4 Days • From Novice to Skipper — Basic Sailing and Coastal Cruising on Middle River

MIDDLE RIVER SAILING FIELD GUIDE

4 Days • From Novice to Skipper — Basic Sailing and Coastal Cruising on Middle River

A four-day, daytime course that teaches novice sailors to skipper a 25'–35' keelboat and earn ASA 101 and 103 certifications.

4 Days • From Novice to Skipper — Basic Sailing and Coastal Cruising on Middle River.

Duration
Contact operator
Location
Middle River
Operator
Starboard Sailing
Category
Sailing
Robert Eric Crews
Founder & Editor, The Adventure Collective
Published Verified

On Middle River in Maryland, Starboard Sailing runs a concentrated four-day program that takes beginners from first principles to competent daytime skippers. Over four full days students learn the vocabulary, systems and seamanship needed to handle a 25'–35' sloop-rigged, auxiliary-powered keelboat in moderate winds and sea conditions, with a curriculum that covers navigation, docking, sail trim, anchoring, weather and safety.

Highlights

Outing Highlights

THE ROUTE

Hands-on Keelboat Skippering

Students master day-skippering aboard a 25'–35' sloop-rigged, auxiliary-powered keelboat, practicing sail trim, engine operation and docking in moderate wind and sea conditions.

THE CERTS

ASA 101 and 103 — Credentials Included

The course includes two textbooks and materials and culminates in ASA 101 and 103 certifications plus an ASA trial membership to support continued development after the four days.

THE SKILLS

Coastal Navigation, Safety and Seamanship

Instruction covers cruising sailboat terminology, basic boat systems, rules of the road, anchoring and weather—foundational skills for coastal cruising and safe skippering.

What the day feels like

What the four days feel like

Each day runs 9 a.m. to 4 p.m., combining classroom materials with on-water practice: students learn terminology and systems, run the auxiliary engine, work on intermediate sail trim and docking, practice basic coastal navigation and anchoring, and build a practical understanding of weather and safety that prepares them to skipper by day.

Suitability

Who it's for

Who this course suits — and who it doesn't.

1
Novice AdultsIdeal for adults who are new to sailing and want a structured, certification-focused introduction to skippering and coastal seamanship.
2
Teens with Guardian PermissionEligible at 16 with guardian permission, teens motivated to learn practical sailing skills can participate alongside adult students.
3
Aspiring Club or Cruise SkippersThose seeking formal credentials and a pathway to crew or skipper roles will benefit from the included ASA 101/103 certifications and trial membership.
4
Not for Young ChildrenNot designed for children under the stated minimum age; the program assumes adult participation and some physical ability to move about a sailboat.

Practical planner

Details to review before reserving

Timing & Hours

Four full days, each 9:00 a.m. to 4:00 p.m.

What’s Included

Two textbooks and course materials are provided; the program awards ASA 101 and 103 certifications and includes an ASA trial membership.

Prerequisites & Age

No prerequisites — the class is for novice sailors; participants must be 18 or older (16 with guardian permission).

Gear & Materials

Textbooks and materials supplied by the operator; no additional gear list is specified in the provided course details.

Booking Notice

Review cancellation policies before reserving.

Frequently asked questions

Planning Your Outing

How long is the course each day?

The course runs four days, from 9 a.m. to 4 p.m. each day.

What certifications do I earn?

Participants earn ASA 101 and ASA 103 certifications and receive an ASA trial membership; textbooks and materials are included.

Do I need prior experience?

No prerequisites — the class is explicitly designed for novice sailors.

What age is required to participate?

Participants must be at least 18 years old; 16-year-olds may attend with guardian permission.

What will I learn during the course?

Instruction covers basic boat systems and terminology, auxiliary engine operation, docking, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship to prepare you to skipper by day.