Car Service in Millsboro, Delaware

Jolly Trolley Car Service

Millsboro sits at the crossroads of Sussex County, one of the fastest growing corners of Delaware, where Route 113 meets the road to the beaches. Jolly Trolley provides private car service in Millsboro year round: black car airport transfers, cruise port connections, weddings and group transportation, from the family-run team that has served southern Delaware since 1970.

Private Car and Black Car Service in Millsboro

Millsboro is a year-round town, and so are we. Our chauffeured black cars serve Millsboro, Long Neck and the Indian River Bay communities every month of the year, whether that is a ride to a dinner reservation in Rehoboth Beach, an evening event, or a comfortable trip for visiting family. When the app-based options thin out after Labor Day, our schedule does not change.

Airport Transfers from Millsboro

Living inland puts Millsboro closer to more travel options than most people realize:

  • Delaware Coastal Airport (GED): just minutes up the road in Georgetown for private and charter flights.
  • Salisbury (SBY): about 40 minutes for the closest commercial service.
  • Philadelphia (PHL): roughly two and a quarter hours, the region's biggest hub.
  • Baltimore (BWI): about two and a quarter hours via the Bay Bridge.
  • Wilmington Amtrak: around an hour and forty five minutes for train connections.

Every trip includes flight tracking and a driver who knows which of these routes runs cleanest at your departure hour. Comparing options? Start with our guide to choosing the best airport for your Delaware trip, or see the full route list on our airport black car service page.

Cruise Port and Train Connections

A trip that starts with a two and a half hour drive to the Baltimore cruise terminal should not begin with the stress of parking a car there for a week. We provide door-to-terminal cruise transfers from Millsboro and all of Sussex County, plus Amtrak station runs to Wilmington, so your vacation starts in the passenger seat.

Weddings and Group Outings

From celebrations at the golf course communities around Long Neck to receptions along Indian River Bay and the beach towns, we provide wedding transportation throughout the Millsboro area, with guest shuttles, classic trolleys and black car send-offs. Planning a brewery afternoon, a Washington DC day trip or a family reunion outing? Our customized tours pick up in Millsboro too.

Why Millsboro Riders Choose Jolly Trolley

  • Year-round service: a real local operation since 1970, not a seasonal pop-up.
  • Every group size: black cars, mini buses, full buses and trolleys in our fleet.
  • Licensed for the long haul: FMCSA and USDOT regulated, interstate licensed and insured for Maryland and Pennsylvania runs.
  • Family owned: operated by the Hastings family since 1992.

Book Your Millsboro Car Service

Call (302) 644-0400 or request a reservation online. We also serve Lewes, Bethany Beach, Rehoboth Beach, Dewey Beach, Milton and Long Neck.