Sailboats For Sale in Maryland

Sort by:

Visit our new Boats for Sale in Maryland page:

Featured Ad

1984 Passport 40 in Tracys Lndg, MD

149,900.00 USD

Sailboats For Sale in Maryland by owner | 1984 Passport 40

 

Used Sailboat for sale by owner
Location: Tracys Lndg, MD
Remarks: Manitou has been well maintained by her previous and current owners. A recent survey values Manitou at the top end of P 40s at $154,000. Some of the most recent updates include:... (read more)

Featured Ad

1988 Pearson Pearson 33-2 in Cambridge, MD

35,000.00 USD

Sailboats For Sale in Maryland by owner | 1988 Pearson Pearson 33-2

 

Used Sailboat for sale by owner
Location: Cambridge Marina
Remarks: Watercolor 2 is the Wing keel version with a continuous reefing system with all halyards led aft, this means you can reef the mainsail without leaving the cockpit. Features an encl... (read more)

Featured Ad

1981 32 foot Pearson Sloop in Lynch, MD

18,900.00 USD

Sailboats For Sale in Maryland by owner | 1981 32 foot Pearson Sloop

 

Used Sailboat for sale by owner
Location: Lynch, MD
Remarks: Great Boat, just getting too old for it.27

Sailboats For Sale in Maryland by owner | 2003 Island Packet 485

 

Used Sailboat for sale by owner
Location: Rock Hall, MD
Remarks: Island Packet 485 Priva Sea V is a beautiful vessel resonating with the renowned qualities and features of Island Packet's flagship along with the conscious care and improvements ... (read more)

Sailboats For Sale in Maryland by owner | 1999 Amel Super Maramu 2000

 

Used Sailboat for sale by owner
Location: Easton, MD
Remarks: Immaculately maintained Amel Super Maramu 2000 ocean cruiser ready to sail anywhere. Lots of upgrades including enclosed cockpit enclosure, solar array on a davit rigged tower, pvc... (read more)

Sailboats For Sale in Maryland by owner | 1984 45 foot Bruce Roberts Custom Refit Spray

 

Used Sailboat for sale by owner
Location: Solomons, MD
Remarks: Bruce Roberts Steel Ketch with Pilot House. S/V Susanna is a custom designed with total refit completed in 2016, blue water cruiser, originally built in 1984 on the Great Lakes. I... (read more)

Sailboats For Sale in Maryland by owner | 1976 41 foot Cheoy Lee Offshore ketch

 

Used Sailboat for sale by owner
Location: Crisfield, MD
Remarks: Classic plastic with no wood decks. Radar,gps,AIS receiver, vhf,ssb recent autopilot and canvas. A solid boat for a low price.

Sailboats For Sale in Maryland by owner | 1979 Morgan 382

 

Used Sailboat for sale by owner
Location: Baltimore, MD
Remarks: Morgan 382 (with slip) For Sale: Traveler, a 1979 Morgan 382, # 162. This sale also includes a slip on the Chesapeake, for 2020. (Winter storage included) Asking $29,000 ... (read more)

Sailboats For Sale in Maryland by owner | 1986 30 foot Sabre MK III

 

Used Sailboat for sale by owner
Location: Hvre de Grace, MD
Remarks: Great opportunity to buy a classic sailboat. Beautiful inside and out. Very roomy cruiser in great shape.

Sailboats For Sale in Maryland by owner | 2002 MacGregor 26X

 

Used Sailboat for sale by owner
Location: Annapolis
Remarks: Engine • 50HP EFI Mercury Big Foot with oversized shaft and propeller (manufactured by Yamaha) • New water pump • New fuel hose and primer bulb • Steering system clean... (read more)

Sailboats For Sale in Maryland by owner | 1981 Pearson 28

 

Used Sailboat for sale by owner
Location: Georgetown, MD
Remarks: A really nice racer/cruiser that I really enjoyed refitting and sailing. This Pearson 28 handles very well in light to moderate winds. I have maintenace records of the last 10 year... (read more)

Sailboats For Sale in Maryland by owner | 1986 Hunter 28.5

 

Used Sailboat for sale by owner
Location: Severna Park, MD
Remarks: Boat surveyed 2017. Bottom painted last winter. As is.

Sailboats For Sale in Maryland by owner | 1974 Pearson 10 meter

 

Used Sailboat for sale by owner
Location: Ancorage Marina baltimore
Remarks: Clean interior no leaks project boat. Has sat in slip for over two years needs TLC Races well and is a good cruise boat Need to haul and paint Have a macanic tune and... (read more)

Sailboats For Sale in Maryland by owner | 1976 Catalina 30

 

Used Sailboat for sale by owner
Location: Maryland
Remarks: Sailed actively for the last 3 years in the upper Chesapeake Bay. On the hard now for easy viewing. Maintenance includes: paint and sanding bottom & hull, professional sail service... (read more)

Sailboats For Sale in Maryland by owner | 1984 Hunter 25.5

 

Used Sailboat for sale by owner
Location: Beverley Bch, MD
Remarks: Mainsail – 2007 w/ cover, 125% Genoa - 2005 w/ Roller Furling, 2 Halyard Winches, 2 self-tailing Primary Winches, Traveler. 2007 Yamaha four stroke 15 h.p. w/ remote, electric ... (read more)

What Type of Sailboat Should I Get?


Sailing is a timeless and exhilarating activity that allows you to connect with nature and experience the thrill of gliding across the water. Whether you're a seasoned sailor or a beginner looking to embark on your first sailing adventure, understanding sailboats and the world of sailing is essential. This introduction to sailboats will provide you with some tips and recommendations to help you unleash the thrill of sailing.

The different types of sailboats

Sailboats come in various shapes and sizes, each designed for specific purposes and sailing conditions. It's important to understand the different types of sailboats to choose the one that best suits your needs.

Monohulls are the most common type of sailboat and are characterized by their single hull. They offer stability and are ideal for cruising and racing. Most people agree they offer the smoothest ride through water, especially if the waves are over several feet high.

Catamarans on the other hand, have two hulls connected by a bridge deck. They provide excellent stability and spacious living accommodations, making them perfect for long-distance cruising. Although their ride through the waves is more stable than a monohull they can be a bit choppy.

Trimarans feature three hulls and offer exceptional speed and maneuverability. They are popular among racing enthusiasts and those looking for a thrilling sailing experience but also can be used for cruising.

Choosing the right sailboat for your needs

When it comes to choosing the right sailboat for your needs, there are several factors to consider. First and most importantly what are your sailing goals. Are you looking to cruise leisurely or participate in competitive racing? This will help narrow down your options.

Before you consider buying a sailboat you need to do your research through various articles and books on sailing. Then once you have a basic understanding of sailboats and sailing you should consider taking some introductory sailing courses. These will help you determine if sailing is really for you and if so what type of boat you should consider.

Secondly, consider your budget. Sailboats can range from affordable and fairly simple used boats to luxury yachts and prices also vary widely depending on the size of the sailboat. Set a realistic budget and stick to it.

Next, think about the number of people you plan to sail with regularly. If you have a large family or enjoy sailing with friends, you'll need a sailboat with ample space and accommodations.

Lastly, consider the sailing conditions in your area. If you'll be sailing in open waters with strong winds, a sturdy and sea-worthy sailboat capable of handling challenging conditions is essential.

Conclusion

Sailing is a thrilling and rewarding activity that allows you to connect with nature and explore the world in a unique way. By understanding the different types of sailboats, choosing the right sailboat for your needs, and following safety protocols, you can unleash the thrill of sailing. Sailing gives you a sense of accomplishment that you don’t get with a power boat. Anyone can turn on a key and take off in a power boat but it takes skill to sail! With the right equipment, knowledge, and skills, you'll be ready to embark on unforgettable sailing adventures around the world.

Whether you're a seasoned sailor or a beginner looking to start your sailing journey, there's no better time to get out on the water. You can start by clicking here to browse the many sailboats that BoatersNet has to offer! Happy sailing!

 

Click here to read our entire Introduction to Sailboats article!