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Caribbean Boat Captain Jobs (NOW HIRING)

SailFuture

Boat Captain

Saint Petersburg, FL · On-site

$7.5K/mo

Seeking an experienced offshore Captain for rotational position on a 100' school ship serving at ... The vessel operates primarily in the Caribbean between Trinidad and St. Maarten. Schedule ...

SailFuture

Boat Captain

Saint Petersburg, FL

$7.5K/mo

Seeking an experienced offshore Captain for rotational position on a 100' school ship serving at ... The vessel operates primarily in the Caribbean between Trinidad and St. Maarten. Schedule ...

SailFuture

Boat Captain

Saint Petersburg, FL · On-site

$7.5K/mo

Seeking an experienced offshore Captain for rotational position on a 100' school ship serving at ... The vessel operates primarily in the Caribbean between Trinidad and St. Maarten. Schedule ...

AmNav Maritime

Senior Deckhand (NorCal)

Oakland, CA

Perform work as directed by captain of vessel. Job includes pulling heavy lines, climbing onto and ... Tighten and grease/ replace shaft packing before leaving the boat. Take on fuel and water, and pump ...

AmNav Maritime

Senior Deckhand (LA/LB)

Wilmington, CA · On-site

Perform work as directed by captain of vessel. Job includes pulling heavy lines, climbing onto and ... Tighten and grease/ replace shaft packing before leaving the boat. Take on fuel and water, and pump ...

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Caribbean Boat Captain information

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$5

$25

$48

How much do caribbean boat captain jobs pay per hour?

As of Sep 10, 2026, the average hourly pay for caribbean boat captain in the United States is $25.74, according to ZipRecruiter salary data. Most workers in this role earn between $16.11 and $30.53 per hour, depending on experience, location, and employer.

What is a Caribbean boat captain?

Caribbean Boat Captains are skilled professionals responsible for operating and navigating boats or ships in the Caribbean Sea. They oversee the safety of passengers and crew, manage vessel operations, and often lead tours, fishing trips, or transport services between islands. Captains must be knowledgeable about marine regulations, weather patterns, and navigation in tropical waters. Many also provide commentary about local history, wildlife, and geography to enhance the guest experience.

What are the key skills and qualifications needed to thrive as a Caribbean boat captain?

To thrive as a Caribbean Boat Captain, you need extensive maritime navigation skills, a strong understanding of local waters, and a valid captain’s license (such as an STCW or USCG Master License). Familiarity with GPS navigation systems, VHF radios, and safety equipment is typically required. Leadership, problem-solving, and excellent communication skills help ensure safe passages and positive guest experiences. These competencies are crucial for safeguarding lives, maintaining vessel integrity, and delivering top-notch service in a dynamic maritime environment.

What are some common challenges Caribbean boat captains face and how can candidates prepare for them?

Caribbean Boat Captains often encounter challenges such as navigating rapidly changing weather conditions, ensuring passenger safety, and managing international maritime regulations. Candidates can prepare by gaining strong knowledge of local waters, staying updated on weather forecasting, and maintaining excellent communication skills for coordinating with crew and guests. Hands-on experience with emergency protocols and routine vessel maintenance is also crucial for success in this role.

What are popular job titles related to Caribbean Boat Captain jobs?

For Caribbean Boat Captain jobs, the most frequently searched job titles are:

Infographic showing various Caribbean Boat Captain job openings in the United States as of June 2026, with employment types broken down into 2% As Needed, 80% Full Time, and 18% Part Time. Highlights an 100% Physical job distribution, with an average salary of $53,531 per year, or $25.7 per hour.

Boat Captain

Saint Petersburg, FL • On-site

SailFuture
Civic and Social Organizations • 11 - 50 employees
Learn more about SailFutureexternal

$7.5K/mo

Full-time

Posted 28 days ago

Job description

Seeking an experienced offshore Captain for rotational position on a 100' school ship serving at-risk youth. $7,500 per month + Bonus based on program outcomes.
The vessel operates primarily in the Caribbean between Trinidad and St. Maarten.
Schedule
Rotational Captains work 1 to 3 Expeditions per year. Each Expedition is 9 weeks in length. (1) week for prep, (7) weeks with students, and (1) week for wrap-up and handoff.
Vessel
The vessel is a 100' Giorgetti & Magrini ketch-rigged sailing yacht with accommodations for 12 students and 6 staff.
Staff quarters are separate from students and are in shared cabins with a shared bathroom.
Responsibilities
  • Overall management and upkeep of the vessel
  • Perform daily, weekly, monthly, and annual maintenance on all systems
  • Diagnose and repair all systems as needed
  • Ensure that program Standard Operating Procedures are followed at all times
  • Build strong bonds with each youth through 1:1 and group time
  • Build a strong sense of teamwork amongst youth and staff on the boat
  • Hold all youth and rotating program staff to the highest levels of seamanship
  • Participate in service learning projects and all youth programming throughout the expedition
  • Other duties as assigned

Minimum Qualifications
  • USCG 100-Ton Master, RYA Yachtmaster Offshore, or IYT Yachtmaster offshore
  • 5+ years as Captain / Master of a sailing vessel > 65' LOA
  • Strong knowledge of all yacht systems
  • Valid driver's license
  • Empathy to relate to the life experiences of the youth SailFuture serves
  • First Aid / CPR / Lifeguard certifications

Compensation
  • $7,500 per month
  • $2,500 bonus per term based on Impact Outcomes
  • Flights to and from the vessel (up to $750 round trip)
  • GeoBlue health insurance while on the vessel

Program Maritime Training Role Captain Locations St Petersburg

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