Check Availability Buy Tickets Now

Boston Holiday Cruises

Boston Harborfest Fireworks Cruise

The Best Boston Harborfest Fireworks Cruise in Beantown aboard the yacht Northern Lights
Duration: 2.25 hrs
Boat: Yacht Northern Lights
Cost: Up to $146.28
/reviews/#1741879816789-dc9fe5eb-fdb7
Happy 4th of July in Boston! Bostonians know how to celebrate our Independence and it all begins with a Boston Harborfest Fireworks Cruise. Join Classic Harbor Line Boston aboard the Yacht Northern Lights for this fun family friendly event and experience a Boston Harborfest Fireworks cruise like no other! This 2.25-hour experience offers a fun alternative to viewing the Fireworks show from the shoreline. As we cruise in Boston Harbor, wave to your fellow patriots on shore and take in the sites this city has to offer. Our sightseeing cruise for the 4th of July in Boston offers front row seats to see the show, with comfortable seating, a bar and a festive crowd free atmosphere. Yacht Northern Lights is a classic 1920s style commuter yacht featuring a climate controlled grand salon with wrap-around windows, plus an open upper deck with truly unobstructed views of Boston Harbor and surrounding areas. There are many Boston Harborfest events to choose from, but if you are in Beantown for Independence Day week then we have the Boston Harbor cruise for you! Celebrate this special event in style with Classic Harbor Line Boston. Please note that Yacht Northern Lights will operate in the rain; however, the Harborfest Fireworks are weather permitting

Boston Harborfest Fireworks Sail

Celebrate Boston Harborfest aboard a classic yacht in Boston Harbor for a fireworks cruise.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $167.48
/reviews/#1741880385912-d27f1e3b-6764
It’s 4th of July in Boston and what better way to celebrate than with Boston Harborfest! Get your fourth of July week started with a bang and join Classic Harbor Line Boston for this fun family friendly event. During this Boston fireworks cruise aboard one of our Adirondack Schooners, enjoy a fun sightseeing cruise around Boston Harbor and see some of Boston’s most iconic sites. Wave to your fellow patriots on the shoreline as we pass by and get into position for an unobstructed view of the Harborfest fireworks on the water. Marvel at the spectacular fireworks display on this Boston Harborfest cruise and celebrate a memorable 4th of July in Boston. One complimentary drink is included with each ticket. So, if you are looking for Boston Harborfest events, then join us for a two hour cruise, followed by Harborfest Fireworks lighting up along Boston's Waterfront.

Boston St. Patrick’s Day Brunch Cruise with Live Irish Music

The best Boston St. Patrick’s Day Brunch Cruise with live Irish music aboard Yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879655220-85dc2d15-6226
Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s Day! Calling all Boston Foodies: start your day with freshly prepared Irish favorites while we play your favorite Irish tunes as we cruise. While you fuel your Irish spirit on this Boston brunch, enjoy the sites around Boston Harbor aboard festively decorated Yacht Northern Lights. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink from our onboard bar. Choose from an Irish coffee, Irish beer, classic mimosa and more! Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck with truly sweeping skyline views. This Boston Brunch Cruise is sure to help you kick start your day before you head to the St. Patrick’s Day Parade Boston or for a fun weekend activity to celebrate.

Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879683421-f12732ba-c47c
What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.

Holiday Sunset Cruise in Boston

Enjoy a Holiday Sunset Cruise in Boston for the Christmas season on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $61.48
/reviews/#1741879956506-3e0a055b-90ee
Offered throughout the month of December. Boston in December is bustling with festive activities and fun things to do to get into the holiday spirit. Our Holiday sunset cruise in Boston is a top rated activity to do during Christmas in Boston. Join Classic Harbor Line Boston this season for a 2-hour Holiday Sunset Cruise in the warm, cozy, and festively-decorated interior of Yacht Northern Lights. While aboard, warm up with a cup of hot cocoa as you take in the Boston Harbor sites. Enjoy the sunset while listening to classic Holiday hits. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline. Our Boston Harbor cruises offer some of the best winter sunsets in Boston.

Cocoa and Carols Holiday Cruise in Boston

Cocoa Holiday Harbor Cruise on Yacht Northern Lights in Boston
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/
Offered throughout the month of December. It’s Christmas in Boston! If looking for the best activities in Boston in December, we have a Cocoa and Carols Holiday Cruise Boston that’s sure to get you in the festive spirit. Please join Classic Harbor Line Boston for this special cruise tailored for friends, family, and all your loved ones during the holidays in Boston. During a Boston Cocoa and Carols Holiday Cruise, our classic boat, Yacht Northern Lights, offers the best views of Boston Harbor in December. Guests aboard can enjoy comfortable seating in our heated grand salon that’s fully decked out in holiday decor. Cruise Boston Harbor on this 90-minute cruise and see the Christmas lights Boston has to offer along with the best sightseeing views as we cruise. Enjoy a beverage, such as a hot cocoa, beer, wine or holiday cocktail, from our onboard bar and take in the festive atmosphere including holiday hits from our live Jazz band performing throughout the experience. Guests are welcome to explore Northern Lights open upper deck with truly unobstructed views of Boston in December. This cruise offers a unique way to entertain guests from out of town, a fun Christmas activity to do with friends or colleagues, or a great holiday date night idea. We’re a short walk away from the Boston Christmas Market, which makes for some of the best things to do in Boston, MA in December.

Boston Holiday Brunch Cruise with Santa

Best Boston Holiday Brunch Cruise for all Boston Foodies
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879997731-153c03c6-ea06
Offered on weekends throughout the month of December. With so many things to do in Boston in December, it can be hard to choose how to spend your time during Christmas in Boston. If you’re looking for a Boston Holiday brunch cruise, then our Boston Christmas brunch cruise is the one! During the most festive time to experience Beantown, join Classic Harbor Line Boston aboard Yacht Northern Lights, one of the best places in Boston for brunch, and see all of Boston's iconic sights from the water. Weekends are a time for relaxing and getting your days started the right way, and there’s no better way to start relaxing than on a 2-hour Boston brunch cruise. On our Boston Harbor Cruise guests aboard Yacht Northern Lights will be treated to comfortable seating in the heated grand salon decked out in holiday decor as well as a full bar for hot cocoa, mimosas or a festive holiday cocktail. Enjoy our freshly prepared gourmet brunch buffet during one of the best brunch in Boston experiences. Select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston as we cruise Boston Harbor on a classic boat ride. We’re just a short walk from the Boston Christmas Market, which makes for a fun pairing with our Best of Boston brunch cruise. So enjoy Boston in December, take in the holiday markets, historic sights glistening in snow, and join Classic Harbor Line Boston for some festive Boston Harbor Cruises. Please note, we can accommodate small bridal parties as well as small morning-after-wedding-parties. Our brunch cruise offers the perfect event venue for couples, families, and small groups looking to celebrate, relax and entertain for any occasion.

Boston Harbor New Year’s Eve Fireworks Cruise and Live Music

The Best Boston Harbor New Year’s Eve Fireworks Cruise with Classic Harbor Line aboard yacht Northern Lights with live music!
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $238.50
/reviews/
Looking for where to celebrate New Year’s Eve in Boston? Our Boston Harbor New Year’s Eve Fireworks cruise aboard Yacht Northern Lights is the perfect event venue to ring in the new year! Classic Harbor Line Boston offers the ultimate Boston Harbor fireworks cruise with live music that’s perfect for a night out in Boston for friends, couples, family and groups looking to celebrate. This New Year’s Eve Cruise Boston offers an elegant and stylish setting aboard Yacht Northern Lights, with a live band playing a variety of popular hits from throughout the ages. With comfortable seating in the climate controlled grand salon with wrap-around windows as well as views from the open upper deck, this NYE experience offers truly unmatched views of Boston’s skyline and the fireworks display. Guests are also welcome to hit the dance floor and boogie in true New Year’s Eve fashion. Hors d’oeuvres served tableside are included with each ticket. Drinks are not included with your ticket, but available for purchase from our onboard bar. This event is perfect for guests looking to ring in the New Year in a tasteful manner. So if you’re looking for a unique Boston cruise NYE experience, this is a fun way to watch the fireworks in Boston on New Year’s Eve. Make memories that will last all year long and beyond! Please note that bottles of 750-mL Moet & Chandon can be pre-purchased with your tickets online during checkout.

Boston New Year’s Day Brunch Cruise

The best Boston New Year’s Day Brunch Cruise in Boston Harbor aboard the yacht Northern Lights.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741880146638-a5a2bdc8-9e37
Happy New Year from Classic Harbor Line Boston! Looking for fun things to do in Boston on New Year’s Day? Start the new year off right with a Boston New Year's Day Brunch Cruise aboard Yacht Northern Lights. While on this 2-hour brunch on New Year’s Day, enjoy a Boston boat ride while reflecting on the last year and ringing in the new on New Year’s Day in Boston! As we cruise, enjoy a cup of hot cocoa or beverage from the bar from the climate controlled grand salon with wrap-around windows and comfortable seating, or venture to the open upper deck for truly unobstructed views of Boston as we cruise. During this Boston brunch, a freshly prepared three-course brunch is included with your ticket with beverages available for purchase at the bar. Enjoy this time with friends, family and loved ones and make memories that will last a lifetime aboard the best New Year’s Day brunch. *Please contact us in advance to inform us of any food allergies. Please note we cannot accommodate all food allergies, but we will do our best if given advance notice.*

Boston Fireworks Cruise in Winthrop

The Best Boston Fireworks cruise to go see the Winthrop show on the Yacht Northern Lights
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $284.08
/reviews/#1741881036246-b5ed7c7f-0979
Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just across the Boston Harbor for a spectacular fireworks display - rated as one of the top things to do in Boston for the 4th of July! This special 3-hour Boston boat cruise gives guests the opportunity to see this sparkling fireworks display from the comfort of our classic boat. Yacht Northern Lights features an upper top deck that’s open, along with a climate controlled grand salon with wrap-around windows. Both spaces are great for watching the fireworks on this Boston 4th of July Cruise. There’s also a full bar with drinks and light snacks available for purchase by credit card. So sit back and relax with us aboard our classic 1920s style yacht and marvel at the best fireworks in Boston. Northern Lights will run in light rain, however, the Winthrop Fireworks are weather permitting. Please note: We view the fireworks in Winthrop, MA, which are not the Boston Pop Fireworks on the Charles River. Our boats are too large to go up the Charles River, but we find the fireworks in Winthrop to be just as good of a show and far less crowded for better viewing.

U.S.S. Constitution Turnaround Boston Sail aboard the Adirondack Schooners

The best viewing of the U.S.S. Constitution Turnaround Boston maritime event aboard the Adirondack Schooners.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $171.72
/reviews/#1741880456956-4f6d39db-976e
Boston on the 4th of July features an exciting series of Boston 4th of July events from fireworks shows to special viewings of the Boston USS Constitution Ship and more. For up-front seats to the USS Constitution Turnaround Boston, join Classic Harbor Line Boston aboard Schooner Adirondack for this special experience. This 2.5-3-hour long sail on July 4th to view the turnaround of the U.S.S. Constitution ship, the oldest (1797) actively commissioned naval vessel in the world, is sure to make memories that will last a lifetime. Experience 4th of July in Boston like you never have before aboard one of our Adirondack schooners, classic 1890s style pilot schooner, featuring comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won't want to miss this truly unique and special program! During this annual event to celebrate our nation's birthday, the Boston U.S.S. Constitution will sail out into the harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence.

Boston 4th of July Cruise to view the USS Constitution Turnaround

Boston 4th of July Cruise to view the U.S.S. Constitution Turnaround aboard Yacht Northern Lights with Brunch
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $182.32
/reviews/#1741879789128-74cac275-1376
Looking to do some Boston 4th of July events? Boston on the 4th of July and surrounding days is filled with lots of celebratory experiences, including our Boston 4th of July Cruise. Join Classic Harbor Line Boston aboard Yacht Northern Lights for the July 4th turnaround cruise of the U.S.S. Constitution Ship, the oldest (1797) actively commissioned naval vessel in the world. You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday, making the 4th of July in Boston truly patriotic. During the turnaround cruise, the U.S.S. Constitution Boston will sail into Boston Harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence. After the salutes, she will head back into the inner harbor and exchange cannon fire with the sector Boston's United States Coast Guard base located in the North End. During this Boat ride in Boston aboard Yacht Northern Lights, enjoy up-close views of the event from Boston Harbor. Northern Lights features a climate controlled interior salon with wrap-around windows along with an open upper deck for top views of the program. Each ticket includes a freshly prepared Boston brunch buffet. There is also a full bar with drinks available for purchase.

Winthrop Fireworks Cruise on the Adirondack Schooners

The best Winthrop Fireworks Cruise in Boston Harbor aboard the classic Adirondack Schooners.
Duration: 3-3.5 hrs
Boat: Schooner Adirondack
Cost: Up to $284.08
/reviews/#1741880430169-27869702-e778
Sail Boston and join Classic Harbor Line Boston for a Winthrop fireworks cruise! This Boston sailing experience for the 4th of July in Boston is one not to be missed. Looking to skip sitting in traffic and dealing with crowds that go hand and hand with Boston 4th of July events? The Winthrop fireworks show aboard our classic boat, Schooner Adirondack, is a great alternative! Join us aboard one of our Adirondack schooners for a cruise to Winthrop to watch the fireworks. Then sail back to Boston under the gleaming night sky and see Boston’s iconic skyline lit up at night. This 3-hour event offers guests the opportunity to soak up Winthrop's fireworks display from an elegant and relaxing vantage point out on the water. Our Schooners Adirondack are brilliant pilot schooners modeled after similar boats built in the 1890s. With an open deck and comfortable seating, this Boston 4th of July cruise is sure to be an experience that will last a lifetime. In addition to a fantastic experience, this captivating Winthrop Fireworks Cruise will feature delicious, complimentary desserts and a complimentary drink of any kind with your purchase. If you’re looking for things to do in Boston for the 4th of July don’t wait! This experience often sells out in advance. Please note that the Winthrop Fireworks are weather permitting. We may not be able to raise sail for the fireworks due to crowding in the harbor. If time permits, we may do some sailing after the fireworks.

Gloucester Schooner Fest Fireworks

Enjoin an evening of enchanting fireworks!
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: Starting at $114.48
/reviews/#1741880430169-27869702-e778
Join Schooner Adirondack III for a special Gloucester Schooner Festival fireworks sail and experience New England’s maritime tradition from the deck of an authentic 80-foot pilot schooner. As night falls, watch Gloucester Harbor come alive as a fleet of beautiful schooners gathers on the water, creating the perfect backdrop for an unforgettable evening. Enjoy a complimentary drink and unobstructed waterfront views as the festival fireworks light up the harbor and reflect across the water! Feel the breeze, take in the sights, and settle in for an authentic sailing experience that caputres the spirit of Gloucester and its rich maritime heritage. It's a magical night on the water and a celebration you won't want to miss! The crew offers an engaging, authentic sailing experience for guests of all interests. Don't miss out on this special event with us!

The best Boston Holiday Cruises

Get into the Holiday spirit and join us for one of our Boston holiday cruises! From our Boston Holiday Cocoa Cruise and Boston Fireworks New Years Eve Cruise to our summer Boston Harbor 4th of July Cruise, there’s always a way to celebrate with Classic Harbor Line Boston. Our festive holiday events throughout the year give guests the opportunity to celebrate year round. And with daytime, afternoon and evening sightseeing opportunities available, we have you covered for whenever you’re looking to cruise Boston Harbor.

Something for every season

We know that winter in Boston can be cold but the Yacht Northern Lights is heated and warm. This classic boat embraces an intimate, cozy atmosphere which will get you into the Christmas holiday spirit.  Gather with your friends and family to join us for our Boston Holiday Cruises during the month of December and enjoy our Cocoa & Carols Holiday Cruise, Holiday Sunset Cruise for the best sunset views in Boston as well as a weekend Holiday Brunch Cruise that’s the perfect way to start your day in Beantown. Enjoy a cup of hot cocoa and a fun holiday vibe aboard a classic boat while enjoying the best sightseeing in Boston Harbor during Christmas!

Looking for fun Springtime activities to do in Boston? Celebrate St. Patrick’s Day or Mother’s Day aboard one of our Boston Harbor Cruises with live music! We offer a plentiful Boston Brunch cruise along with live music aboard the classic yacht Northern Lights!

If you are looking for a Memorial Day boat ride, we have plenty of Boston Harbor cruises to choose from.  Whether you are looking for a Boston boat tour or want to do some Boston sailing and sail away with us aboard one of our Adirondack Schooners, you are sure to snap the best photos for the scrapbooks!

Boston Harbor Boat Rides

Harborfest is always a blast! Our Boston Harborfest fireworks cruises are a great way to start the week of 4th of July.  The 4th of July is always fun to celebrate in Boston Harbor aboard one of our classic yachts!  We offer a variety of boat rides that are both celebrative and historic.  A U.S.S Constitution Turnaround Brunch Cruise aboard the Northern Lights is a fun way to start your 4th of July morning! If you missed the 4th of July Fireworks in Boston, there’s always the  Fourth of July Winthrop Fireworks aboard our crowd free yachts.

There are many Boston events on Labor Day weekend and one of the perfect things to do is a Boston sightseeing boat ride! Gather with friends and family and join us for the Labor Day Fireworks cruise aboard the yacht Northern Lights and end the summer with a bang!

You May Also Like