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.
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. 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.
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.
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.
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.
Morning: Arrive at Sturgeon Bay Marina for a trip briefing and boat orientation. Get settled aboard the 41-foot Jeanneau Sun Odyssey, Calypso, your home for the adventure.
Evening: Walk to Sonny’s Pizzeria for a casual welcome dinner overlooking the waterfront. Share your excitement for the journey ahead. Spend your first night sleeping aboard the boat, enjoying the tranquility of the marina and the anticipation of the adventure.
Morning: Set sail for Egg Harbor, approximately 15 nautical miles northwest. Enjoy a leisurely start with coffee and breakfast onboard as the crew adjusts to life at sea.
Evening: Arrive at Egg Harbor Marina. Explore the charming town and nearby shoreline parks. Have dinner at a waterfront restaurant like Harbor View Grill or prepare a fresh meal onboard. Watch the sunset from the beach or marina.
Activities: Optional wine tasting at Harbor Ridge Winery.
Morning:Sail to Sister Bay, a scenic 18-nautical-mile journey. Take in views of Horseshoe Island along the way.
Evening:Dock at Sister Bay Marina and visit local landmarks. Enjoy a relaxing dinner ashore such as Al Johnson’s Swedish Restaurant, followed by a walk through Sister Bay’s waterfront park.
Activities:Swimming at Sister Bay Beach.
Morning: Sail south to Fish Creek, approximately 12 nautical miles. Stop near Chambers Island for a quick swim or to explore via dinghy.
Evening: Dock at Fish Creek Marina and have dinner at a local restaurant or onboard. Catch a live performance at Peninsula Players Theatre if the timing aligns.
Activities: Sightseeing at Eagle Bluff Lighthouse.
Morning: Depart for Little Sturgeon Bay, a 20-nautical-mile trip. Anchor in the sheltered bay for a peaceful stop.
Evening: Take the dinghy to shore and explore the surroundings. Relax onboard or take advantage of quiet waters for paddleboarding.
Activities: Prepare a cozy dinner aboard. Stargaze from the cockpit, enjoying the serenity of this remote anchorage.
Morning: Set sail for Sturgeon Bay Marina, covering the final 15 nautical miles. Arrive in the early afternoon.
Afternoon: Wrap up the trip with a group lunch at a local favorite, like Sonny’s Pizzeria, and share your favorite memories of the adventure.
Activities: Last-minute shopping or sightseeing. Visit the Sturgeon Bay Maritime Museum if time allows.
Please Note. This itinerary is meant to serve as an example, however, it is important to note that the actual itinerary is subject to change due to weather conditions or circumstances beyond our control.
I cannot recommend Don and Sea Safaris highly enough! I had an incredible experience sailing with Captain Don on his beautiful boat in Sturgeon Bay this past summer. During my time aboard, I completed ASA 103 (Basic Coastal Cruising) and ASA 104 (Bareboat Cruising).
Captain Don was a fantastic instructor—he tailored the lessons to my experience level, making the learning process both effective and enjoyable. His deep knowledge, technical expertise, and passion for sailing were evident throughout the trip. Beyond the instruction, he seamlessly combined expert training with the breathtaking beauty of sailing in Sturgeon Bay and Door County. It was truly an unforgettable experience!”