Contractual 6 Pack Captain Jobs (NOW HIRING)

Full-Time & Part-Time USCG Licensed Captain / Marine Operations Team Member

Boats and Fun – North Captiva Island, Florida

Love being on the water? Want more than just another captain job?

Boats and Fun is looking for an energetic, customer-focused USCG Licensed Captain to join our growing team. We currently have both Full-Time and Part-Time positions available, with year-round opportunities for the right candidate.

We are a family-owned business that has been serving Southwest Florida for nearly 20 years and has built one of the area’s strongest reputations for customer service. Every day is different—you might captain a private dolphin tour in the morning, help guests prepare for a boat rental, assist customers in our island store, or transport families to paradise aboard one of our water taxis.

If you’re looking for a position where you can stay busy, enjoy working with people, and be part of an amazing team, we’d love to hear from you.

Applicants without a valid USCG Captain’s License will not be considered.

About Boats and Fun

Boats and Fun is a family-owned and operated marine recreation company based on beautiful North Captiva Island.

Our services include:

• Water Taxi Service
• Private Boat Tours
• Boat Rentals
• Golf Cart Rentals
• Bikes, Kayaks & Paddleboard Rentals
• Island Gift Shop
• Beach Equipment Rentals

We take pride in providing exceptional customer experiences and are looking for team members who do the same.

What You’ll Do

This is a true team member position—not just a captain’s job.

Every day is different, and everyone helps wherever needed to provide an incredible guest experience.

Captain Duties

• Operate Water Taxi service throughout Pine Island Sound
• Captain private sightseeing and dolphin tours
• Safely transport passengers, luggage, groceries, and supplies
• Assist guests boarding and departing vessels
• Operate safely in changing weather and water conditions
• Deliver exceptional customer service every trip

Our fleet includes Glacier Bay catamarans, deck boats, and other passenger vessels.

Boat Rental Operations

Help customers enjoy a safe and unforgettable day on the water by:

• Teaching our boating orientation course
• Training renters on boat operation and local waterways
• Performing boat check-outs and inspections
• Assisting with reservations
• Answering customer questions
• Helping with boat returns

Don’t worry—we’ll train you on our systems and boating course.

Store & Island Operations

Everyone on our team pitches in.

You will also:

• Assist customers in our island store
• Rent golf carts, kayaks, bikes, paddleboards and beach equipment
• Stock merchandise
• Help keep the marina, boats, docks and store clean and organized
• Load supplies and equipment
• Support coworkers during busy days

We’re looking for someone who enjoys staying active and taking initiative—not someone who only wants to drive a boat.

Who We’re Looking For

Our ideal teammate is someone who is:

• Friendly and outgoing
• Dependable and punctual
• Professional with customers
• A safe and confident boat operator
• Self-motivated
• A team player
• Willing to jump in wherever help is needed
• Comfortable working outdoors in a fast-paced environment

If you enjoy making people’s vacations memorable, you’ll fit right in.

Minimum Qualifications

• Minimum 18 years old
• Valid USCG Merchant Mariner Credential (OUPV / 6-Pack minimum)
• Valid driver’s license
• Ability to pass pre-employment drug screen, background check and driving record check
• Must participate in our USCG random drug testing program
• Ability to lift 30–40 lbs regularly
• Ability to work weekends, holidays and flexible schedules

Local knowledge of Pine Island Sound, North Captiva, Captiva, Boca Grande and surrounding waters is a plus but not required.

Schedule

We currently have:

Full-Time

• Year-round employment
• 40+ hours per week
• Overtime opportunities during busy seasons

Part-Time / Seasonal

Perfect for:

• Semi-retired captains
• Local captains
• Firefighters or first responders
• Charter captains looking for additional income
• Anyone looking for flexible work on the water

Available during:

• Summer
• Spring Break
• Holiday seasons
• Weekends
• Evenings
• Special events

Compensation

• Starting at $20/hour (based on experience)
• Plenty of overtime opportunities
• Additional pay for after-hours water taxi trips (up to $125+ per trip)
• Holiday work opportunities
• Performance-based advancement

Full-Time Benefits

• Health Insurance
• 401(k) with Company Match
• Paid Time Off
• Life Insurance
• Employee Discounts
• Year-End Profit Sharing Bonus
• Overtime Opportunities
• Additional Income Through After-Hours Trips
• Stable Year-Round Employment
• Fun, family-oriented work environment

Why Work With Boats and Fun?

• Nearly 20 years in business
• Family-owned company with an outstanding reputation
• Beautiful waterfront work environment
• Variety—no two days are the same
• Opportunity to grow with the company
• Great coworkers
• Work where people come to have fun every day

If you’re looking for more than “just another captain job” and want to be part of a company where your work truly matters, we’d love to meet you.

How to Apply

Please send us:

• Name
• Phone Number
• Email Address
• Type of USCG Captain’s License
• Relevant boating experience
• Local boating knowledge (if any)
• Current availability
• Whether you’re interested in Full-Time or Part-Time employment

Boats and Fun is an Equal Opportunity Employer and a Drug-Free Workplace.