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Caribbean Captain Jobs (NOW HIRING)

SailFuture

Boat Captain

Saint Petersburg, FL · On-site

$7.5K/mo

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 ...

SailFuture

Boat Captain

Saint Petersburg, FL · On-site

$7.5K/mo

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 ...

SailFuture

Boat Captain

Saint Petersburg, FL · On-site

$7.5K/mo

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 ...

Royal Lahaina Resort

Luau Line Captain

Lahaina, HI · On-site

$38.50/hr

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... The Luau Show Line Captain will also perform as a Luau Show Dancer providing professional authentic ...

Highgate Hotels

Luau Line Captain

Lahaina, HI · On-site

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... The Luau Show Line Captain will also perform as a Luau Show Dancer providing professional authentic ...

Pyramid Global Hospitality

Banquet Captain

Westlake, TX · On-site

$22/hr

... Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of ... The Banquet Captain will supervise staff, coordinate banquet events assigned and implement Property ...

Highgate Hotels

Banquet Captain

Saint Pete Beach, FL · On-site

... Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality ... The Banquet Captain/Supervisor is responsible for supervising and assisting with the set-up ...

Benchmark

Banquet Captain - On Call

Seattle, WA · On-site

... Caribbean, and Europe. Our platform includes Benchmark Resorts & Hotels, a collection of ... InterContinental Seattle Bellevue is looking for an On-Call Banquet Captain who is passionate about ...

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Caribbean Captain information

See salary details

$19K

$104.2K

$181.5K

How much do caribbean captain jobs pay per year?

As of Sep 15, 2026, the average yearly pay for caribbean captain in the United States is $104,157.00, according to ZipRecruiter salary data. Most workers in this role earn between $69,000.00 and $128,000.00 per year, depending on experience, location, and employer.

What is a Caribbean captain?

A Caribbean Captain is responsible for navigating and operating vessels such as yachts, ferries, or charter boats in the Caribbean region. Their duties include ensuring passenger safety, managing the crew, maintaining the vessel, and adhering to maritime laws. They often work in tourism, private charters, or cargo transport, requiring strong nautical skills and relevant certifications.

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

To thrive as a Caribbean Captain, you need advanced seamanship, strong navigation skills, and a valid maritime captain’s license such as an STCW or Master license. Technical proficiency with navigation systems, maritime communication equipment, and vessel management software is essential. Exceptional leadership, decision-making, and customer service abilities help you excel in managing crew and ensuring guest satisfaction. These competencies are vital for operating safely, efficiently, and delivering outstanding experiences aboard vessels in the Caribbean region.

What are some common challenges faced by Caribbean captains in their day-to-day work?

Caribbean Captains often encounter challenges such as unpredictable weather conditions, navigating busy ports, and ensuring adherence to local and international maritime regulations. They must also manage diverse crews and interact with passengers, which requires strong communication and conflict resolution skills. Additionally, maintaining the vessel's operational readiness and safety standards can be demanding in remote locations. Those in the role will benefit from adaptability, thorough planning, and a strong commitment to the safety and comfort of everyone onboard.

More about Caribbean Captain jobs

What cities are hiring for Caribbean Captain jobs?

Cities with the most Caribbean Captain job openings:

What states have the most Caribbean Captain jobs?

States with the most job openings for Caribbean Captain jobs include:

What are popular job titles related to Caribbean Captain jobs?

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

Infographic showing various Caribbean Captain job openings in the United States as of September 2026, with employment types broken down into 60% Full Time, 25% Part Time, and 15% Temporary. Highlights an 95% In-person, and 5% Remote job distribution, with an average salary of $104,157 per year, or $50.1 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

Re-posted 3 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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