Award winning crewed charter yachts available in the Caribbean
The following yachts won awards at crewed charter yacht shows in the Caribbean. Winners were chosen by attending charter brokers and culinary experts. For the "Best Yacht" categories judges considered the whole spectrum of qualities that make a yacht and crew a winning combination for you as charter guests. These awards can help you choose the best charter yachts for your vacation within categories that you care most about.
Winner Best Entree, St Thomas 2019
Guest cabins (4): 4 Double en-suite cabins with A/C
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $16,500 for 2 passengers to $20,500 8 passengers
Best In Show 55ft, St Thomas 2019
Guest cabins (4): 3 Queen en-suite cabins & 1 Double with A/C
Scuba: 3 dives per week included for certified divers
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $20,500 for 2 passengers to $25,000 8 passengers
Best in Show 66ft and up, St Thomas 2019
Guest cabins (4): 3 King, 1 Twin (can be converted to King bed) en-suite cabins with A/C
Rate excludes: All expenses which are on average 20 to 35% on top of the charter rate
Scuba: Scuba diving is available for certified divers
Home Port: Yacht Haven Grande, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $55,000 for 2 passengers to $55,000 + expenses 8 passengers
Best in Show Overall, Tortola 2019
Guest cabins (4): 1 Master Queen, 3 Queen (1 can convert to Twin) en-suite cabins with A/C
Scuba: Diving is included for Certified Divers, maximum 3 dives per week.
Home Port: Nanny Cay, Tortola in the British Virgin Islands
Nearest airport: Beef Island (EIS- connected to Tortola by road) or St Thomas (STT - 50 minute ferry to Tortola).
Weekly Charter Rates from $58,000 for 2 passengers to $59,500 8 passengers
Best Chef Overall, Tortola 2019
Guest cabins (4): 1 Master Queen, 3 Queen en-suite cabins with A/C
Home Port: Nanny Cay, Tortola in the British Virgin Islands
Nearest airport: Beef Island (EIS- connected to Tortola by road) or St Thomas (STT - 50 minute ferry to Tortola).
Weekly Charter Rates from $27,000 for 2 passengers to $33,000 8 passengers
Best Catamaran in show over 52ft, St Thomas 2018
Voted best overall crew and yacht in show.
Guest cabins (3): 1 Master Queen, 2 Queen en-suite cabins with A/C
Home Port: Yacht Haven Grande, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $34,000 for 2 passengers to $38,000 6 passengers
Best Yacht Under 52ft, St Thomas 2018
Voted best overall crew and yacht in show 52ft and under.
Guest cabins (4): 1 Master Queen, 3 Queen (1 can be twin) en-suite guest cabins with A/C
Scuba: 3 dives per week included for certified divers, Discover Scuba course $150pp, Referral Open Water Dives $350pp.
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $22,500 for 2 passengers to $27,000 8 passengers
Best Yacht Runner Up Over 52ft, St Thomas 2018
Guest cabins (4): 3 Queen, 1 Twin en-suite cabins with A/C
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $21,500 for 2 passengers to $26,000 8 passengers
Best in Show, Tortola 2017
Voted best yacht and crew overall
Guest cabins (4): 4 Queen en-suite cabins with A/C
Scuba: Up to 3 dives included per week for certified divers, including all equipment.
Home Port: Nanny Cay, Tortola in the British Virgin Islands
Nearest airport: Beef Island (EIS- connected to Tortola by road) or St Thomas (STT - 50 minute ferry to Tortola).
Weekly Charter Rates from $30,000 for 2 passengers to $34,500 8 passengers
Best in show over 51ft, St Thomas 2017
Anastasia won Best Crew and Best Yacht Over 51ft at the St Thomas Show
Guest cabins (3): 1 Master King, 2 King en-suite cabins with A/C plus single v-berth
Scuba: 5 dives per week available for certified divers
Home Port: Nanny Cay, Tortola in the British Virgin Islands
Nearest airport: Beef Island (EIS- connected to Tortola by road) or St Thomas (STT - 50 minute ferry to Tortola).
Weekly Charter Rates from $26,000 for 2 passengers to $31,000 7 passengers
Best in show under 51ft, St Thomas 2017
Free Ingwe won Best Crew
Under 51ft, and runner up for Best Yacht Under 51ft
Guest cabins (3): 3 Double en-suite cabins with A/C
Scuba: Charter rate includes 7 dives for 7-night charters for certified divers. Charters less than 7 nights we will include 3 dives. No diving on first day or last day of charter. As always, the number of dives completed is dependent on weather conditions and desired itinerary/guests activity preferences. Discover Scuba and Open Water Referral available with additional cost.
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $12,000 for 2 passengers to $14,000 6 passengers
Top Chef, St Thomas 2017
Chef Rebecca from Anastasia won Best Entrée and
Best Dessert at the St Thomas Show, and runner-up for Best Entrée and Best Dessert at the Tortola Show.
Guest cabins (3): 1 Master King, 2 King en-suite cabins with A/C plus single v-berth
Scuba: 5 dives per week available for certified divers
Home Port: Nanny Cay, Tortola in the British Virgin Islands
Nearest airport: Beef Island (EIS- connected to Tortola by road) or St Thomas (STT - 50 minute ferry to Tortola).
Weekly Charter Rates from $26,000 for 2 passengers to $31,000 7 passengers
Runner Up for Best Yacht over 51ft, St Thomas 2017
We'd like to congratulate Jamie and Susannah for taking home 2 prestigious awards at the inaugural VIPCA Fall Show in St. Thomas. Island Hoppin's crew were awarded #1 THEMED YACHT for the "Roaring Twenties" yacht-hop and Runner-Up for BEST YACHT over 51'.
Guest cabins (4): 1 Master Queen, 3 Queen (1 can be twin) en-suite guest cabins with A/C
Scuba: 3 dives per week included for certified divers, Discover Scuba course $150pp, Referral Open Water Dives $350pp.
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $22,500 for 2 passengers to $27,000 8 passengers
Culinary Competition, Antigua 2017
1st Prize in the Culinary Contest for yachts under 125ft at the Antigua Yacht Show
Guest cabins (4): 1 King, 3 Queen guest cabins with A/C
Home Port: Marina Fort Louis, St Martin in the Caribbean Leeward Islands
Nearest airport: Princess Juliana International Airport (SXM).
Weekly Charter Rates from $29,000 for 2 passengers to $33,000 8 passengers
1st Place appetizer, St Thomas 2017
Missy won the USVI Charter Yacht Culinary Competition with her delicious shrimp and grits with red-eye gravy appetizer plate. Missy is not the only chef onboard, Travis is known for being quite the expert in the galley as well. Your palate will be pleased with this duo onboard Pisces!
Guest cabins (3): 3 double en-suite cabins with A/C
Home Port: Yacht Haven Grande, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $13,000 for 2 passengers to $15,000 6 passengers
How do I see Virgin Island crewed yachts that are available for my dates?
You can run an availability search on our website to see a list of yachts that are currently available for your dates that accommodate your group size and budget.
Enter your Guest numbers, target Weekly Budget and Start Date you are looking for and hit Search to see available yachts that meet your specifications:
