ft Westport

10 Guests | 5 Cabins | 7 Crew

From $115,000/week plus all expenses

Operating in the Bahamas, Caribbean and North America

Main shot of 185ft Delta Marine motor yacht SEANNA

M/Y MY SEANNA

185ft Delta Marine

12 Guests | 6 Cabins | 12 Crew

From $287,000/week plus all expenses

Operating in the Bahamas, Caribbean, West Mediterranean and the East Mediterranean

MainShot_Callista_62ft_Lagoon_catamaran_S-Y

S/Y CALLISTA

62ft Lagoon 620

8 Guests | 4 Cabins | 3 Crew

From $32,000/week plus all expenses

Operating in the Caribbean Virgin Islands, Caribbean Leewards, Caribbean Windwards

Main shot of 145 ft Cheoy Lee motor yacht ISLAND HEIRESS

M/Y ISLAND HEIRESS 

145ft Cheoy Lee

12 Guests | 6 Cabins | 10 Crew

From $110,000/week plus all expenses

Operating in the Bahamas and Caribbean

107ft Vicem M-Y MONI at sea; available in Florida and The Bahamas

M/Y MONI

107ft Vicem

10 Guests | 5 Cabins | 6 Crew

From $58,000/week plus all expenses 

Operating in North America and The Bahamas

53' Beneteau S-Y catamaran ORYXX at sail

S/Y ORYXX

53ft Beneteau catamaran

6 Guests | 3 Cabins | 2 Crew

From $14,000/week plus all expenses

Operating in the Caribbean 

90ft Cheoy Lee motor yacht WINDWARD at sea in the Bahamas

M/Y WINDWARD

90ft Cheoy Lee

6 Guests | 3 Cabins | 3 Crew

From $31,500/week plus all expenses

Operating in the Bahamas and North America

56ft Lagoon sailing yacht catamaran Viramar sails in the Caribbean Virgin Islands

S/Y VIRAMAR

56ft Lagoon catamaran

8 Guests | 5 Cabins | 2 Crew

From $23,500/week plus all expenses

Operating in the Caribbean 

MainShot of The Big Dog 62ft Leopard Catamaran sailing yacht

S/Y THE BIG DOG

62ft Leopard catamaran

8 Guests | 4 Cabins | 2 Crew

From $21,900/week plus all expenses

Operating in the Caribbean

170ft motor Oceanco motor yacht LAZY Z stern view with slide, toys and tenders

M/Y LAZY Z

170ft Oceanco

12 Guests | 6 Cabins | 12 Crew

From $224,000/week plus all expenses

Operating in the Caribbean, West Mediterranean and the Bahamas

Stop Work Order 52ft Lagoon Catamaran at sea

S/Y STOP WORK ORDER

52ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

$1,000 off charters 6 nights or more. Valid for charters starting in Nov 2020 – Jan 2021. Not including Christmas or New Year’s ❄️

From $15,000/week plus all expenses

Operating in the Caribbean

Tabula Rasa 57ft Lagoon S-Y Catamaran at sea

S/Y TABULA RASA

57ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

$1,000 off charters 6 nights or more. Valid for charters starting in Nov 2020 – Jan 2021. Not including Christmas or New Year’s ❄️

From $15,500/week plus all expenses

Operating in the Caribbean

Better Days 50ft Lagoon S-Y Catamaran at sea

S/Y BETTER DAYS

50ft Lagoon catamaran

6 Guests | 3 Cabins | 2 Crew

$1,000 off charters 6 nights or more. Valid for charters starting in Nov 2020 – Jan 2021. Not including Christmas or New Year’s ❄️

From $15,500/week plus all expenses

Operating in the Caribbean

116ft Holland Jachtbouw sailing yacht Whisper operating in North America

S/Y WHISPER

116ft Holland Jachtbouw

6 Guests | 3 Cabins | 5 Crew

From $55,000/week plus all expenses

Operating in the Bahamas, Caribbean, West Mediterranean and the Central America

52' Lagoon in the Caribbean

S/Y ISLAND HOPPIN’

52ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

$1,000 off charters 6 nights or more. Valid for charters starting in Nov 2020 – Jan 2021. Not including Christmas or New Year’s ❄️

From $18,000/week plus all expenses

Operating in the Caribbean

Andiamo 82ft Monte Fino motor yacht at sea

M/Y ANDIAMO

82ft Monte Fino

8 Guests | 4 Cabins | 3 Crew

From $26,900/week plus all expenses

Operating in the Bahamas and Florida

Profile of Twin Flame 62ft Lagoon sailing yacht catamaran at sea in The Bahamas

S/Y TWIN FLAME (formerly Split Second)

62ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

$1,000 off charters 6 nights or more. Valid for charters starting in Nov 2020 – Jan 2021. Not including Christmas or New Year’s ❄️

From $31,500/week all-inclusive

Operating in the Caribbean

62ft Privilege sailing catamaran LUAR at sail in The Caribbean

S/Y LUAR

62ft Privilege catamaran

6 Guests | 3 Cabins | 2 Crew

From $23,750/week plus all expenses

Operating in the Bahamas, Caribbean, West Mediterranean and the Central America

A fly board and SkiDoo are two of 157ft motor yacht LADY JOY's many toys

M/Y LADY JOY

157ft Christensen

12 Guests | 6 Cabins | 11 Crew

From $189,000/week plus all expenses

Operating in the Bahamas, Caribbean, East and West Mediterranean

Main shot of 130ft motor yacht RELENTLESS at sea

M/Y RELENTLESS

130ft Westport

10 Guests | 5 Cabins | 9 Crew

From $95,000/week plus all expenses

Operating in the Caribbean 

Main shot of 92ft Rayburn motor yacht ANNDRIANNA

M/Y ANNDRIANNA

92ft Rayburn

6 Guests | 3 Cabins | 4 Crew

From $38,000/week plus all expenses

Operating in the Bahamas

130ft Westport Motor yacht Aphrodite cruises in the Bahamas Caribbean

S/Y APHRODITE

56ft Lagoon catamaran

10 Guests | 5 Cabins | 7 Crew

From $110,000/week plus all expenses

Operating in the Bahamas

150ft Palmer Johnson motor yacht Grey Matters with jet skis. Operating in the Bahamas

M/Y GREY MATTERS

150ft Palmer Johnson

10 Guests | 5 Cabins | 8 Crew

From $140,000/week plus all expenses

Operating in the Bahamas, Caribbean and North America

Starboard image from above of Johnson 2008 motor yacht DIAMOND GIRL

M/Y DIAMOND GIRL

103ft Johnson 2008

8 Guests | 4 Cabins | 5 Crew

From $47,000/week plus all expenses

Operating in the Bahamas, Caribbean and North America

S/Y DEEP BLUE

46ft Leopard Catamaran

6 Guests | 3 Cabins | 2 Crew

From $11,850/wk plus all expenses

Operating in the Caribbean

Main shot of motor yacht INTERVENTION at sea.

M/Y INTERVENTION

100ft Azimut

8 Guests | 4 Cabins | 5 Crew

From $48,500/week plus all expenses

Operating in the Bahamas, Caribbean and North America

Karma 50ft Lagoon S-Y catamaran at anchor

S/Y KARMA

50ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

$1,000 off charters 6 nights or more. Valid for charters starting in Nov 2020 – Jan 2021. Not including Christmas or New Year’s ❄️

From $16,000/week plus all expenses

Operating in the Caribbean

118ft Inace motor yacht ZULU on the water aerial photo

M/Y ZULU

118ft Inace

10 Guests | 5 Cabins | 7 Crew

From $110,000/week plus all expenses

Operating in the Caribbean and the West Mediterranean

Profile shot of 112ft motor yacht SUGARAY at sea

M/Y SUGARAY

112ft Ocean Alexander

10 Guests | 5 Cabins | 6 Crew

$72,500/week plus all expenses

Operating in the Bahamas, Caribbean and No America

115ft Ree 115ft Valdettaro Shipyard sailing yacht REE at sea

S/Y REE

115ft Cantiere Valdettaro

5 Cabins | 10 Guests | 6 Crew

From $52,000/week plus all expenses

Operating in North America, Caribbean and the West Mediterranean

Head on shot of 128ft Hakvoort motor yacht REVELRY at sunset

M/Y REVELRY

128ft Hakvoort

10 Guests | 5 Cabins | 8 Crew

From $120,000/week plus all expenses

Operating in the Caribbean and West Mediterranean

The 155ft Christensen motor yacht LOON offers the ultimate package for water toys and scuba diving in the Caribbean

M/Y LOON

155ft Christensen

10 Guests | 6 Cabins | 9 Crew

From $148,500/week plus all expenses

Operating in the Bahamas and Caribbean

Main shot of 56ft Lagoon catamaran sailing yacht STERLING

S/Y STERLING

56ft Lagoon catamaran

6 Guests | 4 Cabins | 2 Crew

From $23,500-28,500/week plus all expenses

Operating in the Bahamas and Caribbean

157ft Trinity motor yacht REBEL with its Everglade tender in shallow Caribbean water

M/Y REBEL

157ft Trinity

10 Guests | 5 Cabins | 9 Crew

From $155,000/week plus all expenses

Operating in the Bahamas, Caribbean, Central America and the North America.

50ft Privilege sailing catamaran XENIA 50 moored in The Caribbean

S/Y XENIA 50

50ft Privilege catamaran

6 Guests | 3 Cabins | 2 Crew

From $19,000/week plus all expenses

Operating in The Caribbean

62ft Privilege sailing Catamaran Xenia moored in The Caribbean

S/Y XENIA 62

62ft Privilege catamaran

8 Guests | 4 Cabins | 2 Crew

From $25,500/week plus all expenses

Operating in The Caribbean

74ft Privilege sailing catamaran XENIA 74 moored in The Craibbean

S/Y XENIA 74

74ft Privilege catamaran

8 Guests | 4 Cabins | 4 Crew

From $44,000/week plus all expenses

Operating in The Caribbean

Main shot of 58' sailing yacht catamaran YES DEAR in the Caribbean

S/Y YES DEAR

58ft Voyage Catamaran

10 Guests | 5 Cabins | 2 Crew

From $19,700/week plus all expenses

Operating in the Virgin Islands

52ft Lagoon S-Y Catamaran Shangri La operating in The Caribbean

S/Y SHANGRI LA

52ft Lagoon catamaran

8 Guests | 4 Cabins | 3 Crew

From $18,900/week plus all expenses

Operating in the Caribbean

150ft Trinity motor yacht CLAIRE cruising along the coastline is available in Florida and The Bahamas

M/Y CLAIRE

150ft Trinity

11 Guests | 5 Cabins | 9 Crew

From $135,000/week plus all expenses

Operating in Florida and The Bahamas

Main shot profile of 162ft Christensen motor yacht REMEMBER WHEN

M/Y REMEMBER WHEN

162ft Christensen

12 Guests | 6 Cabins | 11 Crew

From $230,000/week plus all expenses

Operating in the Bahamas, Caribbean and North America

116ft Azimut motor yacht TAIL LIGHTS at sea

M/Y TAIL LIGHTS

116ft Azimut

12 Guests | 5 Cabins | 6 Crew

From $75,000/week plus all expenses

Book 7 nights or more, get 1 night free for bookings through August

Operating in North America, the Caribbean, and the  Bahamas

Profile shot of 101ft Hargrave motor yacht CYNDERELLA

M/Y CYNDERELLA

101ft Hargrave

8 Guests | 4 Cabins | 5 Crew

From $43,500/week plus all expenses

Georgetown to Nassau – April/May no relocation fee and complimentary early boarding!

Operating in New England, Chesapeake, Caribbean, Bahamas and  Florida