Kekoa Sailing Expeditions & Black Sails Charters

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Kekoa Sailing Expeditions & Black Sails Charters http://www.blacksailsvi.com Relax with a cold drink while soaking in the warmth of the Caribbean sun and taking in the world-renowned sites.

Explore the white sand beaches and snorkel in the pristine bays of the US and British Virgin Islands aboard the majestic catamaran Kekoa. Our experienced and friendly captain and crew will ensure that you have an absolutely amazing time!

First day back sailing, and it couldn’t have been more special! There’s something about being back on the water, surroun...
18/10/2026

First day back sailing, and it couldn’t have been more special! There’s something about being back on the water, surrounded by good friends and familiar faces, that reminds you how lucky we are to share these moments together. 💙

With 3 captains on board, Kekoa was in good hands… although I’m not sure who was really in charge! 😂⚓️

Having one of our longtime friends join us made the day that much more meaningful.

Here’s to friendships that stand the test of time, memories made on the water, and many more beautiful days aboard Kekoa.


17/10/2026

Back in black.

Kekoa has returned to the sea! After two months tucked safely away from hurricane season, Kekoa is back where she belong...
16/10/2026

Kekoa has returned to the sea!
After two months tucked safely away from hurricane season, Kekoa is back where she belongs.. sailing the beautiful waters of the Virgin Islands.
Her decks are polished, the crew is excited and paradise is waiting!
If you’re dreaming of snorkeling crystal clear waters, watching a Caribbean sunset or sharing an unforgettable day with family and friends.. Kekoa is ready to take you there.

Who’s ready to get back on the water with us?


Kekoa be sailing soon, off to heal many hearts, bring smiles and joy. Good to see “da boys” in action! 💪😎🤩Splash tomorro...
14/10/2026

Kekoa be sailing soon, off to heal many hearts, bring smiles and joy.

Good to see “da boys” in action! 💪😎🤩

Splash tomorrow!
Let’s hear from you! Send some good vibes!



Taking in the view from above and keeping an eye on things in the boatyard.. adventure and boat work.. just another day ...
07/10/2026

Taking in the view from above and keeping an eye on things in the boatyard.. adventure and boat work.. just another day for a captain who is patiently waiting for Kekoa’s return to the sea!
8 more days!

Let’s go sailing!
Oct 17! JVD
Oct 18! St John full day sail and snorkel
Oct 19! JVD
Oct 21! Sunset
Oct 22! St John full day
Oct 23! JVD
Who’s going sailing??
340-244-7245


Just 12 days until Kekoa’s black sails catch the wind again! Who’s ready to go sailing with us? Oct 17-JVDOct 18- ST Joh...
05/10/2026

Just 12 days until Kekoa’s black sails catch the wind again! Who’s ready to go sailing with us?
Oct 17-JVD
Oct 18- ST John sail and snorkel
Oct 19- JVD
Oct 21- sunset
Oct 22- St John sail and snorkel
Oct 23- JVD
Call us! 340-244-7245
Www.blacksailsvi.com


Amoung so many great prizes! Including a credit of $250 to be used toward any available sail on Kekoa!Get your tickets !...
30/09/2026

Amoung so many great prizes!

Including a credit of $250 to be used toward any available sail on Kekoa!
Get your tickets !
This event supports a great cause !

Nonprofit Island Green Living’s incredible $15K ST. JOHN GETAWAY Raffle for up to 10 closes at midnight, September 30. Raffle entries, priced at $50 a chance,

October winds- Kekoa adventures await!! Join us on our most popular BVI experience that takes you to White Bay on the ma...
30/09/2026

October winds- Kekoa adventures await!!
Join us on our most popular BVI experience that takes you to White Bay on the magical island of Jost Van D**e. $220 pp plus customs includes a morning snack, snorkel gear, one snorkel stop, an open bar throughout sailing time. Enjoy White Bay home of the famous Soggy Dollar Bar and many other great island eateries.
Enjoy a peaceful sail back to St John under the black sails while sipping your favorite island drink.
Sound good? Call us at 340-244-7245 to make a reservation.
Let’s go sailing!
October 17th, 19th and 23rd!


We’re enjoyed some time off the water, but we are excited to be back sailing soon and can’t wait to welcome you aboard a...
28/09/2026

We’re enjoyed some time off the water, but we are excited to be back sailing soon and can’t wait to welcome you aboard again! ☀️🌴

Oct 17th - Jost Van D**e
Oct 18 - St John full day
Oct 19 -Jost Van D**e
Oct 21- Sunset

Stay tuned for updates, and get ready to set sail with Kekoa! ⚓️💙

The office is always open! 340-244-7245
Www.blacksailsvi.com

A big shout out to the folks at USVI Travel for their efforts to inform travelers headed to StJohn about all the possibi...
23/09/2026

A big shout out to the folks at USVI Travel for their efforts to inform travelers headed to StJohn about all the possibilities this magnificent island has to offer. We are honored to be highlighted!
Make sure to follow USVI Travel when making your vacation plans!

Looking for a shared boat-day experience?
Kekoa Sailing Expeditions & Black Sails Charters offers a variety of trips aboard this beautiful big cat' under their signature black sails! 😎⛵️🤿

Address

Cruz Bay
St John

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