Annapolis
Private Jet Charter

Maryland capital and historic port city; home of the US Naval Academy.

  • No Membership Required
  • ARGUS Certified
  • Since 2007

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4.9/5 (762 reviews)

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TRUSTED BY DISCERNING TRAVELERS SINCE 2007

Fly in Luxury: Explore Annapolis Year-Round by Private Jet

An important capital city in the makings of American independence, Annapolis wears its history proudly. See where our forefathers walked before us at the Maryland State House, which briefly served as the US capitol from 1783-84, and where the Treaty of Paris was ratified. Visit the city's historic district to shop, eat and see buildings dating back to the 18th century and tour the stately US Naval Academy, located at the mouth of the Severn River.

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Quick Links

How Much Does it Cost to Charter a Plane to Annapolis?

The cost to book an Annapolis charter plane often depends on its point of origin, so it helps to look at some of the most commonly flown routes to come up with an estimate. Some of the more popular charter flights to and from Annapolis include Teterboro, White Plains, Bridgeport, WV and Washington, DC. Flights from Manassas, VA and Boston are also common.

Annapolis Private Flight? Choose the Right Airport for Your Itinerary

Whether flying to Annapolis for business or pleasure, private fliers have their choice of several airports in the greater Annapolis area. Unsure which airport best suits your itinerary? Our private flight advisors are here to help.

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Choosing Stratos Jets Means Choosing Safety, Fair Pricing & Reliability

Active Safety Management

As one of only a few ARGUS Certified brokers, our approach towards air charter safety is recognized for its proactive approach towards mitigating risk. We have robust safety standards that an air carrier must meet in order to serve our clients.

Experience You Can Rely On

Stratos has made major investments in both our personnel and technological infrastructure. The investment in our people through ongoing training and education results in a consistently superior customer experience.

Fair Pricing & Honest Advice

The vision of Stratos Jets is to provide an air charter service that educates our clients and helps them to make an informed buying decision. We analyze our network of pre-approved air carriers for all available aircraft for your flight.

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About Annapolis

Annapolis charms visitors with its historic waterfront, where 18th-century brick buildings meet a lively harbor filled with sailboats and waterside cafés.

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General Information

The state capital of Maryland, Annapolis is a vibrant city with plenty to offer in the way of history and culture. Located at the mouth of the Severn River on Chesapeake Bay, 30 miles from the Washington, DC, Annapolis is a popular choice for those who want to explore the National Capital Region. The city played an important part during the Revolutionary War, when it served as the capital of the newly forming American Nation from 1783-1784. The Treaty of Paris was signed here, marking the end of the war. Today, Annapolis, which is home of the US Naval Academy, serves as an important meeting place for international conferences and conventions due to its close proximity to the nation’s capital. With its military background and large port, Annapolis is an important hub for industries such as radar technology, underwater military devices, research and development, as well as communications. It also serves as a shipping center for agricultural and manufactured goods.

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Things to Do in Annapolis

With its naval background and rich history, there’s so see and do in Annapolis. No trip here is complete without a visit to the US Naval Academy. There are options for both guided and self-guided tours. Here, you will see:

  • Exquisite 18th century architecture
  • US Naval Academy Museum
  • Monuments and memorials

Next, take a trip to Historic Annapolis, which consists of converted row houses along Main Street. It features an assortment of:

  • Restaurants
  • Galleries
  • Boutique shops

The Maryland State House is another must-see attraction. It is the oldest state capitol in continuous legislative use in the US, dating back to 1772, and was the site of many historic events, including the signing of the Treaty of Paris. Take a tour of its historic halls and  exhibits. Other historic sites in town include the:

  • William Paca House, an 18th-century Georgian mansion
  • Thomas Point Shoal Light, a historic lighthouse in Chesapeake Bay
  • Hammond-Harwood House, a historic house museum
  • Banneker-Douglass Museum, site of a former African-American church
03

How to Book Charter Flights to Annapolis

Nobody likes waiting, especially at a busy airport. When you fly aboard an Annapolis private jet charter booked through Stratos Jet Charters, you can avoid all of that standing around and make full use of your time. That’s because there’s no:

  • Long check-in lineups
  • Tedious security procedures
  • Luggage claim nightmares

Executives who book Annapolis charter flights also benefit from full business amenities. Having an office at 40,000 feet enables you to:

  • Conduct private meetings
  • Review company information without being disturbed
  • Get ample rest on the way to a business meeting or event

Popular Destinations Near Annapolis

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What Our Clients Are Saying

Every charter flight review on this page was submitted by a real Stratos Jets customer. In the interest of transparency, we never change reviews or use incentives to influence these reviews. This way, you can hear directly from our past and current clients about how we handled their private travel experience.

5 1 5

I would definitely recommend Stratos. I had a very involved trip that need the coordination of medical professionals, the local fire department and Stratos. The trip couldn't have gone more smoothly. Daniel did an incredible job.

07/04/2025
5 1 5

Joel and Stratos are amazing! He made sure our flight was tailored perfectly and was very responsive and always available for contact. They catered specifically to our needs with late notice. The pilots were fantastic and patient, especially considering we...

10/30/2017
5 1 5

One of the more detail oriented, organized brokers and brokerages to work with. Didn't matter who I coordinated with, between broker and trip support personnel, they treated us with respect and professionalism each and every single time. Looking forward to...

01/12/2021

Excellent

4.9/5 based on 762 reviews

Frequently Asked Questions

  • What airports are available for private jet charters in Annapolis, Maryland?

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    The primary airport for private jet charters to Annapolis is Lee Airport (ANP), located just 2 miles from downtown Annapolis with a 5,000-foot runway suitable for most light and midsize jets, dedicated FBO services (like Atlantic Aviation), and the most convenient access to the historic district, U.S. Naval Academy, and Chesapeake Bay. For larger aircraft or international arrivals, nearby Baltimore/Washington International Thurgood Marshall Airport (BWI) is about 25 miles north with full customs and additional FBOs. Stratos Jets private flight advisors can recommend the best airport based on your itinerary, group size, aircraft type, and preference for minimal crowds.

  • How much does a private jet charter to Annapolis typically cost?

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    Costs vary based on aircraft type, flight distance, passenger count, and amenities, but hourly rates typically range from $2,000-$5,000 for light jets on shorter routes, $5,000-$10,000 for midsize jets, and higher for long-range heavy jets. Popular short routes like from Teterboro, Philadelphia, or Washington D.C. keep costs more affordable, while longer flights from Chicago or Atlanta add to the price. Contact Stratos Jets for a personalized quote that factors in your origin and peak season demand for Chesapeake Bay travel.

  • What are the most popular private jet routes to and from Annapolis?

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    Popular routes include inbound flights from Teterboro (New York area), Chicago, Atlanta, Dallas, Philadelphia, and Washington D.C. These are favored for quick getaways to Annapolis’ historic charm, sailing events, Naval Academy visits, or business travel in the Mid-Atlantic region.

  • What luxury services are available on private jets to Annapolis?

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    Private charters provide customizable luxury amenities such as gourmet catering (with fresh Maryland seafood or crab cakes), high-speed Wi-Fi, spacious cabins, in-flight entertainment, extra cargo space for sailing gear or golf clubs, and full concierge services for ground transportation (private car or limo), hotel bookings (e.g., Historic Inns of Annapolis, Graduate Annapolis), dining reservations, or sailing charter planning. Stratos Jets specializes in coordinating these details to create a seamless, indulgent Annapolis experience.

  • What are the benefits of chartering a private jet to Annapolis, Maryland?

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    Benefits include flexible scheduling with short notice, enhanced privacy by using a small regional airport with low traffic, time savings for direct access to downtown Annapolis and the U.S. Naval Academy, and the ultimate relaxed arrival for sailing, history, or Chesapeake Bay leisure. With ARGUS-certified brokers like Stratos Jets, you enjoy proactive safety management, fair pricing through pre-approved carriers, and personalized service.

  • Which airports in the Annapolis area are best for privacy and quick access to downtown or the U.S. Naval Academy?

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    For maximum privacy and quick access to downtown Annapolis, the U.S. Naval Academy, and historic sites, Lee Airport (ANP) is the top choice at only 2 miles from downtown with dedicated FBO facilities tailored for private jets. It provides the most convenient and exclusive arrival for the area. Baltimore/Washington International (BWI) is a good alternative for larger jets but requires a longer drive (about 30-45 minutes). Stratos Jets advisors help select the ideal airport to minimize travel time and enhance your Chesapeake Bay getaway.

  • How can I book a private jet charter to Annapolis?

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    Contact a trusted broker like Stratos Jets to discuss your group size, itinerary, aircraft preferences (light, midsize, or heavy jets), and extras. They provide a customized quote and handle all logistics, from aircraft selection to concierge coordination. Booking is simple by phone at (888) 593-9066 or online, with 24/7 advisor support and quick turnaround.

  • What safety standards apply to private jet charters to Annapolis?

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    Reputable providers like Stratos Jets are ARGUS-certified, with proactive safety management, rigorous audits of operators and aircraft, experienced pilots, and ongoing training. This ensures high standards and reliability for flights to Annapolis, even with variable Chesapeake Bay weather like summer humidity or winter chill.

  • What attractions make Annapolis a great destination for private jet travelers?

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    Annapolis is Maryland’s charming capital, known as the “Sailing Capital of the World” and steeped in American history. Highlights include the U.S. Naval Academy (campus tours, museum, and midshipmen parades), Maryland State House (oldest state capitol in continuous use), historic downtown Annapolis (cobblestone streets, colonial architecture, boutique shops), Ego Alley (yacht watching at City Dock), Chesapeake Bay sailing and boat charters, the Annapolis Maritime Museum, the Kunta Kinte-Alex Haley Memorial, fresh Maryland blue crab dining, nearby Sandy Point State Park (beaches), and the annual U.S. Sailboat Show – perfect for history buffs, sailing enthusiasts, families, or relaxed Mid-Atlantic escapes via private jet.

  • How does Annapolis' weather affect private jet charters?

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    Annapolis has a humid subtropical climate with hot, humid summers, mild winters, and occasional rain or snow. Private charters offer flexibility to monitor and adjust for weather variations (like summer humidity or winter chill), with aircraft selected for safe operations – ensuring reliable access to this historic sailing capital year-round.

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