Trolley Tour and Harbor Cruise for One, Two, or Four from CityView Trolley Tours (Up to 50% Off)
Entry to the Fenway Park Sprint on November 12 or 13 from Reebok Spartan Races
Hop-On, Hop-Off Two-Day Trolley Pass and Harbor Cruise for One, Two, or Four from Beantown Trolley (50% Off)
$19 for One Ticket to the Sinners & Saints Halloween Cruise on October 28 from Boston Event Guide ($40 Value)
Sunset Cruise for Two or Four from Massachusetts Bay Lines (Up to 59% Off). Four Options Available.
Admission for One to RISE of the Jack O'Lanterns (Up to 31% Off). Four Dates Available.
One or Three One-Day Rock-Climbing Passes with Gear Rental or Membership at Rock Spot Climbing (Up to 51% Off)
50 Shades Male Revue Show on Friday, October 14, or Saturday, October 15, at 8 p.m.
The Freedom Trail: The Path to Independence for One, Two, or Four from Histrionic Academy (Up to 53% Off)
90-Minute Haunted Walking Tour for Two or Four from Haunted Boston Ghost Tours (Up to 56% Off)
Drunk History Tour of Boston for One, Two, or Four People from Best Tours (Up to 60% Off)
"Pour the Core" Hard Cider Festival
Blue Man Group
Two-Hour Cupcake Walking Tour of Boston with Five Tastings for 1, 2, or 4 from Best Tours (Up to 60% Off)
Two-Hour Chocolate Walking Tour of Boston with Six Tastings for 1, 2, or 4 from Best Tours (Up to 60% Off)
$25 for an Urban Wine Club Membership at Massachusetts Wine Shop ($40 Value)
Wine Tasting with Wine Glasses, Cheese Platter, and 15% off Wine for Two or Four at Sweet Baby Vineyard (Up to 52% Off)
Spirit and Wine Tasting & Tour for Two or Four with Souvenir Glasses at Flag Hill Winery (Up to 52% Off)
Tasting Tour and Take-Home Glasses for One, Two, or Four at Appolo Vineyards (Up to 38% Off)
Want to get lost in a corn maze? All you’ll need is a blindfold and a magic 8-ball.
Admission to Public Skate for Two or Up to Four from FMC Ice Sports (Up to 50% Off)
Masters of Illusion Live! on October 4 at 8 p.m.
$40 or $60 Worth of Bowling, Billiards, Shuffleboard, and Skee Ball at Kings - Boston (Up to 42% Off)
A dark and dreary day is the perfect time to do something fun with family and friends.
Scott Bradlee's Postmodern Jukebox on October 6 at 8 p.m.
Longwood Symphony: Mozart, Kaska & Dvorak - Saturday October 1, 2016 / 8:00pm
Back to the Eighties with Jessie's Girl on October 6 at 8 p.m.
Littleneck clams, antique cars, and a world-record-breaking number of jack-o’-lanterns. These fall festivals have it all.
A Gentleman's Guide to Love and Murder, October 18–23
Boston Bruins Game for Two and Optional Signed Memorabilia (Dates through December 5)
Boston Bruins Tickets
Boston Celtics Preseason Basketball