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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

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.

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.

$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.

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.

Captains Wanted – Join Our Sales Crew
We’re inviting licensed Captains who love the water, care about their clients, and enjoy building real relationships. Step beyond the helm and grow with us as a yacht broker, helping families find the right boat and become part of our extended family. If you’re passionate, customer-focused, and ready to level up, we’d love to have you on board.

I’m looking for a full time captain to run and manage a 38 foot sailboat and a 60 foot fishing boat. The busy season is June through September. Summer excursions around New England but based in Nantucket

I have a formula 330 SS from 2005 with outboard motors. 10 people to see the fireworks New Year’s Eve in downtown Miami the boat is in Miami Shores.

Weekly Saturday sail

We are seeking an exceptional, full-time Captain for a meticulously maintained James Smith Custom Built 60-foot Convertible Sportfishing Yacht. This is not just a job—it’s an opportunity for a true mariner who lives and breathes the sea, with fishing in their blood and an unyielding passion for big-game adventures. The vessel operates seasonally in Nantucket, Massachusetts (June through October), with the balance of the year based in Charleston, South Carolina, including occasional trips to the Bahamas and local Charleston waters. Significant downtime outside the peak Nantucket season allows for focused maintenance, planning, and personal recharge. The ideal candidate is a hands-on leader with an ownership mentality—someone who treats the boat as their own….(more)