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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4.54

Boston Harbor Dog-Friendly Cruise 90 min

From $28

1 provider live

Explore Boston Harbor with your furry friend

Restroom on board

4.54

Boston Doggy Costume Party Cruise 2 hr

From $31

1 provider live

Dance with your furry friends

DJ and raffle prizes

4.54

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

4.54

Boston Harbor Yacht Cruise

$48-$51

2 providers combined

Cruise through Boston Harbor on a 1920s-inspired yacht

1.5-hour cruise

4.53

Boston Harbor Moonlight Cruise 90 min

From $31

1 provider live

Admire the twinkling skyline

Restroom on board

4.51

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

4.5

Boston Harbor Night Cruise

From $46

2 providers combined

Witness Boston's skyline illuminated at night

Boat cruise

4.5

Boston Fireworks Cruise 150 min

From $45

1 provider live

Experience breathtaking fireworks

Dj for dancing

4.49

Boston Harbor Fall Brunch Cruise

From $106

2 providers combined

Savor a gourmet brunch buffet

Fall-themed brunch buffet

4.45

Boston Brunch Cruise on Odyssey

From $104

1 provider live

Savor a buffet of breakfast and lunch favorites

Buffet

4.43

Boston Harbor Islands Ferry

From $27

1 provider live

Explore Civil-War-era Fort Warren

Departure-timed ferry ticket to Georges or Spectacle Island

4.37

Boston Sunset Cruise with Music

From $55

1 provider live

Relax aboard a scenic cruise

1.5-hour cruise on Boston Harbor