“You Make the Memories, We’ll Make the Arrangements”

Virgin Islands Sailboat Charter

Good News! Virgin Islands sailboat charter STARGAZER is back in the Virgin Islands! It’s very sad to hear that SUBLIME, SANDCASTLE, and DRUMBEAT were all badly damaged in Hurricane IRMA at Virgin Gorda Yacht Harbor. The older Irwins are beautiful sailing machines.

The happy news is that Cactus and Betsy took STARGAZER south to Grenada for the summer and after making a humanitarian relief run, she’s now back in the Virgin Islands, undamaged and available for charter!

virgin islands sailboat charter stargazer
BVI Sailboat Stargazer

Beautifully Updated and Refitted! Virgin Islands Sailboat Charter Stargazer comes ready to sail with an amazing crew and reasonable prices.


  • 75 Ft Irwin Sailing Yacht
  • Sleeps 6 Guests in 1 King(s), 2 Double(s)
  • 2 pax in Grande Master Ensuite Stateroom
  • 3-4 pax = master ensuite plus the large ensuite cabin
  • 5-6 pax = port and starboard ensuite cabins plus grande master ensuite cabin
  • All heads are electric.
  • The boat has 7′ headroom throughout.

Complete 2016 Refit

  • 1 King(s), 1 Double(s)
  • Generator & Inverter
  • Air conditioning
  • Deck shower
  • Cockpit cushions
  • Cockpit table
  • Barbecue
  • Full awning & Bimini
  • Hood electric stowaway sails

Captain and Crew

Captain Darren Jackson comes from a long line of mariners. He was born and raised on a sailboat in the Caribbean, and sailing since he was 5 years old. At 8 years old he started racing optimists and hasn’t stopped since.

His passion for sailing and the water brought him to racing in regattas in the Caribbean for the past three years along with captaining several vessels, including several sailing catamarans and a 65ft Schooner. He looks forward to showing you all the wonders of his home.

Chef/First Mate Melissa DiFilippo grew up in Rhode Island and spent her summers on Cape Cod where she learned to sail. She lived and worked in the Narragansett Bay area for many years, and has a deep-rooted passion for sailing and the sea. She moved from Rhode Island to the Virgin Islands to pursue a dream of working on a charter sailing yacht.

Wes Schlack, to ensure that their guests receive top-notch service and attention. Wes was born in LA to a military family. They settled in South Dakota where Wes worked on the family ranch for 13 years. Tired of ranch life and the small town, Wes joined the Army in search of adventure.

Rates are based on seven nights

  • 2 guests in Grande Master Ensuite Stateroom @ only $13,000.
  • 3-4 guests for Master Ensuite and Large Ensuite Cabin @ only $15,000.
  • 5-6 guests include Port and Starboard Ensuite cabins, and Grande Master Ensuite Cabin @ only $17,000

Additional Rate Details:

  • CHRISTMAS RATES:$15,000 (Up to 4 guests)
  • NEW YEARS RATES: $18,000 (Up to 4 guests)
    • $150 off / person
    • *3 lunches and 4 dinners ashore at the guest’s expense
  • CHILD DISCOUNT: $250 off for each child aged 12 and under.

Learn More about the Virgin Islands sailboat charter Stargazer. Contact BVISAIL Charters, a division of CKIM Group.

Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.