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 🛠

Andiamo 92ft Symbol motor yacht at sea

M/Y ANDIAMO

92ft Symbol

6 Guests | 3 Cabins | 3 Crew

Available for New Year’s 2019/20 from $30,500/week plus all expenses 🍾

Operating in the Bahamas and Florida

OUI CHERIE, 52' Lagoon Catamaran based in the Caribbean

S/Y OUI CHERIE

52ft Lagoon catamaran

6 Guests | 3 Cabins | 2 Crew

20% off 6 nights+ charters starting Nov 2019-Jan 2020, not including holidays ❄️

From $20,500/week 

Operating in the Caribbean 

Andiamo 82ft Monte Fino motor yacht at sea

M/Y ANDIAMO

82ft Monte Fino

8 Guests | 4 Cabins | 3 Crew

Available for Christmas and New Year’s 2019 from $33,925/week plus all expenses 🎄🍾

Operating in the Bahamas and Florida

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

M/Y MONI

107ft Vicem

10 Guests | 5 Cabins | 6 Crew

Available for New Year’s 2019 in The Bahamas 🍾

From $58,000/week plus all expenses 

Operating in North America and The Bahamas

60ft Nexus sailing yacht catamaran on the ocean operating in the Caribbean

S/Y SILVER GIRL

60ft Nexus catamaran

7 Guests | 3 Cabins | 2 Crew

Available for Christmas 2019 from $30,000/week 🎄

From $18,000/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

Available in Harbour Island over Thanksgiving and Nov 11-15, 2019. No delivery fees. 🦃

From $31,500/week plus all expenses

Operating in the Bahamas and North America

Lady Deena II 101ft Hargrave M-Y at sea

M/Y LADY DEENA II

132ft Hargrave

8 Guests | 4 Cabins | 5 Crew

Available for Christmas 2019 in the BVIs from $51,750/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

7-8 person charters with children age 10 or under bunking together, use 6 person rates. Available for New Year’s 2019/20  🍾

From $16,800/week all inclusive

Operating in the Caribbean

Profile shot of 101ft Hargrave motor yacht CYNDERELLA

M/Y CYNDERELLA

101ft Hargrave

8 Guests | 4 Cabins | 5 Crew

Available for Christmas 2019 from $41,500/week plus all expenses 🎄

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

Main shot of 62ft Lagoon catamaran sailing yacht BAGHEERA

S/Y BAGHEERA

62ft Lagoon 620 catamaran

8 Guests | 4 Cabins | 3 Crew

Winter 2019/20: Book roundtrip BVI ports and take $650 off 7-night charter rate. 

From $29,500/week plus all expenses

Operating in the Bahamas and 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

$1,000 off for charters taking place Nov 1-Dec 18, 2019 or $400 Sleep Aboard night. Regularly from $20,000/week plus all expenses 

Operating in the Virgin Islands

Lady Leila 132ft Horizon M-Y at sea

M/Y LADY LEILA

132ft Horizon

10 Guests | 5 Cabins | 8 Crew

Available in the Caribbean for Christmas and New Year’s 2019 from $126,500/wk plus expenses 🎄🍾

Operating in the Caribbean

Never Enough 140ft Feadship M-Y at sea

M/Y NEVER ENOUGH

140ft Feadship

10 Guests | 5 Cabins | 7 Crew

Available for Christmas 2019 in the BVIs 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

Available for Christmas.🎄 Also, charters booked up to Dec 15, 2019 either take off $1500 for a 7-night charter or 8 nights for the price of 7 (pro rata for less than 7 nights) 

From $25,000/wk all inclusive

Operating in the Caribbean Virgin Islands

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

20% off 6 nights+ charters starting Nov 2019-Jan 2020, not including holidays ❄️

From $31,500/week all-inclusive

Operating in the 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.

Rainbow over sailing catamaran SEA BOSS Caribbean Yachting Comeback

S/Y SEA BOSS

60ft Horizon power catamaran

6 Guests | 3 Cabins | 2 Crew

Available for Christmas 2019 from $35,750/week all-inclusive 🎄

Operating in the Caribbean

Westport 130' FAR NIENTE

M/Y FAR NIENTE

130ft Westport

10 Guests | 5 Cabins | 7 Crew

Available for Christmas 2019 from $130,000/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

Available for Christmas 2019 from $110,000/week plus all expenses 🎄

Operating in the Bahamas and Caribbean

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

20% off 6 nights+ charters starting Nov 2019-Jan 2020, not including holidays ❄️

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

20% off 6 nights+ charters starting Nov 2019-Jan 2020, not including holidays ❄️

From $15,500/week plus all expenses

Operating in the Caribbean

Karma 50ft Lagoon S-Y catamaran at anchor

S/Y KARMA

50ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

20% off 6 nights+ charters starting Nov 2019-Jan 2020, not including holidays ❄️

From $16,000/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

Available in The Caribbean for Christmas and New Year’s. From $60,000/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

10% off 6 nights+ charters beginning in 2019, not including holidays ❄️

From $18,000/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

20% off 6 nights+ charters starting Nov 2019-Jan 2020, not including holidays ❄️

From $15,500/week plus all expenses

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

$2000 off listed rate on min. 7 nights, taking place in Nov or Dec 2019. Does not include holidays. 🍁❆

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 motor yacht LADY JOY's many toys

M/Y LADY JOY

157ft Christensen

12 Guests | 6 Cabins | 11 Crew

Available Christmas week in The Grenadines. 

Special Christmas week rate, from $189,000/week plus all expenses 🎄

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

Main shot of 56ft sailing yacht Lagoon catamaran PLAYTIME

M/Y PLAYTIME

56ft Lagoon catamaran

8 Guests | 4 Cabins | 2 Crew

$17-35,000/week plus all expenses

Operating in the Caribbean Virgin Islands

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

Main shot of 142ft_Richmond motor yacht FAR FROM IT

M/Y FAR FROM IT

142ft Richmond

10 Guests | 5 Cabins | 9 Crew

From $135,000/week plus all expenses

Operating in the Bahamas, Caribbean and North America 

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

Main shot of motor yacht INTERVENTION at sea.

M/Y INTERVENTION

100ft Azimut

8 Guests | 4 Cabins | 5 Crew

Available for Christmas and New Year’s in Florida and The Bahamas. From $48,500/week plus all expenses 🎄🍾

Operating in the Bahamas, Caribbean and North America

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

Available in the Virgin Islands Jan 19-Feb 19 for special rate from $99,000/week plus expenses 

 

Operating in the Bahamas and Caribbean

S/Y DEEP BLUE

46ft Leopard Catamaran

6 Guests | 3 Cabins | 2 Crew

From $11,850/wk plus all expenses

Operating in the Caribbean

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

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

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

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

S/Y REE

115ft Cantiere Valdettaro

5 Cabins | 10 Guests | 6 Crew

Regularly from $52,000/week plus all expenses

Operating in North America, Caribbean and the West Mediterranean

115ft Benetti motor yacht BRUNELLO cruising in the Caribbean

M/Y BRUNELLO

115ft Benetti

9 Guests | 4 Cabins | 6 Crew

From $85,000/week plus all expenses

Operating in the Bahamas and the Caribbean

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

Main shot of 173ft Feadship motor yacht CYNTHIA

M/Y CYNTHIA

182ft Feadship

10 Guests | 5 Cabins | 13 Crew

From $310,000/week plus all expenses

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

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

50ft Privilege sailing catamaran XENIA 50 moored in The Caribbean

S/Y XENIA 50

50ft Privilege catamaran

6 Guests | 3 Cabins | 2 Crew

10% off available dates Nov 1-Dec 19, 2019 for 7-night minimum charters  ❄️

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

10% off available dates Nov 1-Dec 19, 2019 for 7-night minimum charters ❄️

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

10% off available dates Nov 1-Dec 19, 2019 for 7-night minimum charters ❄️

From $44,000/week plus all expenses

Operating in The Caribbean

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

S/Y SHANGRI LA

52ft Lagoon catamaran

8 Guests | 4 Cabins | 3 Crew

Available for New Year’s Eve 2019🍾

From $35,000/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

Special rate for charter over Thanksgiving   
in Florida and The Bahamas 🦃

From $135,000/week plus all expenses

Operating in Florida and The Bahamas

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

Available for 5-night Christmas charter, Dec 23-28, 2019; includes full-board and pick-up/drop-off in Red Hook, St. Thomas. 🎄

From $17,950/week plus all expenses

Operating in The Caribbean