Boston Cruises & Sailing Tours - Page 3

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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4.28

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 Cocoa Cruise

From $82

1 provider live

Savor hot cocoa with or without alcohol

Luxury Yacht Cruise

4.13

Boston Harbor Fall Lunch Cruise

From $82

2 providers combined

Experience vibrant fall foliage on a Boston Harbor cruise

Admission aboard the boat

4.06

Boston Harbor Sunset Sail

From $82

1 provider live

Sail into a stunning Boston sunset

2-hour sailing experience in Boston Harbor

3.82

Boston Harbor Brunch Cruise

From $106

2 providers combined

Savor a gourmet brunch buffet

Narrated tour of Boston and the harbor

3.71

Boston Harbor Sailing Cruise

From $67

2 providers combined

Sail on a classic schooner

1.5 or 2-hour cruise

3.68

Boston Harbor Lunch and Dinner Cruise

$104-$107

2 providers combined

Savor a gourmet three-course meal

3-course plated lunch or dinner

3.64

Boston Harbor Sunset Sightseeing Cruise

$55-$56

2 providers combined

Admire the stunning Boston skyline at sunset

90-minute narrated Boston Harbor sunset cruise

3.46

Boston Dinner Cruise

From $175

1 provider live

Dine on freshly prepared meals

Freshly prepared entrees, salads and desserts

3.35

Boston Dinner Cruise on Odyssey

From $133

1 provider live

Savor a plated dinner

Alcoholic Beverages (available for purchase)

3.16

Boston Harbor Sunset Yacht Cruise

From $54

2 providers combined

Cruise past iconic Boston landmarks

Cruise ticket

3.14

Boston Harbor Buffet Cruise

$79-$85

2 providers combined

Indulge in a chef-curated buffet

Buffet lunch or dinner