SAILYARD LEGACY
We're not just a yacht brokerage—we’re a legacy.
Buying or selling a boat is a commitment to new beginnings.It is a decision to invest in adventure and freedom as you set sail for highest potential.
Each boat and every person has a unique story and purpose. We will meet you where you are and deliver you to your desired destination.
When you embark upon a journey with Annapolis Sailyard at the helm, you can surrender to the process knowing that we value you, the customer, and are fully committed to service, relationship, and sustainability.
Annapolis Sailyard is the oldest yacht brokerage in the Maritime Republic of Eastport in Annapolis, Maryland.
For nearly five decades we have been providing high-quality service and expertise in yacht purchase and sales for both sailboats and power boats. We have long term working relationships with multiple highly distinctive yacht manufacturers.
At the Sailyard, we are experienced sailors who have walked the weathered deck and made passages of our own.
SAILYARD INVENTORY
Whether you want to power up or set sail, we can align you with the perfect boat for your lifestyle. Scroll and click through some of our compelling options below!
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Bertram 28 "About Time"
The venerable design, smooth, dry ride, and constant upkeep at Gibson Island make "About Time" a fantastic example of this iconic boat. See her at the Annapolis Powerboat Show!
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2002 Nordic Tugs 37
Estate sale of a long time owner on the Chesapeake Bay; we have known this boat since new. With a little TLC (which we can help with), she will shine and cruise for decades more. Less than 1500 hours, fully equipped!
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Taswell 44 AS
RARE OPPORTUNITY for this Taswell 44 AS- beautiful, capable cruiser, and very well kept! Ready for you now!
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Sabre 36 Extended Flybridge!
"Jane Marie" is a fantastic offering in the sought after Sabre Extended Flybridge market. She is well cared-for and ready to go!
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Najad Aphrodite 42
This is a PRISTINE, Swedish built, comfortable and stable blue water cruiser. She sails very well and looks even better. We have not seen a boat kept up better nor longer lasting than this beauty. She is fully equipped to cruise and ready for a lucky new owner.
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Viking 60
Off the Charts is an extensively upgraded 1996 60 Viking Sport Cruiser- a fine example of Viking Yachts engineering and design, expansive interior space-features of a luxurious motor yacht with outstanding performance makes this truly a unique vessel.
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1987 Tashiba 36, $125k
ONE-OF-A-KIND opportunity to own a classic Ta Shing Tashiba 36 that is restored like new, at a fraction of replacement value. BEAUTIFUL, capable cruiser!
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2004 Nordic Tugs 37/39
Original owner, well-cared for, cruised and attended to, 1500 hours!
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Allied Princess Ketch
CLASSIC cruising sailboat. Gabriel is a joy to sail and cruise aboard. Waiting for you at Kent Island Yacht Club. Exceptional value $37,500
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Tartan 4100, $99k!
SHOAL DRAFT 5'6" The Tartan 4100 combines modern conveniences and amenities with traditional styling and sailing performance. Ninkasi is a capable cruiser, waiting for you to make her your own. She is on the hard in Annapolis, ready to be seen.
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Pearson 424 "Folly II"
Meticulously maintained and upgraded over the past 32 years by present owner. This is a superb cruiser, with countless advantages. Proceed and see for yourself!
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Express 35
The Canadian built Express 35 has a loyal following and "Fantastic" is a VERY well kept example. She is ready to go!
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Ta Shing Tashiba 40
1987 Ta Shing Tashiba 40 If you are looking for the ultimate cruising vessel put this great example of the Tashiba 40 on your list.Designed by Robert Perry and built in the exclusive Ta Shing Yard ,this boat will get you anywhere in the world in safety and comfort.
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20' Bayliner
You can't beat the unmatched value you get out of a Bayliner! There's plenty of room for you and Friends along with toys to play with! This boat makes a great day boat and has enough power to handle all the water sports! Hurry and make it yours today it won't last long!
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2017 Tahoe!
Like the name says, it's a FUNSHIP! Double Decker with water slide off top back. Double anchors, Grill, Upgraded Lowrance system (last year), 2017 Honda 250 full tilt outboard motor (works great, yearly maintenance, 80hrs), Kept shrink wrapped in off season out of water on lift. Awesome family boat!
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2003 Luhrs 36
Luhrs made sure their boats are a comfortable ride for the passengers while cruising to the fishing grounds. This 36 Open is in fantastic shape and very clean. The upholstery was replaced in January of this year, 2023! The Yanmar engines are 440hp each and have under 1000hrs!
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1998 Cabo 31
New Listing! Her 350hp Caterpillar engines have just under 3000hrs on them. More info coming soon.
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2016 Parker 25
The 25-ft Parker is an outstanding Bay fishing boat! There are around 570hrs on the engines that run fantastically! Overbuilt in North Carolina these extremely capable boats will take you wherever you want to go! There is a survey available from 2021 and the hours are low.
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S2 11m
REMEDY has everything a sailor, couple or small family could want to cruse in comfort. With her sought-after, private center-cockpit layout, dependable diesel, updated and spare sails, and quality build; REMEDY is a great cruising sailboat.
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20' Bayliner
You can't beat the unmatched value you get out of a Bayliner! There's plenty of room for you and Friends along with toys to play with! This boat makes a great day boat and has enough power to handle all the water sports! Hurry and make it yours today it won't last long!
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2017 Tahoe!
Like the name says, it's a FUNSHIP! Double Decker with water slide off top back. Double anchors, Grill, Upgraded Lowrance system (last year), 2017 Honda 250 full tilt outboard motor (works great, yearly maintenance, 80hrs), Kept shrink wrapped in off season out of water on lift. Awesome family boat!
SAILYARD TEAM
When you buy a boat with Annapolis Sailyard, it’s all hands on deck.
Cary Lukens, Owner
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Cary is a native Annapolitan and accomplished sailor with a boatload of nautical experiences. His deep commitment to service buoys his intention to align the unique stories of his clients with their personal goals.
Cary’s best life includes spending lots of time with his daughters. So, when not on or around boats you’ll find him chilling with his daughters or practicing yoga -- and quite possibly eating carrots and listening to the Grateful Dead.
In his life before Annapolis Sailyard, Cary was an adolescent and family counselor at a state-run psychiatric hospital.
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Cary’s most memorable boat experience was sailing off the Pacific coast of Mexico with clients and seeing the Lost Soul.
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“In another life I’m pretty sure I was a pirate with a soft streak.”
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443.995.5553
cary@sailyard.com
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Arn, aka the Old Guy, has been at Sailyard since 1998, and when you sit down with him, you encounter a lifelong boater and natural storyteller who enjoys sharing his vast knowledge while making a new friend.
Before Sailyard, Arn was an Engineer in the Navy, a Hershey Executive, co-creator and patent holder of bicycle braking systems, and an Eagle Scout and Adult Scout Leader who helped pioneer a new innovative Boy Scout Leadership program.
When not on or around boats you can find Arn fly fishing for trout, trying new foods, or listening to the Big Bands of the 30’s and 40’s. And he never boards his boat without his knife, reading material, and sunglasses.
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“My most notable sailing experience was being in the middle of the Atlantic on a bright starry night and feeling I could scoop up a thousand stars in my hand.”
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Arn’s favorite quote is from the movie, Harvey, when Jimmy Stewart says, “Years ago my mother used to say to me, she'd say, ‘In this world, Elwood, you must be,’ she always called me Elwood, ‘you must be, oh so smart, or oh so pleasant.’”
“Well, for years I was smart. I recommend pleasant.”
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Arn Reistad, Jr.
Arne Reistad III, Vice President
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A lifelong boater and liveaboard, Arne is eager to share his expertise and energy with you. When he is not out on boats, Arne travels and shares videos with his followers.
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While crossing the street at the Miami Boat Show, Arne encountered a cute little dog “directing traffic.” After he helped her to the sidewalk, Arne met the owner who confessed that he could not look after her, and offered Arne the dog. A few days and a one-way rental car later, “Chi Chi” was getting used to the weather in Annapolis, where she would become the Sailyard mascot!
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Whether my clients are buying or selling a sailboat or powerboat, my aim is to provide good service. I love helping my clients and sharing about the enjoyment of boating.
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717-250-2915 (mobile)
arne@sailyard.com
Rich Kahn
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Rich has been sailing and selling boats since the 1980’s. He is a former Baba 35 owner and has unmatched experience with Ta Shing boats. Rich is also a native “Baltimoron” and a former probation officer- so he’ll make sure you are on track. But the best part about Rich is his lovely wife Elaine.
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Rich and Elaine love boating on their current yacht, a Mast & Mallet Thomas Point 43. That boat, and their prior boat, a Baba 35, have both been up and down the coast and out to the islands; and so have Rich and Elaine.
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Rich and Elaine live two blocks from Annapolis Sailyard and are active in the Maritime Republic of Eastport. Knowing Rich is like knowing a whole community! Rich also loves sports and is an avid follower of University of Maryland Basketball, The Orioles, and The Ravens (but Yankee and Steeler fans still welcome here).
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410-980-5096 (mobile)
rich@sailyard.com
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Capt. John grew up fishing and crabbing in Mayo and Edgewater, Maryland, and graduated from South River High School in 1996. After his military service, John found his way back to home waters in 2018 (the bay will always be his home). As a Professional Yacht Broker and licensed Captain, John is always searching for the perfect boat for his customers.
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Shortly after high school, John joined the US Army and served for a couple decades, in Iraq, Texas, and California.
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John is currently living the dream aboard his boat on the Chesapeake Bay, while helping others realize their own boating dreams.
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Cell Phone: (209) 297-1314
email: john@sailyard.com
John Guidotti
SAILYARD STORIES
For more than 40 years we’ve had a positive relationship with the Chesapeake Bay boating community.
Here are some of their stories.
SAILYARD GUIDE
Consider us boat matchmakers.
We have decades of experience with the best cruising boat manufactures. Because we are experts in all things nautical, you can rest assured you will get the boat that’s right for you.
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Nordic Tugs
Nordic Tugs are hand crafted to for the cruising lifestyle. Wherever Nordic Tug owners go, they travel in comfort and confidence, knowing their vessel is one of the most seaworthy cruisers on the market today.
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Taswell
Taswell Yachts are high performance cruising yachts crafted in Taiwan by Ta Shing Yacht Building Company. Designer Bill Dixon combined the elegance of wood with the technology of fiberglass then created these vessels with comfortable interiors and suitable for the rough seas.
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Valiant
Designed by Robert Perry and built in America since 1972, these yachts have logged over 3,000,000 offshore miles including circumnavigations and short-handed ocean crossings, more than any other brand of sailboat ever built!
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Camano
These compact and versatile trawlers are designed by Bob Warman and known for their spacious comfort, easy handling, low maintenance and classic look.
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Baba
Baba Yachts were designed by Bob Perry and built by Ta Shing from 1977 through 1985. They are sturdy vessels suitable for making long offshore and ocean passages needing only a couple of people to crew the boat.
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Tayana
Tayana Yachts are high quality offshore sailing vessels that are easily handled by a couple, powerful enough to cross oceans, comfortable enough to live aboard, and beautiful enough to bring tears to your eyes.
326 First Street, Annapolis, MD 21403
Hours: by appointment, widely available
Phone: 410.268.4100