things to do in Chestnut Hill, MA

Private Boston and Salem history tour with Revolutionary and witch-hunt stories

Trace campus history, pranks, and architecture from MIT to Harvard Square

Pair an oceanfront castle with Salem's true 1692 story

Follow Paul Revere’s story from Boston’s streets to the harbor

Trace April 19, 1775 with a licensed guide, from Old North Church to Bunker Hill

Explore Hammond Castle and Salem’s 1690s history on a semi-private guided day trip

Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

Sail Salem Sound with your group of up to 40 and enjoy a private, hands-on experience

Immerse yourself in Boston's Freedom Trail chronicle with a small-group, storyteller-led walk.

Sail a 1930 schooner past Salem Sound lighthouses

Make Salem Sound your private escape aboard a classic schooner

Sunset sailing aboard John Alden's racing yacht

A private sunset outing aboard a historic schooner

Raise the sails and sip mimosas aboard a classic yacht on Salem Sound

Sail Salem Sound with Sunday Bloody Mary specials and hands-on sailing options

Build practical night-navigation skills aboard a 36-foot cruising sailboat

Crew an authentic WWII tank destroyer and feel the power on a short ride course

Drive a 1944 M4A3 Sherman with 1-on-1 instruction and time for photos

Climb aboard a 1944 M24 Chaffee tank for a 10-minute group ride

Climb aboard a 1944 M4A3 Sherman for a 10-minute ride for two

Learn to drive a 1944 M24 Chaffee light tank with one-on-one instruction

Walk Salem’s streets and trace 400 years of architectural history

Trace Salem's eerie winter folklore, from Puritan bans to Victorian ghost tales