Have questions? We're here.
Zakim Bridge reflection on the Charles River in Boston

Boston City Tours

Travel made your way ™
Talk with an expert
Build your ideal East Coast of US trip. Call 800.344.6118
Start Planning My Trip
Talk with an expert
Choose from one of these 3 City Tours to Boston in 2026-2027 to explore the streets and take in the cityscapes of Boston on a trip seamlessly planned by the Boston experts at Adventure Life. Breathe in the culture, smell the local cuisine, and experience the people of Boston 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 Boston trip planners. 
Filter (3 Results)
  • Start Date
    Months
    Years
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Boston
Edgartown on Martha's Vineyard
from $7,180
EXPLORE

Charm and heritage of the North American shores

Halifax to New York - 9 Day Itinerary aboard L'Austral
  • See Lunenburg UNESCO historic town
  • Eastport Maritime Historic Site
  • See Newport Gilded Age mansions
  • Martha's Vineyard island escape
Starts / Ends
Halifax / New York
Activity Level
Variable
Explore Canada and New England on a 9-day cruise aboard L'Austral. Visit Halifax, Lunenburg, Yarmouth, Eastport, Portland, Boston, Oak Bluffs, Newport, and New York. Discover maritime history, UNESCO heritage sites, coastal landscapes, iconic landmarks, and charming seaside towns throughout the voyage.
Cruise Details
0
Sailing in Boston
from $6,350
Savings
EXPLORE

Northeast Harbors Cruise

Boston - New York - 9 Day Itinerary aboard American Glory
  • Visit the Massachusetts Maritime
  • Explore the Mystic Seaport Museum
  • Travel to Old Saybrook
  • Stroll around Sag Harbor
Starts / Ends
Boston / New York
Activity Level
Variable
Join this 9-day Northeast Harbors cruise from Boston to New York aboard American Glory. Explore historic Boston before visiting picturesque Plymouth, MA, and the grandeur of Newport. Dive into maritime history in New London, Mystic, and Essex, CT. Lastly, enjoy an evening cruise around New York Harbor.
Cruise Details
0
Aerial view of New York City at dusk
from $6,350
Savings
EXPLORE

Northeast Harbors Cruise

New York - Boston - 9 Day Itinerary aboard American Glory
  • Explore New York landmarks
  • Explore Sag Harbor history
  • Explore Newport historic districts
  • Discover Plymouth colonial history
Starts / Ends
New York / Boston
Activities
Urban Exploration, Wine Tasting, Village Visits, Archaeological Site Visits, Local Market Visits
Activity Level
Variable
Experience a 9-day cruise from New York to Boston aboard American Glory, with time to explore New York, Sag Harbor, Old Saybrook, Essex, New London, Mystic, Newport, Plymouth, and Boston. Discover maritime museums, historic districts, coastal landmarks, local communities, and sites connected to American history along the New England coast.
Cruise Details
0
1-3 of 3 Results
  • 1

We do the homework for you.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Jenna Fedyschyn Adventure Life employee profile
Jenna F.
Zakim Bridge reflection on the Charles River in Boston
East Coast of US

Chat Boston with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
800.344.6118

Where is your next adventure?

Contact Chat Call
TrustScore 4.9 | 1047 reviews
TrustScore 4.9 of 5
total score
Based on 1047 reviews on
review score
1 day ago
Excellent planning help and the trip went smoothly.
Angela C
review score
3 days ago
If you go to the Galápagos, ask for James Sanchez as your guide he was fantastic! Very nice and extremely knowledgeable
Bob
review score
6 days ago
Fabulous service for booking a cruise. Prompt response. Very satisfied
Christine Pavel
review score
1 week ago
We have had excellent results when working with Adventure Life. We've just set up out third trip with them because the first two were great! Adventure Life has always listened, worked with us, and set up trips the way we've wanted. They've also found experiences we wouldn't have known about otherwise, that have been some of the highlights of the entire trip.
SA
review score
1 week ago
Mary goes the extra mile to ensure smooth travel booking and trips! She recommends amazing journeys at a great value!
Beth Vance

Why Travel With Us?

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

Seamless Trip Planning

We guide you through every detail beyond the cruise—from flights to pre- and post-trip stays—so your journey feels effortless.

Rewards That Go Further

Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

As Featured In

USA Today
Los Angeles Times
Travel Weekly
Outside
National Geographic Traveler
The New York Times
Travel + Leisure
Condé Nast Traveler
National Geographic

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Jenna Fedyschyn Adventure Life employee profile
Jenna F
Plan My Trip
We love travel, talk with an expert 800.344.6118