Best Massachusetts Tours & Trips
Where American History and Coastal Charm Meet in Massachusetts. Start your journey in Boston by walking the Freedom Trail to see landmarks like the Old North Church before catching a game at Fenway Park. Just across the Charles River Cambridge offers the academic energy of Harvard and MIT. For a seaside escape head to Cape Cod to enjoy sandy beaches fresh lobster rolls and quaint lighthouses. Ferries connect travelers to the upscale island retreats of Martha’s Vineyard and Nantucket which are perfect for summer relaxation. History buffs will appreciate the museums in Salem while art lovers should drive to the Berkshires in western Massachusetts. This region is famous for the Tanglewood music center and scenic hiking trails. From colorful fall foliage drives to whale watching tours the Bay State delivers a classic New England experience.
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5.0 (1 reviews) Tour Code: 737688
Start / End City
New York
Duration
6.0 Days
City & Attractions
New York, Washington D.C., Boston
+39 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$737.97
4.7 (107 reviews) Tour Code: 737898
Start / End City
New York
Duration
6.0 Days
City & Attractions
New York, Washington D.C., Boston
+17 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 2%
From $658.03
$644.87
4.8 (55 reviews) Tour Code: 737673
Start / End City
New York
Duration
5.0 Days
City & Attractions
New York, Washington D.C., Boston
+21 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 5%
From $547.98
$520.58
4.6 (146 reviews) Tour Code: 720531
Start / End City
New York, Jersey City, Boston
Duration
4.0 Days
City & Attractions
Washington D.C., Boston, Niagara Falls
+15 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 2%
From $438.00
$429.24
4.8 (95 reviews) Tour Code: 737685
Start / End City
New York
Duration
6.0 Days
City & Attractions
New York, Washington D.C., Boston
+21 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 5%
From $658.00
$625.10
4.4 (51 reviews) Tour Code: 737889
Start / End City
New York
Duration
7.0 Days
City & Attractions
New York, Washington D.C., Boston
+28 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 3%
From $768.05
$745.01
5.0 (2 reviews) Tour Code: 727917
Start / End City
New York, Boston
Duration
6.0 Days
City & Attractions
New York, Washington D.C., Boston
+28 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 5%
From $658.00
$625.10
5.0 (5 reviews) Tour Code: 740118
Start / End City
New York, Boston
Duration
7.0 Days
City & Attractions
New York, New Jersey, Philadelphia
+32 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
Save 10%
From $1,391.04
$1,251.94
4.8 (48 reviews) Tour Code: 737676
Start / End City
New York
Duration
7.0 Days
City & Attractions
New York, Washington D.C., Boston
+29 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$847.98
4.9 (5 reviews) Tour Code: 718701
Start / End City
New York, Boston
Duration
6.0 Days
City & Attractions
New York, Philadelphia, Washington D.C.
+23 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$988.00
Free eSIM
4.8 (5 reviews) Tour Code: 729405
Start / End City
Boston
Duration
6.0 Days
City & Attractions
New York, Washington D.C., Boston
+16 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$747.69
5.0 Tour Code: 748662
Start / End City
Boston
Duration
1.0 Day
City & Attractions
Boston, Martha's Vineyard
Languages
English Live
Group Type
Small Group Tour
From
$128.00
5.0 Tour Code: 689754
Start / End City
Toronto
Duration
4.0 Days
City & Attractions
Toronto, Boston, New York
+18 more
Languages
Chinese Live, English Live
Group Type
Standard Group Tour
From
$389.72
5.0 Tour Code: 736326
Start / End City
New York, Boston
Duration
7.0 Days
City & Attractions
New York, Washington D.C., Boston
+27 more
Languages
Chinese Live, English Live
Group Type
Small Group Tour
From
$1,968.08
4.7 (19 reviews) Tour Code: 710016
Start / End City
New York
Duration
12.0 Days
City & Attractions
New York, Boston, Montreal
+22 more
Languages
English Live, Spanish Live
Group Type
Standard Group Tour
Save 10%
From $2,925.72
$2,633.15
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TOP 15 States with the Best Fall Season in the US
Autumn, the season when trees adorn various shades of bright red, orange, and yellow, and shade their inhibitions by abandoning the perennial green, t
Best Time to Visit Massachusetts
Winter 2026/2027
Winter transforms the region into a classic New England scene. While the coast experiences biting winds, the snow adds a layer of quiet beauty to the historic red brick neighborhoods of Boston. Temperatures hover between 20°F and 35°F (-6°C to 2°C), driving locals into cozy cafes and world-class museums like the Museum of Fine Arts. The city sets up a popular ice skating path on the Frog Pond in the Common, while the western Berkshires become a hub for skiers and snowboarders at resorts like Wachusett. Travelers on a budget will find the lowest hotel rates of the year, provided they avoid holiday weeks. It is essential to pack heavy coats and waterproof boots to navigate slushy sidewalks, but the reward is seeing the state without the crowds.
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Spring 2026
Spring arrives slowly from April to May and serves as a refreshing wake up call for the region. The season is famous for its unpredictability, where a sunny 65°F (18°C) afternoon can be followed by a raw 45°F (7°C) rainy day. The visual highlight is the bloom in the Boston Public Garden, where magnolias and tulips create a colorful backdrop for the return of the famous Swan Boats. April brings the energy of the Boston Marathon, which fills the streets with cheering spectators. Coastal towns like Provincetown begin to wake up from their winter slumber, though the Atlantic remains too cold for swimming. Visitors should always carry an umbrella and dress in layers to handle the shifting maritime weather.
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Summer 2026
Summer dominates from June to August and is defined by sun, sand, and seafood. Temperatures average between 75°F and 85°F (24°C to 29°C), with high humidity often broken by cooling sea breezes. This is the peak tourism season as families flock to the pristine dunes of the Cape Cod National Seashore. Ferries to Martha’s Vineyard and Nantucket run frequently but require booking weeks in advance due to high demand. North of Boston, towns like Gloucester offer excellent whale watching tours as marine life migrates close to shore. In the city, residents head to the Charles River Esplanade for outdoor concerts and sailing. While accommodation prices skyrocket near the water, the long days provide ample time to explore historic sites and enjoy fresh lobster rolls at roadside shacks.
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Autumn 2026
Autumn is arguably the most beloved season, lasting from September through November. The humidity vanishes and is replaced by crisp air with temperatures ranging from 50°F to 70°F (10°C to 21°C) early in the season before dropping to 35°F to 50°F (2°C to 10°C). The state explodes into vibrant shades of red and orange, particularly along the Mohawk Trail in western Massachusetts. This is the prime time for scenic drives and apple picking at local orchards. October draws massive crowds to Salem as the city celebrates its witch trial history with a month-long festival of haunted happenings. In Boston, the return of university students adds a vibrant energy to Cambridge.
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Reviews for Massachusetts Tours
S
We have a very happy and enjoyable trip with our tour guide Chris Jiang. He is very helpful and knowledgeable about the history of USA. We have gained a great knowledge of the places that we went to. We will book him again in our next trip
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S
I joined a guided tour to Niagara Falls, and it made the whole experience incredibly easy and enjoyable. The transportation was comfortable, the schedule well-planned, and the guide chris shared fun facts and history along the way that made the trip feel more meaningful. We had plenty of time to admire the falls from different viewpoints, and the Maid of the Mist boat ride was definitely the highlight — thrilling, refreshing, and gives you the closest view you can possibly get! The tour also included stops at scenic points for photos, souvenir shops, and some free time to explore at our own pace. It felt balanced between guided activities.
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N
Daniel our guide is so good he takes care of his group he makes sure that everyone is taken cared of.He is amazing and very knowledgeable about this tour.
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A
Riven est un(e) guide exceptionnel(le), très professionnel(le) et toujours à l’écoute. Grâce à lui/elle, notre voyage a été enrichissant, agréable et parfaitement organisé.
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FAQs about Massachusetts Tours
What is the most famous landmark in Massachusetts?
The Freedom Trail in Boston is Massachusetts' most significant landmark. It is not merely a building, but a 2.5-mile red-brick trail connecting 16 historically significant sites.
How many days to spend in Massachusetts?
The ideal time to visit the state is 5 to 7 days, allowing you to explore Boston, Salem, and spend two days on Cape Cod or the islands.
Where do people vacation in Massachusetts?
Massachusetts vacation destinations are typically seasonal, with Cape Cod being a popular summer destination. Towns like Hyannis, Falmouth, and Chatham feature beaches and seafood shacks. In the fall, the Berkshires are an excellent choice, where fall foliage drives and hot spring resorts offer relaxation.
What are the 12 most charming small towns in Massachusetts?
Massachusetts boasts many charming small towns, with the top twelve being Stockbridge, Rockport, Chatham, Concord, Provincetown, Newburyport, Edgartown, Nantucket Town, Lenox, Marblehead, Shelburne Falls, and Sandwich.
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