Annapolis Group Transportation: City Dock, Naval Academy Weekends, and the Bay Bridge

Quotes we have sent across Maryland start around $305–$345 an hour, which puts a typical four-hour night at $1,375–$1,625. Your price depends on the date, the city, how many hours you need, the bus and your group size.

Usually not at the water’s edge. Downtown streets around City Dock and Main Street are narrow, partly one-way, and busy with pedestrians, and boat shows or festivals close them entirely. Ask the company to identify a legal outer curb, such as along the West Street or Rowe Boulevard approaches, and plan a short accessible walk. Confirm the pickup point in writing so late-night passengers know where to meet the vehicle.

Commissioning Week in late May brings graduation, parades, and the Blue Angels, and hotels across Anne Arundel County sell out. The Naval Academy controls its gates and does not admit chartered vehicles without arrangement, so ask the Academy or your event host for the current visitor and bus instruction. Book vehicles months ahead, expect longer minimums, and give the provider a meeting landmark outside gate traffic. Availability varies by date, vehicle, and provider.

The United States Sailboat Show and Powerboat Show occupy City Dock on consecutive October weekends, closing Dock Street, Compromise Street, and nearby blocks and drawing large crowds downtown. Plan pickups at an outer point along the West Street corridor and add waiting time. If your group is exhibiting or attending, ask the show organizer for its designated shuttle and bus locations rather than assuming ordinary downtown curbs are open.

BWI Marshall Airport is about 30 miles north of Annapolis via Interstate 97, a direct route that avoids the Baltimore and Washington beltways in most conditions. Reagan National, about 35 miles west, requires US 50 and the Capital Beltway and is more exposed to congestion. Provide the airline, flight number, terminal, and luggage count so waiting for delays is priced ahead of time, and confirm which airport curb BWI assigns to chartered vehicles.

61% of every request we get is for a Saturday, and another 20% for a Friday. That is why Saturday availability is the first thing to ask about. That's what other Annapolis planners asked for — your own headcount is what decides it. Count everyone who is actually getting on, then add room for luggage, coolers, instruments or formalwear. Ask each company for the legal seated capacity of the exact vehicle they're offering. Most Annapolis requests are for weddings, bachelor parties, and bachelorette parties, and those nights want different amounts of floor space for the same headcount. A bus rated for twenty seats is not twenty comfortable seats in formalwear.

Not necessarily. The images here are representative renderings of a vehicle class, not photos of a bus parked in Annapolis. The company covering your route names the assigned vehicle in writing when you book. Before you pay, make sure that writing gives the specific vehicle, its legal seated capacity, the features you're counting on, and what happens if it's unavailable on the day — including whether a replacement could be a different size or class.

Ask in your first message, before you have a quote. Accessible vehicles are a small slice of any local fleet and they need more lead time. Tell them how many passengers use a wheelchair or mobility device, the type and weight, whether anyone can transfer to a seat, and whether you need a lift or a ramp. Ask in writing how the device is secured, what the usable door and interior height are, and how much notice they need. Then check the accessible entrance and loading spot with each venue — City Dock and the Annapolis waterfront and United States Naval Academy set their own access rules, and the right bus is no help at a door it can't reach.