Only a handful of waterways in the world can match the Chesapeake Bay for sheer sailing pleasure and Annapolis is right in the heart of this sailing paradise. Get in touch to sail this fantastic USA destination!

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Our Annapolis fleet

Browse our Annapolis fleet

Charter types

Skippered Charters

Sail the places you have always dreamed of on board our fleet of monohulls and catamarans – no sailing experienced needed!

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Bahamas swimming

Bareboat Charters

Be your own captain sailing in all of the places you have always dreamed of on board our top of the line monohulls and catamarans.

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Corporate Events

We develop the activity program to meet each company’s specific requirements, always encouraging the introduction of competitive elements, such as competing in for our Sailing Cup, into the itinerary.

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Aqualodge by Dream Yacht Charter

Aqualodge Villas

Get closer to nature, hear the sound of the ocean and enjoy a wonderful view at sunrise and sunset with our attractive Aqualodge floating villas. 

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Canal cruises in Europe by Dream Yacht Charter

Canal Cruises

European river cruises are perfect for those who want a vacation on the water but do not have a boat licence or sailing experience.

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Management Programs

Dream Yacht Charter is the only charter management company that offers six individually designed charter management programs. These programs include pre-approved financing, guaranteed monthly payments or performance based income.
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