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.

Zoweh Jeanneau 379

Zoweh Jeanneau 379

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Special Angel Jeanneau 389

Special Angel Jeanneau 389

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Chessie Jeanneau 389

Chessie Jeanneau 389

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Wing Gull Jeanneau 409

Wing Gull Jeanneau 409

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Joyous One Jeanneau 41 DS

Joyous One Jeanneau 41 DS

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Perpetual M'Ocean Jeanneau 41 DS

Perpetual M'Ocean Jeanneau 41 DS

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Bella Jeannuea 440

Jeanneau Sun Odyssey 440

Bella Jeannuea 440

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Reventador Jeanneau 440

Reventador Jeanneau 440

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Gone With The Wind Jeanneau 440

Jeanneau Sun Odyssey 440

Gone With The Wind Jeanneau 440

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Summer Salt Jeanneau 440

Summer Salt Jeanneau 440

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Lotus Jeanneau 449

Lotus Jeanneau 449

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Serendipity Jeanneau 469

Serendipity Jeanneau 469

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Zephyr Deux Jeanneau 490

Zephyr Deux Jeanneau 490

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Lucky Jeanneau 51

Lucky Jeanneau 51

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Toucan Share Jeanneau 519

Toucan Share 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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Caught Looking Fountaine Pajot Lucia 40

Caught Looking Fountaine Pajot Lucia 40

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Island Time Fountaine Pajot Lucia 40

Island Time Fountaine Pajot Lucia 40

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Lucky Cat Fountaine Pajot Lucia 40

Lucky Cat Fountaine Pajot Lucia 40

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KALM Waters Fountaine Pajot Hélia 44

KALM Waters Fountaine Pajot Hélia 44

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Kailani Fountaine Pajot Helia 44

Helia 44

Kailani Fountaine Pajot Helia 44

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Oceanfront Property Fountaine Pajot Saba 50

Oceanfront Property Fountaine Pajot Saba 50

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