Top Massachusetts Halloween

Give yourself the best chance of seeing whales in the wild on this half-day boat tour from Gloucester to the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. Once there, look out for humpback and fin whales, plus Atlantic white-sided dolphins and harbor porpoises with the help of a naturalist guide. The on-board galley offers hot meals, snacks and beverages for purchase during the trip.

The Halloween tour is unique because you get to visit Salem and receive historical information not just on Salem, but the popular holiday itself. Salem is a Halloween city, and some would even say it's the Halloween capital. Many people enjoy coming to Salem during October to celebrate Halloween. This tour allows visitors to come to Salem anytime during the touring season to learn about both. Don't miss the opportunity to learn about your favorite holiday and how important it is to the city of Salem. Get the full experience of Halloween with Tales of Salem: Halloween Tours!

The Haunted Harbor Tour isn’t just a boat ride—it’s a journey into the shadowy side of America’s oldest seaport. While other tours skim the surface, we take you deeper, blending true local history with spine-tingling ghost lore you won’t hear anywhere else. From the deck of our vessel, you’ll see Plymouth’s most storied landmarks—Plymouth Rock, the Mayflower II, Burial Hill, Cole’s Hill, Bug Light, and more—exactly as they appear under the cover of night. Every stop along our route comes alive through vivid storytelling, researched local legends, and the natural drama of the harbor after dark. You’ll feel the sea breeze, hear the lap of waves against the hull, and see the silhouettes of centuries-old landmarks as their ghost stories unfold. Our small-group setting ensures a more personal, immersive experience—plenty of time to soak in the eerie atmosphere between tales. It’s equal parts history, mystery, and pure New England coastal magic.

Exclusively available during the Halloween season! Discover the spooky, historic city of Salem on this full-day tour from Boston, where the infamous witch trials of 1692 left a profound legacy. Begin with a pickup at your hotel before exploring Salem's haunting landmarks including the Witch Trials Memorial and the Witch House, the residence of a judge from the trials. Experience the prosperity of Salem during the Old China Trade, and enjoy 1.5 hours of free time for lunch and shopping at local eateries and unique shops. Your journey back to Boston is just as comfortable, making it convenient and enriching for history enthusiasts and curious travelers alike. - Full-day semiprivate tour with pickup from Boston - Visit key sites like the Witch Trials Memorial and the Witch House - 1.5 hours of free time for lunch and shopping in Salem - Comfortable transportation in a van with a small group size of 1 to 9

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. For Round Trip, you will need to purchase two separate one way tickets - one departing from Boston and one departing from Salem.

Enjoy a private, exclusive pub crawl through Salem during its famous Halloween season. Experience the city after dark, as historic streets come alive with festive decorations and costumed crowds. Follow your guide to four of Salem's most distinctive drinking spots, each offering its own character and connection to the city. Begin near historic East India Square before continuing to a classic Irish pub. Visit the atmospheric Hawthorne Hotel for a drink surrounded by Salem’s historic setting. Discover a hidden vinyl-and-cocktail lounge before ending the evening at an iconic arcade bar. Your private guide brings the group together for a relaxed night of drinks, conversation and Halloween atmosphere in one of New England’s most celebrated destinations for the season. Please Note: Venues may differ from those listed depending on availability. Each venue will be of the same type and provide a similar experience.

Furry friends and humans come dance or parade around, show off your costumes and enjoy the beautiful city from the water. DJ Skoolyahd from the Liberty Hotel Yappy Hour will be in the house! It will be PAW-some to have you aboard.

Join a group ghost walking tour through Salem's historic waterfront during Halloween. Hear eerie tales from Salem's darker past in the season that brings them to life. Begin your Salem ghost tour at The House of the Seven Gables, where stories of Nathaniel Hawthorne's dark literary legacy set the tone for the evening. Continue through Salem Maritime National Historical Park to hear maritime tales of dangerous voyages and mysterious happenings along the old waterfront. At Pickering Wharf, Halloween decorations and seasonal activity add to Salem's unmistakable spooky atmosphere. Finish at Derby Wharf Light Station, with the harbor providing the perfect backdrop for the final ghost stories of the evening. Please note: This tour requires a minimum of 4 participants to operate, barring which, the tour may be canceled (a full refund or alternative date will be offered).