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Colorful sunrise at Portland Head Lighthouse in Maine

Top East Coast of US Trips & Tours in September 2027

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Discover East Coast of US in September 2027 on one of these 8 tours hand-selected by the travel experts at Adventure Life. Explore the best of during September 2027 as you enjoy Archaeological Site Visits, Urban Exploration, Wildlife Viewing, Local Market Visits, and Village Visits. Prices for trips in September 2027 range from $4,925 to $84,290 for a vacation of 9 to 14 days. Choose any of the below 8 itineraries in September 2027 and customize it when you contact one of Adventure Life's expert East Coast of US trip planners.
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    • East Coast of US
Tour colorful, historic Charleston, South Carolina
from $6,995
Savings
EXPLORE

Southeast Sea Islands Cruise

Charleston to Amelia Island - 9 Day Itinerary aboard American Liberty
  • Tour historic Charleston homes
  • Explore Beaufort’s Cypress Wetlands
  • Visit Mighty Eighth Museum
  • Walk Savannah’s historic district
Starts / Ends
Charleston / Amelia Island
Activity Level
Variable
Cruise the southeastern coast on a 9-day voyage from Charleston, South Carolina to Amelia Island, Florida, aboard American Liberty. Explore Savannah, Beaufort, Hilton Head, and more.
Cruise Details
0
Sunset casts a golden glow over Maryland’s Chesapeake Bay Bridge
from $4,925
Savings
EXPLORE

Chesapeake Bay Cruise

Baltimore, MD Roundtrip - 9 Day Itinerary aboard American Independence
  • Explore Baltimore Inner Harbor
  • Visit Jamestown Settlement museum
  • Learn Maryland distilling tradition
  • Explore the U.S. Naval Academy
Starts / Ends
Baltimore / Baltimore
Activity Level
Variable
Cruise the Chesapeake Bay on a 9-day cruise aboard American Independence, sailing from Baltimore to Yorktown, Williamsburg, St. Michaels, and Annapolis. Explore colonial streets, museums, battlefields, maritime towns, wildlife-rich waterways, and historic harbors through guided tours and scenic cruising.
Cruise Details
0
Vanderbilt Mansion National Historic Site
from $7,070
Savings
EXPLORE

Hudson River Fall Foliage

New York - New York - 9 Day Itinerary aboard American Glory
  • Visit Sleepy Hollow landmarks
  • Tour West Point Academy
  • Discover Hyde Park’s history
  • Admire Vanderbilt Mansion
Starts / Ends
New York / Catskill
Activity Level
Variable
Embark on a scenic Hudson River 9-day cruise from New York to Albany aboard American Glory. Visit historic sites in Sleepy Hollow, West Point, Kingston, Hyde Park, and Catskill. Enjoy scenic views, onboard enrichment, and cultural landmarks. Experience the beauty and history of the Hudson River on this unforgettable journey.
Cruise Details
0
Relax on the sunny beaches of the Bahamas
from $24,990
EXPLORE

Sounds of Discovery: New York to the Bahamas

New York - Nassau - 13 Day Itinerary aboard Scenic Eclipse
  • Explore Buenos Aires’ districts
  • Admire Ushuaia’s landscapes
  • Navigate Beagle Channel
  • Witness Antarctic wildlife
Starts / Ends
New York City / Nassau
Activities
Stand Up Paddle Boarding, Kayaking, Helicopter Tours, Snorkeling
Activity Level
Variable
Experience a 13-day cruise from New York City to Nassau aboard the Scenic Eclipse, featuring stops in Bermuda, Turks and Caicos, San Salvador, Bimini, and Miami. This journey blends culture, history, and relaxation.
Cruise Details
0
Explore beautiful and historic Montreal
from $13,830
EXPLORE

Fall Foliage on the St. Lawrence - with Smithsonian Journeys

Toronto to Boston - 14 Day Itinerary aboard Le Bellot
  • Sail the Saint Lawrence Seaway
  • Old Montreal exploration
  • Visit Quebec City's UNESCO district
  • See Lunenburg colonial charm
Starts / Ends
Toronto / Boston
Activities
Village Visits, Archaeological Site Visits, Local Market Visits, Wildlife Viewing
Activity Level
Variable
Sail from Toronto to Boston on a 14-day Canadian cruise with Smithsonian Journeys aboard Le Bellot. Explore Montreal, Quebec City, Tadoussac, Nova Scotia towns, and the Magdalen Islands. Enjoy historic sites, coastal scenery, marine life, and cultural landmarks throughout this voyage.
Cruise Details
0
Enjoy the scenery of the Great Lakes
from $8,299
EXPLORE

Great Lakes and St. Lawrence Seaway

Chicago - Montreal - 13 Day Itinerary aboard Victory I
  • Niagara Falls visit
  • See Cleveland Rock Hal
  • Observe Soo Locks transit
  • Mackinac Island cycling
Starts / Ends
Chicago / Montreal
Activities
Biking
Activity Level
Variable
Sail from Chicago to Montreal on a 13-day cruise aboard Victory I, exploring iconic cities, engineering marvels, and natural wonders. Scenic lake crossings offer time to unwind between dynamic destinations.
Cruise Details
0
Golden light over the Chicago skyline
from $8,099
EXPLORE

All Five Great Lakes

Chicago to Toronto - 11 Day Itinerary aboard Victory II
  • Visit Chicago’s Art Institute
  • Sail scenic Lake Michigan
  • Discover Milwaukee city
  • Visit Niagara Falls
Starts / Ends
Chicago / Toronto
Activity Level
Variable
Sail from Chicago to Toronto aboard Victory II on an 11-day cruise, exploring the best of the Great Lakes. Discover a mix of vibrant cities, quiet natural beauty, historic landmarks, and cultural icons throughout this immersive Great Lakes journey.
Cruise Details
0
Colorful sunrise at Portland Head Lighthouse in Maine
from $8,299
EXPLORE

New England and Canada

Montreal to Portland - 13 Day Itinerary aboard Victory II
  • Walk Quebec City's Old Town streets
  • Saguenay Fjord sailing
  • Gulf crossing experience
  • Tour Halifax historic citadel
Starts / Ends
Montreal / Portland
Activities
Urban Exploration, Whale Watching
Activity Level
Variable
Begin your 13-day voyage in Montreal with a hotel stay, then board Victory II and sail the St. Lawrence River to Quebec City, Saguenay, Baie-Comeau, and Gaspe. Cross the Gulf of St. Lawrence to Charlottetown, continue to Halifax and Yarmouth, and finish in Portland, Maine. Explore fortified cities, fjords, island capitals, and working waterfronts.
Cruise Details
0
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