@2018 Charter Kai LLC



Whats new on KAI??




The past few years we have been migrating North after our Hurricane Irma, and Maria events in the USVI 2017, we have found ourselves making our way through the Bahamas many times, leaving us with a deep love for the Bahamas.

   After watching Dorian wipe away friends, and memories we decided we needed to go asap! With what we could remember needing after our two Cat 5 hurricanes back to back, we came up with a list.

  We brought thousands of pounds of supplies to the Abaco, bahamas. The supplies were all raised by local CT home town school foundations, and a Gofund me account on our Soical Media pages.. "Green Turtle Key Relief Vessel" 

  Our supplies consisted of 18, 5 gallon buckets of elastomeric paint, every 2" nail in Lowes and homedepot, cloths, tools consisting of saws, screwdrivers, hammer, tape measures and odds and ends from everyone, 4 50lb bags of rice, and of course water.

How did we giveback this year?





    Kai and her crew - Captain Justin and first mate Sarah- are looking to have YOU stay aboard during the cold winter months in the Caribbean! You can find Kai hanging out in the US & British Virgin Islands. We specialize in week long charter vacations for parties of up to six. During your stay, we will float from island to island and see all the amazing wonders each has to offer. The boat is a 72 foot classic sailing vessel with ample space for relaxing, lounging, and living. If you want to know more check out our destination page and rates for more info and photos of her beautiful features.  

Chartering Kai


If you have found yourself reading this, then vacationing on a classic sailing vessel must be something that interests you! Trust us, she wants to take you on the waters...whether it be your first trip or your 12th time to revisit! Kai travels between New England in the summer, and the Caribbean in the winter time. On Kai, we can show you the regular hot spots, or take you to a secluded anchorage on your private beach. We love it all, and want to bring you to whatever place it may be!


Come play with us!!


            3 Cabins    

      2 Heads

 Spacious deck with

     bean bag chairs

 Stand up Paddle boards

2 Single Kayaks

Snorkel Gear


Two luxurious seating areas in the salon

  Covered cockpit with full wind and rain coverage