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Boston, MA

Day Sails/Cruises

Browse By Day Sails and Cruises Get out on the water for some fresh air, some sun on your face and do some Boston sailing. Enjoy a Boston Harbor Day Sail with us aboard one of our classic boats. Whether you sail aboard our sailboat past Fort Independence on Castle Island or circumnavigate Fort Warren on George’s Island, it is a simple way to get away from the mayhem of Boston and take in the sights from the Harbor. The perfect activities that go hand in hand are a Boston sightseeing cruise or sail, and soaking in the sun! Bring a picnic on the sailboat or purchase a snack from the bar aboard our motor-boat. Let our crew serve you a refreshing beverage and within minutes you will experience the simple joys of a leisurely Boston Harbor cruise and forget the distractions of life on land. Whether you are a local looking for an escape or a visitor wanting to do a sightseeing boat ride, you are sure to have a memorable time.


Boston Brunch Cruise

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.

  Duration: 2 OR 2.5 hrs   Boat: Northern Lights   Cost: $70

Boston Harbor Cruise

Step aboard the Northern Lights for a top-of-the-line sightseeing cruise to discover some of the mysteries behind Boston’s harbor islands. Sit back and relax in our climate-controlled cabin or enjoy the sea breeze on our open top deck. During your harbor cruise with us, our captain will provide narration and crew will be around to assist in making your trip more comfortable.

  Duration: 2 hrs   Boat: Northern Lights   Cost: $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.

  Duration: 2.5 hrs   Boat: Northern Lights   Cost: Adult $70 | Child $44

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.  

  Duration: 2 hrs   Boat: Northern Lights   Cost: Adult $55 | Child $40

Boston Fall Foliage Cruise

Northern Lights Fall Foliage Cruise

A Boston Fall Foliage Cruise is the perfect event to pull out that fall wardrobe.  Pull out your autumn sweaters and grab a hot cider and join the captain and crew of Northern Lights for a relaxing Boston Harbor cruise, featuring the colorful trees of fall. New England has been known for the vibrant foliage that people are drawn to every year. Our **three-hour extended afternoon picnic cruise** will take you away from the hustle and bustle of the city to the peaceful majesty of the harbor islands for this Boston Fall Foliage Cruise. Enjoy this magical cruise with us and capture the best photos of the Harbor. 

  Duration: 2 hrs   Boat: Northern Lights   Cost: $68

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 hrs   Boat: Northern Lights   Cost: $70

New Year’s Day 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 hrs   Boat: Northern Lights   Cost: Adult | $75

Drag Brunch Cruise: Back to School Edition

Start saving your lunch money, pull out that old plaid jumper, and start marking the days on your planner because that’s right! The category is: Back to School. This 2.5-hour event will feature signature cocktails for purchase, includes a gourmet brunch menu, and Boston crowd favorites Sham Payne, Drag Queen JP, Missy Steak, and Magnum Sin. Select a cozy seat aboard Northern Lights, sit back and enjoy the show as we capture the perfect panoramic views of Boston Harbor while your hosts Kirbie Fully Loaded and Secret Queen walk you through your first day of class.

  Duration: 2.5 hrs   Boat: Northern Lights   Cost: $70

Boston Day Sail

Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise. Our classic afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better way to enjoy the day than sailing aboard the schooner Adirondack III, which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speed.

  Duration: 2 hrs   Boat: Adirondack III   Cost: $45

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.

  Duration: 3 hrs   Boat: Northern Lights   Cost: Adult $110 | Child $85

Boston USS Constitution Turnaround Sail

U.S.S. Constitution Turnaround Sail aboard Schooner Adirondack III

U.S.S. Constitution Turnaround Sail aboard Schooner Adirondack III. Join us for the 3-4 hour long, July 4th turnaround cruise of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world. Experience this yearly event like you never have before aboard Adirondack III, a classic 80-foot pilot schooner. She features comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution.

  Duration: 3 hrs   Boat: Adirondack III   Cost: Adults $125 | Child $100

Summer Barbecue & Beers Cruise

Hooray! Summer has arrived and there are two things we do in the summer time in Boston and that is boating and barbecues! Put them together on this 2-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 do summer like a pirate! While on this cruise we’ll point out some of our notable sites on the harbor islands that have played an integral role in fortifying Boston in every war from the Revolutionary War until the World War II. Almost every island has a tale to tell. Our gourmet barbecue cruise consists of delicious smoked chicken and honey glazed BBQ ribs, coleslaw, biscuits, and roasted potatoes is included with your ticket. This cruise is excellent for families, friends exploring the town, and folks looking for a different adventure.

  Duration: 2 hrs   Boat: Northern Lights   Cost: Adult $55

Boston Brunch Cruise

Galentine’s Day Brunch Cruise aboard Northern Lights

Valentine’s Day always reminds to spend and shower our closest companion with love, but let’s not forget about the people that always have our backs! That’s right, your BFF from way back when you had braces, owned a crimper, and wore way too much aqua net! Let’s not forget the love of friendship this year and treat your favorite ride or die gals to a fabulous, boozy, and relaxing brunch cruise aboard Northern Lights! Wanting to make it just a touch more special, ask a crew member to make an announcement and toast your Galentines! Let us know how long you’ve been building your amazing friendship!
  Duration: 2 hrs   Boat: Northern Lights   Cost: $70