Two-day, hands-on courses for beginners and aspiring skippers — ASA-certified programs and PowerTime powerboat training.
A curated selection of two-day ASA sailing and PowerTime powerboat programs for practical, on-water learning.
water-activities · Annapolis
Gain real-world skills to skipper or crew a 30–50 foot keelboat in Annapolis waters with ASA 103, a comprehensive two-day coastal sailing course. Navigate Chesapeake Bay's tides and winds with expert instruction.
SailTime Annapolis is a sailing school and training provider based in Annapolis, Maryland. The program lineup spans ASA-certified sailing courses and PowerTime powerboat instruction, offering a clear progression for new sailors and aspiring skippers. Courses include ASA 101 (Basic Keelboat), ASA 103, ASA 104, PowerTime AB-101 (beginner powerboat), and an additional listed offering labeled Unknown.
Instruction emphasizes hands-on experience aboard representative boats. Students practice on Beneteau / ASA First 22 vessels and sloop-rigged keelboats ranging from 30–50 feet, depending on the course. Several programs explicitly include classroom sessions plus practical on-water training, with small group sizes used to increase instructor attention and skill retention.
Certifications and formal credentials are part of the curriculum: ASA 101 graduates complete the course with certification and receive a one-year American Sailing Association membership; ASA 104 notes that ASA exam fees and study materials are included. PowerTime AB-101 focuses on foundational powerboat skills such as boat handling, docking, and navigation with personalized instruction for confidence on the water.
SailTime Annapolis positions itself as a practical, safety-focused training option in the Annapolis area. Course descriptions emphasize real-world skills — sail trim, navigation, boat handling, and coastal conditions — so students leave with usable knowledge for future adventures, rentals, or bareboat charter eligibility.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Beginner to coastal certification
Two-day beginner powerboat course
Small group sizes for focused instruction
Most courses are two-day programs
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current SailTime Annapolis listing.
SailTime Annapolis offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Choose an ASA or PowerTime two-day course and secure a practical, on-water learning experience with limited class sizes.
water-activities · Annapolis
Step up your sailing game with SailTime Annapolis’ ASA 104 course—master keelboat handling, navigation, and maintenance on Chesapeake Bay’s dynamic waters. Gain the skills needed to confidently skipper a sloop-rigged boat in coastal conditions.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.