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Select one of the below 3 best Maryland trips for 2025 and 2026. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring Baltimore, and Chesapeake Bay. Our Maryland trips for 2025 feature Archaeological Site Visits, Wildlife Viewing, Local Market Visits, Urban Exploration, and Village Visits, and start from $4,610 for trips of 8 to 15 days. Contact Adventure Life's Maryland trip planning experts to start planning your next seamless trip.
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Sunset casts a golden glow over Maryland’s Chesapeake Bay Bridge
from $4,610
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Chesapeake Bay Cruise

Baltimore, MD Roundtrip - 8 Day Itinerary aboard American Independence
  • Yorktown battlefield guided tour
  • Chesapeake Bay scenic cruising
  • Annapolis historic harbor walk
  • Visit Baltimore’s National Aquarium
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Baltimore / Baltimore
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Sail Chesapeake Bay on an 8-day cruise aboard American Independence. Explore historic Yorktown, colonial Williamsburg, scenic St. Michaels, and charming Annapolis. Dive into American history, visit renowned museums, and enjoy expert-led programs while cruising through iconic ports and picturesque waterfronts.
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Visit historic Baltimore
from $4,925
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Potomac River & Chesapeake Bay Cruise

Washington to Baltimore - 8 Day Itinerary aboard American Independence
  • Visit Yorktown battlefield site
  • Tour Jamestown Settlement museum
  • Cruise Chesapeake Bay waters
  • Discover Annapolis landmarks
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Yorktown / Baltimore
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Variable
Sail from Washington to Baltimore on an 8-day cruise aboard American Independence. Explore Revolutionary War sites, historic seaports, and Chesapeake Bay wildlife. Visit Yorktown, Williamsburg, Cambridge, St. Michaels, and Annapolis. Enjoy onboard enrichment, local excursions, and scenic cruising through America’s historic heartland.
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Visit historic Baltimore
from $11,570
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East Coast Inland Passage Cruise

Baltimore, MD to Amelia Island - 15 Day Itinerary aboard American Liberty
  • Explore Baltimore’s Inner Harbor
  • Visit Jekyll Island landmarks
  • See Savannah’s Civil Sites
  • Visit Chesapeake Bay Museums
Starts / Ends
Baltimore / Amelia Island
Activities
Wildlife Viewing, Archaeological Site Visits, Local Market Visits, Urban Exploration, Village Visits
Activity Level
Variable
Embark on a 15-day East Coast Inland Passage cruise aboard American Liberty. Explore coastal towns like Charleston, Savannah, and Beaufort. Enjoy guided excursions to historic sites, maritime museums, and Civil War landmarks. Discover lighthouses, plantations, and preserved Southern architecture across 14 ports along the East Coast.
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