Tucked along the South River in Edgewater, Maryland, Pier 7 Marina isn’t just a place to dock your boat, it’s your gateway to the best of the Chesapeake Bay. Whether you’re planning a leisurely day cruise or a full weekend getaway, Pier 7’s central location makes it easy to explore charming waterfront towns, hidden anchorages, and iconic Chesapeake destinations. Ready to cast off? Here are some of our favorite boating trips from Pier 7 Marina; complete with distances, travel times, and things to do once you arrive.
Annapolis, MD
Distance from Pier 7 Marina: 6 NM
Travel Time: 45 minutes to 1 hour by boat
Cruise up the South River and you’ll be in the heart of Annapolis in no time. Dock at one of the city marinas or tie up at a mooring ball and dinghy ashore. Stroll through the historic downtown district, tour the U.S. Naval Academy, grab ice cream at Storm Bros., and enjoy dockside dining at popular spots like The Choptank or Iron Rooster. It’s the perfect afternoon or evening destination, especially for a spontaneous sunset sail.
Kent Narrows, MD
Distance from Pier 7 Marina: 19 NM
Travel Time: ~1.5–2 hours by boat
For a livelier scene, head to Kent Narrows where boat-up bars, live music, and fresh seafood are the main attractions. Dock at Harris Crab House or the Jetty Dock Bar and enjoy a night out on the water. It’s a great destination for those looking to socialize and soak in the Chesapeake’s party-boat culture.
Lowes Wharf, MD
Distance from Pier 7 Marina: 25 NM
Travel Time: 2–2.5 hours by boat
Looking for something low-key and unique? Lowes Wharf Marina Inn is a hidden gem located between Tilghman Island and St. Michaels. Pull up to their dock and enjoy a beach bar right on the water. Sip rum punches with your feet in the sand, play cornhole, or catch one of their famous live music nights. It’s casual, fun, and totally Chesapeake.
Oxford, MD
Distance from Pier 7 Marina: 28 NM
Travel Time: ~2.5 hours by boat
Quiet, historic, and oh-so-picturesque, Oxford is a step back in time. Dock at Safe Harbor Oxford or tie up at the free town dock. Grab homemade ice cream from Scottish Highland Creamery, dine at the Robert Morris Inn, or hop on the ferry to Bellevue for a unique Eastern Shore experience. This is a peaceful spot perfect for couples or solo boaters looking to unplug.
St. Michaels, MD
Distance from Pier 7 Marina: 30 NM
Travel Time: 2.5–3 hours by boat
A quintessential Eastern Shore escape, St. Michaels blends small-town charm with maritime history. Dock at the St. Michaels Marina or anchor just off the harbor and explore by dinghy. Visit the Chesapeake Bay Maritime Museum, indulge in fresh seafood at The Crab Claw or Ava’s Pizzeria, and browse boutiques along Talbot Street. Make it a weekend with a stay aboard your boat or book a room at the historic Inn at Perry Cabin.
Rock Hall, MD
Distance from Pier 7 Marina: 33 NM
Travel Time: 3–3.5 hours by boat
Often called the “Pearl of the Chesapeake,” Rock Hall offers a laid-back vibe and easy charm. Known for its waterman culture and seafood, this town is ideal for a relaxing weekend trip. Check out Waterman’s Crab House for a classic dock-and-dine experience, catch live music at the Harbor Shack, or rent bikes to explore the quiet country roads. Haven Harbour Marina is a great option for transient slips and amenities.
Cambridge, MD
Distance from Pier 7 Marina: 43 NM
Travel Time: 4–4.5 hours by boat
A little farther afield, Cambridge is worth the journey. Rich in history and home to a revitalized waterfront, this destination features a marina district lined with restaurants, museums, and galleries. Don’t miss a visit to the Harriet Tubman Underground Railroad Visitor Center or dinner at RAR Brewing for locally made craft beer. Safe harbor and friendly vibes await at the Cambridge Yacht Basin.
Start Planning Your Chesapeake Bay Adventure Today
With direct access to the South River and close proximity to Annapolis, Pier 7 Marina offers the ideal jumping-off point for your next adventure. Our full-service marina features deep water slips, ample amenities, and a lively boating community. Whether you’re cruising for the day or plotting a weekend itinerary, make Pier 7 your home base. Contact us for transient slip availability, seasonal slip leasing, or to learn more about life on the South River.