A Five-Star Fleet in the Heart of America's Sailing Capital

The Cruise Annapolis fleet of charter yachts is the finest fleet on the Chesapeake Bay. We have a wide array of new and newer model year catamarans and monohulls available from the world-class French boatbuilders, Jeanneau and Fountaine Pajot. Unlike many charter companies, our yachts are all privately owned and custom outfitted for optimal comfort at anchor and performance at sail. Every yacht is handpicked to provide the ultimate charter experience.

Special Angel Jeanneau 389

Special Angel Jeanneau 389

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Funk 349 Jeanneau 349

Funk 349 Jeanneau 349

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Zoweh Jeanneau 379

Zoweh Jeanneau 379

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Quinn Jeanneau 349

Quinn Jeanneau 349

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Wing Gull Jeanneau 409

Wing Gull Jeanneau 409

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Perpetual M'Ocean Jeanneau 41 DS

Perpetual M'Ocean Jeanneau 41 DS

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Purrfect Getaway Jeanneau 41 DS

Purrfect Getaway Jeanneau 41 DS

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Zephyr Jeanneau 439

Zephyr Jeanneau 439

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Lotus Jeanneau 449

Lotus Jeanneau 449

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Tenacite Jeanneau 469

Tenacite Jeanneau 469

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Kelly Dee Jeanneau 479

Kelly Dee Jeanneau 479

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Dauntless Jeanneau 519

Dauntless Jeanneau 519

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Padraigin II Jeanneau 58

Padraigin II Jeanneau 58

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DayDream Believer Fountaine Pajot Mahe 36

DayDream Believer Fountaine Pajot Mahe 36

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Happy Ours Fountaine Pajot Lucia 40

Happy Ours Fountaine Pajot Lucia 40

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The DogHouse Fountaine Pajot Lipari 41

The DogHouse Fountaine Pajot Lipari 41

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Know Tan Lines Fountaine Pajot Lipari 41

Know Tan Lines Fountaine Pajot Lipari 41

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Yebo Fountaine Pajot Helia 44

Yebo Fountaine Pajot Helia 44

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Southern Sun Fountaine Pajot Helia 44

Southern Sun Fountaine Pajot Helia 44

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Vayu Fountaine Pajot Saba 50

Vayu Fountaine Pajot Saba 50

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Weather or Knot Jeanneau 419

Weather or Knot Jeanneau 419

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Chessie Jeanneau 389

Chessie Jeanneau 389

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