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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4.22

Boston Harbor Brunch Cruise

From $106

2 providers combined

Savor a gourmet brunch buffet

Narrated tour of Boston and the harbor

4.21

Boston Harbor Sunset Sail

From $82

1 provider live

Sail into a stunning Boston sunset

2-hour sailing experience in Boston Harbor

4.2

Boston Harbor Fall Brunch Cruise

From $106

2 providers combined

Savor a gourmet brunch buffet

Fall-themed brunch buffet

4.03

Boston Cocoa Cruise

From $82

1 provider live

Savor hot cocoa with or without alcohol

Luxury Yacht Cruise

3.72

Boston Dinner Cruise on Odyssey

From $133

1 provider live

Savor a plated dinner

Alcoholic Beverages (available for purchase)

3.36

Boston Tall Ship Sunset Cruise

$75-$81

2 providers combined

Sail on a classic Boston tall ship

2-hour sunset sail along Boston Harbor

2.91

Boston Harbor Sailing Cruise

From $67

2 providers combined

Sail on a classic schooner

1.5 or 2-hour cruise

2.84

Boston Dinner Cruise

From $175

1 provider live

Dine on freshly prepared meals

Freshly prepared entrees, salads and desserts

2.67

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

2.53

Boston Harbor Buffet Cruise

$79-$85

2 providers combined

Indulge in a chef-curated buffet

Buffet lunch or dinner

2.44

Boston Harbor Narrated Sunset Cruise

From $29

1 provider live

Enjoy stunning sunset views

Narration highlighting Boston Harbor scenes

2.18

Boston Harbor Sunset Yacht Cruise

From $54

2 providers combined

Cruise past iconic Boston landmarks

Cruise ticket