BOSTON · SAILING
This is the shortlist you would send a friend: 6 sailing trips worth the money, each with its price, its traveller verdict and the one thing to know before you commit.
Join Captain Mike and the crew of the replica privateer schooner Fame from Pickering Wharf in downtown Salem. During this roughly 1-hour-40-minute sail, you can help raise the sails, steer, hear stories about Salem Sound, and watch the cannon fire. Children under five are not allowed.
“The crew so nice, let you steer schooner and very informative. Had a great time today! Definitely recommend this excursion.”
Spend two hours aboard the classic Northern Lights, a 115-foot yacht with indoor seating, open decks, a bar, and six bathrooms. See Castle Island, the inner harbor, Boston’s skyline, and the USS Constitution’s sunset cannon fire while the captain provides light commentary.
“Food was good, bit pricey and limited options but alright. The viewing deck was spacious and clean. Good customer service.”
Join Liberty Fleet of Tall Ships at Fan Pier Marina for a two-hour sunset sail aboard a traditional Boston tall ship. Expect skyline and harbor views, a relaxed crew, drinks from the galley bar, and occasional chances to help with the sails. Captains Fredo and the deck crew have earned special praise for their warm, playful service.
“Really nice cruise around Boston Harbor. The crew was awesome and the skyline views were incredible!”
Join the crew of the Adirondack III or IV for a 90-minute or two-hour Boston Harbor sail. You’ll pass the Aquarium, Fish Pier, Castle Island, Navy Yard, and Inner Harbor Islands while the crew answers questions. Bring a picnic, a photo ID, and a light jacket.
“It was a very relaxing sailing experience. It wasn’t real windy, the boats movements were a gentle swaying motion most of the time. Only occasionally did it move up and down but it wasn’t very long. Some passengers were worried about motion sickness but they were all fine. No one got sick.”
Board a beautifully maintained classic schooner at 10 Blaney Street in Salem for a two-hour sail with Captain Seth and crew members such as Kos and Kate. Help raise the sails, hear stories about the vessel and nearby islands, enjoy Salem Sound views, and buy drinks from the onboard bar.
“Crew was great. Beautiful night and a beautiful boat. Had a gin and tonic and helped with the sails. Would highly recommend”
Board the gaff-rigged Schooner Fame at Pickering Wharf Marina for a 100-minute Salem Sound cruise. Captain Mike and crew members John and Ella may invite you to raise the sails, take the tiller, and hear about privateering, forts, lighthouses, and Salem’s busy maritime past.
“Fantastic tour, we had a great time!! The Captain and crew were great, something very relaxing about cruising across the water with no engine noise!! My young daughter had a blast!!”
Pick a walk, a hull, a plate or a ghost story.
