Manhattan By Sail, New York

For more than 30 years, the captains and crews behind Manhattan by Sail have been giving visitors and locals alike the chance to view the city from an entirely new perspective. Their 158-foot Clipper City vessel is a replica of a 19th-century cargo schooner that was constructed in the 1980s using plans purchased from the Smithsonian. Clipper City can hold more than 145 passengers between masts and rigging that tower as high as 120 feet above the deck. The vessel can set sail on daytime, sunset, and evening cruises where you can enjoy an impromptu sea-shanty sing-along. Somm in the City hails Manhattan by Sail as a prime destination for weekend fun and NewYork.com lists it as one of the 12 Great Things to Do with Your Dad in NYC.