About Chesapeake Charter
Chesapeake Charter operates from Broadneck Road in Annapolis. Its fleet page describes full-size motorcoaches for long-distance and multi-day trips, with reclining seats, restrooms, wifi, power outlets, HDMI and USB ports, overhead storage and luggage bays.
The site also lists a mini motorcoach built on a Mercedes-Benz Sprinter for mid-sized groups, a six-passenger Suburban SUV, and yellow school buses it positions for field trips, athletic teams and day outings. The company posts office hours of 9am to 6pm Monday through Thursday and 9am to 5pm Friday, and one page advertises a used 2001 MCI coach for sale, so it also deals in buses.
Services listed on its website
- corporate retreats
- multi-day tours
- conference transportation
- school field trips
- athletic team travel
- wedding transportation
- airport group transfers
Fleet notes
Listed vehicles are a 56-passenger full-size motorcoach, a 19-passenger Mercedes-Benz Sprinter mini coach, a 20-passenger yellow school bus and a 6-passenger Suburban SUV. Coach amenities per the site include onboard restroom and wifi.
Booking policies it publishes
- Its site lists office hours of Monday to Thursday 9am-6pm and Friday 9am-5pm, closed December 25 and January 1.
Questions to ask Chesapeake Charter before you book
- Does every full-size coach have the restroom, wifi and power outlets the fleet page lists?
- How many passengers does the school bus actually seat, and can it be used for adult groups?
- What are the rates for multi-day trips, including driver lodging and mileage?
Written from Chesapeake Charter's own website (chesapeakecharter.net/fleet, chesapeakecharter.net/fleet/buses-for-sale) and the fleet on record, reviewed October 2026. Operator statements are attributed, not verified — confirm prices, availability and vehicle assignment directly.