Nights out and bar crawls in Annapolis
Downtown Annapolis waterfront bar crawl and Eastport pub loop: fix the stop order and last pickup time first, name one group contact for the driver, and check each venue's group entry policy.
Maryland service area
Party Bus, Limo & Charter Bus Rentals in Annapolis, MD
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
Get a Free Quote for Annapolis
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
Airports
BWI
Group pickups meet at the commercial-vehicle zone, not the passenger curb
Local planning
Planning group transportation in Annapolis
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. Send flight numbers and bag counts; the meeting point is the commercial-vehicle zone, not the passenger curb.
Beyond Annapolis. Trips that continue into Baltimore, Columbia, Germantown or Silver Spring are quoted as one itinerary; see the Maryland guide.
Festivals, concerts, and parades in Annapolis
Annapolis Boat Shows (sailboat & powerboat), Maryland Renaissance Festival (nearby) and First Sunday Arts Festival: read the organizer's street-closure notice before locking a route, and meet outside the heaviest foot traffic with a firm departure deadline.
Vehicle fit
Which vehicle fits your Annapolis group
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 |
14 Passenger Limo Sprinter · 14 passengers20 Passenger Party Bus · 20 passengers8 Passenger Limo · 8 passengers10 Passenger Executive Sprinter · 10 passengersFull fleet →
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.
Booking data by occasion
What groups like yours ask for
Annapolis does not yet have a local sample large enough to publish. The occasion pages below carry the measured figures for the trips Annapolis groups most often book.
Celebrations
Celebration-trip group size, lead time, weekend share, season, hours, vehicle mix and past quotes.
Bachelor parties
Bachelor-party group size, lead time, weekend share, season, hours, vehicle mix and past quotes.
Bachelorette parties
Bachelorette group size, lead time, weekend share, season, hours, vehicle mix and past quotes.
Wedding transportation
What wedding groups request: headcount, how far ahead they book, Saturday share, peak months, hours, vehicle and past quotes.
Booking
How booking works in Annapolis
1
Send the trip
Date, group size, stops, and occasion for Annapolis. Call, chat, or use the form—two minutes is enough.
2
We check the date
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
Written quote
All-inclusive: gratuity, taxes, fuel, and ordinary fees are in the number. Tolls or disclosed exceptions are itemized.
4
E-sign and deposit
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
Annapolis group transportation FAQ
Does Bus 2 Ride serve Annapolis, MD?
Yes. Pickups across Downtown / Historic District, Eastport and West Annapolis, trips to Maryland State House, U.S. Naval Academy and City Dock, BWI airport runs and continuations into Baltimore and Columbia are all quoted as Annapolis trips with our own chauffeurs.
Can we do multiple stops around Annapolis?
Yes. Downtown Annapolis waterfront bar crawl; Eastport pub loop; BWI Airport to Annapolis hotels are the Annapolis itineraries groups ask about most. List your stops in order with the wait at each.
Do you handle BWI airport pickups for groups in Annapolis?
Yes. BWI transfers such as BWI Airport to Annapolis hotels are quoted from flight numbers, terminal, and bag counts; the driver meets at the commercial-vehicle zone.
How early should we book for events like Annapolis Boat Shows (sailboat & powerboat) and Naval Academy Commissioning Week?
Boat Shows (October), Naval Academy graduation (May), and summer sailing season (June–Sept) are peaks. Annapolis dates around Annapolis Boat Shows (sailboat & powerboat), Naval Academy Commissioning Week and Maryland Renaissance Festival (nearby) go first, so request a quote as soon as the date is fixed.
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What Annapolis riders voted
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External References
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