Private charter · Annapolis, MD
Private charter to & from Annapolis
Fly private to Annapolis for the Naval Academy, the Maryland State House, the fall boat shows and sailing on the Chesapeake Bay
- BWI
- FME
- MTN
- ESN
Photo: Flickr user: high limitzz https://www.flickr.com/people/highlimitstudio/ · CC BY 2.0
Price a private flight from Annapolis
Fly private in Annapolis
Annapolis, without the hub.
- 4
- Airports
- 5
- Passengers
- 29
- Direct routes
Annapolis is Maryland’s capital and one of the best-preserved colonial cities in the country, its brick streets winding between the domed State House and the waterfront at City Dock. The State House is the oldest in the nation still in continuous legislative use, and it briefly served as the U.S. capitol, where the Continental Congress ratified the Treaty of Paris. The United States Naval Academy fills the city with midshipmen, families and visiting officers, and government, lobbying, tourism and the marine industry drive the economy.
Annapolis is known as a sailing capital, and its harbor hosts racing, charters and major in-water boat shows each fall. It is also a short distance from Washington and Baltimore, yet traffic on Route 50 and the approaches to the Bay Bridge can turn short drives into long ones. Flying private into BWI or one of the area’s smaller airports makes it easy for Naval Academy families, lobbyists during the legislative session and boat buyers to come and go. Visitors spend their days touring the Academy, sailing the Chesapeake and eating crabs at waterfront restaurants in Eastport.
Airports
Charter to and from Annapolis airports
Fly into whichever airport puts you closest to where you're going. Littlebird flies to and from these airports in and around Annapolis, and the price is for the whole airplane, however many seats you fill.
BWI
Major airportBaltimore/Washington International Thurgood Marshall Airport
Baltimore · KBWI
- From downtown
- 17 mi
- Longest runway
- 10,503 ft
FME
Commercial airportFort Meade Executive Airport
Fort Meade(Odenton) · KFME
- From downtown
- 16 mi
- Longest runway
- 3,000 ft
MTN
Commercial airportMartin State Airport
Baltimore · KMTN
- From downtown
- 25 mi
- Longest runway
- 6,999 ft
ESN
Regional airportEaston Airport / Newnam Field
Easton · KESN
- From downtown
- 26 mi
- Longest runway
- 5,500 ft
Top attractions
Things to do in Annapolis
When to go. Spring through fall is the season in Annapolis, with sailing, outdoor dining and lively waterfront events. Naval Academy Commissioning Week in late May and the sailboat and powerboat shows in October fill hotels quickly. Summer is hot and humid but ideal for crab feasts and evenings on the water. Winters are cool and quieter, though the legislative session from January into April brings a steady flow of visitors to the State House.
- 01
United States Naval Academy
Guided tours of the Academy’s waterfront campus visit the chapel, John Paul Jones’s crypt and Bancroft Hall, and visitors can watch the midshipmen’s noon formation.
- 02
Maryland State House
Visitors can tour the historic chambers, including the Old Senate Chamber where George Washington resigned his commission as commander in chief in 1783.
- 03
City Dock and Ego Alley
The narrow inlet at the heart of downtown draws a parade of yachts and sailboats, surrounded by restaurants, shops and the historic Market House.
- 04
William Paca House and Garden
The Georgian mansion of a signer of the Declaration of Independence has been restored with period furnishings and terraced gardens leading toward the water.
- 05
Annapolis Maritime Museum
In Eastport, the museum tells the story of the Chesapeake’s watermen and oyster industry, and runs boat trips to the Thomas Point Shoal Lighthouse.
- 06
Sailing the Chesapeake
Public sailing cruises, private charters and sailing schools leave from the harbor, and Wednesday evening races are a beloved local tradition.
Popular routes
Private flights from Annapolis

Annapolis Philadelphia
98 mi · about 35 min

Annapolis Richmond
111 mi · about 40 min

Annapolis Charleston
280 mi · about 1 hr 35 min

Annapolis Rehoboth Beach
79 mi · about 25 min

Annapolis Virginia Beach
149 mi · about 50 min

Annapolis Morgantown
190 mi · about 1 hr 5 min

Annapolis Pittsburgh
211 mi · about 1 hr 15 min

Annapolis Ocean City
87 mi · about 30 min

Annapolis Harrisburg
92 mi · about 30 min

Annapolis Charlottesville
125 mi · about 45 min

Annapolis Lewisburg
228 mi · about 1 hr 20 min

Annapolis Williamsburg
118 mi · about 40 min
Flights to Annapolis
- Rehoboth Beach79 mi · about 25 min
- Ocean City87 mi · about 30 min
- Deep Creek Lake159 mi · about 55 min
- Hagerstown80 mi · about 30 min
- Philadelphia98 mi · about 35 min
- Pittsburgh211 mi · about 1 hr 15 min
- Harrisburg92 mi · about 30 min
- Allentown125 mi · about 45 min
- State College145 mi · about 50 min
- Erie288 mi · about 1 hr 40 min
- Scranton174 mi · about 1 hr
- Pocono Mountains167 mi · about 1 hr
Every route from Annapolis
- Philadelphia98 mi · about 35 min
- Richmond111 mi · about 40 min
- Charleston280 mi · about 1 hr 35 min
- Rehoboth Beach79 mi · about 25 min
- Virginia Beach149 mi · about 50 min
- Morgantown190 mi · about 1 hr 5 min
- Pittsburgh211 mi · about 1 hr 15 min
- Ocean City87 mi · about 30 min
- Harrisburg92 mi · about 30 min
- Charlottesville125 mi · about 45 min
- Lewisburg228 mi · about 1 hr 20 min
- Williamsburg118 mi · about 40 min
- Allentown125 mi · about 45 min
- Huntington323 mi · about 1 hr 50 min
- Roanoke221 mi · about 1 hr 15 min
- Fayetteville257 mi · about 1 hr 30 min
- State College145 mi · about 50 min
- Deep Creek Lake159 mi · about 55 min
- Hot Springs192 mi · about 1 hr 5 min
- Erie288 mi · about 1 hr 40 min
- Hagerstown80 mi · about 30 min
- Scranton174 mi · about 1 hr
- Blacksburg245 mi · about 1 hr 25 min
- Staunton150 mi · about 50 min
- Pocono Mountains167 mi · about 1 hr
- New Hope127 mi · about 45 min
- Winchester91 mi · about 30 min
- Ligonier170 mi · about 1 hr
- Abingdon337 mi · about 1 hr 55 min
Questions
Flying private in Annapolis
Which airports can I charter a private flight to or from in Annapolis?
Littlebird flies in and out of Baltimore/Washington International Thurgood Marshall Airport (BWI), Fort Meade Executive Airport (FME), Martin State Airport (MTN), and Easton Airport / Newnam Field (ESN). Choose the one closest to where you're going; smaller regional airports usually mean a shorter walk from the car to the airplane.
How do I book a private charter from Annapolis?
Enter your departure airport, destination, date and number of passengers above. You'll see an instant price for the whole airplane, with taxes and fees included, and you can book online in a few minutes.
How many passengers can fly on a charter from Annapolis?
Up to 5 passengers, depending on the aircraft. You pay one price for the whole airplane, not per seat, so traveling together lowers the cost per person.
What are popular private flights from Annapolis?
Popular trips include Philadelphia (about 35 min), Richmond (about 40 min), Charleston (about 1 hr 35 min), and Rehoboth Beach (about 25 min). Every route is priced instantly online.
Is private charter in Annapolis, MD safe?
Littlebird flights are operated under FAA Part 135 by Jetvia, in Cirrus aircraft that each carry a parachute for the entire airframe (CAPS).
More destinations in Maryland
Your next trip from Annapolis starts here
Pick your airports, date and time, and see an instant price for the whole airplane, with taxes and fees included.
Get an instant price