Job: Seeking an Adventurous Sailboat Captain for Caribbean Expeditions!
Job Posted By: Ian MacLeod
Date Posted: July 11, 2025 at 2:05 pm
Phone: 3363385703
Email: ian.alex.macleod@gmail.com
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.
Boat Information:
Type: Sailboat
Size: 49 – 55
Duration: Ongoing
Location: TBD – Ongoing
Destination: TBD – Ongoing
Needs: Captain
Job: Japan/76’Princess
Job Posted By: Lily Wy
Date Posted: July 7, 2025 at 12:24 pm
Phone: 669-889-8635
Email: lily@marketingth.com
We are looking for a Captain for a Princess Y78 for long term , will be based in Japan.
Please contact me via email.
Boat Information:
Type: Yacht
Size: 76
Duration: long term
Location: Japan
Destination: Japan
Needs: Captain
Job: Capitan needed 7/26/25
Job Posted By: ann cantalupo
Date Posted: June 30, 2025 at 12:25 am
Phone: 7325801997
Email: annmarra@yahoo.com
Looking for a captain for our 24 ft jet boat to take family and friends out for a day Barnegat bay.
Boat Information:
Type: Powerboat
Size: 24
Duration: 5 hours
Location: Brick,nj
Destination: Island beach state park
Needs: Captain
Job: Norwalk CT Yacht Captain Needed
Job Posted By: Michael Orecchio
Date Posted: June 29, 2025 at 7:45 pm
Phone: 9176286622
Email: mike.orecchio@gmail.com
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)
Boat Information:
Type: Yacht
Size: 60’
Duration: july-oct
Location: norwalk, ct
Destination:
Needs: Captain
Job: Captain Wanted to Drive my Boat From Liberty Landing Jersey City NJ to Shinnecock Bay LI & Back
Job Posted By: Seth Lawrence
Date Posted: June 28, 2025 at 7:44 pm
Phone: 9739865169
Email: SETH@BLISSMANUFACTURING.COM
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
Boat Information:
Type: Powerboat
Size: 32
Duration: 4 hours x 2 days
Location: Liberty Landing Marina, Jersey City NJ
Destination: Shinnecock Marina, Hampton Bays LI
Needs: Captain
Job: Stew
Job Posted By: Gennaro Deluca
Date Posted: June 25, 2025 at 1:52 am
Phone: 9544454163
Email: gdeluca@pbsny.com
Looking for stew to accommodate owner and charters in Hamptons for summer, boat will go back to florida after the fall
Boat Information:
Type: Powerboat
Size: 68
Duration: Stew
Location: Sag harbor hamptons
Destination: Sag harbor ny
Needs: Captain and Crew/Mate
Job: Looking for a Captain/Mate for our Power Trimaran
Job Posted By: Denise Lahey
Date Posted: June 24, 2025 at 6:10 pm
Phone: +18034303620
Email: denise@dymerplace.com
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
Boat Information:
Type: Yacht
Size: 76′
Duration: Up for discussion
Location: Cheticamp, Nova Scotia
Destination: Newfoundland
Needs: Captain and Crew/Mate
Job: ISO captain and 1-2 deck hands to man a Grand Banks 36 ft boat
Job Posted By: Anette Sorensen
Date Posted: June 22, 2025 at 1:03 am
Phone: 2069026105
Email: anette.pina@gmail.com
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!
Boat Information:
Type: Powerboat
Size: 36 ft
Duration: 5 hour trips in puget sound, periodically
Location: Elliott Bay Marina
Destination: Puget Sound
Needs: Captain and Crew/Mate
Job: Need captain to transport us to the panthers parade from LYC on our 25 contender
Job Posted By: Veronica Risi
Date Posted: June 20, 2025 at 8:29 pm
Phone: 5619850151
Email: vcudmore@gmail.com
Need someone to drive our 25’ contender from LYC to drop off and pick us up at Coconuts (or anywhere near the panthers parade route) on Sunday 6/23
Boat Information:
Type: Powerboat
Size: 25’
Duration: 3 hours
Location: Lauderdale yacht club
Destination: Coconuts
Needs: Captain
Job: Looking for a captain for July 4th
Job Posted By: Grace Stradley
Date Posted: June 19, 2025 at 5:30 pm
Phone: 5137045759
Email: gstradley@yahoo.com
Looking for a captain 1:30-5:30 on July 4th
Boat Information:
Type: Powerboat
Size:
Duration:
Location: Madeira beach
Destination:
Needs: Captain