Boston, MA

Category Archives: News & Events

We are hiring!!!

We are hiring!!! Do you enjoy sailing or being out on the water? Perhaps you have experience crewing aboard boats or you like boats and you have ample experience in the service industry.


Classic Harbor Line is seeking part-time and full-time staff to work aboard Northern Lights (a 115-ft motor yacht) and Adirondack III (80-ft gaff rigged schooner) as crew.  Our crew is constantly complimented on their job because they get to spend the day sailing on the water.  It’s a one of a kind place to make some extra cash! It’s important to note, you do not have to have sailing experience. You just need to be the right person for the job!


The ideal candidate(s) is drug-free (USCG transportation requirements), able to work weekends (Saturday & Sunday), is outgoing, enthusiastic, gets along well with others, has at least 3-years of experience in the service industry, is 21 years old or older, willing to obtain their first aid, CPR, and Tips certification, is fit for a physical job, listens to instruction well, and loves to be on the water.


To be considered for the position please email Susan Greer at [email protected] with a cover letter and resume. In the cover letter, tell us about yourself and what makes you a good fit for the position. In your resume, let us know about any employment that maybe is applicable to the position (service experience or boating experience).


Looking forward to having you crew with us!

The Art of Giving this Holiday Season: Gift Certificates.



What better gift to give than the gift of sailing. To live life is to experience life and this is the perfect way to experience life.  Give a gift certificate for any one of our sailing activities aboard the Schooner Adirondack III or any cruise on the luxury yacht Northern Lights.   Let this be a perfect Holiday Gift for your loved one as you cannot go wrong and will not disappoint!

Sometimes there is a lot of pressure to give the perfect gift. Why? Because you want to make sure that you are giving the most perfect present to the person you love. You want to feel good about what you are giving them and know that they will enjoy every piece of it with all of their heart. That’s enough pressure to make you go crazy. Well stop pulling out your hair and jump aboard! Classic Harbor Line will be sure to take care of your friend or loved one by surrounding them with the warm and friendly service that our crew has to offer! They will be in good hands with the Captain and Crew and will have an experience that will be a lasting memory of a lifetime aboard an elegant schooner or luxury yacht!  Whether you give a Boston Sunset Sail or a morning Brunch Cruise you are sure to put a smile on your loved ones face!

Gift certificates are available for almost all of our unique cruises, and are easy to get!




Boston Holiday Cruise

Gather with your friends and family and get into the Holiday Spirit aboard the Yacht Northern Lights!  Cozy  up with us in this climate controlled yacht decked out in Holiday decor.  Cruise with us out into Boston Harbor and take in the twinkling lights of the city.  Whether you are looking to get together with guests from out of town for a morning Holiday Brunch Cruise or you want to dance the evening away to live Holiday jazz music you are sure to have a most memorable experience with us.  

Sip on our delicious hot cocoa while humming or singing along to live carols.  Cozy up and enjoy some good old Irish Christmas tunes.  Any one of our Boston Holiday Cruises are perfect to get you into the Holiday Spirit! 

Boston Holiday Cruise

Cocoa & Carols Holiday Cruise

Come aboard our luxury yacht Northern Lights decked out for the holidays for an evening of holiday cheer. Enjoy a jazzy Christmas Sing-A-Long perfect for everyone in your family. Christmas carols and other holiday favorites will be played by members of The Benjamin Young Quartet. This is Boston Holiday Cruise that is not to be missed. While singing may or may not be for you, there will be hot cocoa, delicious cookies, and treats for the whole family. Sit back, enjoy the view, the music, and the holiday cheer with this Boston Holiday Cruise.

  Duration: 1.5 hrs  Boat: Northern Lights  Cost: $44

Boston Music Cruise: An Irish Christmas Carol

An Irish Christmas Carol

Take to the water and get into the holiday spirit with Slainte, our house Irish band, and sing some merry holiday ballads the way the Irish do, with a beer in hand and a whiskey or two. It’s the holidays and with our 1920’s styled motor yacht, Northern Lights, decked out with festive décor and the sound of the holidays in the air, this unique Boston Music Cruise is sure to put you in a merry spirit! Tasty holiday adult beverages are also available on our Boston Music Cruise:  An Irish Christmas Carol cruise. Take a cruise with friends to celebrate the season or choose this event for your holiday company party.

  Duration: 1.5 hrs  Boat: Northern Lights  Cost: $44

Boston Holiday Jazz Cruise

Holiday Jazz Cruise

Step aboard our luxury Yacht Northern Lights in full holiday decor and join us for our romantic Holiday Jazz Cruise. Enjoy this 1.5 hour cruise with your loved one and a glass of Champagne in hand or spiked hot cocoa. See the city lights twinkle at night as you cozy up for an evening out in Boston Harbor aboard a luxury yacht.  Tasty holiday adult beverages are also available on our Holiday Jazz Cruise. Take a Boston Harbor cruise with friends to celebrate the season, entertain out-of-town family, or choose this event for holiday company party.  This is a perfect way to get into the Holiday spirit!  

  Duration: 1.5 hrs  Boat: Northern Lights  Cost: $44

Boston Holiday Brunch Cruise

Holiday Brunch Cruise

Take a relaxing morning cruise through the Boston Harbor on our Boston Holiday Brunch Cruise in the warm, cozy, and festively decorated interior of Northern Lights. While aboard, warm up with a cup of hot cocoa from our hot chocolate bar and enjoy the harbor sites with friends and family! 

  Duration: 2.5 hrs  Boat: Northern Lights  Cost: $68

Holiday Sunset Cruise

Step aboard the luxury yacht Northern Lights 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.

  Duration: 1.5 hrs  Boat: Northern Lights  Cost: $40

New Year’s Brunch Cruise

Start your year off on the right foot and step aboard the luxury yacht Northern Lights for a New Year’s Day Brunch Cruise! Take a relaxing morning brunch cruise through Boston Harbor on this New Year’s day in the warm, cozy, and festively decorated interior of this stunning yacht. While aboard, warm up with a cup of hot cocoa from our hot chocolate bar and enjoy the harbor sites with friends, family or a loved one.

  Duration: 2.5 hrs  Boat: Northern Lights  Cost: Adult | $75

Boston New Year's Eve Fireworks Cruise

Boston Harbor New Year’s Eve Cruise

Step aboard our luxury Yacht Northern Lights for a Boston New Year’s Eve Fireworks Cruise. This boat will be in full holiday decor and you will enjoy a romantic, fun, and tasteful cruise in Boston Harbor for the New Year’s Eve Fireworks display. Enjoy this 3-hour Boston New Year’s Eve Fireworks Cruise with your loved ones! Hors d oevures are included along with music and dancing!  Drinks are available for purchase.  So step aboard and celebrate the New Year with us aboard this stunning yacht! 

  Duration: 3 hrs  Boat: Northern Lights  Cost: Adults Only (21yrs up) – $185

New Year’s Eve Fireworks Cruise

Bring in the New Year with elegance and style aboard the yacht Northern Lights to view the Boston New Year’s Eve fireworks display. This cruise will offer live Funk Music and light appetizers.  The Northern Lights is a climate controlled, 115-foot motor vessel, stylized after a 1920’s New England Yacht.  The yacht Northern Lights will be decorated in festive NYE fashion to ring in the New Year to create a most celebratory atmosphere. Cruise into Boston Harbor with us and enjoy the city lights and the most magical display of fireworks!  Also, enjoy a stunning panoramic view of the Boston Skyline twinkling at night with iconic waterfront sites such as Bunker Hill Monument, USS Constitution, and the Marriott Custom House Tower. 

Indulge in delicious gourmet hors d’ oeuvres and desserts throughout the night and dance into the New Year with our house funk band, City Of Four.  They will ‘Funk-ify’ top New Year’s Eve hits from artist such as: KC and the Sunshine Band, Kool and the Gang, Michael Jackson, Bee Gees, Black-Eyed Peas, Europe, Isley Brothers, Katy Perry, Supremes, Eric Clapton and more.

Visit our photo booth located in our bridal suite on the top deck of Northern Lights and capture as many photos of you and your loved ones as you wish. It is perfect for sharing with friends and family and have a lasting memory of this special event. 

We offer a elegant and classy New Year’s Eve event on the water and is the perfect event for guests looking to rock in the New Year in a tasteful manner.

**Special Note: Drinks are not included with your ticket. Alcoholic beverages, including champagne, will be available for purchase at the bar located on our main deck. Bottles of 750-mL Moet & Chandon can be pre-purchased with your tickets online during checkout.


Boston New Year's Eve Fireworks Cruise

Boston Harbor New Year’s Eve Cruise

Step aboard our luxury Yacht Northern Lights for a Boston New Year’s Eve Fireworks Cruise. This boat will be in full holiday decor and you will enjoy a romantic, fun, and tasteful cruise in Boston Harbor for the New Year’s Eve Fireworks display. Enjoy this 3-hour Boston New Year’s Eve Fireworks Cruise with your loved ones! Hors d oevures are included along with music and dancing!  Drinks are available for purchase.  So step aboard and celebrate the New Year with us aboard this stunning yacht! 

  Depart: Rowes Wharf  Boat: Northern Lights  Cost: Adults Only (21yrs up) – $185


New England Fall Foliage Cruise

Try and unique way to view the foliage and join us for a Boston Fall Foliage Cruise. Whether you are a local or a visitor to New England, you know that New Boston Fall Foliage Cruise aboard Yacht Northern LightsEngland has the most magical fall foliage in the country. Rather than taking a car ride down a country road, hop aboard our 1920s style yacht Northern Lights and cruise elegantly out to the Boston Harbor Islands to take in the breathtaking foliage. A Boston Fall Foliage Cruise is a great way to spend the weekend afternoon with friends and family. Watch the green leaves change into a brilliant crimson red, pumpkin orange and a golden yellow along the New England coast. Feel the crisp autumn air upon your face as you glide out to the Islands with a blanket wrapped around you and a hot cup of cider in hand. Enjoy a picnic lunch on this afternoon cruise with a group of your close friends, or share the afternoon with your children aboard this fine boat. Grab your camera and capture a picture of you and your honey with the New England fall foliage colors in the background!

Boston Sightseeing Boat Tour on Yacht Northern Lights

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.  

  Depart: Rowes Wharf  Boat: Northern Lights  Cost: Adult $55 | Child $40

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.

  Depart: Rowes Wharf  Boat: Northern Lights  Cost: Adult $68 | Child $42

Illuminate the Harbor Fireworks Cruise with Classic Harbor Line


Illuminate the Harbor Fireworks Cruise on Schooner Adirondack III and Yacht Northern Lights is a great way to kick off your Labor Day Weekend. Snuggle up under a blanket with friends and family and celebrate the end of Summer on the deck of Schooner Adirondack III or take-in the views from Yacht Northern Lights climate controlled cabin or open-air top deck. The show will begin at dusk, and as the fireworks light up the sky both boats will be in position for an ideal viewing from Boston Harbor. Enjoy complimentary desserts and sliced fruits, water and soda on the house, or bring a light picnic. Beer and wine is available for purchase. For more information or to purchase tickets visit our Boston Harbor Fireworks page.  

LGBTQ & ALLIES NIGHT: 70’s Under The Sea Extravaganza!

Join us for Classic Harbor Line Boston’s first LGBTQ and allies night this summer. We hope you’re ready to make some waves as we escape from this landlocked world of heteronormativity into the vast abyss of gender nonconformity. Saturday, July 29th we cruise out for a once in a lifetime event, where the majestic harbor will not be the only sight to be seen!

Get ready to move those fins on the dance floor as we have some funky under the sea beats brought to you by DJ KERRY QUIRK. There will be a costume competition to determine who is the most despicable bottom feeder, so please come dressed to impress! The winner will receive a gift certificate to Inman Oasis spa for a 30 minute massage ($65 value) and a 30 minute private hot tub for 2 ($45 value).

Click HERE to learn more and BUY tickets!

NBC Boston covers Adirondack III in Boston Harbor

Take a look at NBC Bostons experience with us out in the Harbor! (Click on the image to see the video) 

Click here to view the video! 

View the tall ships

Get front row seats to welcome the world’s most beautiful transportation yachts. These merchant ships, recognized as the skyscrapers of the sea, once densely filled harbors along the coastline. They were today’s equivalent of semi-trucks driving down the road. The ocean was their highway, and the wind was their source of power. Brigantines and full-rigged tall ships would move goods across oceans, seas, gulfs, and bays. Now, a rare opportunity presents itself to locals and visitors of Boston to see 60 tall ships from all over the world convening in one location for four straight days. Join us for one of our uniquely designed events to see these ships aboard our very own tall ship, Schooner Adirondack III, or our motor yacht, Northern Lights. So step aboard and join us to sail through Boston Harbor with a glass of Champagne in hand and the wind in your hair.

Boston Tall Ship Parade

Sail aboard Adirondack III in the parade of tall ships

Bring your camera fully charged and be sure to clear plenty of space on your SD card. One would not want to miss an opportunity to snap photos of this adventure. Tall sailing vessels from all over the world will enter the harbor early on June 17 for a parade around the harbor with theirs sails displayed until mid-afternoon. Sail out and meet our visiting tall ships on the morning of June 17th and join them for the parade. Get space aboard one of Boston’s tall ships, schooner Adirondack III for spectacular photos and narration on the incoming vessels.

  Depart: Rowes Wharf  Boat: Schooner Adirondack III  Cost: $350

Parade of Sail Cruise on Northern Lights

Join the captain and crew of our two-story motor vessel, Northern Lights, for a crowd-free, bird’s eye vantage point, to view the incoming ships under full sail. Bring friends and family and enjoy the view upstairs, under our shaded canopy or below, on the first deck, in our climate controlled interior cabin. There is ample seating on both levels. Breakfast and lunch will be served in our air conditioned cabin, with drinks available for purchase.

  Depart: Rowes Wharf  Boat: Northern Lights  Cost: General Admission: $250

Sail on Adirondack III to view visiting tall ships

Can’t make it to the parade of sail? No worries! Choose our sail and viewing tour aboard the Adirondack III. This excursion with take you on a tour around the harbor past the visiting ships at their berths. During the tour enjoy a glass of wine or an ice cold beer while our captain and crew provide narration on the history of the sailing industry and information on all the ships.  

  Depart: Rowes Wharf  Boat: Schooner Adirondack III  Cost: General Admission: $55

Cruise on Northern Lights to view visiting tall ships

The streets of Boston will be crowded and vessels decks are packed; you will not have time to appreciate all the amazing ships. We suggest you grab a seat on Northern Lights to see and hear about all of the Class A tall ships that are visiting Boston Harbor as well as many Class B’s & C’s. Steer clear of downtown traffic, and get a bird’s eye vantage point above the ships. Grab a glass of wine from the bar and wave to the crowded ships. We are happy to offer the opportunity to locals and visitors alike to sit back, relax, and enjoy these beautiful tall sailing ships in elegance.

  Depart: Rowes Wharf  Boat: Northern Lights  Cost: General Admission: $45


Sail Boston Harbor with us!

A big thank you to Connecticut Lifestyle for giving us a shout out for this epic event coming this month to Boston Harbor. 

Sail Boston

Click here to read more!

WHERE Boston: Recommends our Boston Harbor Sunset Sail

WHERE Boston recommends our Boston Sunset Sail aboard the Schooner Adirondack III!

Boston Harbor Sunset Sail

Boston Sunset Sail

Fun things to do in Boston this weekend

Are you looking for a fun thing to do in Boston this weekend? Join us for Paint Night on Yacht Northern Lights or dance the evening away on our Boston Bluegrass Cruise!

Grab your friends and cruise through the Harbor to paint the evening away. See the city from a whole new perspective. Be inspired by the sea Fun thingaround you as our instructor takes you on an easy step-by-step process to paint the Boston skyline and harbor islands. Kelli Hamilton, of Ruby Gypsy Paint Party, with southern charm and patience, will guide your creative cruise through Boston Harbor as she demonstrates our featured painting of Boston Light and skyline. You do not have to begin this journey as an artist, but we guarantee you’ll have a great time discovering your creative side paint on the sea. Paint, paint brushes, and your canvas will be provided aboard. Discover your creative side and try out our paint party on the sea.

You do not need to be a professional artist to enjoy this activity!  So step aboard with your friends and paint into the night with us. 

Click here for tickets.



Looking for something a little more livelier?

Join us for a late night show is a sure fun thing to do!  Cruise through Boston Harbor with the city lights as your backdrop. Dance the night away with friends or family to this awesome Bluegrass Band. Guests will be welcomed aboard to the Boston Bluegrass Bandmusical ensemble of Rob Flax String Band. They are the only bluegrass band on the water in the harbor, and you don’t want to miss this scene. Rob Flax String Band is a quartet that performs bluegrass music all over the country but is based in Boston. While not cruising Boston Harbor you can find them at many bluegrass festivals and venues. You are sure it enjoy this Boston Harbor Music Cruise and will keep coming back for more!

Click here for tickets

Boston Memorial Day Activities

Boston Memorial Day ActivitiesBoston Harbor Sightseeing Boat Tour

Celebrate Memorial Day with us and give honor to those that have served this country.  Sail with us into Boston Harbor and cruise by Old North Church, Bunker Hill Monument, USS Cassin Young, and the USS Constitution! 

We have many Boston Memorial Day Activities whether you are a local or visitor.  Step aboard for a Boston Sightseeing Boat Tour  on the luxury yacht Northern Lights or sail with us aboard our 80 foot Schooner, Adirondack III.  Soak in the sun this Memorial Day by getting out on the water and kicking back to relax.   

Whatever you choose you are sure to make this Memorial Day Weekend a memorable one!

So pick from one of our top five Boston Memorial Day Activities and enjoy a boat ride out into Boston Harbor with our most hospitable crew.  

Top Five Boston Memorial Day Weekend Activities:

Boston Brunch Cruise

Boston Harbor Sailing

Boston Live Funk Music

Boston Sunset Cruise

Boston Jazz Cruise

Boston Mother’s Day Cruises

Mother’s Day is right around the corner and we have some fun activities for Mom this year!  Grab Mom and join us on any of our Boston Mother’s Day NYC Mother's Day CruisesCruises! 

We all know that sometimes finding the perfect gift can be stressful but we also all know that Moms love quality time together and what better way to do that than on one of our classic boats in Boston Harbor.  Whether it be a leisurely cruise or adventurous sail you are sure to find the right fit for your mom.




For the Foodie Mom:

Boston Mother’s Day Brunch Cruise

Spend the morning with mom and treat her to an Boston Mother’s Day Brunch Cruise aboard the luxury yacht Northern Lights.  This is the best way to treat mom and enjoy an afternoon together. Soak in the sun and take in all of the beautiful views this city has to offer. This Boston Brunch has a bountiful buffet spread pastries & muffins, quiche (baby spinach with chevere), French Toast with assorted toppings, bacon, beef sausages, Bibb salad, smoked lox platter, assorted seasonal fruits, and baked desserts. So step aboard and enjoy some time on the water with Mom!


For the Adventurous Mom:

Boston Day Sailing and Sunset Sailing

Grab Mom and step aboard our 80 foot Schooner to enjoy an afternoon of sailing in Boston Harbor!  Soak in the sun or watch the sun dip behind the city skyline with a cool beverage in hand and wind in your hair.  Today is a day to honor Mom and create a magical memory and what better way of doing that then sailing aboard this beautiful sailboat!


The Musical Mom:

Sunday Evening Boston Jazz Cruise

Grab Mom and join us for an evening on the water listening to some live Jazz music aboard the luxury yacht Northern Lights. Enjoy each other’s company and sip on Champagne and have the famous Boston skyline as your backdrop for this elegant evening.  Have Mom request her favorites and cruise into the night on a classic boat with us. 


Celebrate with your Mom in style with us and enjoy one of our Boston Mother’s Day Cruises! 

The Perfect Boston Graduation Party Venue

We know it has been a long haul and it is time to celebrate.  We have the perfect Boston Graduation party venue for you.  Step into the future with us and start planning your Boston Graduation Party VenueBoston Graduation party aboard the yacht Northern Lights. Cruise with us out into Boston Harbor with the wind in your hair and the sun upon your face. Sip on Champagne with friends and family to enjoy conversations and laughter.  Share stories of your college years and set goals for the future.  This moment will be a lasting memory that will fill you with gratitude and appreciation for all of the hard work have done all the while being able to share it with those that you love. There is something magical about the water and to be able to spend time out on it with friends and family for your special moment will bring everyone peace and joy. 

Northern Lights is perfect for your Boston Graduation party venue as it is classically unique.  This classic boat can host up to a 149 guests.  Food and Bar are available and our professional crew will make you feel like royalty. We are known for our professional hospitality and making you feel as if the yacht is your own.  Our Boston private boat charter team will cater to your every need, walk with you every step of the way through the planning and will not leave one stone unturned.  

If you have a smaller group of guests we also have the Schooner Adirondack III that will give you a Boston Harbor sailing experience aboard a classic sailboat.  Schooner Adirondack III is certified for 40 guests.  Food and Bar are also available. This Boston sailing experience will give you the sense of adventure as you cruise into your future.  

So enjoy a Boston Harbor Cruise to set sail into your future with style and grace.  To book, get rates and find party package options contact us at 617-951-0020

Or click here for more information. 

Boston Graduation Venue

SASSY IN SEQUINS joined us for a Holiday Boat Tour

Sassy in Sequins a well know Boston Lifestyle & Travel Blog joined us for our Holiday Jazz Cruise aboard the Luxury Yacht Northern Lights visit this site right here. This is the perfect Holiday Boat Tour to take with a loved one. Click here to see what they had to say!

Click here to purchase tickets for one of our Boston Holiday Cruises r2hgx8w.

Best spot to propose in Boston

Picture this:

You are cruising out in Boston Harbor aboard the luxury yacht Northern Lights with the breathtaking _7509352 views of the Boston skyline as your backdrop. The sun is setting and you pop the question to your loved one. “Yes, Yes, Yes I will”, a bottle of Champagne is popped, the music of the local band plays inside and you take a moment to reflect together.

Nautically unique best online collaboration tools. Breathtakingly magical. Awe inspiring and unforgettable.

Glass of Champagne in hand, snuggle up and enjoy an evening of Jazz. Dance the night away for an Irish Christmas Carol, or join along and sing together for a cocoa and carols cruise. Whichever Holiday Cruise you choose, it is sure to be the most magical evening to remember for the rest of your life.

The luxury yacht Northern Lights is a turn of the century inspired yacht. She is built with a beautiful mahogany bar, ceiling accents, ceiling trim and railings. Not only is she deck out with these classics but comfortable seating is available in the interior of the first floor climate controlled cabin. The top deck is covered and offers un-obscure views of Boston Harbor and the beautiful Skyline!

Whether you are on a public cruise or decide to charter out the whole yacht, our professional 5 star crew will cater to your every need. The Yacht Northern Lights is perfect for your winter proposal. Enjoy the Holiday décor that will bring the true Holiday Spirit to life: Love.

To start planning or make reservations contact us at 617-951-0020

The Improper

The Improper Boston: Join us for a Cocoa and Carols Cruise aboard the Luxury Yacht Northern Lights. Grab your friends after work, take your family out for the weekend or enjoy date night with your loved one.

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Boston is magical at sunset

The best way to see Boston at Sunset is aboard the Luxury Yacht Northern Lights with Classic Harbor Line. Cruise in style with your loved one for an evening on the water.
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Columbus Day in Boston Harbor


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Special thanks to the Boston Globe for giving Classic Harbor Line a shout out for things to do in Boston Harbor on Columbus Day Weekend.

Click here to go to the Online Article. 

On the waterfront in Boston

Cara Magazine gives Schooner Adirondack III a mention for what to do on the waterfront in Boston.  Pick up a copy and take a look!<img class=" size-large wp-image-3234 aligncenter" src="http://www.boston-sailing.com/wp-content/uploads/2016/08/OnWater1-777×1024.jpg" alt="OnWater1" width="777" height="1024" srcset="https://www.boston-sailing.com/wp-content/uploads/2016/08/OnWater1-777×1024.jpg 777w, https://www.boston-sailing why not try this out.com/wp-content/uploads/2016/08/OnWater1-228×300.jpg 228w” sizes=”(max-width: 777px) 100vw, 777px” />









Boston Globe names us a “Hot Ticket”!

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If you haven’t joined us on our Sails and Ales Sunset cruise in Boston Harbor aboard Schooner Adirondack III then be sure to grab your friends before the summer ends! The Boston Globe named us a “Hot Ticket” and a great way to unwind after work.  

To read more click here


Best Date Night Ideas for Boston

Pick up a copy of Boston WHERE Magazine and take a look at #1!!  Things not to miss this summer in Boston.  Grab your date and enjoy a evening out on the water as you sail through Boston Harbor for our Sails and Ales Beer Tasting Cruise!  

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Boston By Water

Many thanks to Panorama for giving us a shout out!  Boston by Water aboard one of our vessels is sure to cool you down, show you the sites and give you a lasting memory!  Whether you are a visitor or local you are sure to enjoy your time on the water in Boston Harbor.  

Click here to read more.


Picked up as one of the ten best venues in Boston for meetings!

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We are excited to be listed as one of the ten best venues to hold your meeting this Fall in BizBash!  

Take a look at what BizBash says:  Click here

To book your Private Event contact us at 617-951-0020

Boston Night Out: Sunset Sail

Join us for a Boston night out on the water aboard our elegant 80 foot schooner:  Adirondack III. 

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Click here: Chronicle’s Night Out: Sunset Sail

Boston Harbor Strawberry Moon and Northern Lights

Yacht Northern Lights under the light of the Strawberry Moon in Boston Harbor project collaboration tools

Thank you North End Waterfront

Strawberry Moon over Boston Harbor and Islands - June 2016

Strawberry Moon over Boston Harbor and Islands – June 2016


Photos and Article by Matt Conti

Boston 4th of July Fireworks Cruise tickets on sale!

Boston Fourth of July Fireworks CruiseJuly 4 - Erick 3  Enjoy the Boston 4th of July Fireworks from the decks of one of our yachts. Whether celebrating a day early to view the Winthrop fireworks display or going out on the 4th of July in Boston Harbor you are sure not to be disappointed.  These magnificent displays will be something to remember for time to come.   Celebrate our independence with friends and loved ones and treat yourself to an evening out on a yacht and allow our crew to cater to you.


Sail Boston aboard they Sailboat Schooner Adirondack

6 Ways to Sail Away in Boston Harbor

Classic Harbor Line’s majestic 1890s-style wooden pilot schooner Adirondack III carries about 40 guests and cuts a clean line through Boston Harbor. Public voyages include day, sunset and city lights sails, as well as occasional specialty trips like the Boston Harbor Islands picnic sail and a Saturday morning mimosa-studded one.



Click here to read more!

Boston Harbor Cruise

Anthony pilots the Adirondack III through Boston Harbor

The Adirondack III is an 80 foot wooden schooner that makes quite a sight as it sails around Boston harbor.

Anthony pilots the Adirondack III through Boston Harbor from Classic Harbor Line on Vimeo.

Watch the video on WVCB.com