Salem is a city that’s hard to top when it comes to maritime charm. With its long tradition of seafaring, pirates, privateers, and historic waterfronts, it’s no surprise that boat tours and cruises are some of the most popular activities here. Whether you’re interested in a lively sailing experience, a relaxing afternoon on a classic yacht, or something in between, Salem has options that will suit different tastes and budgets. We especially like the Schooner Fame Sailing Tour for its interactive approach and engaging stories, as well as its friendly crew who make history fun for all ages. For a more luxurious and laid-back cruise, the Sailing on Historic Schooner Yacht offers a scenic, wine and cocktail-filled ride. Meanwhile, the Salem: Historic Schooner Sailing Cruise delivers a classic sail on a gaff-rigged schooner with great values for a shorter trip.
If you’re thinking about a boat tour during your Salem visit, read on to find the one that matches your style — whether it’s helping raise sails or simply soaking in the views with a drink in hand.
1. Schooner Fame Sailing Tour
At number one on our list, the Schooner Fame Sailing Tour stands out for its lively, hands-on experience and excellent reviews. For just around $50, you get a 1-hour 40-minute trip aboard a replica historic privateer schooner departing from Pickering Wharf Marina. This tour is a hit with families and those who prefer a fun, interactive outing. The crew is known for sharing stories about Salem’s past and the role privateers played, making it more than just a boat ride — it’s a chance to learn and participate.
What makes this tour unique is the opportunity for visitors to take an active part in sailing tasks like raising the sails and steering the boat. Some guests even shoot cannons or help hoist the sails, which adds an authentic touch to the experience. The waters around Salem, Marblehead, and Beverly have been central to maritime life for over 400 years, and this tour puts you right in the middle of it. Many reviewers praise the crew’s friendly, engaging style and the flexible schedule with multiple daily start times. The boat itself is comfortable, and the views of historic waterfronts and ships are particularly striking at sunset.
Bottom Line: The Fame Sailing Tour is perfect for travelers who want to actively participate and hear entertaining stories, making it a memorable family outing or a fun day with friends.
2. Sailing on Historic Schooner Yacht in Salem, MA
Next on our list, the Sailing on Historic Schooner Yacht offers a more refined, relaxing experience aboard the beautifully restored yacht “What and If.” For about $55, you’ll enjoy a 2-hour sail along Salem’s coastline, with the chance to unwind and take in the scenery from the deck of a vessel built in 1939 by none other than General George Patton’s crew. This trip is especially suited for couples or those celebrating a special occasion because of its calm, scenic nature.
The highlight of this sail is the chance to take the wheel yourself or simply relax with a cold drink. The boat provides soft drinks and bottled water, with a cash bar available to enjoy cocktails, beer, wine, and cider — perfect for a leisurely afternoon. The sail begins at 10 Blaney St., near the Salem ferry building, making it easy to access. The crew is knowledgeable and friendly, giving you a sense of stepping back into an earlier era of sailing.
What sets this tour apart is its emphasis on comfort and intimacy. With unobstructed views of Salem’s waterfront and historic lighthouses, it’s ideal for travelers who want a peaceful, scenic ride with just enough activity — like steering or helping with sails if you wish. The reviews are glowing, with one noting, “The crew was amazing, and we made great new friends.”
Bottom Line: This cruise is best suited for those looking for a laid-back, scenic sail with a touch of history and a good drink in hand.
3. Salem: Historic Schooner Sailing Cruise
Finally, at number three, the Salem: Historic Schooner Sailing Cruise offers a shorter, more affordable way to experience sailing on the famous Schooner Fame. For just $39, you get approximately 100 minutes on a classic gaff-rigged schooner with a focus on sightseeing and relaxing. This cruise combines a scenic water tour with the fun of helping out by raising sails or taking the tiller — a good choice for visitors who want a taste of sailing without committing to longer trips.
What makes this tour appealing is its balance of activity and relaxation, along with the chance to see local landmarks like forts, lighthouses, and waterfront homes. You can also enjoy beverages from the onboard fully licensed bar as you soak in the views. The shorter duration makes it accessible for those with tight schedules but still wanting to experience Salem’s waterfront from the water.
Reviewers point out that the boat is well-maintained and the crew friendly. Many mention that the experience is fun without feeling overly commercial, and the price makes it a good value for a memorable water adventure.
Bottom Line: This cruise is perfect for travelers who want a quick, scenic sail with some hands-on sailing fun and a chance to see Salem’s coastline.
How to Choose the Right Salem Boat Tour
When selecting your boat experience, consider your budget, time constraints, and what kind of outing you prefer. For active participation and storytelling, the Schooner Fame Sailing Tour is ideal. If a relaxed, elegant afternoon with drinks sounds better, then the Sailing on Historic Schooner Yacht is a good choice. For a shorter, budget-friendly water tour with some sailing fun, the Salem: Historic Schooner Sailing Cruise fits well.
Booking early is recommended, especially during peak summer months, as these tours tend to fill up quickly. Also, think about whether you want to stay on the water longer or just dip into Salem’s maritime views for a quick trip.
Final Thoughts
Salem offers a variety of boat tours that highlight its seafaring roots. Both the Fame Sailing Tour and the classic yacht cruise promise memorable, engaging experiences for different preferences — from hands-on sailing and tales of privateers to peaceful afternoons with a drink. The shorter schooner cruise provides an affordable, activity-packed way to enjoy the waterfront.
Whether you’re looking for a fun family adventure, a romantic escape, or a quick sightseeing trip, Salem’s water tours deliver. To make the most of your visit, book early and pick the experience that best matches your interests. Each offers a different glimpse into Salem’s maritime tradition, making your trip all the more memorable.