Boston Sunset Cruise

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Browse By Sunset Sails and CruisesJoin us for one of the most romantic things to do in Boston. The best way to unwind after work: A Boston sunset cruise, or Boston sunset sail! These Boston sunset boat rides are sure to give your date night a unique nautical spark or allow you to destress from your long day at work with some friends.

Cruise on a sailboat or luxury yacht through Boston Harbor to end your day or start your evening.  Set sail aboard one of our classic boats for an experience you are sure to never forget!  Sail through Boston Harbor and glide past the U.S.S. Constitution as the sun dips beyond the outline of Boston’s skyline. Take in the rich colors of the sky with a glass of Champagne in hand and the breeze in your hair. Allow us to help you sit back and relax and enjoy the most perfect Boston sunset cruise.

Whether you are on our sailing boat, or our motor yacht, our exceptional crew is sure to treat you with the most professional hospitality that will have you feeling that it is your own yacht. Cruise Boston aboard one of our classic boats for a peaceful and picturesque sunset. Whether you are sightseeing or wanting to take in the views, it is the perfect way to end your day.

Yacht Northern Lights cruising through Boston Harbor with a Sunset in the Background.

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.

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

The Boston Skyline at Sunset aboard the yacht Northern lights for a 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

A couple being served Champagne on the decks of Schooner Adirondack III in Boston Harbor

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

A couple sits at a table with food and drinks on a boat.

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.

  Duration: 1.5 hrs   Boat: Manhattan   Cost: Adult $64

A group of people on the deck of a boat at sunset.

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.

  Duration: 2 hr experience (30-minutes dockside, 1.5 hr cruise)   Boat: Manhattan   Cost: $58

a couple clinking champagne glasses at a private table on the yacht Northern Lights

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

Schooner Adirondack II sailing at sunset with a golden sky in the background of Boston Harbor

Sunset Sail aboard Schooner Adirondack II

Join us for a Boston Harbor Sunset Sail aboard Schooner Adirondack II! Experience a Boston sunset from the water on this evening sight sail. Enjoy one of our classic sailing yacht for an evening of fun and relaxation. Get away from the hustle and bustle of everyday life. Your knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor. Sail and take in the surrounding areas, and feel free to ask them whatever you like! While you experience the joy of a leisurely sailing cruise, you’ll see all of the amazing views Boston Harbor has to offer! 

  Duration: 2 hrs   Boat: Schooner Adirondack II or Schooner Adirondack III   Cost: $68 to $82

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