We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
About Charter Kai
week long charters in BVI and New England, day sails, sunset sails, honey moon trips and more.
Read more
Travelers talk about

Charter Kai
Booking unavailable on Tripadvisor

Want other options you can book now?
13Reviews0Q&A
Traveler rating
  • 12
  • 0
  • 0
  • 0
  • 1
Traveler type
Time of year
Language
Selected filters
  • Filter
  • English
Popular mentions
John DEVRIES wrote a review Feb 2021
11 contributions
+1
Regina and I had the trip if a life time. Sara and Justin were great. The food was amazing and they made sure we always stayed in calm waters every night. The way they really were prepared for all of our special requests including making us great desserts such as Key Lime pie and creme brulee was fantastic. They even mastered my perfect Manhattan and made Regina and I delicious Arancini as an app! When we wanted to eat outside they made us a table out of the SUP that was perfect! They are a lot of fun with no drama and we're always accommodating to our requests! 5 Stars!
Read more
Date of experience: January 2021
Helpful
Share
John Faith wrote a review Feb 2021
St. John2 contributions
Just finished a great trip with Charter Kai from St John to St Croix. Captain Justin Smith is a extremely knowledgeable sailor and Kai was laid out perfectly for our group of four. Sarah the first mate is a excellent cook. The food was incredible. I will definitely be taking more trips on Charter Kai. Five stars all the way around!
Read more
Date of experience: February 2021
Helpful
Share
Matt Finkes wrote a review Jan 2021
Columbus, Ohio1 contribution
Absolutely awesome! Everything about this trip had us planning our next one before we even left the boat. The food, views, experience were all once in a lifetime. Justin and Sarah were great hosts and guides. I would highly recommend them to anyone looking for this kind of experience.
Read more
Date of experience: January 2021
Helpful
Share
Angelina617 wrote a review Feb 2020
Boston, Massachusetts60 contributions50 helpful votes
Without a doubt, the highlight of our recent VI trip was our special time aboard KAI. She is a big, beautiful and very comfortable boat. Our family of five found ample space to hang all together playing games in the saloon or to find some alone time out on the deck. The boat had gorgeous woodwork throughout, holly and teak etc. Cabins were great size and had very cozy beds, interior tastefully decorated. We couldn't have picked more gracious hosts. Justin is clearly an attentive and very experienced captain. We were lucky enough to be able to enjoy some great wind and travel under sail which was a thrill for all. Sarah breezed back and forth as first mate and chef (no easy task) always with a ready smile. She prepared beautifully presented meals which were delicious and customized for our family - including a couple picky eaters. Her desserts were amazing! Our 12-yo daughter exclaimed one dinner of sirloin steak, cheesy mashed potatoes and bacon wrapped fresh green beans was the best meal she ever had and has already asked me to replicate 😲! As local guides they had tons of knowledge of the flora and fauna of the islands and knew some great spots off the beaten path which were interesting and provided spectacular views. Our kids loved trying tamarind and cactus fruit along the way. Justin and Sarah both had great senses of humor and instinctively knew how to spend just the right amount of time alongside us. We highly recommend sailing aboard KAI for your next family adventure. It is one ours will never forget.
Read more
Date of experience: February 2020
1 Helpful vote
Helpful
Share
mengel5 wrote a review Dec 2019
Saint Louis, Missouri164 contributions48 helpful votes
There are so many things that can make or break a luxurious trip like sailing on your private yacht in the pristine waters of the Virgin Islands. The crew is the most important part for your safety, sailing skills, knowledge of the area and desire to be great hosts. I can honestly say Captain Smith (Justin) and First Mate, Sarah over-delivered on everyone on of these areas. Justin is such an experienced sailor and knows the Virgin Islands so well regardless of the wind we had or where we wanted to go we always felt in great hands. The boat was steady, ALWAYS clean, and in amazing condition. The boat itself is beautiful and as owner/operator Justin takes incredible pride in every square inch of the yacht. I enjoyed speaking with Justin and hearing about all his experience sailing around the world on more than 30 different boats, many he rebuilt and later sold. Last but not surely not least great drinks and awesome food were Sarah’s specialty. After every afternoon swim we were greeted with cocktails of our choice, appetizers or whatever else we needed to make our stay on the boat amazing. Justin and Sarah were incredible hosts and always made us feel welcome with even the craziest request like a few special meals for the picky eater in our family. Always served with a smile. I cannot wait to take another trip on Kai with Justin and Sarah.
Read more
Date of experience: December 2019
Helpful
Share
Previous