Visit Us In Annapolis!
176 Main Street
Annapolis, MD 21401
(703)549-1797
159 Main Street
Annapolis, MD 21401
Men's Store (703)549-1044
🌊 The Lucky Knot Annapolis — Your Nautical Style Destination in the Heart of Downtown
Welcome to The Lucky Knot Annapolis, our flagship nautical-inspired boutique located at 176 Main Street, Annapolis, MD, right in the heart of the historic district. Set among cobblestone streets, waterfront views, and centuries of maritime charm, our location sits proudly in the Sailing Capital of America the perfect home for our coastal-preppy, resort-style fashion.
For years, this store has been a favorite for locals, visitors, and sailing enthusiasts who love timeless nautical style mixed with fun, vibrant fashion.
⚓ Nautical Fashion for Women & Men
At our Annapolis boutique, we curate a joyful mix of resort wear, classic nautical clothing, and coastal-inspired styles perfect for the Chesapeake lifestyle. Whether you’re heading out on the water, exploring historic downtown, or dressing for a weekend getaway, The Lucky Knot has something for every occasion.
Customer-Favorite Brands We Carry
• Jude Connally
• Vineyard Vines
• Sail to Sable
• Peter Millar
• Barbour
• And many more seasonal collections you won’t find anywhere else!
From bright, bold prints to timeless coastal pieces, our Annapolis store celebrates everything we love about life by the water.
🛍 Shopping in Downtown Annapolis: A Truly Unique Experience
Whether you’re spending the day by Ego Alley, enjoying the waterfront, or exploring the historic streets, downtown Annapolis offers endless charm and excitement. It’s a shopper’s paradise with:
• Specialty boutiques
• Waterfront restaurants
• Ice cream shops & cafés
• Local artisan stores
• Historic sightseeing
• Outdoor markets
• Annual parades and sailing events
Every day feels like a celebration in downtown Annapolis — and we love being part of this lively, welcoming community.
🎉 Events & Seasonal Fun in Annapolis
Annapolis is known for its incredible calendar of events, attracting visitors year-round. Some local favorites include:
• Boat Shows (Spring & Fall)
• Midshipmen parades & Naval Academy events
• Midnight Madness holiday shopping nights
• Lighting of the Christmas tree & Holiday Market
• Parades on Main Street
• Sailing races & waterfront festivals
Being located on Main Street means our customers are always steps away from the energy, music, and magic of downtown Annapolis.
👔 Introducing Our New Men’s Store: The Lucky Knot Men’s Annapolis
Because our customers asked and because demand for men’s clothing continued to grow we proudly opened The Lucky Knot Men’s Store at 159 Main Street, Annapolis, MD.
Located just a short stroll from our original boutique, this new store offers a heritage coastal vibe blended with the classic Lucky Knot charm. It reflects the spirit of the Chesapeake refined, adventurous, and rooted in timeless maritime tradition.
What You’ll Find at Our Men’s Store
• Expanded men’s apparel
• New premium brands
• Heritage coastal pieces
• Polished, everyday looks
• Elevated nautical style
It’s the perfect companion to our original store giving Annapolis the full Lucky Knot experience for both men and women.
Some of The Brands We Carry At this Location
Johnnie O
Vineyard Vines
Long Wharf
Holebrook
⚓ Why Shop The Lucky Knot Annapolis?
At The Lucky Knot, we believe shopping should feel happy, easy, and full of inspiration and our Annapolis stores embody exactly that. With classic coastal style, friendly service, and a beautiful location surrounded by waterfront charm, our boutiques bring the joy of nautical living to life.
Whether you’re visiting for the first time or you’ve been shopping with us for years…
Welcome to The Lucky Knot Annapolis. We can’t wait to see you on Main Street!