Job: Seeking an Adventurous Sailboat Captain for Caribbean Expeditions!
Ian MacLeod
Email: ian.alex.macleod@gmail.com
Posted: July 11, 2025 at 2:05 pm Last Updated: July 14, 2025 at 1:39 pm
Phone: 3363385703
Boat Information:
Type: Sailboat
Size: 49 – 55
Duration: Ongoing
Location: TBD – Ongoing
Destination: TBD – Ongoing
Needs: Captain
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
Email: lily@marketingth.com
Posted: July 7, 2025 at 12:24 pm Last Updated: July 7, 2025 at 12:25 pm
Phone: 669-889-8635
Boat Information:
Type: Yacht
Size: 76
Duration: long term
Location: Japan
Destination: Japan
Needs: Captain
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
Email: theresahughess03@gmail.com
Posted: July 1, 2025 at 7:27 pm Last Updated: July 1, 2025 at 7:30 pm
Phone: 6108126306
Boat Information:
Type: Powerboat
Size: 26ft
Duration: 2 hours
Location: 900 Ocean Ave Avalon NJ
Destination: 900 Ocean Ave Avalon NJ
Needs: Captain
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
Email: john52john52@yahoo.com
Posted: June 30, 2025 at 9:24 pm Last Updated: June 30, 2025 at 10:11 pm
Phone: 202-531-7160
Boat Information:
Type: Powerboat
Size: 28 ft.
Duration: 1 day
Location: Prince William Marina – Woodbridge VA
Destination: DC Fireworks
Needs: Captain
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
Email: annmarra@yahoo.com
Posted: June 30, 2025 at 12:25 am Last Updated: June 30, 2025 at 4:39 pm
Phone: 7325801997
Boat Information:
Type: Powerboat
Size: 24
Duration: 5 hours
Location: Brick,nj
Destination: Island beach state park
Needs: Captain
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
Email: mike.orecchio@gmail.com
Posted: June 29, 2025 at 7:45 pm Last Updated: June 30, 2025 at 4:39 pm
Phone: 9176286622
Boat Information:
Type: Yacht
Size: 60’
Duration: july-oct
Location: norwalk, ct
Destination:
Needs: Captain
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
Email: SETH@BLISSMANUFACTURING.COM
Posted: June 28, 2025 at 7:44 pm Last Updated: June 29, 2025 at 12:50 pm
Phone: 9739865169
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 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
Email: gdeluca@pbsny.com
Posted: June 25, 2025 at 1:52 am Last Updated: June 30, 2025 at 4:39 pm
Phone: 9544454163
Boat Information:
Type: Powerboat
Size: 68
Duration: Stew
Location: Sag harbor hamptons
Destination: Sag harbor ny
Needs: Captain and Crew/Mate
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
Email: denise@dymerplace.com
Posted: June 24, 2025 at 6:10 pm Last Updated: June 24, 2025 at 6:58 pm
Phone: +18034303620
Boat Information:
Type: Yacht
Size: 76′
Duration: Up for discussion
Location: Cheticamp, Nova Scotia
Destination: Newfoundland
Needs: Captain and Crew/Mate
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: Looking for a Captain/Mate for our Power Trimaran
Denise Lahey
Email: denise@dymerplace.com
Posted: June 24, 2025 at 5:12 pm Last Updated: June 24, 2025 at 5:12 pm
Phone: +1 803 430 3620
Boat Information:
Type: Yacht
Size: 76′
Duration: Up for discussion
Location: Cheticamp, Nova Scotia
Destination: Newfoundland
Needs: Captain and Crew/Mate
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
Email: anette.pina@gmail.com
Posted: June 22, 2025 at 1:03 am Last Updated: June 23, 2025 at 12:31 am
Phone: 2069026105
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 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!
Job: Need captain to transport us to the panthers parade from LYC on our 25 contender
Veronica Risi
Email: vcudmore@gmail.com
Posted: June 20, 2025 at 8:29 pm Last Updated: June 23, 2025 at 12:32 am
Phone: 5619850151
Boat Information:
Type: Powerboat
Size: 25’
Duration: 3 hours
Location: Lauderdale yacht club
Destination: Coconuts
Needs: Captain
Job Description:
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
Job: Captain needed
Lajoi Jones
Email: lajoi.jones@mpls.k12.mn.us
Posted: June 19, 2025 at 6:35 pm Last Updated: June 19, 2025 at 6:35 pm
Phone: 8439411494
Boat Information:
Type: Yacht
Size: 43 feet
Duration: Captain
Location: Chicago
Destination: Chicago
Needs: Captain
Job Description:
Captain needed from 11-4 on Saturday
Job: Looking for a captain for July 4th
Grace Stradley
Email: gstradley@yahoo.com
Posted: June 19, 2025 at 5:30 pm Last Updated: June 19, 2025 at 5:34 pm
Phone: 5137045759
Boat Information:
Type: Powerboat
Size:
Duration:
Location: Madeira beach
Destination:
Needs: Captain
Job Description:
Looking for a captain 1:30-5:30 on July 4th
Job: Captain for hire.
Darryl Nicholson
Email: dnic2442@gmail.com
Posted: June 18, 2025 at 5:36 pm Last Updated: June 18, 2025 at 8:52 pm
Phone: 2036545023
Boat Information:
Type: Powerboat
Size: 21
Duration: Summer season
Location: New Haven
Destination: Ct, NY
Needs: Captain
Job Description:
Looking to hire a captain for local tours. Pay rate competitive.
Job: Charter on the Potomac
Marlana White
Email: gracefulhealingretreat@gmail.com
Posted: June 18, 2025 at 11:38 am Last Updated: June 18, 2025 at 12:29 pm
Phone: 2025996985
Boat Information:
Type: Yacht
Size: 33
Duration: 4
Location: National Harbor
Destination: Dc
Needs: Captain
Job Description:
We are looking for a Captin that we count on when we have charter bookings. We have multiple options but need a regular captin that is flexible to accommodate our guests.
Job: Move boat
James McCracken
Email: jmkm03@yahoo.com
Posted: June 18, 2025 at 12:33 am Last Updated: June 18, 2025 at 12:30 pm
Phone: 6069231934
Boat Information:
Type: Yacht
Size: 34
Duration: 2-3 days
Location: Mobile Al
Destination: Demopolis Al
Needs: Captain
Job Description:
34’ President marine located at turner marine in mobile al. Want moved to kingfisher bay marina in demopolis al. 230 miles north.
Job: Capatain/Crew and Boat Needed
Gerald Glore
Email: geraldglore1313@gmail.com
Posted: June 17, 2025 at 4:52 pm Last Updated: June 18, 2025 at 12:31 pm
Phone: (801) 649-3919
Boat Information:
Type:
Size:
Duration:
Location:
Destination:
Needs:
Job Description:
I need a reliable Captain/crew and boat for a boat cruise party in Miami Florida
Job: Captain needed to operate a 21-ft pontoon boat in the Biscayne Bay
Jay Bradley
Email: Homespringsny@gmail.com
Posted: June 17, 2025 at 4:24 pm Last Updated: June 18, 2025 at 12:31 pm
Phone: 7187727415
Boat Information:
Type: Powerboat
Size: 21
Duration: Pickup & drop off Passagers
Location: Biscayne Bay Boat dock
Destination: Biscayne Bay
Needs: Captain
Job Description:
Looking to hire a captain for my boat tour business to operate a 21-ft pontoon boat in the Biscayne Bay
Job: Transport Captain
Frank Kups
Email: fkups@natliq.com
Posted: June 9, 2025 at 9:02 pm Last Updated: June 17, 2025 at 2:08 pm
Phone: 2169658540
Boat Information:
Type:
Size:
Duration:
Location: Fajardo PR
Destination: Fort Lauderdale
Needs: Captain and Crew/Mate
Job Description:
Need a sailor that knows boats.