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Here are your 9 search results for Holiday & Seasonal Tours in Boston, United States

Fall Foliage Sightseeing Tour from Boston

Fall Foliage Sightseeing Tour from Boston - Boston, Massachusetts
Star Rating

Duration: 9 hours
Location: Boston, Massachusetts

From USD
$98.00

Marvel at the spectacular New England countryside on this scenic fall foliage tour from Boston. Bring your camera along for a drive east among gently rolling hills to small towns in Massachusetts and New Hampshire dotted with age-old taverns, colonial churches, farms and prairies, all featuring a beautiful display of autumn’s stunning colors ... More info ›

Marvel at the spectacular New England countryside on this scenic fall foliage tour from Boston. Bring your camera along for a drive east among gently rolling hills to small towns in Massachusetts and New Hampshire dotted with age-old taverns, colonial churches, farms and prairies, all featuring a beautiful display of autumn’s stunning colors. Pass Willard Brook State Forest and Walden Pond, explore a quaint New England restaurant nestled among picturesque scenery, and stop at a lovely farm stand featuring a farm store and beautiful grounds.  Your guide will navigate fall's changing colors as you tour across Boston, making stops in quiet New England towns along the way for you to capture photos of the brilliant landscape.

You’ll be picked up from your Boston hotel in the morning and taken on a comfortable drive by air-conditioned coach through the New England countryside. Experience the beauty of this amazing region during autumn as you travel amongst gently rolling hills awash with vibrant reds, oranges, yellows, browns and greens. On board, your guide will detail the changing colors of the foliage around you as you tour Boston.
Travel past quiet ponds and lakes, centuries-old farms, vast prairies, weathered roadside taverns and unique colonial churches. Stop for coffee at a local coffee shop in Groton (own expense), pass Willard Brook State Forest, a Massachusetts state park located in Ashby and Townsend about 50 miles (80 km) from Boston. Continue to Ashby Common, a small park and church located in a quiet neighborhood, for more photo opportunities.

Next, visit a quaint restaurant nestled in the heart of the mountains in New Hampshire to stretch your legs, wander around at your leisure, and enjoy a buffet lunch (included). Continue to the small New Hampshire town of Peterborough for another scenic photo stop before finishing your afternoon with a visit to a local farm stand.  Items from the store may be purchased at your own expense.
After your tour, continue enjoying the scenery on your way back to your hotel, arriving around 6pm.

This tour is seasonal and only operates from September through October.

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Fall on Cape Cod: Day Trip from Boston with Sightseeing Cruise

Fall on Cape Cod: Day Trip from Boston with Sightseeing Cruise - Boston, Massachusetts
Star Rating

Duration: 9 hours
Location: Boston, Massachusetts

From USD
$76.00

Autumn is a special time on Cape Cod, so enjoy it to the fullest on this luxury coach tour and scenic sightseeing cruise, affording amazing views of New England's colorful fall foliage. From Boston, learn about the sights you see from your guide as you travel in comfort through Quincy, passing the birthplaces of two American presidents ... More info ›

Autumn is a special time on Cape Cod, so enjoy it to the fullest on this luxury coach tour and scenic sightseeing cruise, affording amazing views of New England's colorful fall foliage. From Boston, learn about the sights you see from your guide as you travel in comfort through Quincy, passing the birthplaces of two American presidents. Stop in the town of Sandwich and the Sandwich Glass Museum & a glass blowing demonstration, see the John F Kennedy memorial in Hyannis Port, and then relax on your narrated cruise along Lewis Bay.

This tour begins with a convenient hotel pickup for selected hotels in downtown Boston and several suburban hotel locations.

Autumn is a special time in Cape Cod. Summer’s warmth still lingers, yet the multicolored splendor of New England’s foliage offers a superb accent to the already beautiful vistas of the magical land south of Boston.

After crossing the Cape Cod Canal, we’ll stop in Hyannisport, where we’ll visit a memorial to President John F. Kennedy and a nearby beach. We join a narrated sightseeing cruise of Hyannis Harbor, which offers the best possible view of the Kennedy Compound. Time is provided for shopping and lunch on your own at one of the many nearby restaurants after the cruise.

Then travel down the 'King's Highway' through historic Sandwich and stop at the Sandwich Glass Museum. The museum exhibits nearly 5,000 pieces of glass produced at the Boston & Sandwich Glass Company between 1825 and 1888. You will have the opportunity to watch a 20 minute glass blowing demonstration that is truly enthralling. Additional free time is provided to explore Sandwich.

Please note: This tour is seasonal and operates from September through October only.

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Boston New Year's Eve Dinner Cruise

Boston New Year's Eve Dinner Cruise - Boston, Massachusetts

Duration: 4 hours
Location: Boston, Massachusetts

From USD
$222.57

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 4-hour expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing ... More info ›

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 4-hour expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

Boarding for this 4-hour cruise on New Year’s Eve starts boarding at 8pm from the Seaport World Trade Center at Commonwealth Pier. Your cruise departs on the water at 9pm sharp. 

This dinner cruise is one of the best ways in Boston to see the city from the historic waterfront. Three climate-controlled interior decks with panoramic windows allow for a perfect view of the Boston skyline. As your ship takes off from the pier, head to the elegant dinner buffet, complete with salads, entrees, and desserts.

During dinnertime, be entertained by live performances, and after eating, hit the dance floor and boogie to songs spun by a live DJ. Grab a refreshing cocktail at the floating rooftop lounge (own expense), and then make your way to the spacious observation deck for a moonlit stroll under the stars. Notable attractions to see along the route include Zakim Bunker Hill Memorial Bridge, the historic USS Constitution, and Boston’s thriving Seaport District.

Your cruise ends at 1am when your boat docks back at the pier.

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Fall Foliage Bike Ride in Boston

Fall Foliage Bike Ride in Boston - Boston, Massachusetts

Duration: 4 hours
Location: Boston, Massachusetts

From USD
$75.00

The Fall Foliage bike ride is an amazing way to see Boston’s most famous green spaces in a ‘green’ way while the colors of autumn settle in. Discover Frederick Law Olmsted’s famous system of parks on this bicycle tour of the historic Emerald Necklace ... More info ›

The Fall Foliage bike ride is an amazing way to see Boston’s most famous green spaces in a ‘green’ way while the colors of autumn settle in. Discover Frederick Law Olmsted’s famous system of parks on this bicycle tour of the historic Emerald Necklace. From the shaded boulevard on Commonwealth Avenue to the popular shores of Jamaica Pond to the winding paths of the Arnold Arboretum, this route is a fabulous way to experience Boston's beauty in the fall. The route is a favorite among locals! The parks are gorgeous any time of the year, but the foliage peaks in color between mid October and early November.

This tour is up to 4 hours long and covers at least 15 miles, with several hills. Riders must be comfortable spending that much time on a bike and covering that distance. This ride covers many hidden gems in Boston, including:

  • Emerald Necklace parks during fall foliage
  • The Boston Common and Public Garden
  • The famous Charles River Esplanade
  • Views of Cambridge, Harvard University and MIT
  • The Museum of Fine Arts and the Isabella Stewart Gardner Museum
  • The Rose Kennedy Greenway – Boston’s newest public park
  • The Arnold Arboretum
  • Jamaica Pond
  • Back Bay Boston Neighborhood

Follow your guide through the streets and along picturesque lanes while soaking up the autumn scenery. Tours start and end in Boston's North End.

    Less info

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    Cocoa and Carols Holiday Cruise

    Cocoa and Carols Holiday Cruise - Boston, Massachusetts

    Duration: 90 minutes
    Location: Boston, Massachusetts

    From USD
    $48.30

    Step aboard luxury yacht Northern Lights decorated for the holidays and cruise into an evening of music and caroling through Boston Harbor. Join in singing with the band from the Berklee School of Music and get into the holiday spirit with friends and family. Sip on delicious complimentary hot cocoa, and enjoy cookies and treats too ... More info ›

    Step aboard luxury yacht Northern Lights decorated for the holidays and cruise into an evening of music and caroling through Boston Harbor. Join in singing with the band from the Berklee School of Music and get into the holiday spirit with friends and family. Sip on delicious complimentary hot cocoa, and enjoy cookies and treats too. Sit back and enjoy the gorgeous view of Boston from the heated salon of Northern Lights, a 1920's styles New England Yacht on this 90 minute cruise. 

    • Please arrive 15-30 minutes prior to the scheduled departure time to check-in at the ticket booth located in the Ferry Terminal directly behind the Boston Harbor Hotel. 
    • Boarding begins promptly 5 minutes prior to departure. The boat leaves on time and cannot come back to pick up late arrivals
    • Once onboard, cruise around Boston Harbor on this elegant boat and enjoy our jolly Christmas tunes presented by our singer and house band. Guests are welcome to join in singing along to classic and new holiday favorites!
    • Enjoy stunning panoramic views of the Boston Skyline twinkling at night with iconic waterfront sites such as: Bunker Hill Monument, USS Constitution, and the Marriott Custom House Tower
    • Relax in Northern Lights heated main salon with a cup of hot cocoa 
    • Additional drinks and snacks are available for purchase (featured Holiday drinks such as hot chocolate and peppermint schnapps and Irish Coffees are available at the main deck bar)
    • This cruise offers a unique way to entertain guests from out of town, a wonderful after-work activity to celebrate the holidays or a great date night or night out with friends. 
    • This takes place on Northern Lights, a 115-foot motor vessel, stylized after a 1920's New England Yacht.

    Less info

    Irish Holiday Caroling Cruise in Boston Harbor

    Irish Holiday Caroling Cruise in Boston Harbor - Boston, Massachusetts

    Duration: 90 minutes
    Location: Boston, Massachusetts

    From USD
    $46.20

    Take to the water on this 90-minute cruise and get into the holiday spirit with Irish band, Slainte. Sing some merry holiday ballads the way the Irish do, with a beer in hand and a whiskey or two ... More info ›

    Take to the water on this 90-minute cruise and get into the holiday spirit with Irish band, Slainte. Sing some merry holiday ballads the way the Irish do, with a beer in hand and a whiskey or two. Step aboard 1920's styled motor yacht Northern Lights decked out with festive décor that's sure to put you in a merry spirit! Please arrive 15-30 minutes prior to the scheduled departure time to check in at the ticket booth located at the ferry terminal directly behind the Boston Harbor Hotel. Boarding begins promptly five minutes prior to the scheduled departure time.




    Check-in 15 minutes prior to departure at Rowes Wharf, which is located in the Ferry Terminal behind the Boston Harbor Hotel. Once onboard, cruise the harbor and enjoy Irish Christmas tunes. Enjoy stunning panoramic views of the Boston Skyline and iconic waterfront sites such as Bunker Hill Monument, USS Constitution, and the Marriott Custom House Tower. Guests are welcome to purchase hot chocolate with peppermint schnapps and Irish Coffees at the main deck bar amongst other beverages. Then settle into Northern Lights main salon and enjoy the sites and songs. Notable sites:

    • This cruise will take you past the skyline of downtown Boston, East Boston, Charlestown, and Seaport District. Along the way we will view the Leonard Zakim Bridge, Mystic Tobin Bridge, and Northern Avenue Swing Bridge
    • See Boston's iconic buildings & districts (International Plaza, Seaport District, Custom house tower, the North End and more.) from the water
    • Cruise by the North End and catch a glimpse of the Old North Church made famous by the Midnight Ride of Paul Revere
    • Great panoramic views of Boston's skyline at night

    Less info