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Historic Chesapeake Bay

10 Days, 9 Nights | Price Starting at $3,109.00

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Beauty and history are the hallmarks of this cruise that starts in Philadelphia and ends in Baltimore, but not before taking in the entire length and breadth of Chesapeake Bay. Meet us in Philadelphia, the “Cradle of Liberty.” You can even opt to board the ship a day sooner, settle into your cabin, and explore the city.

We’ll visit the quaint little coastal towns of Saint Michaels, Oxford, Cambridge and Crisfield, MD, each with its own fun shopping and dining experiences, plus panoramic water views. Of course, your ship is a great place for viewing too! And so, sailing we go, south to Norfolk, VA, and the world’s largest naval base.

When we dock at Yorktown, VA, you may feel like you’re connecting the dots of American history—from Philadelphia where the Declaration of Independence was signed, to the site of the last major battle of the Revolutionary War. Beauty and history continue Alexandria, VA, just minutes from Washington D.C.

Annapolis, MD, you probably know as home to the U.S. Naval Academy. But did you know it served as the capital of the United States in 1783–1784? It was here that George Washington resigned as commander-in-chief of the Continental Army.

Our final destination is Baltimore, MD. And what a fabulous finish it is. Our vessel docks in the Inner Harbor, the heart of this vibrant city. World famous crab shacks seem to appear on every corner. And you’re within walking distance of the warship USS Constellation and the National Aquarium.

Ports Visited

Waterways Navigated


Onboard Early Arrival

Enjoy an extra night of exploration and leisure in Philadelphia with Blount Small Ship Adventures. This affordable “Early Arrival” option invites guests to board the ship one day early, settle into their private cabin, maybe try a famous philly cheesesteak and explore the windy city at their leisure. For just $150 per person, passengers may board the vessel at 5 p.m. Included with the option is a chef prepared dinner and breakfast the following morning.

Philadelphia, PA

Best known as the first city of the colonists, Philadelphia is often called the “Cradle of Liberty” for being one of the country’s most historic cities. Revolutionary and Civil War buffs can enjoy exploring heritage trails and museums.

Saint Michaels, MD

The “Heart of the Chesapeake,” was named for the parish that established here in 1677. By the War of 1812, this was an established shipbuilding town known for producing fast schooners. These ships adapted to evading blockades and outrunning pirates at sea! Today, visit the idyllic harbor with tastefully restored buildings and interesting waterside museum.

Oxford, MD

Tiny Oxford is home to parks that run to the bay, where every promenade produces incredible views of the sea. This tiny town is one of the oldest in Maryland and was one of two ports of entry for all of Maryland in 1694. 

Cambridge, MD & Crisfield, MD

Settled by England colonists in 1684, Cambridge is one of the oldest colonial cities in Maryland. Then visit Crisfield, “Crab Capitol of the World” and southern most city in Maryland, witness the local ‘farming’ communities along the Chesapeake Bay.

Norfolk, VA

Home to the world’s largest naval base, Norfolk remains a stopping-off point for nearly 30,000 naval personnel destined for ships and stations overseas each year.

Yorktown, VA

Site of the final battle of the American Revolution in 1781, the Battle of Yorktown was successfully lead by General George Washington. Today, it is a charming riverfront town offering boutique shopping. You may opt to tour Colonial Williamsburg, the world’s largest living history museum.

Alexandria, VA

Explore Alexandria, a bustling city just minutes from Washington, D.C. Travel back in time to Old Town where over 2,000 buildings predate 1899 or enjoy a tankard of ale at the famed Gadsby’s Tavern where the Founding Fathers would arrange meetings.

Annapolis, MD

Situated on the Chesapeake Bay at the mouth of the Severn River, Annapolis is a genteel city of elegant mansions and stately parks. Here, the Maryland State House has been in continuous legislative use since 1772. You may also opt to visit the prestigious U.S. Naval Academy.

Baltimore, MD

The cultural and economic hub of Maryland and hometown to the legendary Babe Ruth, scout out the Inner Harbor and renowned National Aquarium. A visit to Fort McHenry and the USS Constellation may also be available!

Pricing Per Person

Category I
Category II
Category III
Category IV
Category III Singles
Port Charges



Departure Dates

Embark: Philadelphia, PA
May 19, 2019
Disembark: Baltimore, MD
May 28, 2019
Embark: Baltimore, MD
May 30, 2019
Disembark: Philadephia, PA
Jun 08, 2019


Optional sightseeing tours are at an additional cost. All itineraries including ports, activities and routes are subject to change based on availability, weather, river, water levels and sea conditions.

The Ship Grande Caribe

Your small ship adventure is a personal and casual one- like cruising on a friend’s yacht.

Hover over the cabin to view the room layout

Deck Plans

Category I Cabin

Category II Cabin

Category III Cabin

Category IV Cabin

Cabin Bathroom

Includes shampoo, conditioner, body wash, hair dryer, fresh towels daily

Old-time car and restaurant in Alexandria, VA
Naval Academy Chapel in Annapolis, MD
World War II submarine docked in Balitmore
St. Michaels, MD
Battleship Wisconsin docked in Norfolk.
Yorktown, VA
Yorktown, VA
Annapolis, MD
Annapolis, MD

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