For over 46 years, families have trusted Sail Caribbean to take their teens on the adventure of a lifetime. Safety is not a policy we follow. It is the foundation on which everything is built.
Every adult your teen spends time with on a Sail Caribbean program meets rigorous medical and safety certification standards. This is not a checkbox. It is a culture.
Each program includes a dedicated staff member certified as an Emergency Medical Technician (EMT) or holding the advanced Wilderness First Responder (WFR) certification, an 80-hour course.
Before every season, staff complete a comprehensive 12-day onsite training covering safety procedures specific to the Caribbean marine environment, including live simulated emergency medical drills.
Every evening, the captain and crew of every boat check in with program leadership. The student-to-staff ratio across all programs is 3:1, and each boat has at least two adults on board while underway.
Sail Caribbean never sails alone. Our fleet model means your teen is always surrounded by a support network on the water, not just a single boat far from help.
Programs sail in fleets of 2 to 7 boats, always including a dedicated staff support boat. That support boat is where the Program Director, Fleet Captain, and Provisions Manager are based. It carries all essential medical supplies and serves as the command center for daily staff meetings.
The entire fleet stays in constant VHF radio contact with each other and maintains daily contact with the base on Tortola by cell phone. Caribbean weather is monitored daily, and a full hurricane plan is in place, including swift relocation to an inland shelter.

Every Sail Caribbean guideline exists for a specific protective reason. Here is what each one means for your teen’s safety on the water.


Sail Caribbean has spent decades building relationships with the best medical providers in the British Virgin Islands. If your teen needs care, we know exactly where to go and how to get there fast.
One of the most common parent concerns is the journey itself, especially for first-time travelers. Here is exactly what happens from the moment your teen boards their flight to when they are safely in our care.
All major airlines offer Unaccompanied Minor (UM) programs that provide full monitoring, escort, and supervision by airline customer service employees for the entire travel day, including all connections within the same airline.
Our staff personally meets the airline employee responsible for your teen at the arrival airport, verifies identification, and signs them out before escorting them to our group. We will email you the name and contact details of the specific staff member meeting your teen at least 48 hours before the program starts.
If your teen is traveling as a UM, please provide our office with a copy of your UM service receipt. Contact your airline for specific UM rules and fees. For setup, airlines require a contact name, which you can use as a placeholder when booking:
Fly into St. Maarten (SXM) or Antigua (ANT), then connect to Beef Island (EIS) via LIAT or WinAir.
Staff ensures students call home once they have arrived at the airport and again at our docks. During the programs, there are 1-2 instances where students will be able to call home again. These times and dates will be communicated to parents at the beginning of the program. We encourage parents to discuss expectations with their teen before travel.
Traveling with your student? Drop-off at the dock is welcome.
Families are welcome to drop off and pick up directly at our home base at The Moorings Marina in Tortola, or at St. Thomas airport on arrival and departure days. Please contact us directly so we can assist with coordination and logistics.
Life jackets are worn for all watersports, small boat activities, and on our program boats while underway. Harnesses are worn during all night sails. This is a non-negotiable policy on every Sail Caribbean program.
On land, students are given clear boundaries. Staff in identifiable shirts provide active supervision throughout designated areas. Students travel in buddy groups and check in regularly. During evenings ashore, students and staff are together at all times, at venues specifically chosen for safety. On the boat, there is always at least one staff member on board when students are on board, and while underway, there are multiple staff members present. The overall student-to-staff ratio across all Sail Caribbean programs is 3:1.
Sail Caribbean staff ensure students call home once they have arrived at the destination airport and again at our docks. There will also be regular opportunities for students to call home as the fleet travels from port to port. We encourage parents to discuss communication expectations with their teen before departure so both parties are aligned.
Every Sail Caribbean field staff member holds First Aid/CPR certification. Each program also has a dedicated staff member who holds either an EMT certification or a Wilderness First Responder (WFR) certification, which is an 80-hour advanced course. Staff complete simulated emergency drills during Sail Caribbean’s 12-day pre-season training every year.
Sail Caribbean staff continuously remind students to reapply sunscreen throughout the day. If a student shows early signs of sunburn, the captain places them on “shirt duty,” requiring sun-protective clothing until the issue resolves. We encourage packing a hat, lightweight long-sleeved shirts, sunglasses, and a rashguard. All Sail Caribbean boats have a bimini canopy over the cockpit, providing consistent shade. Students themselves also share responsibility, with one crew member designated each day to check on the crew’s health and sun safety.
Since students depart from all over the United States and internationally, it is not feasible for Sail Caribbean to be at every departure airport. However, a staff member will personally meet your teen at St. Thomas airport (STT) and accompany them on the ferry to Tortola. If your teen flies into Beef Island (EIS), Sail Caribbean staff will meet them at the airport and bring them directly to base.
Sail Caribbean’s high-speed motorboats ensure rapid transfer to land when needed. We have long-term relationships with qualified doctors and trusted BVI clinics, including Peebles Hospital in Road Town (open 24 hours with emergency and ambulance services) and the B & F Medical Complex. The Sail Caribbean fleet is always in VHF radio contact and maintains a close working relationship with Virgin Islands Search and Rescue (VISAR), which provides 24-hour emergency coverage.