Train as crew on Sunday sails with a USCG captain or ASA sailing instructor
10AM - 1:00PM or 1:00PM -4:00PM
USCG Captain, ASA instruction
Build your sailing skills as a crew member on Sunday training sails in St. Augustine. Take turns on scheduled lessons with instruction onboard.
CREW Plus requires participation in the operator’s drug consortium and an annual $90 fee paid to a third-party agency.
Cancellations within 24 hours of the time of sail will constitute that
Product ID: N5ZYZ6
Dress for the conditions and bring proper gear. Pack sunscreen, sunglasses (preferably polarized), and consider a hat. Bring foul-weather gear, since conditions in Florida can change quickly. In winter and spring, dress in layers you can shed if it warms up.
Consider getting a Type V personal flotation device (PFD). It’s suggested for all sailors; if you want to participate in offshore racing, a Type V PFD with a tether is recommended.
Practice key knots (bowline, clove hitch, cleat hitch, figure 8). Know your sailing terminology for clear communication, and review your ASA 101 textbook.
St Augustine Sailing, 3076 Harbor Dr, St. Augustine, FL 32084
St Augustine Sailing delivers exactly what you'd hope for in a maritime experience, with Dr. Dale and Captain Daniel earning particular praise for their expertise and warmth. Dr. Dale stands out as both a scientist and skilled instructor who runs everything from casual dolphin-watching tours to serious ASA certification courses. Reviewers consistently mention his teaching ability, patience (even calming someone through a panic attack during a maneuver), and deep knowledge of sailing mechanics. The Learn The Ropes courses seem especially popular, with multiple people mentioning how much they learned and feeling genuinely hooked on sailing afterward. Beyond the educational offerings, this outfit clearly knows how to create memorable outings. One couple raved about a wine and appetizer sail that included personalized touches like off-menu steaks, while families appreciated captains who let kids help raise sails and take the wheel. The boats themselves get compliments for their condition, and practical details like shade covers matter when you're out on Florida water. Wildlife sightings of dolphins and manatees add natural magic to the trips. Whether you want a romantic sunset cruise, a family adventure, or actual sailing instruction, the crew adapts well to different groups and consistently makes people feel welcomed rather than processed through a tourist experience.
Took ASA103/104 with Dale, and it was a great class! Dale is an excellent teacher, methodical and good at explaining concepts through both physical demonstration and verbal explanations. There was a lot of information jammed into four days, and Dale prepared us well for both the exams and real life circumstances. Would have liked to sail more, but we were rained out one day, so there wasn't much to be done about that. If you're looking for a place to take ASA 103/104, I would highly recommend taking the combo class with St. Augustine Sailing. You'll get to practice sailing in the intracoastal waterway and the ocean!
Stephanie Weir
August 13, 2026
Took ASA103/104 with Dale, and it was a great class! Dale is an excellent teacher, methodical and good at explaining concepts through both physical demonstration and verbal explanations. There was a lot of information jammed into four days, and Dale prepared us well for both the exams and real life circumstances. Would have liked to sail more, but we were rained out one day, so there wasn't much to be done about that. If you're looking for a place to take ASA 103/104, I would highly recommend taking the combo class with St. Augustine Sailing. You'll get to practice sailing in the intracoastal waterway and the ocean!
Stephanie Weir
August 13, 2026
Sail St. Augustine’s historic bayfront as the sun sets from a private yacht
Savor seasonal pairings while sailing into the sunset
Charter a luxury catamaran and enjoy a family-style brunch with bottomless mimosas
Share a brunch sail with mimosas on a 35 ft monohull in St. Augustine
Sail St. Augustine’s waterways with wine tasting or mimosas
Private 2-hour sunset sail for up to 6 in St. Augustine