Maryland service area
Group transportation in Annapolis, MD — party buses, limos, Sprinters, shuttles and coaches, with a chauffeur. Most pickups start around Downtown / Historic District and Eastport, heading for Maryland State House and U.S. Naval Academy or out to BWI. Annapolis Boat Shows (sailboat & powerboat) and Naval Academy Commissioning Week fill the calendar fast, so book those early. Tell us the date, how many people and where you are going. We will check what is free that night and come back with one all-in written price.
Our own chauffeurs · One all-inclusive written price · Booking group trips since 2015 · United States & Canada
Fast, No-Obligation Quote
Share the date, pickup city, and group size. We will check options and exact pricing for Annapolis, MD.
Group sizes
8–56 passengers
Sprinters, limos, party buses, shuttles, coaches
How to book
Quote → review → e-sign
A request is not a reservation until the agreement is signed
Pricing
All-inclusive, in writing
Gratuity, taxes, fuel, ordinary fees included; tolls disclosed separately
Typical lead time
28 days (median)
Across 86,891 requests on our own sites
Local planning
Where pickups start. Annapolis requests most often begin in Downtown / Historic District, Eastport, West Annapolis and Parole. Send the exact address, including which side of the street. That is what sets the drive time we quote you.
Where groups go. Destinations named for Annapolis include Maryland State House, U.S. Naval Academy, City Dock, Rams Head On Stage and Maryland Hall for the Creative Arts. Some have a coach door away from the main entrance. Worth knowing before the group is standing outside.
Book these early. Local calendars around Annapolis Boat Shows (sailboat & powerboat), Naval Academy Commissioning Week, Maryland Renaissance Festival (nearby) and First Sunday Arts Festival concentrate demand into a handful of weekends. Those weekends go early. Worth pricing as soon as your date is fixed.
Popular runs. Downtown Annapolis waterfront bar crawl; Eastport pub loop; BWI Airport to Annapolis hotels; Annapolis to Baltimore shuttle. Stop order and end time matter more than distance. Send both.
Airport groups. Annapolis trips connect to BWI. Provide flight numbers, terminal, bag counts, and one group contact; the driver meets at the commercial-vehicle zone, which is usually not the passenger curb.
Beyond Annapolis. Trips that continue into Baltimore, Bel Air, Bethesda or Bowie are quoted as one itinerary. The Maryland guide covers statewide staging and long-distance planning.
For a Annapolis night out anchored on Downtown Annapolis waterfront bar crawl and Eastport pub loop, fix the stop order and the last pickup time before requesting a quote, and name one group contact for the driver. Curb space is not guaranteed at busy venues, so agree on a pickup corner a short walk away, and check each venue's group entry policy so a bus full of people is not turned away at the door.
Annapolis Boat Shows (sailboat & powerboat) and Maryland Renaissance Festival (nearby) and other Annapolis events come with street closures and organizer transportation notices; read them before locking a route. Choose a meeting point outside the heaviest foot traffic, set a firm departure deadline for the group, and expect traffic to compress well before the published start time.
Vehicle fit
Pick by confirmed headcount, then by luggage and trip length. Your contract names the exact vehicle, its seating capacity and what is on board.
| Group size | Usual fit | Why | |
|---|---|---|---|
| 6–14 passengers | Stretch limo or Sprinter van | Tight downtown streets, valet-style arrivals, and shorter time blocks. | See limousines |
| 14–24 passengers | Mid-size party bus | The most-requested size on our own sites; standing room, sound, and a restroom-free footprint that fits most venue curbs. | See party buses |
| 24–40 passengers | Large party bus or mini coach | Wedding shuttles, corporate transfers, and big birthday groups that need everyone on one vehicle. | Compare large buses |
| 40+ passengers | Full-size coach bus | Luggage bays, restrooms, and highway comfort for long days, tournaments, and multi-city itineraries. | See coach buses |
How pricing is built—hours, mileage, day of week, season, stops—is explained on the pricing page. Every quote is trip-specific and all-inclusive.
From our own booking data
Annapolis does not yet have 25 company-owned-site requests with a usable city field, so we do not publish Annapolis-only group size or lead-time figures. These nationwide numbers still apply to how groups size vehicles and when they request a quote.
History on game-day trips: a median quote of $1,650 and a middle half of $1,300 to $2,150, before your date, hours and route move it.
What we have actually quoted on game-day trips, at the middle and the quartiles, across every market and length. Past numbers, not a price for a specific date.
n = 481 requests
On a party bus the median headcount we quote is 18; a quarter come in under 14 and a quarter over 24.
Headcount quartiles on quotes we have written for a party bus.
n = 21,633 requests
Groups that end up on a coach or shuttle bus are typically 35 people, with the middle half running 25 to 50.
Headcount quartiles on quotes we have written for a coach or shuttle bus.
n = 514 requests
Aggregates computed 2026-09-14 over 86,891 quote requests submitted through Bus 2 Ride and sister company-owned websites. Figures describe requests, not confirmed bookings or prices. Method and full dataset.
Booking
1
Date, group size, stops, and occasion for Annapolis. Call, chat, or use the form—two minutes is enough.
2
We look at what we have free that night and match a vehicle to your headcount, your stops, and how long you need it.
3
All-inclusive: gratuity, taxes, fuel, and ordinary fees are in the number. Tolls or disclosed exceptions are itemized.
4
The vehicle is reserved when the agreement is signed. Roughly half is due as a deposit; the balance before service.
If plans change, contact Bus 2 Ride as soon as possible; rescheduling, deposit, and refund options depend on the trip and the agreement. See terms and general FAQ.
Questions
Yes. We run trips in Annapolis and right across Maryland with our own buses and our own chauffeurs. Booking is quick and it all happens by phone, live chat, or email, so you never have to drive anywhere to sort it out. Tell us the date, where you are starting, and where you are headed, and we will get you a price. The agreement is signed electronically once you are happy with it.
Every Annapolis quote is priced for the specific trip: vehicle type, date and day of week, hours, mileage, group size, number of stops, and season all change the number. Quotes are all-inclusive—driver gratuity, taxes, fuel, and ordinary fees are in the written price; tolls and any specifically disclosed exceptions are listed separately. Ask for a written quote rather than relying on a range.
Party buses on the Bus 2 Ride fleet pages seat 8–45 passengers, limousines seat 8–22, shuttle and coach buses run 8–56. Pick the size above your confirmed count. Bags need somewhere to go, and for 8 to 14 a Sprinter is usually the easier fit.
Yes. Multi-stop itineraries are the most common request in Annapolis—for example, Downtown Annapolis waterfront bar crawl or Eastport pub loop. List every stop in order with an expected wait time at each so the quote covers the full time block rather than a point-to-point estimate.
Yes. For BWI transfers, share flight numbers, terminal, passenger and bag counts, and one group contact. Airports assign commercial-vehicle pickup zones that differ from the passenger curb, so the driver will confirm the exact meeting point, and the quote should state how flight delays and wait time are handled.
Boat Shows (October), Naval Academy graduation (May), and summer sailing season (June–Sept) are peaks. Across Bus 2 Ride's own sites, groups request quotes a median of 30 days ahead, but Friday and Saturday dates around major local events tighten first. For Annapolis Boat Shows (sailboat & powerboat) and Naval Academy Commissioning Week, request a quote as soon as the date is fixed—4–8 weeks out is comfortable, and wedding groups typically ask three months or more ahead.
No. Sending the form starts it. We check what we have free on your date, send a written price, and the bus is yours once you sign. Roughly half up front, the rest before the trip — your agreement spells out the exact terms for Annapolis.
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