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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2004 Maxum 20' Bowrider, $9900!
Kept high and dry in an INDOOR boatel. Never bottom painted. 460 hours on the Mercruiser 4.3 MPI. Easy and fun!
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2002 Nordic Tugs 37- PRICED TO SELL
BEST VALUE IN THE NORDIC TUGS MARKET! 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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Nordic Tug 26
Sea Turtle is a 1996 (one of the last from the original run) NT 26 with a 100hp Yanmar, genset, air cond, electronics, canvas, bow thruster, and more!
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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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Hans Christian 43
Beautifully constructed and designed. Great updated offshore around the world cruiser, a great choice for long-term cruising. Please take a look at the full listing to see all the updates that have been completed.
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Marinette 32
VERY well kept cruiser on a lift, with clean engines, comfortable interior, newer canvas, and more. Lots to offer!
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J-boats J35
This fine racing vessel is currently owned by a veterans organization named Valhalla sailing. This boat is being sold to help the organization go forward and continue with the goal of helping veterans. It is a great opportunity to help out the community and get a great racing boat.
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Baba 30
Start your cruise in the EAST! This venerable Ta Shing built small cruiser has been updated with recent decks and engine (both replaced 2011). A beautiful world cruiser, ready for your adventure at only $39,900
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Hunter 356
Swan Around is a great, versatile, comfortable cruising sailboat. Reliable Yanmar diesel, comfortable cockpit, easy sailing, and roomy comfortable interior make this a GREAT cruiser!
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Bristol 35.5- La Primera
Great updated example from this venerable New England builder. This stick built boat has a NEW 2017 Yanmar diesel with only 60 hours!
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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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Tayana 42!
Classic offshore Tayana design and build, beautiful woodwork, teak decks, updated chainplates and standing rigging (2017). A true bluewater cruiser.
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Southern Cross
A REAL bluewater cruiser, solidly constructed by CE Ryder Corp. of Bristol, Rhode Island, and well-finished, with versatile sail plan, modest draft, and 2001 Yanmar 3GM30F reliability.
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Albin 28
Very popular and versatile cruiser from a quality builder. Preferred Yanmar engine, great boat for short cruises, day cruising, picnics, swimming and fishing!
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Fish On! Angler 27'
2002 Angler 274: Twin Yamaha 225 engines, 1100hrs, Aqua Deck Fusion Stereo system, New Garmin, New batteries, Windlass, Anchor. Dash has been replaced since pictures were taken. 2018 Trailer. Boat is a 10/10!
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Crownline Express Cruiser
Beautiful 2012 Crownline C260 CR, 5.7 Engine with Bravo 3 Outdrive 199 hours. Proactively maintained and well kept.
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Sea Ray Express Cruiser
Sea Ray Sundancer 34’- Sea Ray Sundancers have been popular in all locales, offering a comfortable helm and cockpit seating, interior amenities, well-designed systems, and quality!
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True North 34'
Stan Huntingford designed some successful and capable bluewater sailors, and the True North 34 is one example. Built in Taiwan, she features intriquite teak joinery, teak decks, and a cozy interior. Reliable Yanmar diesel.
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Ericson 38
This late model (1989) Ericson 38 incorporates all the improvements made to the model (which evolved from the 38 to the 38-200) in the production run. She has served this owner very well for Bay and coastal cruising, and she’ll do the same for you and yours!
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Hunter 29.5
There is a lot of livable space aboard this compact cruiser- in the cockpit and in the interior. Large fixed windows give a spacious feel, huge aft berth and forward berth, dinette, full galley, head make the interior capable of weekend cruises; the roomy cockpit, swim platform, and dodger/bimini make the exterior comfortable. Easy sail handling and reliable Yanmar diesel.
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Morgan 38
The Morgan 38 is a venerable cruiser. This one has been lovingly cared for and updated. She is ready for you to step aboard and enjoy! New Beta Marine 50HP diesel, with only 126 hours, newer sails and rigging (including standing rigging), new portlights, and so much more!
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Wellcraft 29 Express
Vroom Vroom! This boat is FUN & FAST! The photos speak for themselves! She is a great performance boat! Recently serviced by Bay Performance in North East, Md. She has two 454 Chevys with blowers, 700hp each with 5hrs since refurbished!
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Ericson 36
Bulletproof Atomic 4 engine, classic Ericson design and sail characteristics. A pretty, classic, sailboat!
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Mirage 29
A GREAT value for daysailing or a small cruiser, with enclosed head, and enclosed forward and aft cabins- all in a compact package. Canadian built, with a Volvo diesel engine, this is a good boat that will serve well and last.
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Pro-Line 23
A fantastic and economical boat! The lower end on the 225hp Suzuki has just been rebuilt and she's running strong! Please give John a call today to see her and schedule a test drive.
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.”
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
Elizabeth Fortunato
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I spent my youth on and in the water. My grandparents were avid sailors and split their time between the Abaco Islands, Bahamas, and Annapolis, Maryland. I got to experience some of their cruising life on the Chesapeake Bay and in the Bahamas aboard their 42-foot center cockpit motorsailer.
After 33 years in the Information Technology (IT) field, I retired in 2023. For the past four years, my husband and I have owned a 42-foot Marine Trader. I do most of the captaining, and he is ‘Scotty’ in the engine room. We spend most of our time cruising the beautiful Chesapeake Bay and its tributaries.
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I decided to take on yacht sales as my second career because I love the water and cruising lifestyle. I am passionate about learning and have fallen in love with the boating community and lifestyle. There is always a new adventure around the corner and some new challenge to face. The more I learn about cruising, the more I discover. I also love sharing my passion with others and can talk boats (and dogs) all day. So why not combine the two?
What is my next big adventure? Follow me on social media to find out, and hopefully, I can help you sail or motor away on yours.
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We are pleased and excited to have Elizabeth bring her experience, talents and expertise to bear in serving our clients!
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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