Events
ASA 105 COASTAL NAVIGATION | JANUARY 2027 | MADISON, WI: $597.00
Navigate with confidence, even when you cannot rely solely on electronic navigation. ASA 105 Coastal Navigation is an in-depth, classroom-based course that teaches you how to interpret nautical charts, plot courses and positions, use maritime publications and account for tides, currents, wind and leeway when planning a passage.
Through instructor-led lessons and hands-on chart work, you’ll develop practical navigation skills that strengthen your understanding of how your vessel interacts with the world around it. No previous ASA certification is required, and the course is especially valuable for sailors preparing for ASA 106 Advanced Coastal Cruising.
Format: 25.5 hours of live, in-person instruction in Madison, Wisconsin, on January 18, 19, 21, 22 and 23, 2027.
Click the REGISTER button to view the complete schedule, see everything included with tuition and reserve your place.
![ASA 105, Coastal Navigation In-person, online, Virtual Instructor Lead]( "ASA 105, Coastal Navigation In-person, online, Virtual Instructor Lead")
BVI | CATAMARAN FLOTILLA | FEB 13 – FEB 20, 2027:
Roadtown, Tortolla, BVIPrerequisites:🌴 British Virgin Islands Catamaran Sailing Adventure
February 13–20, 2027❤️ Experience Valentine’s Day on this Trip!
Join us for an unforgettable week sailing through the stunning British Virgin Islands aboard a luxurious 40–44ft catamaran.
Whether you’re looking for the ultimate sailing vacation or want to earn ASA certifications while island hopping through paradise, this adventure combines hands-on sailing, snorkeling, beach bars, waterfront dining, and breathtaking Caribbean scenery.
Our sample itinerary includes stops at:
⛵ Trellis Bay (Beef Island)
⛵ Leverick Bay / Gorda Sound
⛵ Bitter End / North Sound
⛵ Anegada
⛵ Jost Van Dyke
⛵ Norman IslandPricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience
• $3,597 per person — Includes ASA Certification Courses (ASA 101 / 103 / 104 / 114 as applicable)Private queen cabins with ensuite heads included aboard immaculate 40–44ft catamarans.
Spots are limited. Reserve your Caribbean sailing adventure today!
![]( "BVI – Valentines Day week 2-13 – 2-20-2027")
BVI | CATAMARAN FLOTILLA | FEB 20 – FEB 27, 2027:
Roadtown, Tortolla, BVIPrerequisites:🌴 British Virgin Islands Catamaran Sailing Adventure
February 20–27, 2027🌕 Experience the Snow Moon
The last full moon of winter, named for February’s heavy snowfalls. As a bonus, this year’s Snow Moon coincides with a rare penumbral lunar eclipse. Join us in the BVI for this unforgettable week under the stars.
Join us for an unforgettable week sailing through the stunning British Virgin Islands aboard a luxurious 40–44ft catamaran.
Whether you’re looking for the ultimate sailing vacation or want to earn ASA certifications while island hopping through paradise, this adventure combines hands-on sailing, snorkeling, beach bars, waterfront dining, and breathtaking Caribbean scenery.
Our sample itinerary includes stops at:
⛵ Trellis Bay (Beef Island)
⛵ Leverick Bay / Gorda Sound
⛵ Bitter End / North Sound
⛵ Anegada
⛵ Jost Van Dyke
⛵ Norman IslandPricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience
• $3,597 per person — Includes ASA Certification Courses (ASA 101 / 103 / 104 / 114 as applicable)Private queen cabins with ensuite heads included aboard immaculate 40–44ft catamarans.
Spots are limited. Reserve your Caribbean sailing adventure today!
![]( "BVI – Full Moon week 2 – 2-20 – 2-27-2027")
BVI | CATAMARAN FLOTILLA | FEB 27– MAR 06, 2027:
Roadtown, Tortolla, BVIPrerequisites:🌴 British Virgin Islands Catamaran Sailing Adventure
February 27 – March 06, 2027☀️ Week 3 is your Winter Escape! If you can’t make the other dates, this week’s for you! 😎
Join us for an unforgettable week sailing through the stunning British Virgin Islands aboard a luxurious 40–44ft catamaran.
Whether you’re looking for the ultimate sailing vacation or want to earn ASA certifications while island hopping through paradise, this adventure combines hands-on sailing, snorkeling, beach bars, waterfront dining, and breathtaking Caribbean scenery.
Our sample itinerary includes stops at:
⛵ Trellis Bay (Beef Island)
⛵ Leverick Bay / Gorda Sound
⛵ Bitter End / North Sound
⛵ Anegada
⛵ Jost Van Dyke
⛵ Norman IslandPricing (double occupancy):
• $2,897 per person — Sailing Vacation Experience
• $3,597 per person — Includes ASA Certification Courses (ASA 101 / 103 / 104 / 114 as applicable)Private queen cabins with ensuite heads included aboard immaculate 40–44ft catamarans.
Spots are limited. Reserve your Caribbean sailing adventure today!
![]( "BVI – Winter Escape – final – week 3 – 2-27 – 3-6-2027")
ASA 107 – Celestial Navigation Workshop | April 10th, April 11th, April 17th, April 18th, 2027 | Milwaukee, WI: $1,397.00
Learn to find your position by reading the sky.
ASA 107 Celestial Navigation is an advanced course for sailors who want to move beyond electronic navigation and understand one of the oldest and most rewarding skills in seamanship. Using the sun, moon, stars and planets, you’ll learn how mariners have crossed oceans for centuries and why these traditional skills still matter today.
This course combines practical sextant work with the core concepts of offshore navigation. You’ll learn how to take celestial observations, reduce sights, use time accurately, work with the Nautical Almanac, and plot lines of position to determine where you are. Along the way, you’ll gain a deeper understanding of direction, latitude, longitude, apparent motion, and the relationship between your vessel and the world around it.
Celestial navigation is not just a backup to GPS. It is a discipline that sharpens your awareness, builds confidence, and connects you to the art of ocean sailing in a way no screen ever can.
This course is an excellent next step for sailors preparing for offshore passages, bareboat cruisers looking to expand their knowledge, or anyone who has ever looked up at the night sky and wondered, “Could I navigate by that?”
Format: This four-day ASA 107 Celestial Navigation course is held over two weekends. See the scheduled course dates and times for details.
Click the REGISTER button to view complete course information and reserve your place.
![]( "ocean-3605547_1920.2e16d0ba.fill-560×315.width-560")
ASA 101 Keelboat 1 | May 29th & May 30th, 2027 | South Shore Yacht Club, Milwaukee, WI: $647.00
South Shore Yacht ClubPrerequisites: NoneReady to become a sailor? ASA 101 Keelboat Sailing 1 is the perfect place to begin. No previous sailing experience is required.
Over one hands-on weekend, you’ll learn the fundamentals of sailing aboard a tiller-steered Hunter 216. With no more than four students per class, everyone receives plenty of time at the helm, trimming sails, practicing maneuvers, and rotating through the different crew positions.
You’ll build a strong foundation in boat handling, sail trim, safety, sailing terminology, crew-overboard recovery, knots, and more, all while gaining the skills and confidence to continue your sailing journey.
Your course includes two full days of hands-on sailing instruction aboard one of our training sailboats, use of all sailing equipment, the official ASA textbook and course materials, plus the ASA 101 examination and certification.
Click the REGISTER button below to view the complete course details, available dates, and tuition, or reserve your place in an upcoming class.
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")
Greece Flotilla – Southern Ionian | CATAMARAN FLOTILLA | JUN 05 – JUN 12, 2027:
Lefkada, GreecePrerequisites:🏛️Greece Flotilla Sailing Adventure
June 5–12, 2027☀️Explore ancient history, charming island villages, and world-class sailing in the heart of the Ionian Sea!
Join us for an unforgettable week sailing through the crystal-clear waters of Greece’s beautiful Southern Ionian Islands.
Departing from Lefkada, you’ll explore charming island villages, secluded bays, breathtaking sea caves, ancient history, incredible Greek cuisine, and some of the finest sailing in the Mediterranean.
Whether you’re looking for the vacation of a lifetime or want to earn ASA certifications while island hopping through Greece, this adventure combines hands-on sailing, crystal-clear swimming, waterfront tavernas, rich culture, and unforgettable scenery.
Our sample itinerary includes stops at:
⛵ Lefkada
⛵ Meganisi Island & Vathi Harbor
⛵ Papanikolis Cave
⛵ Fiskardo (Kefalonia)
⛵ Sami & Melissani Cave
⛵ Bay of Filiatro
⛵ Kalamos & One House Bay
⛵ Vlycho BayPricing (double occupancy):
• $2,897 per person — Sailing Vacation ExperiencePrivate double cabins aboard modern sailing yachts and catamarans.
Spots are limited. Reserve your Greek sailing adventure today!
![]( "Greece – Southern Ionian Islands – 6-5-12-2027")
ASA 101 Keelboat 1 | June 19th & June 20th, 2027 | South Shore Yacht Club, Milwaukee, WI: $647.00
South Shore Yacht ClubPrerequisites: NoneReady to become a sailor? ASA 101 Keelboat Sailing 1 is the perfect place to begin. No previous sailing experience is required.
Over one hands-on weekend, you’ll learn the fundamentals of sailing aboard a tiller-steered Hunter 216. With no more than four students per class, everyone receives plenty of time at the helm, trimming sails, practicing maneuvers, and rotating through the different crew positions.
You’ll build a strong foundation in boat handling, sail trim, safety, sailing terminology, crew-overboard recovery, knots, and more, all while gaining the skills and confidence to continue your sailing journey.
Your course includes two full days of hands-on sailing instruction aboard one of our training sailboats, use of all sailing equipment, the official ASA textbook and course materials, plus the ASA 101 examination and certification.
Click the REGISTER button below to view the complete course details, available dates, and tuition, or reserve your place in an upcoming class.
![ASA 101, Basic Keelboat Sailing]( "ASA 101, Basic Keelboat Sailing")
ASA 118 Docking Endorsement | June 25th | South Shore Yacht Club, Milwaukee, WI: $697.00
Take the stress and uncertainty out of docking with ASA 118 Docking Endorsement.
This hands-on course combines docking theory with repeated practice to help you confidently maneuver, dock, and cast off an auxiliary-powered sailboat. You’ll learn how wind, current, prop walk, pivot point, and boat configuration affect your approach, then practice using dock lines, spring lines, fenders, and crew communication in a variety of situations.
Training also includes harbor maneuvering, controlled stops, backing, turning within narrow fairways, and handling the boat in confined or busy areas. The techniques apply to everything from 30-foot weekend cruisers to 50-foot, single-screw sailing yachts.
Both newly certified and experienced sailors can benefit from focused docking practice. Skippers, spouses, partners, and crew members will leave better prepared to contribute during docking and more confident aboard the boat.
Prerequisites: ASA 103 Coastal Cruising or equivalent experience handling an auxiliary-powered sailboat.
Format: This is a hands-on, on-the-water, one-day course from 9:00am – 4:00pm
Click the REGISTER button to explore the complete course details, and to reserve your place aboard.
![ASA118 – Docking Endorsement (118)]( "ASA118 – Docking Endorsement (118)")
ASA 103 Basic Coastal Cruising | June 26th & 27th, 2027 | Port Washington, WI: $897.00
PORT WASHINGTON, WIPrerequisites: ASA 101 Keelboat Sailing 1Ready to move beyond the basics? ASA 103 Coastal Cruising builds on the foundation developed in ASA 101 and introduces you to the skills needed to safely operate a larger, auxiliary-powered cruising sailboat.
During this intensive two-day course, you’ll gain hands-on experience with boat handling under sail and power, docking, sail trim, anchoring, navigation, weather, safety procedures, boat systems, and cruise preparation.
By the end of the course, you’ll have greater confidence handling a cruising sailboat and a solid foundation for planning and enjoying daytime coastal cruises. You’ll also be prepared to continue building your skills with ASA 104: Bareboat Cruising.
Format: This course is offered as an intensive two-day course.
Click the REGISTER button to explore the complete course details, available dates, and tuition, or to reserve your place.
![ASA 103, Basic Coastal Cruising]( "ASA 103, Basic Coastal Cruising")
ASA 111: Sailing 101 Review | July 2nd, 2027 | South Shore Yacht Club, Milwaukee, WI: $647.00
South Shore Yacht ClubPrerequisites: ASA 101, Keelboat Sailing 1Has it been a while since your ASA 101 course? Get back aboard, refresh your sailing skills and rebuild your confidence during this hands-on review designed for sailors who have already earned their ASA 101 certification.
You’ll revisit the fundamentals of keelboat sailing, including sail trim, points of sail, tacking, jibing, crew communication, safety procedures, crew-overboard recovery and essential knots. There are no examinations and no new textbook required. This is simply an opportunity to practice, ask questions and spend focused time sailing with an instructor.
Prerequisite: ASA 101 Keelboat Sailing 1
Format: This one-day course is offered from 9:00 AM to 3:00 PM.
Click the REGISTER button to view complete course information and reserve your place.
![ASA111, Sailing Skills Review]( "ASA111, Sailing Skills Review")
ASA 103/104 – Lake Michigan Intensive Learn-to-Sail Adventure – Coastal to Bareboat Cruising Combo | July 5th through July 9th, 2027 | Port Washington, WI: $2,457.00
PORT WASHINGTON, WIPrerequisites: ASA 101 Keelboat Sailing 1Turn five days on Lake Michigan into the sailing experience that takes you from basic sailing skills to confidently cruising a larger sailboat.
The ASA 103/104 Lake Michigan Intensive Learn-to-Sail Adventure combines two American Sailing certifications with a five-day liveaboard cruising experience along Wisconsin’s Lake Michigan shoreline.
Rather than returning to the same marina after each lesson, we’re going cruising. You’ll depart Port Washington, sail north to Sheboygan and Manitowoc, practice anchoring and living aboard away from marina facilities, and work your way back to Port Washington.
Throughout the voyage, you’ll become an active member of the crew while rotating through sailing, navigation, docking, anchoring, passage planning, boat systems, weather decisions, and skipper responsibilities. The goal is not simply to pass two ASA courses. It is to experience what it is actually like to plan, sail, and manage a multi-day cruise aboard a larger cruising sailboat.
By the end of the adventure, students who successfully complete the required examinations and practical skills assessments will earn both ASA 103 Coastal Cruising and ASA 104 Bareboat Cruising certifications.
Prerequisite: ASA 101: Keelboat Sailing 1
Format: Monday, July 5th through Friday, July 9th, 2027, departing from and returning to Port Washington. The planned route is Port Washington to Sheboygan, Manitowoc, an anchorage, and back to Port Washington. The exact itinerary may change based on weather, wind, lake conditions, and the captain’s judgment.
Click the REGISTER button to explore the complete course details, itinerary, tuition, and to reserve your place aboard.
Five Days. Two ASA Certifications. One Lake Michigan Cruising Adventure.
![ASA 103/104 combo class]( "asa-103-104-combo")
