St John USVI Sailing

Singing Dog Sailing's St. John based, private, luxury sailing catamaran- boasting superior amenities and performance sailing capabilities-is yours for the day to enjoy the best of the USVI, Virgin Islands National Park, USVI waters, cays and beaches around St. John or farther. As OFF CAY as you want to be! We suggest our signature Waterlemon Cay sail that primarily focuses on the US Virgin Islands National Park and St. John's north shore scenic Bays, Beaches and Cays. Join us for an idyllic day on the water exploring and sailing the magical US Virgin Islands.

JVD BVI Sailing

St. John Sailing Charters offers luxury sailing catamaran excursions for private groups to the nearby British Virgin Islands. Our luxury sailing catamaran is based and located in St. John, US Virgin Islands, which is less than 6 miles from Jost van Dyke, the closest British Virgin Island. Imagine visiting a different country by private charter! enjoy the most comfortable, spacious and stable ride to JVD aboard our first class sailing catamaran. there is no need to EARN your passport stamp, rather be pampered while sailing in style to the quaint neighboring BVI's.

Sunset Sailing

St. John luxury sailing charters with Singing Dog Sailing also offers the only first class private Sunset sailing option as well as custom multi-day sailing excursions. Celebrate the day's end with a toast at sunset aboard our luxury private catamaran. Featuring unrivaled amenities, service & experience. We take you as as "Off Cay" as you want to be for an hour, a day or perhaps longer. Let us help you plan a memorable experience on the water for you and your guests. It may be the same ocean, but it is not the best unless you try the Singing Dog Experience!


NEW BVI CUSTOMS FEES bring p/p rate to $50!

BVI Customs Fees Going UP Effective July 2014

New British Virgin Islands customs Security Fee Notice

Currently YOUR $40 p/p fee goes to pay for customs & immigration fees including the commercial BVI cruising permit, departure tax, US passenger tax, etc.  NOW we are adding another $5!  This is now $50 p/p (non holiday/weekend/overtime wich can be an additional $20-35 extra minimum) to visit island less than 6 miles away for a few drinks and an afternoon on a (albeit iconic) beach.  People may simply choose to stay local.  Too bad for our friends at Soggy Dollar Bar, Foxy’s and Taboo all whom we enjoy visiting regularly.

Thanks for a great email with fun photos from our special guests celebrating birthday & anniversary with US!!!!

    We enjoyed a day celebrating a birthday and a 50th wedding anniversary aboard Catamaran OFF CAY.  We doubt there could be a better way to enjoy and honor such special occasions.


    Walt & Theresa, Steve & Stephanie, Joe & Chris (AND Captains Kelly & Stephen Sloan)

    Celebrating Birthday & Anniversary with US

    Celebrating Birthday & Anniversary with US

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    Captains Sloan

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    Birthday Girl post Admiral Jake serenade. See the laughter?

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    The Admiral under the hardtop’s shaded cockpit

    OFF CAY new Spinnaker ordered!

    We are thrilled to share that we have ordered a new spinnaker/downwind sail custom designed with our Singing Dog Sailing logo! We hope to receive the sail in early April and will post pictures of its maiden flight!
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