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.
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): 4 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 $21,000 for 2 passengers to $26,500 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 $18,900 for 2 passengers to $25,625 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 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 (4): 3 King, 1 Single en-suite cabins with A/C
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 $11,500 for 2 passengers to $13,500 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 (4): 3 King, 1 Single en-suite cabins with A/C
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): 4 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 $21,000 for 2 passengers to $26,500 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 $11,000 for 2 passengers to $13,000 6 passengers
Best Yacht & Crew in Show Overall, Tortola 2016
Overall winner of best yacht and crew in show.
Lir and her excellent crew of three are ready to show your group a great time exploring, dining and relaxing in the Caribbean.
Guest cabins (4): 1 Master King, 3 Queen en-suite cabins with A/C
Scuba: Up to 5 dives per week included for 4 certified divers
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $30,700 for 2 passengers to $34,300 8 passengers
Infused Water Competition Winner, St Thomas 2016
The purpose of the contest is to highlight the great taste of water produced on board, to show the creativity of the yacht chefs, and to demonstrate easy ways to eliminate the plastic.
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 $13,100 for 2 passengers to $18,800 8 passengers
2nd Place Culinary Competition for yachts up to 126ft, Antigua 2016
Guest cabins (4): 1 King, 2 Queen, 1 Twin 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 gear available on board, Dive Instructor on staff
Home Port: Yacht Haven Grande, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $60,000 for 2 passengers to $70,000 + expenses 8 passengers
2nd Place Culinary Competition for yachts 126ft to 164ft, Antigua 2016
Guest cabins (6): 4 King, 2 Triple en-suite cabins with A/C
Rate excludes: All expenses which are on average 20 to 35% on top of the charter rate
Home Port: Yacht Haven Grande, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $230,000 for 2 passengers to $250,000 + expenses 12 passengers
Runner up Best Catamaran in Show over 57ft, Tortola 2016
Guest cabins (3): 1 Master King, 2 King 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 $23,750 for 2 passengers to $25,750 6 passengers
Best in show under 57ft, Tortola 2016
Judged best yacht and crew combination from all attending catamarans under 57ft in length.
Winner two years in a row. Playtime has every upgrade the Lagoon factory offers and a crew that are fun, friendly and focused on providing a next- level service.
Guest cabins (4): 1 Master Queen, 2 Queen, 1 Twin en-suite cabins with A/C
Scuba: 3 dives per week included for certified divers. Scuba instruction also available.
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
Runner Up Best Catamaran under 57ft, Tortola 2016
Guest cabins (4): 4 Queen en-suite cabins with A/C
Scuba: 2 dives per week for up to 5 certified divers and gear are included for divers.
Home Port: Village Cay Marina, 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 $23,000 for 2 passengers to $27,000 8 passengers
Best Appetizer Under 60ft Runner Up, Tortola 2016
Guest cabins (3): 3 Queen en-suite cabins with A/C
Scuba: 1 dive per day, maximum 3 per week, included for certified divers in the Virgin Islands only.
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $17,100 for 2 passengers to $21,000 6 passengers
Best Dessert Under 60ft, Tortola 2016
Guest cabins (3): 3 Queen en-suite cabins with A/C
Scuba: 1 dive per day, maximum 3 per week, included for certified divers in the Virgin Islands only.
Home Port: Red Hook, St Thomas in the Virgin Islands
Nearest airport: St Thomas (STT).
Weekly Charter Rates from $17,100 for 2 passengers to $21,000 6 passengers
Best Appetizer Over 60ft, Tortola 2016
Guest cabins (4): 2 King, 2 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 $22,950 for 2 passengers to $30,000 8 passengers
Best Appetizer Over 60ft Runner Up, Tortola 2016
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 $30,000 for 2 passengers to $34,000 8 passengers
Best Catamaran over 57ft, Tortola 2015
Judged best yacht and crew combination from all attending catamarans OVER 57ft in length.
Beautiful 74ft Privilege catamaran is ready to impress along with her super crew team of four.
Guest cabins (4): 1 Master King, 3 Queen en-suite cabins with A/C
Scuba: 3 dives a week for certified divers, up to four divers per dive, includes 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 $38,700 for 2 passengers to $49,000 8 passengers
Best Lunch Entree, Tortola 2015
Winner of chef competition for the Lunch Entree category.
Guest cabins (5): 5 Queen (can be converted to Twin) en-suite guest 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 $30,000 for 2 passengers to $38,000 10 passengers
Runner Up Best Catamaran under 57ft, Tortola 2015
Blossom with Byron & Molly offer a refined, well executed charter vacation experience.
Guest cabins (2): 1 Master, 1 Queen 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 $13,400 for 2 passengers to $15,400 4 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:
