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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4.26

Boston Cocoa Cruise

From $82

1 provider live

Savor hot cocoa with or without alcohol

Luxury Yacht Cruise

4.19

Boston Sunset Cruise with Music

From $55

1 provider live

Relax aboard a scenic cruise

1.5-hour cruise on Boston Harbor

4.15

Boston Harbor Moonlight Cruise

From $33

1 provider live

Experience Boston's skyline illuminated at night

90-minute cruise under the stars

4.07

Boston Harbor Yacht Cruise

$48-$51

2 providers combined

Cruise through Boston Harbor on a 1920s-inspired yacht

1.5-hour cruise

3.98

Boston Harbor Buffet Cruise

$79-$85

2 providers combined

Indulge in a chef-curated buffet

Buffet lunch or dinner

3.97

Boston Harbor Sunset Sail

From $82

1 provider live

Sail into a stunning Boston sunset

2-hour sailing experience in Boston Harbor

3.8

Boston Dinner Cruise on Odyssey

From $133

1 provider live

Savor a plated dinner

Alcoholic Beverages (available for purchase)

3.68

Boston Harbor Sailing Cruise

From $67

2 providers combined

Sail on a classic schooner

1.5 or 2-hour cruise

3.65

Boston Harbor Lunch and Dinner Cruise

$104-$107

2 providers combined

Savor a gourmet three-course meal

3-course plated lunch or dinner

3.5

Boston Harbor Brunch Cruise

From $106

2 providers combined

Savor a gourmet brunch buffet

Narrated tour of Boston and the harbor

3.45

Boston Dinner Cruise

From $175

1 provider live

Dine on freshly prepared meals

Freshly prepared entrees, salads and desserts

3.37

Boston Tall Ship Harbor Sail

From $40

2 providers combined

Relax and enjoy the harbor's scenery

Classic Tall Ship Sightseeing Cruise of Boston Harbor