Romantic things to do in Boston

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Romantic CruiseTake to the water and fall in love all over again.  Join us for a romantic late night Boston boat ride in Boston Harbor. We know there are a lot of romantic things to do in Boston. However, stepping aboard one of our classic yachts for an unforgettable memory is by far the most romantic.

Take a deep breath and relax with the feeling of the wind in your hair as you cruise through Boston Harbor. Sip on champagne on our romantic Boston Harbor cruise and have a quiet, intimate conversation with your loved one. Drift with us on our elegant boat through Boston Harbor.

Sit aboard one of our yachts and have moments of laughter. Take in the breath taking views of the Boston skyline from the water. Whether it is a Boston City Lights Cruise or you choose to sail Boston by sunset, you and your loved one will share an experience that will last a lifetime.  Join us for a romantic Boston boat ride and it is sure to be your regular date idea.  Fall fall in love with Boston and your loved one each time you cruise with us. 

Romantic Boston Sunset Cruise

Boston Sunset Cruise

Join us for 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.

  Duration: 2 hrs   Boat: Northern Lights   Cost: Seasonal Pricing starting at $45 - $55

Boston Sunset Sail

Experience a beautiful Boston Harbor sunset on the water and see some of the city’s waterfront landmarks as the sun dips below the horizon. Sailing offers a smooth and gentle experience on the water, which is great for having a romantic early evening out with that special someone. Our crew and captain offer top notch customer service to our guests.

  Duration: 2 hrs   Boat: Adirondack III   Cost: Adult $68 to $82

Boston Sunday Evening Jazz Cruise

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. 

  Duration: 1.5 hrs   Boat: Northern Lights   Cost: Adult $48

Harborfest Fireworks aboard Adirondack III

Get the fourth of July week started with a BANG! Wave to your fellow patriots on the shoreline as we cruise around and see the sites of Boston! Following our cruise around the harbor enjoy a spectacular fireworks display on Boston Harbor. Join us for two hour cruise, followed by Harborfest Fireworks lighting up along Boston’s Waterfront.

  Duration: 2 hrs   Boat: Schooner Adirondack III   Cost: $150

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.

  Duration: 2.25 hrs   Boat: Yacht Northern Lights   Cost: Adult $140 | Child $90

Winthrope Fireworks Cruise with Classic Harbor Line

Winthrop 4th of July Fireworks Cruise and Sail on Adirondack III

Don’t want to deal with all the traffic crowds and hype surrounding the 4th of July, but still want to celebrate and enjoy the patriotic holiday? Step aboard the Adirondack III for a cruise to Winthrop to watch the fireworks and then sail back to Boston at the end. Sip on Champagne and enjoy this magical evening with the best seats in the house! 

  Duration: 3 - 3.5 hrs   Boat: Adirondack III   Cost: Adult $198 | Child $130

Boston Harbor Sightseeing Boat Tour

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.  

  Duration: 3 hrs   Boat: Northern Lights   Cost: Adult $140 | Child $90

Labor Day Fireworks Cruise Aboard Adirondack III

What better way to celebrate the end of summer, but with a stellar fireworks display from the waters of Boston Harbor? Join us aboard beautiful Adirondack III for a magnificent Labor Day cruise. This 2-hour cruise offers guests the opportunity to soak up Boston’s colorful fireworks display from an awesome vantage point, practically right underneath them and out on the water! (The event does not sail and offers spectacular views of the fireworks)

  Duration: 2 hrs   Boat: Adirondack III   Cost: $115 Adults | $80 Child

Fourth of July Cruise aboard Yacht Manhattan

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.


  Duration: 2 hrs   Boat: Northern Lights   Cost: Adult $80 | Child $70

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.

  Duration: 1.5 hrs   Boat: Northern Lights   Cost: $78

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