Boston · EVENING EXPERIENCES
Every trip has one free day too few. These 15 evening experiences justify the slot, priced and timed so you can decide in minutes and get back to the fun part.
Explore Salem after dark on a 13+ walking tour of murders, ghosts, and eerie landmarks beyond the usual witch-trial story.
“Informative and fun, this tour is worth the money. The guide was very knowledgeable and enthusiastic about sharing stories about Salem.”
Review of Boston’s 90-minute sunset harbor cruise, with skyline views, USS Constitution, history, onboard bar, pricing, and practical tips.
“I highly recommend this harbor cruise!! I took my husband for his 60th birthday. The boat was nice with outdoor seating. The captain’s narration was interesting and fun. Seeing the city go from sunset to nighttime was amazing. You can’t beat this experience! Reserve your parking ahead across the street at the 55 Purchase Street/International Place garage. We paid $15 altogether booking it ahead. Don’t miss this! We loved it!!”
Explore Salem after dark on a 90-minute walk blending witch-trial history, ghost stories, cemeteries, Hocus Pocus sites, and local lore.
“April was amazing, she did a great job of balancing the hauntings with history and we loved her accent! Definitely recommend :)”
Watch Boston’s sunset from the harbor, hear the USS Constitution’s cannon, and enjoy skyline views, light commentary, and onboard drinks.
“Unfortunately for us, we had a rainy sunset cruise. However, still had a wonderful time, through some mist and rain, we were still able to see the city and learn some key features. We enjoyed a light bite and enjoyed the seasonal drink menu as well.”
Cruise Boston Harbor at sunset aboard the Northern Lights, with skyline views, light commentary, a full bar, and cannon fire from USS Constitution.
“The cruise was very nice. The food and drinks were good. But we have to wait for our food more time than we expected.”
See Boston Harbor at sunset, hear live history, and watch the skyline light up on this relaxed 90-minute cruise from Rowes Wharf.
“very little fact narration, most of the time spent identifying other cruise ship and hearing about the encore shuttle. not much distance covered. took an extra 20 minutes for them to even be able to dock the boat. don’t waste your money.”
Review of Boston’s two-hour sunset tall-ship cruise, with skyline views, drinks, crew tips, pricing, weather rules, and booking advice.
“Absolutely loved this experience aboard the Liberty Star. We had gorgeous city views from the water. The captain and deck hands were professional and informative yet extremely funny. Price was fair and we enjoyed the drink selection aboard.”
Watch Boston’s skyline turn gold on a 90-minute narrated harbor cruise with sunset views, historic sights, and the USS Constitution’s cannon salute.
“The boat tour was great. Great views & the tour guide made it very enjoyable & funny. Only bad part was the annoying family that was being very loud & listening to music the whole time on their phone. Would have liked to throw them overboard. Would still highly recommend though!”
See Boston Harbor at sunset, hear lively history, and watch the USS Constitution fire its traditional cannon salute on a 90-minute cruise.
“lots of fun! Get to the meeting place early because a long line will form. The first in line will get the best spots on the boat. The guide (Holly) was fantastic. The boat had a cash bar! Would absolutely do again and recommend to anyone visiting Boston.”
Explore Salem after dark on a 1-hour-45-minute ghost walk with local stories, haunted sites, and guides such as Vin, Zach, and David.
“We LOVED this tour! Our tour guide Vinn was amazing. He was extremely knowledgeable, well spoken and fun.”
Review of Salem’s 1692 Night Walking Tour, with witch trial history, spooky sites, guide tips, accessibility notes, and honest value advice.
“Jeff was a wealth of knowledge on the history of Salem. He made the tour fun. I would highly recommend to anyone.”
Sail Boston Harbor at sunset aboard a classic schooner, with skyline views, historic landmarks, friendly crew, and drinks available onboard.
“This experience was so relaxing and beautiful. The staff was so attentive it made for a perfect evening. Thank you.”
Explore Boston Common, Old State House, and historic cemeteries on a 90-minute night tour blending Revolutionary history with ghost stories.
“We had a great time on a chilly fall evening. Loved the mix of history with spooky lore and tips on how to catch a ghost sighting. Kimmie was a great tour guide—it’s obvious she loves to tell tales and make it fun.”
Review of Boston’s two-hour sunset sail, with skyline views, harbor islands, helpful crew, onboard drinks, costs, and practical tips.
“Beautiful cruise in the harbor. Great backdrop of the city at sunset and planes landing over your head. Great and helpful staff.”
Sail Boston Harbor at sunset aboard a classic tall ship, helping raise the sails, enjoying skyline views, and buying local drinks onboard.
“A perfect way to relax after a busy day in Boston. The view is spectacular and the crew was so friendly.”
Pick a walk, a harbour or a dark street.
