Salem is famous for its witch trials, but it’s also a fantastic place to set sail. The city’s coastal waters offer a perfect backdrop for boat trips, whether you want a quick thrill or a relaxing voyage. Among the options, the Schooner Fame Sailing Tour stands out for its interactive approach, inviting you to help raise the sails and steer, making it a hit for families and history buffs alike.
Meanwhile, Sailing on a Historic Schooner Yacht offers a more luxurious, vintage experience that’s ideal for romantic getaways or celebrating special occasions.
Lastly, the Salem: Historic Schooner Sailing Cruise provides a traditional sailing adventure with views of lighthouses and waterfront mansions.
If you’re wondering which to pick, this guide compares these top three Salem sailing experiences to help you choose the right trip.
Quick Overview
We’ve rounded up the best sailing experiences in Salem, each with its own flavor. Whether you’re after interactive fun on a replica privateer schooner (Schooner Fame Sailing Tour), a classic yacht cruise with a licensed bar (Sailing on a Historic Schooner Yacht), or a more affordable regional cruise (Salem: Historic Schooner Sailing Cruise), this list covers a range of budgets and interests. Let’s dive into what makes each option special.
1. Schooner Fame Sailing Tour
This interactive sailing tour offers a chance to help operate a replica historic privateer schooner, making it one of the most engaging trips in Salem. Costing around $50.65 per person for about 1 hour 40 minutes, it’s a fantastic value for those who want more than just sightseeing.
The tour departs from Pickering Wharf Marina and covers Salem Sound, an area rich with pirates, privateers, and historic ships.
What makes this tour stand out is its participatory nature. You’re encouraged to help with tasks such as raising the sails and steering the boat, which keeps everyone involved. The crew is highly praised for sharing stories about Salem’s maritime past, making it both fun and educational.
Many reviewers note the crew’s friendliness and their skill at accommodating different ages, including elderly passengers. Shooting the cannon and helping hoist the sails are memorable highlights.
Bottom line: If you’re traveling with family or prefer an active experience that combines history with hands-on sailing, this is a top choice. It’s excellent for those who want to learn about Salem’s privateering roots while enjoying the fresh sea air.
2. Sailing on a Historic Schooner Yacht in Salem, MA
For around $55, you can enjoy a 2-hour cruise aboard the vintage schooner What and If. Built in 1939 by General George Patton, this classic vessel offers a different kind of sailing—more refined and relaxed. Departing from 10 Blaney St., the cruise takes you along Salem’s coastline, giving you unobstructed views of local landmarks, waterfront homes, and historic lighthouses.
This trip appeals especially to couples or those celebrating special occasions. The well-maintained schooner provides not only the opportunity to relax and watch the sunset but also a chance to take the wheel if you want. A cash bar offers beer, wine, cocktails, and cider, allowing you to sip while enjoying the breeze.
Many reviewers describe the experience as “beautiful” and “informative,” with the crew’s friendliness adding to the relaxing vibe. Nighttime cruises during sunset are particularly popular, as the views of Salem’s shoreline are at their best.
Key highlights: The elegant vessel, vintage ambiance, and unobstructed coastline views make this cruise feel like stepping back in time. It’s ideal for those looking for a romantic or peaceful sailing experience.
Bottom line: If you want to enjoy Salem’s scenic coast with a touch of history aboard a beautifully restored classic, this cruise fits the bill. It offers great value for those seeking a more leisurely sailing experience.
3. Salem: Historic Schooner Sailing Cruise
This more affordable option at $39 per person lasts about 1 hour 40 minutes, offering a straightforward sailing adventure on the Schooner Fame. It’s a traditional gaff-rigged schooner that takes you around Salem, with views of forts, lighthouses, and waterfront homes. The cruise includes a bar where you can choose from a selection of beverages, including rum punch, which adds a relaxed, social element.
During the cruise, you’re invited to help raise the sails or take the helm, giving a real sense of being part of the sailing crew. Many reviews mention the friendly crew and the fun of helping out—plus, the scenic views of Salem’s waterfront are a real highlight. It’s a good pick for travelers on a budget who still want a taste of traditional sailing and some hands-on fun.
Key highlights: The focus on active participation, the classic schooner experience, and the affordable price point make this cruise appealing. It’s well-suited for those who want a simple, traditional sailing outing without extra frills.
Bottom line: If you’re after an authentic sail with a supportive crew and a reasonable price, this cruise offers excellent value and a memorable experience.
How to Choose the Right Salem Sailing Experience
Picking among these options depends on your interests, budget, and the kind of experience you want. If you’re traveling with family or want an active, story-filled adventure, the Schooner Fame Sailing Tour (see here) is a winner. For a romantic, vintage vibe with scenic views, consider the Sailing on a Historic Schooner Yacht (see here).
If you prefer an affordable, straightforward sailing trip that still offers hands-on fun, the Salem: Historic Schooner Sailing Cruise (see here) is your best bet.
Practical tips: Book early in the summer months, especially for sunset or evening cruises, as they tend to fill up fast. Check the weather forecast and dress in layers since sailing can be cool and breezy even on warm days. Consider whether you want a more active or relaxing experience, and pick the tour that best matches your style.
Salem offers a surprising variety of sailing experiences that showcase its maritime charm. Whether you want a lively, participatory adventure, a romantic vintage cruise, or an affordable day on the water, there’s a trip for you.
For families, the Schooner Fame Sailing Tour offers fun and learning; for couples or those celebrating, the classic yacht cruise provides elegance; while budget travelers will find the traditional schooner a solid and enjoyable choice.
Don’t forget to book early—these trips tend to sell out, especially in peak season. Get ready to enjoy Salem from the water—the city’s coast is calling.