Sail Cruisers Boats for Sale in Annapolis

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Cruisers boats in Annapolis, MD offer the perfect blend of luxury and performance for Chesapeake Bay adventures. Whether you’re seeking new or used models, our inventory features top-quality Cruisers ideal for fishing, day cruising, or waterfront entertaining. With Annapolis being a prime boating hub, popular listings sell quickly, especially during peak season. Act now to secure your dream boat before someone else does. If you can’t find the right fit locally, check options in nearby Baltimore or Edgewater for comparable selections and competitive pricing.

Currently, there are 68 boats available for sale for sail cruisers boats in Annapolis , Maryland. Prices range from $29,900 to $1,850,000, with an average listing price of $241,105. The inventory includes 5 new boats and 63 used boats. 7 boats have been added to the marketplace in the past month. Top manufacturers represented include Beneteau, Pacific Seacraft, Jeanneau, Hunter, and Sabre. July is the most common month for new and used sail cruisers to be added to MarineSource, so be sure to check back regularly. The most common activities for sail cruisers are sailing, overnight cruising, and yachting. Most sail cruisers in Maryland contain with heads, with cabins, water maker, solar panel, and gps.

Insights and Analytics for Sail Cruisers Boats for Sale in Annapolis , Maryland

Updated November 3, 2026

68
total sail cruisers boats for sale in Annapolis , Maryland
7
sail cruisers boats for sale in Annapolis , Maryland added in the past month
0
sail cruisers boats for sale in Annapolis , Maryland sold in the past year
$241,105
is the average listing price of sail cruisers boats for sale in Annapolis , Maryland

Condition

There are 5 new and 63 used sail cruisers boats for sale in Annapolis , Maryland

Price

The most common price for sail cruisers boats for sale in Annapolis , Maryland is $156k-$205k

Popular manufacturers

The most popular manufacturers of sail cruisers boats for sale in Annapolis , Maryland are Beneteau, Pacific Seacraft and Jeanneau

Popular activities

The most popular activities for sail cruisers boats for sale in Annapolis , Maryland are Sailing, Overnight Cruising and Yachting

Popular features

The most popular features for sail cruisers boats for sale in Annapolis , Maryland are With Heads, With Cabins and Water Maker

Market Activity

The busiest month for sail cruisers boats for sale in Annapolis , Maryland is Jul, with 10 boats added

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