Have questions? We're here.
Boston's skyline and harbor

Massachusetts

Travel made your way ™
Talk with an expert
Build your ideal United States trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Explore the historic and picturesque state of Massachusetts with Adventure Life on one of our 5 enriching tours for 2026-2027. Join us on a journey that delves into the rich cultural heritage, stunning landscapes, and vibrant cities of Massachusetts. Over 8 to 13 days, you can experience the bustling city life of Boston, explore the charming coastal towns of Cape Cod, and immerse yourself in the history of Salem. With options ranging from cultural tours to food & wine experiences, there is something for every type of traveler in Massachusetts. Whether you're interested in whale watching, hiking, or visiting iconic landmarks like Plymouth Rock, our tours offer a diverse range of activities to suit your interests. Don't miss out on the opportunity to discover the beauty and charm of Massachusetts with Adventure Life. Contact us for help planning your next seamless trip.
Filter (5 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Massachusetts
Explore historic Boston
from $6,350
Savings
EXPLORE

Cape Codder Cruise

Boston, MA Roundtrip - 9 Day Itinerary aboard American Glory
  • Walk Boston’s Freedom Trail
  • Tour Newport’s grand mansions
  • Enjoy Martha’s Vineyard Museum
  • See massive whale skeletons
Starts / Ends
Boston / Boston
Activities
Urban Exploration, Local Market Visits
Activity Level
Variable
Embark on an 9-day Cape Cod cruise aboard American Glory, round-trip from Boston. Visit Provincetown, Plymouth, Martha’s Vineyard, Newport, and New Bedford. Step into colonial history, maritime culture, and coastal scenery.
Cruise Details
0
Enjoy scenic New England
from $7,415
Savings
EXPLORE

New England Islands

Providence Roundtrip - 9 Day Itinerary aboard American Liberty
  • Enjoy Block Island's beaches
  • Explore Whaling Museum New Bedford
  • Discover Martha's Vineyard's towns
  • Learn whaling legacy and maritime
Starts / Ends
Martha's Vineyard / Newport
Activity Level
Variable
Embark on an 9-day cruise aboard American Liberty through New England, exploring maritime history from Providence to Newport. Indulge in lobster bakes, visit whaling museums, and wander charming cobblestone streets.
Cruise Details
0
Visit historic Baltimore
from $12,460
EXPLORE

Celebrating America's 250th: An Exploration of History and Culture

Halifax - Baltimore - 8 Day Itinerary aboard L'Austral
  • Talks by Martin Luther King III
  • Explore Boston’s Freedom Trail
  • Visit Newport mansions or sail bay
  • See New York’s Statue of Liberty
  • Explore Philadelphia historic sites
Starts / Ends
Halifax / Baltimore
Activities
Archaeological Site Visits
Activity Level
Variable
Discover the 8-day Celebrating America's 250th Eastern Seaboard cruise on L'Austral from Halifax to Baltimore, featuring history-focused talks by Martin Luther King III and Arndrea Waters King. Highlights include Boston’s Freedom Trail, Newport’s Gilded Age mansions, New York’s Statue of Liberty, 9/11 Memorial, and Philadelphia’s Independence Hall.
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
from $15,100
EXPLORE

Fall Foliage on the St. Lawrence with Smithsonian Journeys

Toronto - Boston - 13 Day Itinerary aboard Le Bellot
  • Sail the scenic St. Lawrence Seaway
  • Stroll Old Montreal streets
  • Explore Prince Edward Island
  • Experience the Acadian culture
  • Explore Nova Scotia and Lunenburg
Starts / Ends
Toronto / Boston
Activities
Wine Tasting, Village Visits, Wildlife Viewing, Whale Watching
Activity Level
Variable
Sail Canada’s St. Lawrence Seaway on a 13-day cruise aboard Le Bellot. Visit Toronto, Montreal, Quebec, Tadoussac, Charlottetown, Magdalen Islands, Sydney, Lunenburg, Portland, and Boston. Enjoy whale watching, historic tours, cultural experiences, scenic landscapes, and regional cuisine throughout this journey.
Cruise Details
0
1-5 of 5 Results
  • 1

We do the homework for you.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Sandra Fernandez employee profile
Sandra F.
Boston's skyline and harbor
United States

Chat Massachusetts 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
1.800.344.6118

Where is your next adventure?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

Recognized By

United States Travel Guide

Top United States Travel Destinations

United States Trips by Departure Date

Top Experiences in United States

United States Trips by Duration

United States Trips by Activity

Sandra Fernandez employee profile
Sandra F
Plan My Trip
We love travel, talk with an expert 1.800.344.6118