Captain navigates a pirate ship vessel along both land and water during 90-minute tour of city sights

Windowed boat glides past Boston ports and islands on elegant evening cruises, complete with three-course meal and live music

Groups adventure to Peanut Island, enjoy mansion-spotting excursions or relax in sunshine aboard up to 22-foot vessels

Expert guides lead basic lesson, furnish all equipment, and narrate the tour surveying history and wildlife through an in-harbor sea cave

Sea captains sail luxury catamaran to Gulf of Mexico, charting courses as the sun goes down on frolicking bottlenose dolphins

After a speedboat tour of Biscayne Bay, South Beach, and Miami Gold Coast, guests receive a framed photo to remember the experience

Expert guides lead basic lesson, furnish all equipment, and narrate the tour, surveying wildlife along the coast

The glass-walled boat glides past Chicago’s skyline on elegant evening cruises, complete with a three-course meal and live music

14-ft. bay skiffs shuttle up to five passengers on daylong fishing excursions through San Diego or Mission Bay

Costumed revelers drift down the Hudson as two DJs spin dance music; one premium drink included