Holiday Yacht Charter Specials

Make fun family getaways and romantic retreats your new holiday tradition! Holiday yacht charters offer exciting new ways to celebrate  special gathering times for family and friends. This page lists the latest in holiday yacht charter Specials including great deals, extraordinary destinations, customized itineraries, award-winning boats and Top Yacht Chefs. 

Experience secret anchorages and bays where many yachts and cruise ships cannot go. Enjoy your chefs’ creations that have been 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 🛠

Mimbaw 42ft Lagoon sailing yacht catamaran in the Caribbean

S/Y MIMBAW

42ft Lagoon

6 Guests | 3 Cabins | 2 Crew

Available for Christmas 2019 in The Caribbean from $8,990/week plus all 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

Zingara 76ft Matrix S-Y Catamaran with her many water toys sailing yacht catamaran in the Caribbean

S/Y ZINGARA

76ft Matrix

10 Guests | 5 Cabins | 4 Crew

Available for Christmas 2019 in The Caribbean from $38,900/week plus all expenses 🎄

Operating in the Caribbean

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/week plus expenses 🎄🍾

Operating in the Caribbean

Nutmeg 50ft St Francis sailing yacht catamaran in the Caribbean

S/Y NUTMEG

50ft St Francis

8 Guests | 4 Cabins | 2 Crew

Available for Christmas 2019 in The Caribbean from $15,120/week plus all expenses 🎄

Operating in the Caribbean

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

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

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

OUI CHERIE, 52' Lagoon Catamaran based in the Caribbean

S/Y OUI CHERIE

52ft Lagoon Catamaran

6 Guests | 3 Cabins | 2 Crew

Available for Christmas 2019 in The Caribbean from $31,000/week 🎄

Operating in the Caribbean 

 

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 plus all expenses 🎄

Operating in the Caribbean 

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

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

47ft Leopard Catamaran at anchor in the Caribbean

S/Y PISCES

47ft Leopard catamaran

6 Guests | 3 Cabins | 3 Crew

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

From $16,800/week all-inclusive

Operating in the Caribbean

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 Babac 76ft Lagoon Catamaran sailing yacht sailing on the ocean

S/Y BABAC

76ft Lagoon

8 Guests | 4 Cabins | 3 Crew

Available for Christmas 2019 from $75,000/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

$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

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/week all-inclusive

Operating in the Caribbean Virgin Islands

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

162ft Foxy Lady Lagoon sailing yacht at sea in The Caribbean

S/Y FOXY LADY

62ft Lagoon catamaran

8 Guests | 4 Cabins | 3 Crew

Available Nov 15-30, 2019. From $27,000/week plus all expenses  🦃

CHRISTMAS/NEW YEARS: 1-8 guests. From $38,000. 7-night minimum. 🎄🍾

Operating in the Caribbean Virgin Islands