Salem’s waterfront buzzes with sailing tours that bring its seafaring past to life. These maritime adventures, all leaving from Pickering Wharf, offer great value and historic insights.

My favorite is the Privateer Schooner tour – it’s perfect for history buffs and families alike. The crew dresses in period clothing and shares fascinating tales of Salem’s privateering days while you enjoy the coast’s best views. The Historic Schooner Sailing Cruise stands out for its intimate atmosphere and excellent lighthouse photo opportunities. For old-world charm, the beautifully maintained 1939 schooner When And If delivers a peaceful two-hour journey along Salem’s shore.

Let’s explore the best boat tours Salem has to offer.

Key Points

  • Privateer Schooner Sailing Tour offers an interactive sailing experience on a replica historic schooner with knowledgeable crew and complimentary drinks and snacks.
  • Salem: Historic Schooner Sailing Cruise provides a 1.5-hour tour aboard a classic schooner, focusing on maritime history and scenic views of coastal landmarks.
  • Sailing on Historic Schooner When And If offers a classic sailing experience on a 1939 schooner, with unobstructed views of Salem’s picturesque coastline and a relaxing atmosphere.
  • Guests should arrive at least 30 minutes prior to departure and plan for extra time for parking, especially during October.
  • The sailing tours provide unique maritime adventures, engaging ways to explore Salem’s coastline and historical significance, and a blend of relaxation, history, and scenic beauty.

Privateer Schooner Sailing Tour in Salem Sound

Privateer Schooner Sailing Tour in Salem Sound

On the Privateer Schooner Sailing Tour in Salem Sound, guests embark on an interactive sailing excursion aboard a replica historic privateer schooner.

They’ll have the chance to actively participate by raising the sails and steering the boat, while the knowledgeable crew shares stories about Salem’s rich history and the role of privateers.

The tour concludes at the original meeting point, and a maximum of 30 travelers can join each outing – children under five aren’t permitted.

Guests should plan for extra time, especially in October, as parking may be challenging.

While refunds aren’t available for no-shows, the experience offers a flexible schedule.

Onboard, travelers can enjoy complimentary drinks and snacks, as well as blankets for cooler weather.

With an average rating of 4.9 out of 524 reviews, the Privateer Schooner Sailing Tour provides an engaging and memorable way to explore Salem’s scenic coastline and historical significance.

Read our full review: Privateer Schooner Sailing Tour in Salem Sound Review
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Salem: Historic Schooner Sailing Cruise

Salem: Historic Schooner Sailing Cruise

Travelers seeking a unique way to explore Salem’s scenic coastline and maritime history can embark on the Salem: Historic Schooner Sailing Cruise. This 1.5-hour tour offers a chance to sail aboard a classic schooner, immersing guests in the area’s seafaring legacy.

With a 4.6 rating, the cruise provides an intimate sailing experience, accommodating small groups of up to 6 passengers.

During the tour, attendees will glide along the waters of Salem Sound, taking in views of historic lighthouses, coastal landmarks, and the region’s natural beauty. The knowledgeable crew shares insights into Salem’s maritime past, enriching the experience for participants.

The cruise is priced at $49.00, making it an accessible way to discover Salem’s nautical heritage.

Whether you’re a history buff or simply seeking a relaxing afternoon on the water, the Salem: Historic Schooner Sailing Cruise offers a memorable way to explore this enchanting coastal town.

Read our full review: Salem: Historic Schooner Sailing Cruise Review
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Sailing on Historic Schooner When And If in Salem, MA

Sailing on Historic Schooner When And If in Salem, MA

Visitors can embark on a classic sailing experience aboard the historic schooner “When and If” in Salem, Massachusetts. The schooner was built in 1939 by General George Patton, offering a unique maritime adventure.

The sailing trip provides an ideal setting for couples and special occasions, with a relaxing atmosphere on deck. Guests can enjoy unobstructed views of Salem’s picturesque coastline from the bay.

The experience includes complimentary bottled water, and gratuities are covered in the overall cost. Alcoholic beverages and a full bar service are available for purchase. Non-alcoholic soft drinks are also offered.

The meeting point is located at 10 Blaney St, Salem, MA 01970, with nearby parking. Guests should arrive at least 30 minutes prior to departure. The sailing trip concludes back at the original meeting point, and cancellations are allowed up to 24 hours in advance for a full refund.

Read our full review: Sailing on Historic Schooner When And If in Salem, MA Review
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The Sum Up

Salem offers several enjoyable cruises and boat tours to explore the city’s rich maritime history. Visitors can sail aboard historic schooners like the Privateer and When And If, enjoying views of Salem Sound. These cruises provide a unique opportunity to experience the region’s seafaring legacy firsthand. Whether looking for a relaxing or adventurous outing, Salem’s boat tours cater to a range of interests and preferences.