Chesapeake Bay Vacation Ideas

Chesapeake Bay Vacation Ideas #1: Virginia’s Eastern Shore is a perfect place for families to enjoy Chesapeake Bay vacations. This peninsula is bordered by the bay on one side and the Atlantic Ocean on the other.

The atmosphere is much slower paced than the more heavily traveled Maryland and Virginia side of the bay. Down near the tip is the Cherrystone Family Camping and RV Resort.

You can rent a cabin, a cottage or stay in one of their RV travel trailers. Cherrystone has 300 acres with bay waterfront and everything you need for fishing, swimming, boating plus lots of activities for the kids.

There’s a nice public beach at the Kiptone State Park. The park is located near the ferry that crosses over to Virginia Beach. Boating, fishing and crabbing are good here. There are also trails great for hiking and biking.


Chesapeake Bay Vacation Ideas #2: Baltimore is a prime vacation spot along the Chesapeake Bay. The attractions and things to do on vacation are endless.

Here are few highlights. The Inner Harbor is downtown with shopping, restaurants, National Aquarium of Baltimore, Top of the World Observation Level World Trade Center, Maryland Science Center, Baltimore Maritime Museum and spontaneous street performance.

Take a sightseeing cruise or a lunch or dinner cruise of the harbor or out in the bat itself. Take a ride on a speed boat with Seadog Cruises. Next door is the famous Power Plant Entertainment Center where you can enjoy nightclub entertainment, dining and outdoor live music performances. Visit historical Fort McHenry.

Watch the Baltimore Orioles at Camden Stadium or the Baltimore Ravens at the M&T Bank Stadium. Visit the Babe Ruth Birthplace and Museum and the Baltimore Orioles Hall of Fame. The kids will love the hands-on interactive exhibits at the Port Discovery Children's Museum.


Chesapeake Bay Vacation Ideas #3: The western shore of the Chesapeake Bay in southern Maryland is a good place if you are looking for bicycle riding vacation ideas. There are loads of flat scenic roads with low vehicle use. Annapolis has a lot of historic sites such as the Charles Carroll House and the Hammond-Harwood House.

You can take a tour of the U.S. Naval Academy and the Maryland State House. Watermark Cruises offers a water tour of the Annapolis Harbor, a USNA Boat Tour, Chesapeake Bay Lighthouse Cruise, Kid's Pirates Cruise and a Music Cruise. For boating, a popular spot is the Flag Harbor Yacht Haven in St. Leonard about 30 miles south along the bay from Annapolis.

There’s a safe and very accessible harbor and 2 miles of sandy beach to enjoy. The western shore is a great vacation spot for fishing. You can charter a boat at Chesapeake Beach Fishing Charters, Rod ‘N’ Reel or the Solomons Charter Captains Association.


Chesapeake Bay Vacation Ideas #4: The Hampton Roads area is located on the southern most part of the Chesapeake Bay. This is a highly populated area and includes the bayside communities of Virginia Beach, Norfolk, Newport News and Hampton. This area is the mouth of the bay where it meets the Atlantic Ocean. Here are just a few of the many attractions in the area. For beach vacation ideas there’s Buckroe Beach in Hampton which is a smaller less crowded beach. Then there’s the very popular beaches at Virginia Beach.

In Norfolk there’s the Nauticus National Maritime Center and the Hemitage Foundation Museum. You can take a tour of the Norfolk Naval Base, home of NATO’s Atlantic operations. Ocean View Beach is a seven mile stretch of bayside beachfront with loads of vacation rentals. It’s a great place to enjoy all the bay activities like fishing, crabbing, sailing and kayaking.


Chesapeake Bay Vacation Ideas #5: Havre de Grace sits at the mouth of the Susquehanna River and is you entry point to the Upper Chesapeake Bay. Havre de Grace, Maryland is your main entry point to the Upper Bay area. There are many attractions in Havre de Grace including the Havre de Grace Decoy Museum, the Susquehanna Museum of Havre de Grace at the Lockhouse and Concord Point Lighthouse.

The Vandiver Inn is a restored Victorian style Chesapeake Bay inn built in 1886. Just three miles from Havre de Grace is the Susquehanna State Park and next to it is the Rocks State Park. The 3,600 acres of park lands here are perfect for anyone looking for camping vacation ideas. Besides camping, the parks offer excellent saltwater fishing, a 24-hour boat launch, nine marked hiking trails, picnicking and swimming.

A little south along the Upper Bay is Aberdeen. Baseball fans will want to stop in at the Ripken Museum, in Aberdeen, for a look at the artifacts and memorabilia from the Baltimore Oriole’s Ripken era. Another interesting place to visit in Aberdeen is the U.S. Army Ordinance Museum with a unique collection of ordinance, tanks and assault vehicles.

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