Job: Boat captain from Jax FL MarineMax to Ortega River

barry thomas
Date Posted: January 22,2026
Email: barry.thomas@kantar.com
Phone: 4048193852


Boat Information:

Type: Powerboat

Size: 23

Duration: 3 hours

Location: MarineMax Jax Beach

Destination: Ortega River Jax Fl 

Needs: Captain


Job Description:

We please just need someone to help us drive our new boat from Jax Beach Marine Max to the Ortega River where we have a house and boat dock. 3 hours, we will pay you and tip you well. Rather urgent request thank you! Barry

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Job: Sailing Captain of 74-foot schooners

Jennifer Kaye
Date Posted: January 19,2026
Email: captainjennifer@schoonerwoodwind.com
Phone: 4102710224


Boat Information:

Type: Sailboat

Size: 74-feet

Duration: full time, year round

Location: Annapolis, MD

Destination: Annapolis, MD 

Needs: Captain


Job Description:

The schooner Woodwind fleet in Annapolis has two, identical 74-foot schooners. They are entering an exciting new chapter. We’re now part of 59º North Sailing, an internationally respected sailing company known for offshore passages, hands-on seamanship, and a strong, people-first team culture.

There’s a personal connection here as well: 59º North Sailing co-founder Andy Schell got his start in professional sailing as a deckhand aboard Schooner Woodwind in 2006.

We’re looking for a professional, capable, and personable captain who takes pride in their seamanship, enjoys sharing sailing with the public, and treats these boats as if they were their own.

We are looking for a captain and also crew.

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Job: Seasonal Tour Boat Captain Needed! 100t Master

Scott LaBonte
Date Posted: January 18,2026
Email: slabonte@famoussoolocks.com
Phone: 9066322512


Boat Information:

Type: Powerboat

Size: 70’

Duration: May thru Mid-October

Location: Sault Ste. Marie, Michigan

Destination: Sault Ste. Marie, Michigan 

Needs: Captain


Job Description:

The Tour Boat Captain is responsible for the safe and professional operation of company vessels while delivering an exceptional experience for all guests. This role includes navigating and maneuvering the tour boat through the Soo Locks and surrounding waterways, complying with all U.S. Coast Guard regulations, company policies, and safety procedures, and working closely with the crew to ensure smooth boarding, departures, and tours. Captains are expected to maintain situational awareness, communicate clearly with lock personnel and crew, and respond effectively to changing weather and waterway conditions. Applicants must hold a valid U.S. Coast Guard 100-Ton Master License with the ability to meet all licensing, medical, and drug testing requirements as required by the U.S. Coast Guard.

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Job: SailBoat Captain – USVI Summer gig

Andrew Keaveny
Date Posted: January 10,2026
Email: andrew.keaveny@yahoo.com
Phone: 18458212039


Boat Information:

Type: Sailboat

Size: 41 foot

Duration: May-September

Location: USVI St Thomas

Destination: USVI st Thomas 

Needs: Captain


Job Description:

$1400 a week pay plus tips.

This boat is in a Boyscout program called seabase. The job would entail teaching 12-21 year old scouts and
Chaperones sailing and keeping them busy for 5 nights 6 days.

You will sail around St. John and St Thomas, itinerary is totally up
To the captain. Food is included and housing on board the vessel.

Vessel has private aft cabin with shower and toilet.

Must have OUPV with sail endorsement and be able to pass a background check to be around the scouts.

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Job: Short and Easy – BVIs

Geoffrey Kuck
Date Posted: January 3,2026
Email: gkuck@fwiconstruction.com
Phone: 2023843369


Boat Information:

Type: Sailboat

Size: 50’

Duration: Jan 29-31, 2026 (longer is possible)

Location: Road Town, Tortola

Destination: Anegada 

Needs: Captain and Crew/Mate


Job Description:

Family visiting and we would like to focus our time on them and have you help us take command of the boat as we jump between the BVIs – it’s a simple task and we just want peace of mind with an experienced captain or crew. We have experience but looking for someone to take charge for a few days.

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