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9-Day American Cruise Line Chesapeake Bay Cruise

Roundtrip Baltimore, Maryland: All-Inclusive River Cruises

Set sail on a cruise from Baltimore’s historic harbor and journey through Chesapeake Bay, heading to the renowned “Historic Triangle” of Yorktown, Williamsburg, and Jamestown.

In Yorktown, walk the historic battlefields and visit authentic colonial homes that hold stories of the past. Meander through the preserved streets of Colonial Williamsburg, virtually unchanged since the era of the first English colonists. In Jamestown, uncover the beginnings of the first permanent English settlement in the Americas as you explore Virginia’s coastal waterway corridor.

Visit St. Michaels, home to the acclaimed Chesapeake Bay Maritime Museum, offering a glimpse into the region’s seafaring past in Maryland’s Eastern Shore region. Enjoy a trolley tour through the enchanting streets of Annapolis, where our expert local guide will share fascinating narratives of its 350-year history in Maryland’s capital city.

As you explore the treasures of Chesapeake Bay, enjoy fresh, local seafood to find out why the area is famed as “The Crab Capital of the World” throughout this iconic Mid-Atlantic estuary.

“I book American Cruise Lines often, and my solo female travelers absolutely love it,” said Michele Peleras, a travel advisor at Cruise & Travel Experts. “Between the personalized, friendly service, excellent food, small-ship atmosphere, spacious cabins, and favorable single supplement pricing, it’s a standout option. Plus, the unique itineraries make it a perfect fit for my older clients who prefer to explore without traveling too far from home.”

“I have several wonderful clients who have enjoyed multiple cruises with American Cruise Lines,” said Vickie Grysen, another travel advisor at Cruise & Travel Experts. “They started with a Snake River cruise in the Pacific Northwest and recently experienced the Puget Sound itinerary. They returned raving about the staff’s kindness and attentiveness—how they consistently went the extra mile to make their journey special. They also loved the well-planned, included local excursions and found the cabins to be spacious and comfortable, great for relaxing after a day of exploration.”

Hear from our Travel Advisors, Michele and Vickie

Save up to $1,000 + Complimentary airfare on select Chesapeake Bay, Gulf Coast, Southeast Sea Islands, Greak Lakes, and Ohio River cruises.

Ship: American Independence | Cruise Line: American Cruise Line | Sail Date: October 29, 2026 | From/To: Roundtrip Baltimore, Maryland | Length: 9-Days

Check out some American Cruise Lines solo travel itineraries and rates!

Deluxe Balcony 2 Stateroom From

$5,365

Per person

Deluxe Balcony 1 From

$5,705

Per person

Veranda Suite From

$7,295

Per person

This 9-day riverboat cruise takes guests to the "Crab Capital of the World," visits the U.S. Naval Academy in Annapolis, and many other historic ports, including Jamestown, VA, and Williamsburg, VA, that define our Chesapeake Bay cruises.

What's Included:

  • Fine Dining: All Meals and Alcohol Provided: All meals, snacks, alcoholic/non-alcoholic beverages are available 24/7 with daily complimentary evening cocktail hour with hors d'oeuvres and top shelf liquor.
  • Full Enrichment Package with Guest Speakers and Nightly Entertainment: A dedicated onboard expert provides engaging presentations and interactive discussions pertaining to the region in which you are traveling. Enjoy live entertainment each evening.
  • Onshore Excursions: ach of our small ships provides a genuine and customized exploration of areas inaccessible to large ships and crowds allowing us to explore in the most meaningful way possible. All of our Mississippi River, Columbia & Snake Rivers, and Alaska itineraries offer at least one complimentary Featured shore excursion in each port of call.
  • All Tips, Gratuities, Port Charges and Fees are covered.
  • Hotel Stay & Transportation to the Ship: All of their itineraries feature a complimentary hotel stay in the embarkation port as part of the fare, including luggage service and transportation to the ship.
  • Personalized Experience: With only 90 to 180 fellow guests on board, their crew members take pride in knowing your name and preferences. The small ship atmosphere allows guests to get to know other travelers, as well as our crew members. Many friends are made aboard our fleet.
Date Day Port
October 29, 2026 Thurs.

Day 1 - Baltimore, MD

Before your cruise, treat yourself to a 1-night stay at the Four Seasons Hotel in Baltimore.  This vibrant waterfront destination is known for its bustling Inner Harbor, where tall ships, world-class museums, and lively shops and restaurants create a welcoming atmosphere for visitors along the Patapsco River, which flows into the Chesapeake Bay. The city played a key role in American history, notably during the War of 1812, when Fort McHenry inspired Francis Scott Key to write “The Star-Spangled Banner.”

Today, Baltimore blends its maritime heritage with a thriving arts scene and renowned institutions like the National Aquarium and the American Visionary Art Museum, making it a captivating stop on any Chesapeake Bay cruise through the Mid-Atlantic region.
Oct. 30, 2026 Fri.

Day 2 - Day of Cruising Chesapeake Bay

Step aboard and receive a warm welcome from our crew. It's the perfect opportunity to meet your fellow travelers as we begin our journey along the legendary Chesapeake Bay’s historic waterways. Spend the afternoon cruising past celebrated shorelines. Take in panoramic views of Maryland’s Eastern Shore landscapes, iconic lighthouses, and passing working waterfronts. Throughout the afternoon, keep watch for graceful herons, playful ospreys, and other Chesapeake wildlife that thrive in this renowned estuary.
Oct. 31, 2026 Sat.

Day 3 - Yorktown / Williamsburg, VA

Williamsburg, Yorktown, and Jamestown collectively comprise Virginia’s renowned "Historic Triangle," each site echoing pivotal moments in American history.

Led by an expert guide, explore Colonial Williamsburg’s preserved 18th-century district. Stroll through the narrow, time-worn streets that have preserved their colonial character. Engage with blacksmiths, cobblers, and other artisans practicing their crafts just as the first English colonists did.

Step back in time at the Jamestown Settlement, a comprehensive museum that brings to life 17th-century America. Here, you can uncover the story of America's first permanent English colony, founded in 1607, through meticulously recreated environments and detailed exhibits. Board the Yorktown Trolley, making convenient stops at Yorktown’s most significant sites, including the Yorktown Battlefield, where the final major conflict of the American Revolution unfolded.

Visit the American Revolution Museum, which tells the story of the nation’s founding, from the twilight of the colonial period to the dawn of the Constitution and beyond.
Nov. 1, 2026 Sun.

Day 4 - Cruising Chesapeake Bay

Bask in the beauty of Chesapeake Bay’s winding tidal waterways as you cruise along serene and picturesque landscapes. From the comfort of your private balcony, enjoy the opportunity to spot birds, dolphins, and other marine life native to Maryland’s estuarine coastline.

As we voyage, onboard specialists will enrich your journey with insights into the local culture and heritage. Come evening, mingle with other guests and revel in the talents of some of the region's best entertainers.
Nov. 2, 2026 Mon.

Day 5 - St. Michaels, MD

The port of St. Michaels is a scenic harbor on Chesapeake Bay, well-known as a keystone locale in colonial history, serving as a trading post for farmers in the region.

Docking at the Chesapeake Bay Maritime Museum, once a famed shipbuilding village, get a glimpse of what life was like in the 1800s. Explore the museum’s variety of exhibits, including historic boats, artifacts, and interactive displays that highlight the area's maritime culture, shipbuilding, and environmental issues.

Visit the Classic Motor Museum, dedicated to appreciating and preserving America’s heritage of automotive innovation. Later, stroll along the waterfront of St. Michaels or explore the quaint gift shops and boutiques on the tree-lined Talbot Street.
Nov. 3, 2026 Tues.

Day 6 - St. Michaels, MD

Spend an additional day exploring St. Michaels on Maryland’s Eastern Shore. On a guided walk, visit the Historic District as you learn about 350 years of shipbuilding, classic homes, and the famous Battle of St. Michaels from the War of 1812.

In the afternoon, board The Patriot, a replica of a 1930s steam ship, for a cruise on the Miles River. The captain will be your guide as you keep an eye out for the vibrant wildlife that calls this serene landscape home, from graceful herons to playful otters.

Add some flavor to your experience as you uncover the artistry behind one of Maryland’s most celebrated craft distilleries. Gain insight into the meticulous craftsmanship of their premium spirits and be treated to a tasting.
Nov. 4, 2026 Wed.

Day 7 - Annapolis, MD

Let your Colonial-attired guide lead you through a vivid narrative spanning 350 exhilarating years, revealing Annapolis' stories and captivating tales. Walk in the footsteps of George Washington, where, in 1783, inside the State House, he resigned as commander-in-chief of the Continental Army. Continuing through the downtown area, pass many 18th-century mansions and learn about the significance of their beautiful architecture within Maryland’s historic capital district.

Later, visit the U.S. Naval Academy. Experience “Life on the Yard” as you explore the Academy campus with a certified guide who highlights its past and present. Or, view the Academy from the water aboard the classic Harbor Queen for a narrated cruise along Annapolis Harbor on the Chesapeake Bay.
Nov. 5-6, 2026 Thurs. - Fri.

Day 8 - Baltimore, MD

From the cobblestone streets of Fells Point to landmarks like Fort McHenry, where the national anthem was born, Baltimore offers something for everyone.

Take a narrated cruise through the Inner Harbor, learning about the renaissance of Baltimore's waterfront as well as its fascinating maritime history, and Maryland’s Chesapeake Bay port communities.

Visit The National Aquarium, home to thousands of marine species, including sharks, dolphins, and sea turtles. Learn about animals from all over the planet, from the depths of the ocean to the canopy of the rainforest, and discover the connection they all share with water.

For a deeper understanding of Maryland’s history, explore the city’s History & Culture Center with a vast collection of artifacts and artworks.  A visit to Baltimore wouldn’t be complete without indulging in its famous seafood, especially the famous Maryland crab cakes.

American Independence

Independence Class

  • Built 2010
  • 90 Guest Capacity
  • Traditional Bow for Coastal Travel
  • Main Deck Restaurant with 270º Views
  • Sun Deck with Shaded Lounge Area
  • Entertainment Lounge
  • Reading Lounge
  • Fitness Center

*Prices are in USD, per person based on double occupancy, availability and subject to change without notice. All cruise taxes, fees and port expenses are included in the above pricing. All promotions are capacity controlled by American Cruise Line and can be eliminated at any time without notice. Offer is on select sailings only. Other restrictions may apply. Ships’ registry: U.S.A.