Maryland Sailing Travel Guide

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Chesapeake Bay, MD

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Sailboats in Chesapeake Bay, Maryland (Tim Tadder/courtesy, Maryland Office of Tourism)

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6 Questions | 3 Answers

I am looking for a place to spend a weekend that is within a 1 hr or so train/bus trip from Washington DC. I'm at a work convention during the week in DC and want to take a short weekend trip outside the city before leaving for home. By the water with shopping and sight-seeing would fit the bill. It's the last weekend in October. Any suggestions would be appreciated!!
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I live in NJ. I am looking for a place where I can rent a house on a private beach for a week or so for me and my family. Does such a place exist within a 4 hour drive of NJ? Is so who can I contact to help me. PS if I could also rent a Hobiecat sail boat and leave it on the beach, all the better. thanks
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is there a beach in the fort smallwood area where there is swimging and small pets allowed
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Feature Articles

Get Certified
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Chesapeake Bay
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Where the water is calm, the camping great—and the sea kayaking takes you to a world of beautiful swimmers
The Thrill of the Skill
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Water Sports
Delmarvelous
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Sampling sea and shore along Chesapeake Bay
The Adventure Advisor
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Vacation tips from Outside Online's Travel Expert

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Practical Advice

The Bareboat Way of Knowledge
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Learning to become the captain of your own fate.
A Sailing Primer
Sail through the planning of a windswept vacation

Attractions

Skipjack Cove Yachting Resort

Good For Sailing

150 Skipjack Road
Georgetown, Maryland

Description: A full service marina, Skipjack Cove Yachting Resort is situated on 18 acres of wooded and scenic... Read More

Expert Rated & Recommended