Our Quality Promise
Excellence is achieved through relentless effort. Our sailing community is the heart of our business: students, guests, managers, captains, crew, vendors, dock hands, maintenance technicians, and everyone who keeps our ships moving forward.
We never compromise on quality. Our culture of high values and support defines our brand and serves as our compass.
The Employee Promise
Our crew members are our greatest asset as we strive to provide the best guest experiences. We are committed to supporting you in realizing your potential.
By upholding trust, honesty, respect, integrity, and commitment, we nurture talent for the benefit of all. Go Sail LLC creates a workplace where diversity is valued, quality of life is enhanced, individual aspirations are realized, and memories are made.
Go Sail LLC is an equal opportunity employer. All applicants are considered based on merit, competence, and qualifications, regardless of race, color, religion, sex, national origin, age, disability, veteran status, sexual orientation, or any other protected category under federal, state, or local law.
GSVI is the only school with 3 Outstanding American Sailing Instructors!
We invite you to grow with our company and enrich your own sailing journey. Our team features three instructors who rank in the top 1% of all American Sailing Instructors. Visit our Captain’s and Crew page to learn more. Working with us is deeply rewarding; we carefully select team members to support long-term careers and foster a sense of family among our crew.
If you feel called to a life at sea, ready to leave behind the daily grind, you’ll find likeminded sailors here. Join a community where you can share your passion and stand out as a leader.
We offer full-time, part-time, and fractional employment opportunities for experienced candidates. Explore our available positions below—or, if you bring something unique, let us know.
Our crew knows that fitting in is not always the goal, when some of us were made to stand out.
Now Hiring Executive Assistant 10/01/2026
About Go Sail
Go Sail provides high-quality American Sailing Association (ASA) instruction, charters, and vacation experiences across premier domestic and international destinations. Built on core values of integrity, respect, and exceptional service, we foster a collaborative culture dedicated to delivering unforgettable experiences for our clients.
Position Overview
We are seeking an organized, proactive Executive Assistant to deliver high-level administrative and operational support to our leadership team. Serving as a trusted right-hand partner, the ideal candidate will manage competing priorities, streamline daily business functions, and maintain exceptional standards of service and professionalism.
Key Responsibilities
- Executive Support & Scheduling: Provide comprehensive administrative assistance to leadership, including calendar management, appointment scheduling, and complex travel coordination.
- Communication Management: Monitor and triage emails and calls; serve as a primary liaison between leadership, staff, clients, vendors, captains, and instructors.
- Operations & Client Logistics: Assist with course scheduling, charter bookings, customer inquiries, logistics, provisioning, and special events.
- Financial & Administrative Support: Process invoices, track expenses, handle purchasing, and assist with basic bookkeeping tasks.
- Team Onboarding & Records: Support crew scheduling, onboarding documentation, contract management, and general record-keeping.
- Marketing & Special Projects: Support marketing and social media efforts, coordinate client communications, and execute special operational projects.
- Word press website updates, blog posting: Make regular updates on the website.
- Adobe: update and create contracts as needed.
Qualifications & Attributes
- 3+ years of experience in an Executive Assistant, Office Manager, or Operations Coordinator role.
- Strong organizational, time-management, and multitasking capabilities in a fast-paced environment.
- Exceptional written and verbal communication skills with high attention to detail.
- Proficiency in Google Workspace, Microsoft Office, and business software (CRM, booking, accounting systems).
- Resourceful problem solver with strong initiative and discretion in handling sensitive information.
- Willingness to travel domestically and internationally as needed for business support.
- Experience in hospitality, travel, tourism, or marine services is a plus.
- Kindness, respect, and patience for all people.
Compensation & Benefits
- Pay Rate: $22 – $25 per hour, based on experience.
- Benefits: Health insurance and 2 weeks paid time off (PTO) annually.
- Perks: Travel and adventure-related opportunities within a dynamic, growing team.
Position Details
Employment Type: Full-Time 8 AM – 5 PM Monday through Friday.
Location: Must be located in Boise, ID or near by (Hybrid model; regular weekly in-office presence required)
Reports To: Company Leadership
Application Process: If this is something you’re interested in, please complete this application for consideration after you have reviewed our website. If you have meet our qualifications we will contact you to schedule an interview.
References: Please be prepared to provide three recent employer references.
Captain/ASA Instructor Full Time. Please complete this application for consideration.
Types of ASA Courses
We are looking to hire a full time committed American Sailing Instructor with expert level experience. This is a serious seasonal commitment from November – July.
If you have strong teaching, sailing and boating experience on 40-50 FT cruising catamarans and sailing yachts, we want to talk to you.
You would teach courses Sunday – Saturday at least 2 consecutive weeks a month, possibly 3-4. We never ask you to work more than 4 in a row for your sake as well as the students. We want you to have fun and enjoy yourself without getting burned out.
We have experience teaching in this capacity at other sailing schools, we know firsthand how rewarding and hard the job is. We know how a boat in disrepair can be the difference between a good week and a bad week for you and the students. We can understand why you might be slightly traumatized if you worked for a school that overworked you, underpaid you, and asked you to teach on poorly maintained yachts. This is NOT how we operate.
We operate this business on a much higher level of quality than the standard. We use 5 years or newer charter boats from several local charter companies, which means you never have to maintain the vessel. You call for maintenance and they come to fix it. We always spend extra to make sure the vessel is new, has a generator, water maker, and air conditioning.
I would encourage you to look at our reviews on Google. We have nothing but 5 stars because we do not compromise on the yacht, the food, and support you need. Which results in happy customers because they received a better-than-expected level of service and happy instructors because your primary focus is instruction. Your job is to take care of the guests and students. Everybody wins.
We take very good care of you. We pay what you think is fair, you always have a full-size cabin to yourself. The schedule always allows for a Saturday night off and you will not meet the guests until 5 PM on Sunday. Every course every week starts at 5 PM on Sunday and ends Saturday at 10 AM. You order the provisions from a local company, and then the provisions are delivered to the boat. You have discretionary funds to spoil the guests, like buying them dinner or cocktails.
When employed, we will ask you to provide a weekly Captain’s log report, 5, 10 second social media videos, 10 photos, and invoice in addition to teaching the ASA courses. You will also be asked to sign an NDA, non-compete, and employment contract. We require our Captains to work as independent contractors with your own health insurance.
If this is something you’re interested in, we would like to see your resume. You can email us after you have reviewed our website. Then if approved, we would schedule a 1-week training trip for you with a senior instructor at a reduced cabin rate. You will learn our best practices, standard procedures, and booking system functionality. Learning how to be the best sailing instructor you can be and will only improve the smooth sailing of our guests.
Technical Qualifications:
- USCG 50 Ton Master with Near Coastal Merchant Mariner license with Sailing endorsement.
- American Sailing Instructor ASA 201/203/204/214/205/206 certifications.
- STCW II/3 endorsement.
- If you do not meet some of these technical qualifications but are working on it let us know.
Mandatory Professional skills:
- Expert Level Sailing Skills 5 years +
- Excellent people skills.
- Unparalleled dedication to taking care of the crew you are leading.
- Kindness, respect, and patience for all people.
- Experience teaching in the Virgin Islands.
- Knowledge of the Virgin Islands and Caribbean sailing.
- Fundamental boat system knowledge.
- Detail orientated with focus on doing it right.
- Find pure joy in mentoring and inspiring others through sailing connections.
References: Please be prepared to provide three recent employer references.