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Signing up for sailing lessons has never been this easy! Now is the time to sign up, get out on the water and earn your ASA Sailing Certification with America's favorite sailing school! Our course line up covers everything from Basic Sailing to Cruising to Advanced Navigation, Flotillas, Group Events and more.

All of our courses are summarized below so take a cruise through our course calendar to check availability and dates, enroll in your next class!

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  • BVI | ELBA 45 Catamaran Flotilla | Feb 16 – Feb 22, 2025:

    Roadtown, Tortolla, BVI
    Prerequisites: BASIC KEELBOAT (ASA 101)

    🌴 Join Our BVI Sailing Adventure: February 16 – February 22, 2025! 🌴

    Set sail with us aboard the luxurious Fountaine Pajot Elba 45 for an unforgettable journey through the stunning British Virgin Islands.

    Pricing based on double occupancy. 50% due on registration, balance due 45 days before departure.

    Here’s a glimpse of our exciting itinerary:

    Day 1 (Sunday): Arrive in Village Cay, Tortola. Spend the morning exploring Road Town and its charming surroundings. Enjoy dinner in town before settling in for the night aboard our spacious catamaran.

    Day 2 (Monday): Depart in the morning for Salt Island, where we’ll spend some time exploring. Then, sail to Cooper Island for dinner at the eco-friendly Cooper Island Beach Club, known for its renovated restaurant and Rum Bar.

    Day 3 (Tuesday): Sail to North Gorda Sound and anchor at the Bitter End Yacht Club. Enjoy Happy Hour and dinner at this renowned yacht club.

    Day 4 (Wednesday): Set sail for Anegada, a unique island formed from a giant sandbar on a reef. Explore the island with electric beach cruising Jeeps, relax at beach bars, and enjoy a fabulous dinner at Potters Lobster Restaurant on the beach.

    Day 5 (Thursday): Perfect your sailing skills as we journey to Jost Van Dyke. This picturesque island is famous for its casual lifestyle, beachfront restaurants, and bars. Experience the renowned Foxy’s Bar for Happy Hour before dining back on the catamaran.

    Day 6 (Friday): Sail to the Bight at Norman Island, where you can snorkel and have lunch at the legendary floating bar and restaurant, THE WILLY T!

    Day 7 (Saturday): Enjoy a morning sail and snorkel before returning to Village Cay, Tortola. We’ll disembark by 11:00 AM.

    Embark on this adventure with us and experience the beauty and charm of the BVI from the comfort of our luxurious catamaran. Secure your spot today!

    Register

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    ASA 103/104/114 – A Learn-To-Sail Vacation | Feb 24 – Mar 1, 2025: $3,095

    Roadtown, Tortolla, BVI
    Prerequisites: KEELBOAT 1 (ASA 101)

    🌴 Join Our BVI Sailing Coastal Catamaran Cruising Combo: February 24 – March 1, 2025! 🌴

    Set sail with us aboard the Fountaine Pajot Astrea 42 for an unforgettable journey through the stunning British Virgin Islands.

    Payment due on registration.

    Here’s a glimpse of our exciting itinerary:

    Day 1 (Sunday 2/23): The morning is open for exploring and shopping. Arrive in Village Cay, Roadtown, BVI and explore town and other possibilities. You must try the Chicken Roti, my favorite!! Later, in the evening we’ll have dinner in the town at Bamboche and then stay aboard our Catamaran for the night.

    Day 2 (Monday 2/24): We depart in the morning and head for Salt Island. Spend some time on Salt Island and then we sail over to Cooper Island for Dinner at the Copper Island Eco Resort. Cooper Island. There are a few privately owned properties on the island, one being the Family owned Eco–resort beach club resort. Cooper Island Beach Club has a newly renovated restaurant and Rum Bar. Another option is to stay overnight at Marina Cay and have dinner on shore or at the exclusive Scrub Island Resort.

    Day 3 (Tuesday 2/25): Weigh in the anchor and we sail off to North Gorda Sound and anchor at the Bitter End Yacht Club. Happy Hour and Dinner at the Bitter End Yacht Club for the evening or Saba Rock for more upscale dining.

    Day 4 (Wednesday 2/26): Wake up and sail to Anegada, This island is actually a giant sand bar on top of a reef. Always worth the sail, Anegada is almost completely circled by reef and is surrounded by white beaches. We can rent electric beach cruising Jeeps and explore the island, We’ll find beach bars and be able to relax in a hammock under sea grape trees. We’ll have dinner ashore at a fabulous Potters Lobster restaurant on the beach before heading back to the Yacht.

    Day 5 (Thursday 2/27): Leaving Anegada, we depart at night to gain experience standing watch at night. We will carefully navigate out past Anegada’s barrier reefs and continue our sail downwind to Jost Van Dyke. It’s the longest sail of the week. By sunrise, you will pick up a mooring ball near Sandy Cay. A picture book anchorage with palm trees spotting a white sandy beach. After we’ve rested up and had lunch, we continue to JVD and find the famous Foxy’s bar for Happy Hour and Dinner back on the Catamaran.

    Day 6 (Friday 2/28): Another opportunity for night sailing experience, we leave for the Bight at Norman Island. We can grab a mooring ball and rest up before continuing into the Bight. Where we can snorkel and celebrate at the Legendary Floating Bar and Restaurant, THE WILLY T!

    Day 7 (Saturday 3/1): We set sail, and return to Village Cay, Tortola, BVI. We have time to sail in the morning but have to be off the boat by 11:00am.

    Embark on this adventure with us and experience the beauty and charm of the BVI from the comfort of our luxurious catamaran. Secure your spot today!

    Meeting Point: Village Cay, Roadtown, BVI http://www.villagecaybvi.com/marina/
    Accommodation: Our flotilla offers your own private cabin, which is perfect for you both to have lots of space without losing any privacy.

    Certifications Provided: ASA 103 104, ASA 114

    Optional Certifications: ASA 116 Dinghy and Outboard Endorsement

    42ft. Fountaine Pajot Astrea: https://www.swainsailing.com/astrea-42-3c if you’re looking for a spacious and luxurious option, our 42ft. Fountaine Pajot Astrea catamaran is a fantastic choice. This option offers ample space and comfort for your sailing adventure. cost – $3,095 pp

    Additional Costs
    Other costs to consider are:
    Basic provisioning is included, but dinner ashore and drinks during the journey are paid per couple.
    Mooring and Fuel: Depending on the itinerary, there might be some mooring and fuel costs.
    Excursions and Activities: While there will be plenty of activities planned, you might want to explore additional excursions or experiences.
    Crew Kitty: Often, flotillas establish a crew fund for shared expenses during the journey.

    Embark on this adventure with us and experience the beauty and charm of the BVI from the comfort of our luxurious catamaran. Secure your spot today!

    Register

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  • ASA 101 Keelboat 1 | May 24 & 25 | South Shore Yacht Club, Milwaukee, WI: $597.50

    South Shore Yacht Club
    Prerequisites: None

    Ready to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.

    Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:

    • Sail theory and hands-on practice
    • Navigating common sailing terminology
    • Key safety equipment and procedures
    • Crew overboard recovery techniques
    • Mastering essential sailing knots
    • And much more!

    By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.

    Course Format:
    This course is offered as a 2 day weekend course over Saturday and Sunday.

    • Saturday 8:30am – 2:30pm
    • Sunday 8:30am – 2:30pm

    Register

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    ASA 101 Keelboat 1 | May 31 & June 1 | South Shore Yacht Club, Milwaukee, WI: $597.50

    South Shore Yacht Club
    Prerequisites: None

    Ready to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.

    Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:

    • Sail theory and hands-on practice
    • Navigating common sailing terminology
    • Key safety equipment and procedures
    • Crew overboard recovery techniques
    • Mastering essential sailing knots
    • And much more!

    By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.

    Course Format:
    This course is offered as a 2 day weekend course over Saturday and Sunday.

    • Saturday 8:30am – 2:30pm
    • Sunday 8:30am – 2:30pm

    Register

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  • ASA 101/103 Basic Sailing & Basic Cruising Combo | June 6-8 | Port Washington, WI: $1,347.00

    PORT WASHINGTON, WI
    Prerequisites: None

    ASA101 – This is a perfect course for students with fundamental sailing knowledge. Because of the shortened format, the course moves along quickly. The Basic Keelboat will be a refresher as much as learning new skills. It will provide the necessary knowledge to sail a boat of about 20 feet in light to moderate winds and sea conditions in familiar waters without supervision. The course is taught by USCG Captains and your certification is recognized by the United States Coast Guard as a Safe Boating Course.

    ASA103 – General Description: This course is the next step and serves as an introductory course to the world of coastal cruising. It provides the necessary knowledge to cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 30 – 35 feet in length, in moderate winds and sea conditions.

    Format: This course is offered as a 3 day weekend course over Friday, Saturday, and Sunday, 8 hours each day.

    Friday, June 6th, 2024 (8:30 am – 4:30 pm)
    Saturday, June 7th, 2024 (8:30 am – 4:30 pm)
    Sunday, June 8th, 2024 (8:30 am – 4:30 pm)

    Register

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    British Virgin Islands Flotilla: $2,600.00

    7 NIGHTS

    Sail the British Virgin Islands

    From $2,500/pp

    Register

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    ASA 103 Basic Coastal Cruising | June 21st & June 22nd | Port Washington, WI: $927.00

    PORT WASHINGTON, WI
    Prerequisites:

    This course is the next step into the world of coastal cruising. It provides the necessary knowledge to cruise safely in local and regional waters as both skipper and crew on an auxiliary powered sailboat of about 28 – 35 feet in length, in moderate winds and sea conditions. You will learn the basics of daytime coastal cruising in moderate wind and sea conditions including the recommended safety equipment, forecasting weather, reading navigational charts, marlinspike seamanship, boat handling under sail and power and more.

    Format: This course is offered as a 2 day weekend course over Saturday and Sunday.

    Saturday, June 21st, 2024 (8:30 am – 4:30 pm)
    Sunday, June 22nd, 2024 (8:30 am – 4:30 pm)

    Register

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    [ NEW ] ASA 102 Keelboat 2 | June 28 & 29 | South Shore Yacht Club, Milwaukee, WI: $597.50

    South Shore Yacht Club
    Prerequisites: ASA Keelboat 1

    Ready to fine-tune your sailing expertise? This course is designed to elevate your knowledge and skills, focusing on advanced sail trim techniques to help you get the most out of your boat. You’ll gain the experience needed to confidently sail a sloop-rigged keelboat (20 to 30 feet) in winds up to 20 knots—by day and with full control.

    In this course, you’ll learn how to:

    • Optimize sail trim for maximum performance
    • Execute smooth departures and returns with precision
    • Work as a team to ensure a safe and efficient sail
    • Manage higher wind conditions while keeping your boat steady and under control

    By the end, you’ll be able to depart, sail, and return with confidence, demonstrating expert coordination and teamwork.

    Course Format: This course is offered as a 2 day weekend course over Saturday and Sunday.

    • Saturday 8:30am – 2:30pm
    • Sunday 8:30am – 2:30pm

     

    Register

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  • Door County, Wisconsin A Learn-To-Sail Vacation on Lake Michigan – July 6th -12th, 2025: $2,450.00

    Harbor Club Marina - Sturgeon Bay, WI
    Prerequisites: None

    This July, embark on a sailing adventure with Sea Safaris Sailing School in the stunning Door County, Wisconsin. Step aboard our luxurious 41-foot Jeanneau Sun Odyssey, Calypso, for a unique Learn-to-Sail Vacation. As you explore the breathtaking islands surrounding the Door County peninsula, you’ll have the opportunity to earn your ASA certifications under the expert guidance of seasoned mariner and Wisconsin-native, Captain Don Doggett.

    The Sailing Experience
    Set against the serene backdrop of Lake Michigan, Door County offers ideal sailing conditions, with calm bays and gentle winds perfect for sailors of all levels. Whether you’re a novice or an experienced sailor, the sheltered waters of Sturgeon Bay provide an excellent learning environment. During this unforgettable trip, you’ll also have the chance to gain three key certifications:

    • ASA 101 | Basic Keelboat Certification
    • ASA 103 | Basic Coastal Cruising
    • ASA 104 | Bareboat Cruising

    You’ll not only learn essential sailing skills but also take charge of the vessel as part of the crew, exploring the many scenic islands in Door County’s pristine waters.

    The Destination
    Beyond the sailing itself, Door County is a destination filled with charm and adventure. Explore quaint coastal towns, hike scenic trails, and immerse yourself in the region’s rich maritime history at the Door County Maritime Museum. Enjoy local cuisine, kayak along the shoreline, or simply relax on one of the many pristine beaches. With picturesque harbors like Sister Bay and Washington Island to discover, there’s no shortage of beauty or activities.

    Why Sail Door County?

    • Scenic Beauty: Towering limestone cliffs, tranquil bays, and lush forests provide breathtaking views along the coastline.
    • Sheltered Waters: Ideal conditions for sailors, especially beginners, with calm waters and gentle breezes.
    • Charming Harbors: Explore unique ports like Sturgeon Bay and Sister Bay, each with its own allure.
    • Island Exploration: Sail to Washington Island, Rock Island, and more, uncovering hidden coves and scenic trails.
    • Maritime Heritage: Dive into Door County’s rich maritime history with museums, lighthouses, and shipwrecks.
    • Vibrant Community: Connect with fellow sailors in Door County’s welcoming and active sailing community.

    Certifications Offered
    Throughout the course, you can earn the following internationally recognized ASA certifications:

    • ASA 101 | Basic Keelboat Certification
    • ASA 103 | Basic Coastal Cruising
    • ASA 104 | Bareboat Cruising

    Join us for this unforgettable sailing experience where adventure meets education, and discover the beauty of Wisconsin’s Northwoods from the water!

    Register

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    Bahamas Flotilla: $2,200.00

    3 NIGHTS

    Adventure in the beautiful Bahamas.

    From $2,200/pp

    Register

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    ASA 104/106 Advanced Bareboat Coastal Cruising Combo | July 21st – 25th | Sturgeon Bay, WI: $2,457.50

    Harbor Club Marina - Sturgeon Bay, WI
    Prerequisites: Keelboat 1 (ASA101), Basic Coastal Cruising (ASA103), Coastal Navigation (ASA105) certifications

    Ready to level up your sailing experience and venture into serious coastal cruising? This combined ASA 104 and ASA 106 course offers a comprehensive training experience for sailors looking to become confident and capable skippers for chartering and extended coastal passages.

    The ASA 104 Bareboat Cruising portion covers essential cruising skills aboard a 28–50 ft sailboat, including acting as skipper and crew in daylight hours along coastal waters. You’ll dive into cruise planning, basic navigation, advanced anchoring, docking, provisioning, and onboard systems operation. This certification is often required by international charter companies and builds a strong foundation for real-world cruising adventures.

    The ASA 106 Advanced Coastal Cruising builds on that foundation with a five-day passage across Lake Michigan aboard a fully equipped bluewater cruiser. You’ll put your skills to the test with night sailing, waypoint navigation, radar use, electronic chart plotting, and emergency procedures. You’ll practice crew-overboard drills, develop float plans, evaluate weather patterns, and refine your sail trim and boat handling in a variety of conditions—including heavy weather.

    We’ll also cover troubleshooting and self-sufficiency when offshore, preparing you to be the “first responder” when something doesn’t go according to plan. Our route typically includes a Lake Michigan crossing to destinations like Ludington or Frankfort, depending on conditions, and includes night watches to simulate real offshore sailing scenarios.

    📘 Course materials include the ASA Bareboat Cruising and Advanced Cruising & Seamanship textbook, which will be mailed to you upon registration.

    Note: If you haven’t yet completed your ASA 105 (Coastal Navigation) certification, we recommend enrolling in our online ASA 105 course through Sea Safaris Online. You’ll have the option to complete the final exam during the sailing trip.

    Register

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  • ASA 101 Keelboat 1 | August 2nd & August 3rd | South Shore Yacht Club, Milwaukee, WI: $597.00

    South Shore Yacht Club
    Prerequisites: None

    Ready to embark on your sailing journey? This course is the perfect starting point for anyone looking to learn the art of sailing. You’ll gain the essential skills and confidence needed to sail a 20-foot boat in light to moderate winds and calm waters without the need for supervision.

    Throughout this comprehensive course, you’ll dive into the fundamentals of keelboat sailing, including:

    • Sail theory and hands-on practice
    • Navigating common sailing terminology
    • Key safety equipment and procedures
    • Crew overboard recovery techniques
    • Mastering essential sailing knots
    • And much more!

    By the end of the course, you’ll be equipped with the knowledge to confidently handle a boat and enjoy time on the water.

    Course Format:
    This course is offered as a 2 day weekend course over Saturday and Sunday.

    • Saturday 8:30am – 2:30pm
    • Sunday 8:30am – 2:30pm

    Register

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Beginner sailing classes

If you've never stepped on a boat before, or just getting started learning to sail you're in the right place.

Intermediate sailing classes

Ready to take the next step? At Sea Safaris Sailing School, we teach sailing classes at every level, from basic sailing to offshore passagemaking.

advanced sailing classes

Go further and improve your sailing skills! Sea Safaris Sailing School will provide you with the training and experience you need to master every aspect of sailing.

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