The Peekskill Trolley Company offers a variety of guided tours throughout the area so visitors can enjoy local scenery, fall foliage, sunsets, historical landmarks, holiday lights and art galleries. Private tour groups have use of an eight speaker sound system and microphone for music or prerecorded messages and speeches. The trollies are also available for transportation to weddings, bar/bas mitzvahs, bachelor/bachelorette parties and other private affairs.
Mile Square Transportation assists local school districts with student transportation. The company produces safe drivers through a rigorous screening process so parents can be sure children are always safe. Services include bus and van transportation to and from designated pick-up and drop-off points. Its bus lot can be found at 5 John Walsh Boulevard, sharing an address with other businesses, such as Crystal Bay Seafood Co. & Restaurant and the National Maritime Historical Society.