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Job: Seeking an Adventurous Sailboat Captain for Caribbean Expeditions!

Ian MacLeod ~ July 14, 2025


Job Description:

Are you a seasoned sailboat captain with a passion for the open water? We’re looking for an enthusiastic, flexible individual to lead custom sailing adventures aboard our beautiful vessel, exploring the stunning Caribbean. This is a unique liveaboard opportunity where you’ll guide private groups on bespoke itineraries.

Custom Itinerary Planning: Collaborate with guests to design personalized Caribbean adventures.

Professional Tour Services: Provide exceptional, safe, and memorable experiences for all guests.

Sailboat Management: Oversee vessel maintenance, safety, and operational readiness.

Logistics & Navigation: Plan port of entry procedures, customs, and mooring strategies.

Social Media Assistance: Contribute content to showcase our trips and the Caribbean’s beauty.

Job: Japan/76’Princess

Lily Wy ~ July 07, 2025


Job Description:

We are looking for a Captain for a Princess Y78 for long term , will be based in Japan.
Please contact me via email.

Job: 14 Person Pontoon Boat Captain Needed

Theresa Hughes ~ July 01, 2025


Job Description:

Need a captain from 6-8pm on July 3rd. Please suggest an hourly rate

Job: Need a captain for the 4th of July

John Moore ~ June 30, 2025


Job Description:

Looking for a captain for our 2008 Sea Ray Sundancer 260 for the 4th of July to watch the fire works with a few family and friends.

Job: Capitan needed 7/26/25

ann cantalupo ~ June 30, 2025


Job Description:

Looking for a captain for our 24 ft jet boat to take family and friends out for a day Barnegat bay.

Job: Norwalk CT Yacht Captain Needed

Michael Orecchio ~ June 30, 2025


Job Description:

Captain the vessel for day trips, overnights, and multi-day New England excursions
Oversee all vessel readiness, including mechanical upkeep and cleanliness

maintaining comfort, safety, and a high level of hospitality

coordinate, and manage third-party vendors

Trips and Itinerary (Examples)

Day trips: 9/10am to 8pm around Norwalk Islands, with family or friends (40–50s age range, sometimes with our 3 kids: 12, 10, and 6)

Multi-day runs: 2–5 day cruises to destinations like Nantucket, Newport, Sag Harbor, Montauk, and Block Island

Vibe may range from laid-back family boating to more festive days on the water with couples

Compensation

Monthly stipend

if needed accommodations in Norwalk

Term: Seasonal potential for offer for the 2026 season (May 1- Oct 1)

Job: Captain Wanted to Drive my Boat From Liberty Landing Jersey City NJ to Shinnecock Bay LI & Back

Seth Lawrence ~ June 29, 2025


Job Description:

Take my boat from Liberty Landing on or around 7/1/2025 to Hampton Bays rented slip, then pick it up on July 14th or 15 and return it to Libery Landing tto my slip

Job: Stew

Gennaro Deluca ~ June 30, 2025


Job Description:

Looking for stew to accommodate owner and charters in Hamptons for summer, boat will go back to florida after the fall

Job: Looking for a Captain/Mate for our Power Trimaran

Denise Lahey ~ June 24, 2025


Job Description:

My husband and I are looking for help on our 2022 LEEN 72 (LOA 76′) power trimaran that was built for us in France. The yacht is currently on Cape Breton in Nova Scotia, Canada and we plan to cruise to Newfoundland leaving in about 3 weeks. Then we will bring the boat down the East Coast of Canada and the US to Maine and then potentially to the Caribbean in the winter.

Pictures of our boat are on the LEEN website: https://leen-trimarans.com/range/leen-72/
And a video tour of the boat: https://www.youtube.com/watch?v=e3afuFJe2jU

Job: ISO captain and 1-2 deck hands to man a Grand Banks 36 ft boat

Anette Sorensen ~ June 23, 2025


Job Description:

We’re looking for a captain and 1-2 deckhands to sail our parents’ boat for them and their family members, using their boat, and sailing periodically around puget sound for 3-6 hour trips. Maybe drop some crap traps. Just tour around and come back again safely, so my family can continue to enjoy their parents’ boat, now that they’ve gotten too old to captain it themselves. We’re looking for help with day trip maybe once every couple weeks through the summer. Thank you!

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At Boat Captains Directory, we believe every voyage deserves a skilled hand at the helm, which is why our platform connects you with a diverse array of qualified captains and crew members ready to navigate your next adventure. With over a decade of experience, our curated listings showcase professionals who are not only experts in seamanship but also passionate about delivering exceptional service on the water. Whether you are seeking a full-time captain for extended journeys or a dedicated crew for a weekend escape, our easy-to-use site ensures that finding the right fit is as smooth as a calm sea. Join our community of boaters today and unlock access to a world of opportunities where seasoned professionals are just a click away, ready to help turn your nautical dreams into reality.

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