Boat charter in Annapolis

Charter a Sailboat in Annapolis

Charter a sailboat in Annapolis and base yourself on the Chesapeake Bay's most active sailing hub. Reach the Eastern Shore islands in under two hours, explore protected anchorages around the Rhode River, or sail south towards the Bay's open waters. Your boat gives you full control of the tides, the weather windows and which waterside towns you visit.

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Your next adventure is just a booking away. Discover secluded bays, anchor at the best snorkelling spots, or watch sunsets from your private deck. With our diverse fleet and local knowledge, every trip becomes an extraordinary memory.

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Frequently asked questions

What happens when I request a quote?
Once we receive your request, we will confirm the availability of the boat, as well as check for alternative ones. To ensure your experience is the best it can be, we may contact you to discuss your request in detail. Let us do the research for you - free of charge.
When can I get in touch with the captain/skipper?
The timing depends on your charter type. For crewed charters, we can provide the captain's contact details upon request. For bareboat charters with a hired skipper, you can request the contact information 1-3 weeks before departure.
What is the Charter Fee?
The Charter Fee is an additional, obligatory cost, which typically includes the end cleaning of the boat, home port fees, and linen & towels. The details of the charter fee differ depending on the boat, location and charter partner.
Are there any other costs I should be aware of?
There are marina fees and fuel costs which vary depending on the type, duration and location of your sailing holiday. Marina fees need to be paid at each marina you choose to dock overnight - the amount varies but you may be able to find this information in advance by contacting the marinas directly. Fuel costs depend on whether you’re sailing a motorboat or a sailboat. You can estimate fuel costs by double-checking your chosen boat’s engine, and the expected distance you aim to sail.

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