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Cruise from Boston, Massachusetts

The city steeped in history.

On a cruise from Boston, you'll discover why so many people flock to one of the oldest cities in America. Central to the places you want to visit, like the quaint coasts of the Northeast and Canada or the exotic islands of Bermuda, Barbados and Aruba, Boston is not only a doorway to the past, it's also a doorway to the future. Before embarking on your next vacation, enjoy some of the top places to visit in Boston from the sprawling greenery of Boston Common Park to the Public Garden. Walk along the iconic cobblestone streets of Beacon Hill, or follow the 2.5-mile Freedom Trail that will lead you past 16 historical sites including the grave of John Hancock and the home of Paul Revere. Boston offers countless things to discover, from colonial history to cutting edge innovation.

THE CITY OF FIRSTS

For history buffs, Boston is paradise. It's home to the first public park, first public school and first subway system in the nation, known locally as "the T." It was also home to the Big Dig, which was a massive urban planning project — one of the most expensive of all time in the U.S.  

DISCOVER THE INNOVATION

Boston is one of the most innovative cities in the world. Not only is it extremely accessible for both walkers and bikers alike, but it's home to renowned research institutions like the Massachusetts Institute of Technology, Harvard and Tufts. 

GET SPOOKED IN SALEM

Just outside of Boston, there's plenty more to explore. A quick train ride will bring you to Salem, Massachusetts. When you extend your stay, you can't miss this spooky town — known for its rich witch trial history and eerie haunted homes.  

Serenade of the Seas

There’s never been a better time to wander north. And with over three acres of glass exterior, you’ll score incredible views throughout  Serenade of the Seas ®. Head to the solarium to soak up the sun. And indulge with mouthwatering dishes from Tokyo to Italy.

EXPLORE SERENADE OF THE SEAS

Grandeur of the Seas

From thrilling rock climbing to jaw-dropping entertainment that rocks,  Grandeur of the Seas ® is your ticket to a memory-maxing from Boston. Fill your days with colorful fall scenery. Take your tastebuds on a gourmet globetrotting adventure. And dial up your nights with stellar entertainment.

EXPLORE GRANDEUR OF THE SEAS

Boston Shore Excursions

Amazing experiences coming soon., sorry, there are no excursions for this port at this moment., things to do in boston.

Time Travel

USS Constitution with Downtown Skyline, Boston, Massachusetts

Walk the 2.5-mile, red-lined Freedom Trail past 16 historical sites. See the grave of John Hancock, old meetinghouses, famous churches, the home of Paul Revere, the site of the Boston Massacre, Quincy Market and the USS Constitution— Old Ironsides— the world’s oldest commissioned warship still floating today.

Two If By Sea

Gloucester Lighthouse Harbor, Boston, Massachusetts

See Boston from the water while on a scenic sightseeing harbor cruise. Check out the city’s historic skyline, bridges spanning the Charles River, and Boston’s harbor islands. You can sail by wooden schooner, take a climate-controlled boat ride, or enjoy a fully narrated Duck Tour in a WWII-style amphibious landing craft.

Steeped In History

Step aboard a full-scale restored 18th-century boat and explore American history at the Boston Tea Party Ships & Museums during your Boston cruise. Let historical interpreters, artifacts, and an award-winning film engage you in the story of the Sons of Liberty, whose infamous political protest helped ignite the American Revolution.

Local Cuisine

Nothing beats eating a New England lobster roll by the harbor. And don’t miss Union Oyster House, one of America’s oldest restaurants, for Island Creek oysters and their famous clam chowder. Try Boston baked beans and scrod fish fillets. Parker House rolls and Boston cream pie were both conceived here too— and head to the North End for Italian-American fare, especially sweet cannoli.

Newbury Street offers a mix of upscale retailers and art galleries. Converse shoes were born here — design your own pair at the flagship store. Cruise to Boston and brattle Book Shop sells rare first editions in a hidden alleyway. Or stop by Faneuil Hall for handbags, scrimshaw items and jewelry hand-made by local artisans.

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Boston Holiday Cruises

Holiday &, festive cruises.

Explore Cruises

City Cruises offers seasonal dining cruises that are perfect for making your holidays extraordinary. Whether you’re looking for a unique way to celebrate with family or would simply rather let professionals handle the event planning, host your celebration on one of our vessels for a special event that your guests will always remember.

Holiday Cruises in Boston

Group Events on the Water

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Boston Holiday Cocoa Cruise

• Luxury Yacht Cruise
• Sightseeing along Boston's waterfront
• Food and beverages are not included, but available for purchase onboard by credit card
• Gratuity for the crew is not included with the purchase (recommended)
• 60 Rowes Wharf, Boston, MA 02110, USA The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space located on the wharf only steps away from our dock.
• Not wheelchair accessible
• Service animals allowed
• Near public transportation
• Confirmation will be received at time of booking
• Children must be accompanied by an adult
• Minimum drinking age is 21 years
• Operates in all weather conditions, please dress appropriately and wear comfortable shoes
• Please do not bring your own alcoholic beverages. Beverages can be purchased from the bar by credit card.
• Most travelers can participate
• This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
• This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
• This tour/activity will have a maximum of 40 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.
• Charlestown Navy Yard
• Boston Seaport

Similar experiences

• You'll start at 60 Rowes Wharf 60 Rowes Wharf, Boston, MA 02110, USA The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space located on the wharf only steps away from our dock. See address & details
• Pass by Boston Seaport Charlestown Navy Yard North End
• You'll return to the starting point

• Mtomboli 0 contributions 5.0 of 5 bubbles Amazing experience! AMAZING! Ship is very clean, well kept. Jason and Brian at the bar are amazing! Very knowledgeable with regards to Boston history. Very comfortable boat. Great great trip! Read more Written May 2, 2024
• anniepV8247AT 0 contributions 3.0 of 5 bubbles Tour Great- Food Not So Great The tour and the view from the harbor was beautiful! Prefect amount of talking and interesting information but still quiet enough to enjoy the company and sights. The brunch was not worth the money. Food was fine but just like pastries bagels and some breakfast meats- for $90 I was expecting nicer food. Boat was pretty nice but they also charged us extra for like chips and candy bars, and extra for drinks too. The tour was great but I was disappointed with the brunch portion. Read more Written April 29, 2024
• DENNISB921 0 contributions 5.0 of 5 bubbles Wonderful trip, wonderful ship. A little too chilly to sit on deck but we shared a table with a couple from IL. It was uncanny how much we had in common. We did make it to the upper deck for the firing of the sunset cannon onboard the U>S>S Constitution. Read more Written April 28, 2024
• nickmC3971ON 0 contributions 5.0 of 5 bubbles Great Boston harbor cruise Great smooth sail. Drinks were amazing and the staff was super friendly. Sam, Ben and Jason all took care of us. Wonderful experience all around! Read more Written April 27, 2024
• emilywC4054HW 0 contributions 5.0 of 5 bubbles Great experience Sam, ben, Jason were absolutely amazing! We had the best time and it was great to see the area in a low key environmBen, they were extremely helpful during the tour and after for the recommendations. Read more Written April 27, 2024
• tamis548 0 contributions 5.0 of 5 bubbles Wonderful relaxing sightseeing cruise It was a very relaxing and wonderful cruise. Staff were very pleasant. Would highly recommend for anyone wanting to see Boston from the water. Read more Written April 22, 2024
• D1489HHmichelleg 0 contributions 5.0 of 5 bubbles Beautiful ship, great staff, loved the brunch cruise Excellent cruise, service, staff! Had a birthday party on the Sunday Brunch Cruise and everyone had a wonderful time. Originally reserved the Spirit of Boston brunch cruise, but they canceled 4 days before the event—had to scramble for a replacement venue. Did a google search and found Northern Lights, which ended up being even better! Much smaller, cozier ship, beautiful woodwork interior, great staff. Allissa (food service manager) took very good care of us and makes the best Bloody Marys! Can’t say enough good things about our experience, everyone loved it and wants a redo in the summer. Highly recommend! Read more Written April 9, 2024
• Jennifer E 0 contributions 5.0 of 5 bubbles Beautiful tour. Beautiful boat. Boat was beautiful and well taken care of and clean! The crew is friendly and welcoming. It was fun to see the harbor at Sunset, and then in the dark with all the lights on. Read more Written April 8, 2024
• Adam D 0 contributions 5.0 of 5 bubbles Cruise was nice Nice people. Good experience. Cost appropriate. Drinks at sunset very nice. Time was 6 to 8. Enjoyed the time. Saw a cannon. Saw no animal life Read more Written April 1, 2024
• James R 0 contributions 5.0 of 5 bubbles Great experience Was in Boston for my Fiancées birthday over the St Patrick’s Day weekend and got the opportunity to take the brunch trip. It was fantastic. The boat was great, the crew and captain were so friendly and the group playing were brilliant and not to mention the delicious food! Read more Written March 20, 2024
• maurah428 0 contributions 5.0 of 5 bubbles Great Time on the Water with Family Visiting Time Great way to cruise for the evening and be able to talk with friends and family. Enclosed and a great bar selection available. Read more Written March 16, 2024
• Sunshine63403570663 0 contributions 5.0 of 5 bubbles Great experience for family or couples Amazing view, brunch menu was delicious and the staff was very friendly and waited for my husband that was having issues with parking to take off. Very grateful they waited. My family and I had a great time! Read more Written March 12, 2024
• Daniel W 0 contributions 5.0 of 5 bubbles Great Cruise Our family took a sunset cruise on the Northern Lights in Boston Harbor, and it was a highlight of our trip. The boat was lovely, the crew were friendly and helpful, and it was a relaxing way to see the waterfront colored by the setting sun. We enjoyed the drinks we selected, as well, and there was a nice variety of options. We would recommend this as an activity for anyone visiting Boston or even a local looking for a relaxing evening. Read more Written February 25, 2024
• sharonr607 0 contributions 3.0 of 5 bubbles Nothing special Lovely boat and competent and courteous crew. But the sailing was average and really expected information to be shared about the area and history of sailing for a part of our sail. Very little was shared and that was disappointing. Read more Written November 11, 2023
• jtkoehler2 0 contributions 5.0 of 5 bubbles Great cruise worth the money Great day to go, we had very unusual weather 60. We had a great time the guide was very informative. The views are really great. The traffic in Boston is the only problem. But what else is new. Read more Written November 9, 2023

More to explore in Boston

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

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Boston Holiday Cocoa Cruise provided by Classic Harbor Line Boston MA Day Tours

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Boston Sightseeing Boat Tour

Call to order 617-951-2460

The motor yacht Northern Lights can take you for a 2-hour history and site filled cruise through the majestic Boston Harbor Islands. If you are looking for a quick spin around the harbor then check out our One-hour Inner Harbor Cruise. This is the best way to catch some of the main Boston sightseeing landmarks. 

Feel free to grab a drink or snack from our bar and relax aboard your Boston sightseeing boat tour. Ask our crew for a blanket or any assistance that will make your cruise the best experience you’ve had in Boston.

-->Boston Brunch Cruise aboard Northern Lights -->

Weekends are a time for relaxing and getting your days started the right way. Join us for a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode on this Boston Brunch Cruise. While aboard choose from a variety of Mimosas and Bloody Mary’s. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we cruise around Boston Harbor to capture panoramic views of Boston.  This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. We can accommodate small bridal parties or even morning after wedding parties.  The Brunch Cruise offers the perfect event for the individual or the group looking to celebrate and relax.

-->Boston Sunset Cruise -->

Join us for a Boston Sunset Cruise as an after work cruise to relax with friends and watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline. Experience a sunset cruise departing from bustling Rowes Wharf and head out to watch the sun go down over the city of Boston. Bring a date or meet a group of friends aboard the classically styled yacht, Northern Lights . Cruise by the U.S.S. Constitution at dry dock in the Charlestown Navy Yard and wait for cannon fire to announce the setting of the sun.

-->Boston Harbor Cruise on Northern Lights -->

This is the best Boston Harbor sightseeing boat tour in town! Join us aboard luxury yacht Northern Lights for a 1.5-hour sightseeing cruise  of  Boston   Harbor .  The  harbor  is full of rich and unique history that will keep your attention throughout the trip. Grab a hot beverage or small bite from the bar.   Sit back, and relax aboard the warm and cozy Northern Lights!

-->Evening Jazz Cruise -->

Grab that special guy or gal, or a couple of happy-footed friends who enjoy the sounds of music on our 90-minute live jazz cruise in Boston Harbor. Allow your senses to take you back in time with the sights of our 1920s styled New England Yacht combined with sounds of jazz. Our jazz cruise is preformed by Blue Motion Quartet, which brings a blend of vibrant modern groove with a standard jazz repertoire. Cruise through the harbor enjoying the City Lights as they dazzle on the waters of Boston Harbor, grab a glass of champagne or a mixed drink from the bar and dance with your sweetheart on this one of a kind cruise.  This is the perfect cruise for snuggling up with a loved one’s or dancing with a group of friends to the sounds of the Blue Motion Quartet. 

-->Illuminate the Harbor Fireworks Cruise on Northern Lights -->

Celebrate the last days of summer with friends and family on a Illuminate the Harbor fireworks cruise aboard the Yacht Northern Lights, which offers a crowd-free alternative to the shore line!  Avoid the crowds and get front row seats for Boston Harbor’s Labor Day Fireworks cruise aboard Northern Lights, a classic 1920s style commuter yacht.  Northern Lights offers bench seating on her partially covered top deck and full seating in her climate controlled cabin. Adult beverages are available for purchase at our bar. Be out on our open top deck bow to watch the big booms overhead or enjoy them from the comfortable seated cabin.

-->Boston Fall Foliage Brunch Cruise -->

Weekends are a time for relaxing and getting your days started the right way. Join us for a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we cruise around Boston Harbor to capture panoramic views of Boston. This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. We can accommodate small bridal parties or even morning after wedding parties. The Brunch Cruise offers the perfect event for the individual or the group looking to celebrate and relax.

-->Boston Harbor Fall Foliage Luncheon Cruise -->

Pull out your autumn sweaters and grab a hot cider and join the captain and crew of Northern Lights for a relaxing Boston Harbor Fall Foliage Cruise, featuring the colorful trees of fall. New England has been known for the vibrant foliage that people are drawn to every year. So grab your friends and family and enjoy some time out on the water for this Fall Foliage Cruise.  This time of year is a magical with the change of the season and New England does it best.  Let our professional crew cater to you as embark on this breathtaking boat adventure.  

-->Cocoa & Carols Holiday Cruise -->

Come aboard our luxury yacht Manhattan decked out in Holiday decor for an evening of holiday cheer. Enjoy a cruise out into Boston Harbor that is perfect for everyone in your family. Holiday favorites will fill the air to set the perfect mood for Holiday spirit.  This is Boston Holiday Cruise that is not to be missed. Cozy up with some hot cocoa, and treats for the whole family. Sit back, enjoy the view, the music, and the holiday cheer with this Boston Holiday Cruise.

-->Holiday Sunset Cruise -->

Step aboard the luxury yacht Manhattan decked out in Holiday decor for a Boston Harbor Holiday Sunset Cruise.  Our captain will provide light commentary of Boston Harbors sightseeing highlights. And enjoy light Holiday music as it will be played throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline.

-->Romantic Valentine’s Jazz & Champagne Cruise -->

Romantic Valentine’s Day Jazz & Champagne Tasting Cruise. Start or end your romantic evening with a light champagne tasting and stunning views of Boston. While sipping on your champagne, enjoy romantic jazz tunes by our house jazz band as we glide through the harbor. While fireworks are not included in this cruise, we hope to create metaphorical sparks for you and your date.

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

Step aboard for a Boston St. Patrick’s Day Brunch Cruise! Don’t forget the most important meal of the day on our favorite holiday! Join us on yacht Northern Lights and enjoy a traditional Irish breakfast aboard the Northern Lights Brunch Cruise! Start your day with bacon rashers, black pudding, sausage, and more. While you fuel your Irish spirit, enjoy the sites around Boston Harbor aboard our decorated ship. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink. Visit our bar to view our specially crafted Irish drinks and beers. That’s right, Irish coffee by the boat load! This trip is sure to help you kick start your day! “Top of the morning to ya!”

-->Mother’s Brunch Cruise aboard Northern Lights featuring Live Jazz! -->

Brunch Cruise aboard Northern Lights! This weekend, treat your mom and grandmother to a relaxing and scenic Brunch Cruise on Northern Lights! with our live Jazz band! There’s plenty of room to distance and take group photos as we cruise through historic Boston Harbor. The bar is open when you step aboard our unique cruise, that’s right, were here to begin operation “Celebrate Mom” as early as possible. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston.

-->Harborfest Fireworks aboard Northern Light -->

Bostonians know how to celebrate our Independence and it all begins with Harborfest. Join us aboard the Northern Lights with friends and family for 2.25-hour Harborfest Cruise and fireworks cruise, which offers a crowd-free alternative to the shore line! Wave to your fellow patriots on shore and take in the sites of Boston harbor during the parade. Avoid the masses and get front row seats for the Fireworks portion of our cruise aboard Northern Lights. Northern Lights is a classic 1920s style commuter yacht.

-->U.S.S. Constitution Turnaround Brunch on Northern Lights -->

Join us for the July 4th turnaround cruise of the U.S.S. Constitution, 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. During the turnaround cruise the U.S.S. Constitution will sail out into Boston Harbor where she’ll exchange a 21-gun salute with Castle Island’s Fort Independence. After he salute, 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 our excursion please enjoy a three course brunch made fresh aboard the vessel. 

-->Winthrop 4th of July Fireworks Cruise on Northern Lights -->

Take a ride on Northern Lights, a classic 1920s style commuter yacht, to see the Winthrop Fireworks on the evening of July 4th. Cruise with us aboard our luxury yacht and celebrate Independence Day with friends and family from our crowd free yacht.  Take in the magnificent display of Fireworks while sipping on Champagne with the best seats in the house.  

-->Saturday Barbecue & Beers Cruise -->

Summer has arrived and there are two things we do in the summertime in Boston and that is boating and barbecues! Put them together on this 1.5-hour cruise through Boston harbor. We’ll pull out the corn hole and turn up the Beach Boys as we create a unique summer event for you. Bring a few friends and grab a few seasonal beers from the bar and do summer like a pirate!

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Sail out from Rowes Wharf and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

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Sail out into NY Harbor and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

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