Island Roots Powerboat Charters: Full Day

From: $ 400.00

Explore the islands both above and below the water with Island Roots Charters. We specialize in snorkeling trips and island hopping to the most popular and most secluded spots in the U.S. and British Virgin Islands.

  • 2 Boats to choose from!
  • comfortable cushioned seating in shade or sun
  • state of the art bluetooth stereo systems
  • dry storage for your gear
  • PADI certified dive instructor
See Our Half Day Charter Options Here

Details and Booking Request Form Below

Our Boats and Charter Rates

20′ Angler Cat “Island Surfari” $400 Full Day Rate
(capacity for two passengers)

25′ World Cat “Island Roots” $600 Full Day Rate
(up to six passengers)

EXTENDED DAY CHARTER: + $100  (8:30a-5:30p)


Full Day – Captain’s Choice!


Full Day – The Most of Jost Van Dyke


Full Day – “The Triangle”


Full Day – Salt, Peter & Cooper Islands


Custom Charters


Cancellation Policy


Choose your trip and date below to check availability.

Captain Jason Siska
Our team of captains at Island Roots Charters offer an experience that is unparalleled to that of just another St John Boat Rental or St Thomas Boat Rental company.

It’s not by coincidence that our team of knowledgeable and experienced captains spend as much time on the sea as most people do in their “nine-to-five” office. We do it because it’s what we love, what we know, and what we do best!

Our crew of personable and highly trained captains can offer advice on what to look for while snorkeling underwater, point out different aspects of the surrounding natural wonders, spin a story or two about the history and local folklore of the island’s, top off the ice in your cold cocktail or just turn up the tunes, kick back, relax and let you enjoy the ride.

The Captains

Jason Siska– Owner and part time operator of Island Roots Charters. Born on the island of St. John, he has spent the better half of his life exploring the surrounding waters. As a 50 Ton USCG licensed captain and a PADI certified dive instructor, Jason has logged countless hours ON and IN the water. His experiences include sailing, cruising, freediving, SCUBA diving, fishing, spearfishing, lobstering and snorkeling. A true renaissance man of the sea, his skills were even put to the test in 2008 as a competitor on the hit reality TV show, SURVIVOR, in Palau, Micronesia.
Thomas Hanna– A native to the Carolina shores, he relocated to St. John almost a decade ago to join his sister in the island life. No stranger to the local waters, Thomas previously worked as lead guide for week long ocean kayaking excursions throughout the British Virgin Islands and has spent the last two years honing his skills as crew on a 42’ power boat that belongs to one of the longest running and most reputable charter companies in the VI! Now, a licensed 50 ton USCG captain, he is ready to show you the best of the US and British Virgin Islands. His love of the ocean and contagious youthful energy will be sure to guarantee a day worth remembering with Island Roots Charters.
Jason Hayman– New Jersey contractor turned island captain. Jason laid the tool belt to rest years ago and has immersed himself in the island community the way few others have. When not at sea, Jason dedicates himself to the betterment of the island through his volunteer work with the Coral Bay Community Council, Island Green Builders, and numerous other local organizations. As a recreational boat explorer before turning 50 ton USCG captain, he is well versed in all locations throughout the US and BVI beyond the usual tourist spots. Been there and done that… ask Jason about some of the hidden gems yet to be discovered by the masses.

Click on map pins for helpful details.

All tours depart from the Cruz Bay National dock. If another pick-up location is desired please make request in the “Additional Information” space provided below.

Where to Park?

Cruz Bay Parking Map


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