

by Sunset Sail Key West
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$95.62Salem, Massachusetts, is known for its maritime history and coastal scenery. This tour offers a two-hour sailing trip aboard the Malabar X, a classic schooner yacht designed by John G. Alden. Malabar X is notable for winning the Newport to Bermuda race in 1930 and 1932 and is open to the public in Salem for the first time. The tour departs from 10 Blaney Street near the Salem ferry building, with boarding starting 15 minutes before departure. Guests sail on Salem Sound, including views of Marblehead's historic homes and the islands of Salem Sound such as Children's Island and Misery Island Reservation. The crew provides information about the islands' history during the sail. Soft drinks and bottled water are included in the fare. A bar serving craft cocktails, beer, wine, cider, and weekly specials opens once the sails are set and remains available until 30 minutes before docking. Payment can be made by cash or credit card. Passengers can relax or help with the sails if they choose. This sailing is suitable for all ages.
Sunset Sail Salem
Board the classic North Shore schooner yacht at 10 Blaney St., Salem, MA 01970, located next to the Salem ferry building. Boarding starts 15 minutes before departure. The two-hour sail occurs on Salem Sound, replicating early 1900s conditions. Once sails are set, a craft beverage bar opens with cocktails, beer, wine, cider, and weekly specials, available until 30 minutes before docking. Both cash and credit cards are accepted. Parking is on the pier but may fill early on busy summer days.
20 min
Salem
Sail across Salem Sound on the historic schooner yacht, experiencing the waters and coastal views under sail.
20 min
Marblehead
Sail around Marblehead, passing by several historic homes located on the Marblehead neck.
Misery Islands
Navigate around several islands in Salem Sound, including Children's Island and Misery Island Reservation. The crew shares information about the islands' unique history during the sail.
The When And If is docked at 10 Blaney Street in Salem, MA. Most days there is ample parking at the dock but just in case, we recommend arriving atlas 30 minutes prior to departure to ensure enough time to find parking.
End point
The When And If is docked at 10 Blaney Street in Salem, MA. Most days there is ample parking at the dock but just in case, we recommend arriving atlas 30 minutes prior to departure to ensure enough time to find parking.


by Sunset Sail Key West
How do you want to book?
✓Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.
Book on Viator Confirmed right away, but you pay full price.$95.62Salem, Massachusetts, is known for its maritime history and coastal scenery. This tour offers a two-hour sailing trip aboard the Malabar X, a classic schooner yacht designed by John G. Alden. Malabar X is notable for winning the Newport to Bermuda race in 1930 and 1932 and is open to the public in Salem for the first time. The tour departs from 10 Blaney Street near the Salem ferry building, with boarding starting 15 minutes before departure. Guests sail on Salem Sound, including views of Marblehead's historic homes and the islands of Salem Sound such as Children's Island and Misery Island Reservation. The crew provides information about the islands' history during the sail. Soft drinks and bottled water are included in the fare. A bar serving craft cocktails, beer, wine, cider, and weekly specials opens once the sails are set and remains available until 30 minutes before docking. Payment can be made by cash or credit card. Passengers can relax or help with the sails if they choose. This sailing is suitable for all ages.
Sunset Sail Salem
Board the classic North Shore schooner yacht at 10 Blaney St., Salem, MA 01970, located next to the Salem ferry building. Boarding starts 15 minutes before departure. The two-hour sail occurs on Salem Sound, replicating early 1900s conditions. Once sails are set, a craft beverage bar opens with cocktails, beer, wine, cider, and weekly specials, available until 30 minutes before docking. Both cash and credit cards are accepted. Parking is on the pier but may fill early on busy summer days.
20 min
Salem
Sail across Salem Sound on the historic schooner yacht, experiencing the waters and coastal views under sail.
20 min
Marblehead
Sail around Marblehead, passing by several historic homes located on the Marblehead neck.
Misery Islands
Navigate around several islands in Salem Sound, including Children's Island and Misery Island Reservation. The crew shares information about the islands' unique history during the sail.
The When And If is docked at 10 Blaney Street in Salem, MA. Most days there is ample parking at the dock but just in case, we recommend arriving atlas 30 minutes prior to departure to ensure enough time to find parking.
End point
The When And If is docked at 10 Blaney Street in Salem, MA. Most days there is ample parking at the dock but just in case, we recommend arriving atlas 30 minutes prior to departure to ensure enough time to find parking.