Boston Cruises & Sailing Tours - Page 2

40 experiences to discover

Day & Sunset Cruises Dinner Cruises Sailing Trips

Explore the best cruises & sailing tours tours and activities in Boston. Our unbiased ratings help you find the perfect experiences for your trip.

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4.53

Boston Harbor Dog-Friendly Cruise 90 min

From $28

1 provider live

Explore Boston Harbor with your furry friend

Restroom on board

4.53

Boston Charles Riverboat Cruise with Cookies & Carols 1 hr

From $30

1 provider live

Enjoy festive holiday music

Cruise

4.51

Boston Harbor Moonlight Cruise 90 min

From $31

1 provider live

Admire the twinkling skyline

Restroom on board

4.51

Boston Harbor and Charles River Architecture Boat Tour

From $47

1 provider live

Take in Boston's iconic landmarks

Boston Harbor and Charles River cruise

4.5

Boston Harbor Lunch and Dinner Cruise

$104-$107

2 providers combined

Savor a gourmet three-course meal

3-course plated lunch or dinner

4.44

Boston Brunch Cruise on Odyssey

From $104

1 provider live

Savor a buffet of breakfast and lunch favorites

Buffet

4.41

Boston Charles River Fall Foliage Cruise

Price n/a

1 provider live

Admire Boston's vibrant fall colors

Sightseeing cruise

4.37

Boston Sunset Cruise with Music

From $55

1 provider live

Relax aboard a scenic cruise

1.5-hour cruise on Boston Harbor

4.29

Boston Harbor Islands Ferry

From $27

1 provider live

Explore Civil-War-era Fort Warren

Departure-timed ferry ticket to Georges or Spectacle Island

4.28

Boston Harbor Full Moon Cruise

From $31

1 provider live

Cruise Boston Harbor under a full moon

2-hour cruise with 30-minute boarding time

4.28

Boston Harbor Moonlight Cruise

From $33

1 provider live

Experience Boston's skyline illuminated at night

90-minute cruise under the stars

4.26

Boston Harbor Fall Lunch Cruise

From $82

2 providers combined

Experience vibrant fall foliage on a Boston Harbor cruise

Admission aboard the boat