The Ultimate Guide to Delivery Skipper Jobs

Delivery Skipper Jobs
Delivery Skipper Jobs

Are you dreaming of a career that combines your love for the sea with your desire for adventure? Look no further than delivery skipper jobs.

These roles offer the chance to travel the world, meet fascinating people, and gain invaluable maritime experience.

In this comprehensive guide, we’ll explore everything you need to know about becoming a delivery skipper, from the basic requirements to the day-to-day responsibilities and tips for finding the best opportunities.

What is a Delivery Skipper?

What is a Delivery Skipper?

A delivery skipper is a professional sailor responsible for moving boats and yachts from one location to another. This might involve delivering a newly purchased yacht to its new owner, relocating a boat for seasonal sailing, or even moving a vessel to a shipyard for repairs. These jobs can be short-term or span several weeks, depending on the distance and destination.

Responsibilities of a Delivery Skipper

Responsibilities of a Delivery Skipper

The role of a delivery skipper encompasses various responsibilities, including:

  • Navigation and Route Planning: Ensuring a safe and efficient passage by plotting a course, checking weather forecasts, and making adjustments as necessary.
  • Crew Management: Leading a team of sailors, often a mix of professionals and volunteers, ensuring everyone knows their roles and responsibilities.
  • Safety: Conducting safety briefings, maintaining safety equipment, and ensuring all protocols are followed.
  • Maintenance: Performing routine checks and minor repairs to ensure the vessel is in good working order.
  • Communication: Keeping in touch with the vessel’s owner, the delivery company, and other relevant parties to provide updates on progress.

How to Become a Delivery Skipper

Lessons from Delivery Skipper Stories
How to Become a Delivery Skipper

Step 1: Gain Sailing Experience

To become a delivery skipper, extensive sailing experience is crucial. Start by:

  • Taking Sailing Courses: Enroll in sailing courses offered by recognized institutions such as the Royal Yachting Association (RYA) or the American Sailing Association (ASA). Courses range from beginner to advanced levels, covering various aspects of sailing.
  • Joining a Sailing Club: Becoming a member of a sailing club provides opportunities to practice and improve your skills while networking with experienced sailors.
  • Chartering Boats: Rent different types of boats to gain hands-on experience in various sailing conditions.

Step 2: Obtain Certifications

Certifications are often required to work as a delivery skipper. Some essential certifications include:

  • RYA Yachtmaster Offshore: This certification demonstrates advanced sailing competence and is highly regarded in the industry.
  • STCW (Standards of Training, Certification, and Watchkeeping): This international convention sets minimum qualification standards for seafarers. The certification includes training in firefighting, first aid, personal survival techniques, and more.
  • VHF Radio License: Proficiency in operating marine VHF radios is essential for communication.

Step 3: Build Your Resume

Experience is key to landing delivery skipper jobs. Consider the following steps to build your resume:

  • Log Sea Miles: Keep a detailed logbook of your sailing experiences, noting the miles covered, types of vessels, and specific routes sailed.
  • Volunteer: Offer your services as a crew member on delivery trips to gain experience and make industry connections.
  • Network: Attend sailing events, join online forums, and connect with other sailors on social media platforms.

Step 4: Apply for Delivery Skipper Jobs

Once you have the necessary experience and certifications, start applying for delivery skipper jobs. Resources for finding opportunities include:

Life as a Delivery Skipper

Life as a Delivery Skipper
Life as a Delivery Skipper

Daily Routine

The daily routine of a delivery skipper varies depending on the trip’s length and complexity. However, common tasks include:

  • Morning Briefings: Discuss the day’s plan with the crew, review weather forecasts, and assign tasks.
  • Navigation and Sailing: Actively monitor the vessel’s course, make adjustments as needed, and ensure safe passage.
  • Maintenance Checks: Perform regular inspections of the boat’s equipment and systems.
  • Crew Management: Oversee the crew’s activities, providing guidance and support as needed.
  • Communication: Update the vessel’s owner or the delivery company on progress and any issues encountered.


While the job offers many rewards, it also comes with challenges:

  • Weather Conditions: Navigating through rough seas and unpredictable weather requires skill and experience.
  • Isolation: Spending long periods at sea can be isolating, demanding strong mental resilience.
  • Responsibility: The safety of the vessel and crew rests on the skipper’s shoulders, requiring constant vigilance and decision-making.


Despite the challenges, delivery skipper jobs are incredibly rewarding:

  • Travel: Explore new destinations and experience different cultures.
  • Professional Growth: Gain valuable experience and enhance your sailing skills.
  • Community: Join a close-knit community of passionate sailors.

Tips for Success

Tips for Success
Tips for Success

Stay Updated

Maritime technology and regulations are constantly evolving. Stay informed by:

  • Continuing Education: Take advanced courses and attend workshops to keep your skills sharp.
  • Reading Industry Publications: Subscribe to magazines like Yachting Monthly and Sailing World.

Maintain Physical Fitness

The job demands physical stamina. Regular exercise and a healthy diet will help you stay fit and alert.

Build a Strong Network

Connect with other sailors, delivery companies, and boat owners. Attend sailing events, participate in online forums, and engage on social media platforms.

Be Prepared

Always be prepared for the unexpected. Carry a well-stocked toolkit, first aid supplies, and backup navigation equipment.

Real-Life Anecdotes

Real-Life Anecdotes
Real-Life Anecdotes

The Unexpected Storm

One seasoned skipper, John, recalls a delivery from the Caribbean to Florida. Midway through the trip, a sudden storm hit, and the crew had to navigate 10-foot waves and 50-knot winds. John’s experience and calm demeanor helped the crew stay focused and navigate through the storm safely. This trip not only tested his skills but also strengthened the bond among the crew.

The Friendly Dolphin

On another trip, skipper Emily was delivering a yacht from Spain to Greece. One morning, the crew was greeted by a pod of dolphins that swam alongside the boat for several hours. This magical experience reminded Emily and her crew of the wonders of the sea and provided a much-needed morale boost during a long journey.


Becoming a delivery skipper is a challenging yet immensely rewarding career path. It offers the opportunity to travel, meet new people, and continuously develop your sailing skills. By gaining the necessary experience and certifications, building a robust network, and staying prepared for any situation, you can embark on a fulfilling career as a delivery skipper. Whether you’re navigating through a storm or being accompanied by friendly dolphins, every trip brings unique experiences and stories to tell. So, set your sails and start your journey towards becoming a delivery skipper today!

Leave a reply