SAILYARD 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 get you where you want to be.
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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Beautiful MJM 35Z
HUCKLEBERRY is a low hours, well equipped 2018 MJM 35Z. Maintained at Gibson Island Boat Works, ready for next owner! Make an appointment NOW!
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2008 Nordic Tug 37
Well equipped original owner NT 37 with less than 800 hours on the Cummins engine, full electronics, flybridge with seating and bimini cover, dinghy crane and dinghy/OB, upgraded interior (ultra-leather, corian, separate fridge and freezer, shades/blinds, teak and holly sole) and MORE! Rare chance!
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Camano Gnome 31!
With over 200 hulls in service, the Camano 31 packs a surprising amount of space and liveability into a pocket trawler platform. Well built and designed in Delta, BC, Canada, these seaworthy and strong boats are perfect for a coiuple cruising the ICW, Great Loop, or along the coast.
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Alerion 33 Express (sistership photo)
“It’s all about sailing” an Alerion 33. Elegantly appointed, this easy performing sailboat will have you enjoying your time on the Bay and beyond. Lovingly cared for on Gibson Island, MD, she is offered for prospective new owners. Click below for details.
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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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Legacy 40
ONLY 25 hours since engine professionally rebuilt! This is a superbly kept Legacy 40. Tremendous opportunity to own a very distinct yacht. Read through the specs attached to see just how well appointed, cared-for, and updated DORSEY DEE is!
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NEW Helmsman Trawlers!
Pictured is the 38 Sedan, in the middle of the range of these solid pilothouse and sedan trawler models, ranging from 31 to 46 feet. Quality craftsmanship, smart design and elegant comfort are among the hallmarks of the Helmsman tradition.
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2023 Helmsman 43 Pilothouse in Annapolis!
Here’s a chance to get IMMEDIATE delivery on a like new boat. The owners have had their adventure and reluctantly offer this fully outfitted, ready to cruise luxury trawler. She has all the bells and whistles, impeccable craftsmanship, and well designed layout and systems. Click on the FULL SPECS and then contact us or Waterline Boats to set up a showing.
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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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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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2001 Tad Roberts 38 classic design
Griselda is a classic, well built, comfortable and elegant cruiser. Lift kept and well loved, she is available to be seen any time in Pasadena, MD.
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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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School's Out! 1997 Catalina 30- pretty
This is one of the nicest Catalina 30’s out there, with all the refinements of 25 years of model production. Reliable diesel, canvas, step through transom, electronics, air conditioning, nice upholstery, lighter modern interior wood finish- your chance to cruise comfortably at the top of the fleet.
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Chapparral 29- great starter!
A well built, reliable boat to get you and your loved ones out on the water, “Just Peachy” features recently rebuilt engines, drives, and upgraded props. Start having fun NOW!
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Crownline 270cr
CLEAN, WELL EQUIPPED, NEVER BOTTOM PAINTED, LIFT KEPT. This is a very nicely preserved cruiser with a 2018 REPOWER!
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1986 Sabre 30- clean!
Sabre 30 is an "excellent pocket cruiser," known for its quality, handcrafted interior joinery, and spacious feel that makes it seem larger than it is. It's a comfortable and capable boat for a young family or a single-hander, with a well-appointed galley and a comfortable sleeping arrangement. Roller furling, stack pack, dodger and bimini.
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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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Dickerson 37
If you are looking for a well found, cruising boat in this size don’t miss out on this vessel. Extremely well maintained and updated, from rigging, to electronics, stack pack, dinghy and outboard, Morning Light is ready to cruise and bears an unmistakeable pedigree!
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Ericson 36
Bulletproof Atomic 4 engine, classic Ericson design and sail characteristics. A pretty, classic, sailboat!
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Panda 38, "Blue Blaze"
Cruise-ready and well cared for, with an unmistakable pedigree, “Blue Blaze” is the exceptional choice to make ocean passages capably and then turn heads in any harbor. Exquisite work from Ta Shing, she holds up well and will make someone and lucky new owner. $89,500Begin your cruise in sunny Bonaire! Easy to get there to see the boat and make it happen.
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Beneteau 41
This is a great sailing AND cruising boat with lots of room and comfort for the money. Seriously for sale in Annapolis!
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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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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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2001 Dehler 36
The Dehler 36 is a highly regarded German-built cruiser-racer designed to balance competitive sailing performance with comfortable cruising. She features a powerful sail plan, and a spacious, well-equipped interior.
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Carver 37 Aft Cabin
Liveability, space and comfort, as well as privacy, are the hallmarks of the bright interior on this cruiser. Comfortable flybridge, twin engine maneuverability, and walk around side decks make her easy at the dock. And her aft deck is a versatile perch.
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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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2006 Chaparral 330 Signature!
Vessel has been constantly updated and all systems are in great shape. Highlights include rebuilt engines upgraded to 8.1 mercruisers, new touchscreen electronics by Raymarine, rebuilt through hulls and much more. Call Arne!
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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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Catalina 36 with lots to offer!
Roomy, comfortable, budget crusier offering easy maintenance, dingy and outboard, reliable diesel engine, dodger and bimini, solar, chatplotter, radar, and autopilot, recent standing rigging, windlass and Dutchman furling system make this a capable and versatile cruiser.
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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.
SAILYARD TEAM
When you buy a boat with Annapolis Sailyard, it’s all hands on deck.
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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
Cary Lukens, Owner
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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
Arne Reistad III, Vice President
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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
Rich Kahn
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Arn was a mentor, father, friend, and leading example for us at Annapolis Sailyard. Highly competent and always helpful and willing, he was a valuable team member. We strive to carry on his spirit of resilience and determination in service to his clients and colleagues. You can see that spirit embodied in his son, Annapolis Sailyard VP, Arne Reistad III.
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When you sat down with Arn, you encountered a lifelong boater and natural storyteller who enjoyed 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 could 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.”
Remembering Arn Reistad, Jr., Annapolis Sailyard broker 1998-2024
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 manufacturers. Because we are experts in wide range, you can rest assured you will get the boat that’s right for you.
326 First Street, Annapolis, MD 21403
Hours: by appointment, widely available
Phone: 410.268.4100