Boat on turquoise water

Careers

Join the Island Adventures team

We hire captains, mates, kayak guides, dock staff and reservations agents to run snorkel trips, sunset sails, private charters, BVI days and night kayaking out of St. Thomas.

4+ yrs
Average team tenure
1985
Family owned and operated since
4.8 / 5
Across 4,736 TripAdvisor reviews
Top 1%
TripAdvisor attractions worldwide
Our values at work

How we run the boats

Safety first

Every trip starts with the checklist. No shortcuts on gear, weather calls or guest briefings.

Every guest

The first-timer who can’t swim gets the same attention as the regular who’s been out ten times.

Show up for each other

Cover the shift, help on the other boat, train the new person. That’s how the team holds together.

Do it right

Clean boats, working equipment, on-time departures. The small stuff is what guests notice.

Snorkeler in clear blue water
Boat and swimmer in turquoise water
Snorkeler exploring underwater
Why work here

What you get

Work directly with the owners

The family runs the business day to day. You know who makes the decisions and you can talk to them.

Cross-train across the operation

Snorkel trips, sunset sails, private charters, BVI days, cruise ship excursions and night kayaking. Learn more than one job.

Steady work

Multiple vessels and departure points means more trips on the schedule and more shifts to pick up.

From our reviews

Guests remember our team by name

Read through our reviews and you’ll see the same names come up year after year. That’s what long tenure looks like from the guest side.

โ˜…โ˜…โ˜…โ˜…โ˜…

“Captain Stewart really knew his stuff. We saw fish and sea turtles up close.”

Joshua G., TripAdvisor
โ˜…โ˜…โ˜…โ˜…โ˜…

“Danny Boy, Shawn, and Dawn made us feel so genuinely welcome.”

Alyssa G., TripAdvisor
โ˜…โ˜…โ˜…โ˜…โ˜…

“Quincy was fantastic with the Painkillers. A genuinely fun and memorable night on the water!”

Angie, TripAdvisor
Roles

Who we hire

We hire for these positions throughout the year. If you don’t see an exact fit, apply anyway and tell us what you do.

Captain

Run day trips, private charters and sunset sails. Responsible for the vessel, the team on board and every guest on board.

What you needValid USCG captain’s license appropriate for the vessel. Local waters experience is a plus.

Mate / Deckhand

Lines, anchoring, snorkel briefings, in-water guest support and keeping the boat clean and ready.

What helpsStrong swimmer, CPR/First Aid, boat experience. We train the right people.

Night Kayak Guide

Lead the evening glow kayak tours from Elysian Beach Resort. Safety briefings, guiding the group and keeping everyone together.

What helpsKayak or paddle experience, CPR/First Aid, comfortable leading groups after dark.

Dock & Check-In Staff

Check guests in, handle waivers, coordinate cruise ship and resort pickups, and get every departure out on time.

What helpsOrganized, reliable, comfortable with booking software and a phone that doesn’t stop.

Reservations

Answer calls, texts and emails, manage bookings, and help guests pick the right trip.

What helpsCustomer service experience, clear writing, knowing St. Thomas well.

Apply

Send us your info

Fill this out and attach your resume. If it looks like a fit, weโ€™ll call you and set up a time to meet on the dock.



This opens your email app with your answers filled in. Attach your resume, then hit send.