Captain Rob St. Thomas Virgin Islands

Let's Talk About the Guy at the Wheel

Plan Your Day

You’re in Good Hands with Captain Rob

Every unforgettable charter starts with the right captain.

That’s why we’ve got Captain Rob here to make it easy to kick back and enjoy the ride. Known for his laid-back energy and deep knowledge of the islands, he’s the kind of person who makes you feel like an old friend within minutes. Safe, smooth, and full of local insight—that’s how Matt runs his ship.

History

Of The Captain's Story

How a love for the Ocean became a life on the water.

Captain Rob didn’t always plan to become a charter captain, but the ocean had other ideas. What started as a weekend hobby turned into a calling. Over the years, he’s guided hundreds of trips across the USVI and BVI, but no two days are the same—and that’s what keeps him coming back. Captain Rob’s built a life around the islands, exploring every hidden cove, building real connections with guests, and sharing the magic of the Virgin Islands one trip at a time.

Read About

Captain Rob's 3 Rules

Safety Comes First

Life jackets, good judgment, and listening to the captain. That’s how we keep smooth sailing and good vibes all day long.

Have a Damn Good Time

Laugh, unplug, jump in the water. This is your day to let go and enjoy the islands like never before.

Respect the Ocean

From coral reefs to local wildlife, we treat the sea like the beautiful home it is. No littering, and be careful touching what lives there.

Island Life is Better Together

Captain Rob is the guy cracking jokes, handing you a cold drink, and pointing out sea turtles before anyone else even notices.

For Matt, it’s not about the number of charters. It’s about the people on them. Every trip is a chance to meet someone new, hear your story, and share what makes these islands so special. You’ll feel it the second you step aboard: this isn’t just another excursion. It’s a memory in the making.

Book Your Trip

Experience the beauty of the islands, from stunning beaches to vibrant marine life, all while enjoying personalized service. Let us help you create unforgettable memories on the water.