During winter, Alyosha will be moored in Pacquereau Bay off of the Marriott Frenchmen's Cove location. Captain Kyle Foster will be living aboard Alyosha and providing an incredible opportunity for anyone visiting the USVI to spend the entire day on Alyosha, visiting one epic secluded beach after another. Your full day, which can be booked for up to 6 people, will provide you with ample time to explore different cays and beaches, swim and snorkel, or even just go sailing out in the majestic trade winds. 

Alyosha is a 50' catamaran that has sailed around the world, and Captain Kyle has spent the last four years showing people the very best that the USVI has to offer... Whether you have a specific agenda in mind (Waterlemon Bay swimming, lunch at Lime Out, hiking Ram's head and then sailing back to St. Thomas???) or just want to be shown a great time, Captain Kyle and Alyosha will have you covered.

Alyosha's "toys" include snorkel equipment, swim fins, inflatable kayaks, SUP boards, hammock chairs, and pretty much anything else you might need on your special day... (an xbox for the kids, yep, we've got that too, if necessary!)

Alyosha will have cold water onboard, and restrooms and hot showers are available for all guests. 

Come enjoy Your Best Day in the USVI!

Your Best Day in the USVI begins when you want, and can end as later as 30 minutes after sunset...

We are able to pickup your group at Crown Bay Marina on Alyosha, or at various locations throughout the USVI by dinghy. 

Alyosha has a cold box and a large refrigerator for any provisions you might want for your day. There is also a stovetop, mircowave and grill available for use during the day...

If you book this trip, please plan to spend at least 10-15 minutes with Kyle reviewing you plan for the day or listening to the key locations that he suggests- this "trip preview" will happen a day or two before your booking (we prefer a quick zoom call, but this can also be done through texts)

This trip price includes the boat, the captain, and access to all Alyosha's amenities. It does not include food or alcohol, but these items can be brought. Only 6 people may participate in this adventure!

Aligned with the goal of ensuring all Sail Alyosha customers have a great experience, we will only run trips that are deemed safe by our Captains. Generally, the weather on the coast of the Ocean City area is very pleasant but sometimes storms and thunderstorms do occur.

In the event that your trip is cancelled, you will receive a full refund. Sometimes, the weather conditions, particularly high winds causing choppy seas, will allow us to run a safe trip that is a bit unpleasant.

Our captains will always strive to let people know when conditions will be less than ideal and if conditions warrant a possible refund you may choose to not take the trip. (But sometimes those rough passages make for the best experiences!)