Have questions? We're here.
Springtime in Boston

New England City Tours

Travel made your way
Talk with an expert
Build your ideal New England trip. Call 1.406.541.2677
Start Planning My Trip
Choose from one of these 12 City Tours to New England in 2023-2024 to explore the streets and take in the cityscapes of New England on a trip seamlessly planned by the New England experts at Adventure Life. Breathe in the culture, smell the local cuisine, and experience the people of New England on one of these extraordinary small group or private tours. Your options will likely include walking tours, bus tours, and boat tours, all led by exceptional multi-lingual local tour guides. Select any the urban exploration tours below and customize it to fit your personal interests with the help of one of Adventure Life's expert New England trip planners
Filter (12 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • New England
Relax in the sunny squares of historic Savannah
$8,089
EXPLORE

Boston, MA to Nassau, Bahamas

Boston - Nassau - 16 Day Itinerary aboard Ocean Voyager
  • Learn Boston's history
  • Wander through historic Baltimore
  • Experience Southern hospitality
  • Explore Charleston's architecture
Starts / Ends:
Boston / Nassau
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Sail on this 16-day itinerary cruising the seaboard from bustling Boston to beachy Nassau aboard Ocean Voyager. With stops in Baltimore, Charleston, West Palm Beach, and more, this journey has been handcrafted to sample the Eastern cities of the United States as you head to your final destination …
Cruise Details
0
Portland Head Lighthouse, Maine, USA at sunrise
$5,709
EXPLORE

Portland to Toronto

Portland - Toronto - 12 Day Itinerary aboard Ocean Voyager
  • Drive through Portland
  • Admire Charlottetown's history
  • Discover Cavendish Bay
  • Enjoy whale watching at Tadoussac
Starts / Ends:
Portland / Toronto
Activities:
Small Ship Cruises, Urban Exploration, Whale Watching
Activity Level:
Relaxed
Enjoy the best of the borderlands between Canada and the USA. Survey two of the most European cities in North America, the French Canadian ports of Montreal and Quebec, then the metropolitan city of Toronto. Transit the Welland Canal, and the majestic Montmorency Falls, and take in the blossoming …
Cruise Details
0
Beautiful Chicago sunset
$7,209
EXPLORE

Chicago to Montreal

13 Day Itinerary aboard Ocean Voyager
  • Discover Chicago
  • Visit the beautiful Lake Michigan
  • Cruise through Georgian Bay
  • Admire the Niagara Falls
Starts / Ends:
Chicago / Montreal
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Nearly 15,000 years ago, the last of the great glaciers retreated, leaving us the five Great Lakes–Superior, Michigan, Huron, Erie, and Ontario. Together, they contain more than one-fifth of the planet’s fresh surface water. On the Ocean Voyager, delve into North America’s …
Cruise Details
0
Aerial views of Chicago
$7,209
EXPLORE

Chicago to Montreal

13 Day Itinerary aboard Ocean Navigator
  • Explore the cultures of Chicago
  • Enjoy views of Lake Michigan
  • Learn about American history
  • Admire the thundering Niagara Falls
Starts / Ends:
Chicago / Montreal
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Discover the highlights of the Great Lakes on this 13-day cruise from Chicago, Illinois to Montreal, Quebec. Explore favorite ports of Lakes Michigan, Huron, Erie, and Ontario, and immerse yourself in the natural beauty of the lakes. Discover the history of industry and its role in the making of …
Cruise Details
0
Relax on the lake shores
$5,689
EXPLORE

Chicago to Toronto

11 Day Itinerary aboard Ocean Navigator
  • Explore the cultures of Chicago
  • Enjoy views of Lake Michigan
  • Cruise through Georgian Bay
  • Admire the thundering Niagara Falls
Starts / Ends:
Chicago / Toronto
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
This 11-day journey from Chicago, Illinois to Toronto, Ontario explores the attractions of the Great Lakes. Discover popular ports on Lakes Michigan, Huron, Erie, and Ontario and immerse yourself in the lakes' natural splendor. The Henry Ford Museum in Detroit, Michigan, provides information on …
Cruise Details
0
$9,017
EXPLORE

Savannah, GA to Halifax, NS

Savannah - Halifax - 17 Day Itinerary aboard Ocean Voyager
  • Stroll through beautiful Savannah
  • Discover Charleston's culture
  • Visit historic Baltimore
  • Explore Newport, Rhode Island
  • Learn early American history
  • Enjoy Maine's natural beauty
Starts / Ends:
Savannah / Halifax
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Explore the North American Eastern Seaboard from the historic Coastal South to the Southern Canadian border on this 17-day expedition. Board Ocean Voyager and set sail from beautiful Savannah, Georgia, a historic city renowned for its walkable plan, polished parks, and thriving arts scene. Continue …
Cruise Details
0
Downtown Cleveland with River Bridge
$5,689
EXPLORE

Toronto to Chicago

11 Day Itinerary aboard Ocean Navigator
  • Explore the cultures of Chicago
  • Enjoy views of Lake Michigan
  • Cruise through Georgian Bay
  • Admire the thundering Niagara Falls
Starts / Ends:
Toronto / Chicago
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Discover the highlights of the Great Lakes on this 11-day cruise from Toronto, Ontario to Chicago, Illinois. Explore favorite ports of Lakes Michigan, Huron, Erie, and Ontario, and immerse yourself in the natural beauty of the lakes. Discover the history of industry and its role in the making of …
Cruise Details
0
Downtown Cleveland with River Bridge
$5,689
EXPLORE

Toronto to Chicago

11 Day Itinerary aboard Ocean Voyager
  • Explore the cultures of Chicago
  • Enjoy views of Lake Michigan
  • Cruise through Georgian Bay
  • Admire the thundering Niagara Falls
Starts / Ends:
Toronto / Chicago
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Discover the highlights of the Great Lakes on this 11-day cruise from Toronto, Ontario to Chicago, Illinois. Explore favorite ports of Lakes Michigan, Huron, Erie, and Ontario, and immerse yourself in the natural beauty of the lakes. Discover the history of industry and its role in the making of …
Cruise Details
0
Explore beautiful and historic Montreal
$12,230
EXPLORE

From Canada to the American East Coast

Toronto - Gloucester - 15 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Montreal and Quebec City
  • Visit historic coastal villages
  • Learn about Canada's history
  • Admire the landscapes of the coast
Starts / Ends:
Toronto / Gloucester
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Enjoy this 15-day cruise exploring Canada and the American East Coast from Toronto to Gloucester on board the luxurious Le Dumont-d'Urville. Explore the natural beauty and historic cities of the Saint Lawrence Seaway from the bustling city of Toronto. Cruise across Lake Ontario and through the …
Cruise Details
0
Sailing in Boston
$9,017
EXPLORE

Savannah, GA to Halifax, NS

17 Day Itinerary aboard Ocean Navigator
  • Stroll through beautiful Savannah
  • Discover Charleston's culture
  • Visit historic Baltimore
  • Explore Newport, Rhode Island
  • Learn early American history
  • Enjoy Maine's natural beauty
Starts / Ends:
Savannah / Halifax
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Explore the North American Eastern Seaboard from the historic Coastal South to the Southern Canadian border on this 17-day expedition. Board Ocean Navigator and set sail from beautiful Savannah, Georgia, a historic city renowned for its walkable plan, polished parks, and thriving arts scene. …
Cruise Details
0
Visit historic Baltimore
$8,089
EXPLORE

Boston, MA to Nassau, Bahamas

Boston - Nassau - 16 Day Itinerary aboard Ocean Navigator
  • Learn Boston's history
  • Wander through historic Baltimore
  • Experience Southern hospitality
  • Explore Charleston's architecture
Starts / Ends:
Boston / Nassau
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
This 16-day tour takes you from lively Boston to the beaches of Nassau aboard the Ocean Navigator. With stops in Baltimore, Charleston, West Palm Beach, and other towns, this itinerary allows you to experience the Eastern cities of the United States en route to The Bahamas.
Cruise Details
0
Enjoy stunning views of Niagara Falls
$5,689
EXPLORE

Chicago to Toronto

11 Day Itinerary aboard Ocean Voyager
  • Discover Chicago
  • Enjoy views of Lake Michigan
  • Cruise through Georgian Bay
  • Admire Niagara Falls
Starts / Ends:
Chicago / Toronto
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Wine Tasting
Activity Level:
Relaxed
On this 11-day journey of the Great Lakes aboard the Ocean Voyager, delve into the nautical history of North America. Your vacation begins in Chicago, Illinois, a vibrant city with a strong arts scene, a rich history, and a variety of cuisines. Set sail on Lake Michigan for a Great Lakes cruise, …
Cruise Details
0
1-12 of 12 Results

Top New England Travel Destinations

New England Trips by Departure Date

New England Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By