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Sailing Crew Jobs in Florida (NOW HIRING)

Red Hospitality & Leisure

Catamaran Crew

Key West, FL · On-site

Minimum 5 years of luxury yachting or commercial watersports aboard sailing catamarans in excess of 55 feet carrying in excess of 60 passengers (senior Mate) * Current USCG credential * Current First ...

Red Hospitality & Leisure

Catamaran Crew

Key West, FL · On-site

Minimum 5 years of luxury yachting or commercial watersports aboard sailing catamarans in excess of 55 feet carrying in excess of 60 passengers (senior Mate) * Current USCG credential * Current First ...

Red Hospitality

Catamaran Crew

Key West, FL · On-site

$99.99 - $100/hr

Minimum 5 years of luxury yachting or commercial watersports aboard sailing catamarans in excess of 55 feet carrying in excess of 60 passengers (senior Mate) * Current USCG credential * Current First ...

Red Hospitality

Catamaran Crew

Key West, FL · On-site

$85/hr

Minimum 5 years of luxury yachting or commercial watersports aboard sailing catamarans in excess of 55 feet carrying in excess of 60 passengers (senior Mate) * Current USCG credential * Current First ...

SailFuture

Senior Educator

Saint Petersburg, FL · On-site

$60K - $70K/yr

Every student participates in a 7-week international rite-of-passage sailing expedition onboard a ... Serve as the primary parent contact and campus advisory leader for students in your assigned crew.

SailFuture

Senior Educator

Saint Petersburg, FL · On-site

$60K - $70K/yr

Every student participates in a 7-week international rite-of-passage sailing expedition onboard a ... Serve as the primary parent contact and campus advisory leader for students in your assigned crew.

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Sailing Crew information

See Florida salary details

$4

$14

$26

How much do sailing crew jobs pay per hour?

As of Aug 30, 2026, the average hourly pay for sailing crew in Florida is $14.31, according to ZipRecruiter salary data. Most workers in this role earn between $10.34 and $16.28 per hour, depending on experience, location, and employer.

What is a sailing crew?

Sailing crew are individuals who work together to operate and manage a sailing vessel, such as a yacht, sailboat, or tall ship. Their responsibilities can include handling sails, steering the boat, maintaining equipment, ensuring safety, and sometimes providing hospitality services for guests. The size and specific roles of the crew vary depending on the type and size of the vessel, ranging from a small team on private yachts to larger teams on commercial or racing boats. Crew members typically need knowledge of sailing techniques, navigation, and safety procedures. Experience and certifications, such as the STCW or RYA qualifications, may be required for certain positions.

What are the key skills and qualifications needed to thrive as a sailing crew member, and why are they important?

To thrive as a Sailing Crew member, you need a solid understanding of seamanship, navigation, and safety procedures, often gained through hands-on experience or certifications like STCW. Familiarity with sailing equipment, rigging systems, and marine communication devices is commonly expected. Teamwork, problem-solving, and adaptability are crucial soft skills for coordinating tasks and responding to changing conditions at sea. These skills and qualities are vital to ensure the vessel's safe operation, efficiency, and overall success during voyages.

What are some common challenges faced by members of a sailing crew, and how can they be managed?

Members of a sailing crew often face challenges such as adapting to rapidly changing weather conditions, maintaining clear communication during high-pressure maneuvers, and managing physical fatigue during long voyages. Teamwork is crucial, as each crew member must coordinate closely with others to ensure safety and efficiency on board. Building resilience through regular safety drills, cross-training in multiple roles, and fostering a supportive onboard culture are effective ways to manage these challenges. Additionally, strong problem-solving skills and adaptability help crew members handle unexpected situations at sea.

What is the difference between Sailing Crew vs Deckhand?

AspectSailing CrewDeckhand
CertificationsBasic safety and navigation certifications, STCWBasic safety, STCW, sometimes specific vessel certifications
Work EnvironmentOn yachts, sailboats, or ships, often in recreational or charter settingsOn boats, ships, or yachts, performing maintenance and deck duties
Employer & IndustryYacht owners, charter companies, sailing clubsCommercial and private vessels, cruise lines, yachts

Both Sailing Crew and Deckhands work on boats and require safety certifications. Sailing Crew often involves more responsibilities related to navigation and sailing operations, while Deckhands focus on maintenance and deck work. The roles are similar but differ slightly in scope and duties within the maritime industry.

What are popular job titles related to Sailing Crew jobs in Florida?

For Sailing Crew jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Sailing Crew jobs in Florida look for?

The top searched job categories for Sailing Crew jobs in Florida are:

Sailing Crew jobs near you
Infographic showing various Sailing Crew job openings in Florida as of August 2026, with employment types broken down into 93% Full Time, and 7% Temporary. Highlights an 100% In-person job distribution, with an average salary of $29,768 per year, or $14.3 per hour.

Sailing Yacht Apprenticeship

SailFuture

Saint Petersburg, FL

$2.0K/mo

Full-time

Medical, PTO

Re-posted 3 days ago

Job description

About the Apprenticeship
The Yacht Apprenticeship is designed for young adults interested in pursuing a career in the maritime industry. The 12-month apprenticeship will take you around the world, exploring the Americas and the Caribbean.
You will learn and train under experienced mariners while earning sea time towards professional credentials, such as your USCG Captain’s License, Engineering certification, and STCW. At the end of the apprenticeship, SailFuture will provide a stipend to cover the costs of your training classes and exams.
Apprentices reside on the vessel year-round in shared crew quarters with a shared bathroom. Apprentices receive 15 days of paid leave throughout the year.
Apprentices work directly under the Captain, learning all aspects of ship operations and managing complex systems, such as air conditioning, refrigeration, mechanical, electrical, hydraulics, running rigging, etc.
Day to day life revolves around the ship schedule and includes both responsibilities to the ship and program operations, such as education, diving, and sail training. Apprentices can expect at least one day of shore-side leave per week.

About the Vessel
The SailFuture academy Sailing Yacht is a year-round sailing school vessel operating in the Caribbean in the winter months and New England in the summer months.
The vessel is a 100’ Giorgetti & Magrini ketch-rigged sailing yacht with accommodations for 8 students, 2 apprentices, and 6 staff.
Vessel operations include 7-week sailing expeditions with students from the SailFuture Academy and week-long corporate retreats and private charters with paying clients.
Compensation:

  • $2,000 monthly tax-free monthly stipend 
  • Room & Board
  • Group meals
  • International health insurance
  • 15 days paid leave per year, including 1 round trip travel to and from the vessel
  • Payment for STCW classes and certification