British Virgin Islands

Best Times: December - May.

During your stay on the luxurious sailing vessel Kai- you, your family, and friends can experience the Virgin Islands. We will pick your group up in St. Thomas USVI and take our time cruising around the BVI.

 A normal "loop" around these mountainous islands begins with  heading to Jost Van Dyke to the infamous Foxy's and Soggy Dollar in White Bay. From there we mosey to Sandy Spit for swimming and snorkeling or head right across the channel for happy hour on Cane Garden Bay in Tortola. The next few days generally encompass exploring the bathes in Virgin Gorda, lobstering in Anegada, and snorkeling the famous The Indians at Norman Island. 


Whatever adventure you want, Justin and Sarah will make it happen in the Virgin Islands. Get ready for some of the clearest water and whitest sandy beaches the Caribbean has to offer!


US Virgin Islands

Best Times: December - May

Are you coming from the states, want to experience the Caribbean, but don't have a passport? No worries!! The US Virgin Islands have endless opportunities without leaving the territory! There are dozens of islands and countless bays with pristine waters for snorkeling, diving, fishing, beach lounging or beach bar chilling.

You can experience hiking well-maintained trails in the Virgin Islands National Park on St. John, drink painkillers at Abi Beach Bar while lounging in hammocks, or snorkel live coral reefs off undeveloped islands! We can even show you spots only locals know for cliff jumping, if that tickles your fancy. 

The dining and shopping around the USVi is also something you can't miss! Whatever your interests, our crew promises to deliver!

The Spanish VI

The Spanish Virgin Islands just opened up for charter boats in 2020! These are the least traveled islands around the VI.That being said, the Spanish VI have so much  to offer... from iconic white sand beaches with palm trees, some of the worlds best snorkeling, as well as one of the worlds top 10 beaches- Flamenco Beach.

A couple of stops along the way include Culebra. It is a beautiful sleepy island off the Coast of Puerto Rico. You will find your foot prints being the only ones on some of the beaches there. Culebrita, a protected island, offers a pristine white sand beach, bubbly pools, ample sea turtles and beautiful palm trees to kick back under. 

Come be some of the first guests to charter over in these waters! 

 The Bahamas 


Custom week long out island excursions in the Bahamas on request

New England

Best Times: June- September...  Kai will NOT be in New England for summer 2020


During the summer, you can find us mainly around Block Island area booking the boat on airbnb. We are providing customized experiences for overnights, dinner cruises, day sails, or whatever your group wants!! 

If your party wishes to explore and sail around the New England area, we offer custom week long excursions as well.   

A complimentary breakfast is included with your overnight stay, or drinks and snacks for day sails!


 Offshore Experience 

    All inclusive... What does this mean?

Kai will be provisioned with food and drink upon your arrival. All customs and immigration fees and lodging are covered by Kai with arrival to Bermuda and USA. 

   What is this trip about?

That is for you to decide! This trip is excellent for anyone looking for team building, learning how to sail,  miles building on a larger vessel, or just to experience an off shore voyage.


    What Kai will expect from you. 

You will be acting crew which means you will in a 3 hour watches rotation 24 hours a day. Eveyone will pitch in with cooking, cleaning and helping with general boat chores that are needed along the way. Come ready to work hard, play harder and experience something of a lifetime. No experience needed, just a good attitude.