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Zakim Bridge reflection on the Charles River in Boston

Boston Wine Tasting Trips

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Sip your way through Boston on a wine tasting trip savoring local wine varieties from outstanding local vineyards. We will take winery tours with a local English speaking guide and discuss the local terroir and taste wine pairings with local cuisine. Some of Boston's most popular wine regions are visited around . Our wine tasting focused trips can also be combined with activities like Archaeological Site Visits, Local Market Visits, Village Visits, Urban Exploration, and Whale Watching. Our 3 wine tasting trips to Boston range from $6,350 to $50,430 for a 9 to 13 days experience. Not sure which region or wine tour is best for you? One of Adventure Life's Boston travel experts can help you decide on the perfect itinerary for you and help you design your ideal custom wine tasting trip to Boston.
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Sailing in Boston
from $6,350
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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.
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from $25,010
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
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
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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
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Zakim Bridge reflection on the Charles River in Boston
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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

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Jeff Rottschafer Adventure Life employee profile
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