Sailboat Transport in Annapolis, MD

Looking for reliable sailboat transport in Annapolis, MD? We haul, ship, and relocate sailboats throughout Annapolis, Eastport, Edgewater, Severna Park, Arnold, and across Anne Arundel County. As local sailboat transport specialists in America's Sailing Capital, we handle mast stepping, marina-to-marina moves, winter haul-outs, and long-distance over-the-road sailboat shipping across the Chesapeake Bay region. From loading and securing to permits and delivery, we manage every step so your sailboat arrives on schedule and ready to launch.

When you need sailboat transport in Annapolis, MD, choosing a local crew that knows the Chesapeake Bay makes the difference. We offer specialized sailboat hauling and shipping built around your vessel — power or sail, trailerable or oversized. With hands-on experience and a working knowledge of Maryland marine and over-the-road regulations, your boat is handled by people who move sailboats through Annapolis, Eastport, and Anne Arundel County every season. Long-distance moves over land or water carry real risk, and the right equipment matters. We secure and protect your sailboat with proper cradles, padding, and tie-down so it arrives without damage. From day-sailers to large cruisers, we're set up to handle a wide range of boat sizes and coordinate the logistics — permits, routing, and marina scheduling — across Severna Park, Edgewater, Arnold, Crofton, and Kent Island. Booking sailboat transport with a local team lets you focus on sailing while we handle the heavy lifting. Whether you're relocating to a new marina, hauling out for winter storage, or prepping for a race or boat show in America's Sailing Capital, we get your sailboat to its destination safely and on schedule across the greater Annapolis area.

Reviews

Take a look at what your neighbors are saying about us.

Just met Richard yesterday. He was contracted to move a boat I had sold. He was on time, and very professional. Richard took control of all aspects of the haul and had a hydraulic trailer that made me confident that the boat was in good hands.
ronald cenicola
Excellent services and great communication 👏 highly recommend 👍
Lilly's Printing
Richard was absolutely awesome to work with. He communicates very well and keeps you in the loop the entire time. We have a very tight schedule to get the boat moved to its new home and he came through and went above and beyond getting the boat to its new home a day earlier. His equipment and knowledge is top notch and I will definitely call him for any future needs.
Anthony
Mr. Turner was extremely professional and meticulous! He is a great communicator and never left me wondering where things were at in tge process of moving my 28 foot Sailboat O'Day28 and mast. He also included my cradle in the process and ensured that everything was well secured. Thank you for your kindness and professionalism Mr. Turner! Would absolutely recommend his services!
Chad V.
My boat transportation from the Norfolk, VA area to Annapolis, MD was completed well before the anticipated date, which work well for me, and the personal service of Richard Turner in providing this transportation was well above most other marine yacht services I've ever worked with, either on the Chesapeake Bay or the Great Lakes. It was well worth the expense to have Turner Yacht Services to do the transport of this "Wide Load" catboat, a 22 foot Marshall with its custom trailer. I'd use Richard again any time.
Ted Williams
Mr. Turner transported our family’s 26’ S2 to store on our farm for a few years. From first contact to end product Mr. Turner was not only knowledgeable, but kind. This boat is a family heirloom and means the world to us, and it was important we truly trusted who handled her. We couldn’t be happier with the experience and will certainly use Turner Yacht Services for any future transport.
Samantha Pestridge
I had a wonderful experience working with Rich Turner, who was recommended by the marina to which my son's boat was being transported. Despite the fact that it was a small job, he was willing to drove to NE Pennsylvania to pick up a Laser sailboat and dolly. He took great care in loading and tying down the boat and dolly for transport, and he delivered them to the DC area the same day. The pricing was reasonable, he was a pleasure to work with, and it was clear that he was very experienced at boat transport. It was a first-rate experience from start to finish.
Lynne Spencer
Mr. Turner was very professional and polite. He picked my boat up from the marina and delivered it safely to my house. Definitely calling him up when I'm ready to put the boat back in the water.
Lee Garrett
Great job moving my boat! Very professional, courteous, fast and timely service.....and very responsive when I called in a pinch.
Jason Torchinsky
Andy Hellman
Simply put, Richard Turner is a gentleman, true professional in his trade and a man of his word.Top quality equipment, put me at ease with the way he transported my boat.It was a honor and pleasure to meet Richard.👍👍
James Sullivan
I've had a few guys move boats for me before and it's refreshing to have someone like Richard Turner be there for you. He moved my 38' sailboat from Marina to one of my properties and it was a great experience. Communicated the entire time before and during on what was going on and when. Super Professional and cool dude at the same time. Even the guys at the marina were like "who is this guy? He knows his stuff, has a great rig, and is great to work with." That speaks volumes. I'll be putting my boat back in the water hopefully next year and will give him the first call to move it as well as tell everyone that needs any boat moved large or small, to give Richard a ring.
Jordy Sargent
Great communication, well equipped, and professional. Best of all the rates are very fair. Loved working with you Richard!
Charlie Bueneman
Richard was a life saver! There are so many moving parts buying a boat out of state, then having it trailered to your home. Richard took control of dealing with the seller, the marina and everything in the most professional honest way. He told me that he would take care of everything and he did! I would recommend him to anyone. Thank you again!
Kathleen Mandzij
I just used Richard to transport my boat and it was a great experience from start to finish! This was my first time having a boat transported but after meeting with Richard I knew my boat was in good hands! I highly recommend Turner Yacht Services and will definitely use them again in the future!
Greg Hudson
I just had RIchard (Turner Yacht Services) deliver my 26' Sea Ray from Hollywood, MD to Occoquan, VA. Richard was great to work with, he kept me posted about times and costs, and most importantly the boat arrived with zero damage and zero drama
Stephen Cutchins
If your looking to move your boat, Rich Turner is your guy. Professional, Reliable and a ton of experience, I recommend him to everybody. He moved my 350 Sundancer and held true to his word when it would arrive with no issues. Great guy to work with.
Keith
Great service
Marc T.
Great service
Marc Tewey
Transported my 30 ft. Monterey 302 without issues. Appreciate the great service.
Mike Anderson

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Service Areas

Proudly Serving Annapolis & Surrounding Areas

Annapolis
Washington
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Sailboat Transport in Annapolis, MD

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