Sailboat Charter in Annapolis

America’s sailing capital – a region steeped in American history which pulsates through the gorgeous architecture of the city’s streets. Briefly the capital of the US, chartering a sailboat here is the best way to discover the natural beauty, layered past and local passion for sailing. Explore the rugged coastline in ideal sailing conditions with high season occurring in mid-summer when temperatures reach the mid-20s. Locals recommend Autumn time for warmer ocean temperatures, but spring can also be beautiful thanks to blossoming wildlife and bright sunny conditions. Whenever you decide to rent in Annapolis, the charm of the surrounding areas is sure to have a lasting impact.

6 Sailboats to Rent in Annapolis

Don't miss it in Annapolis, MD

Sailing Chesapeake Bay

Perhaps one of the most stunning sailing locations in the US, Chesapeake Bay is home to 11,684 miles of shoreline with a host of intriguing animals calling this stretch of coast home. When you charter a sailboat in Annapolis, the array of wildlife on display is mesmerising, from majestic birds to cute furry friends. Annapolis is home to the entry to Chesapeake Bay, where sailors from far and wide ascend to admire the magnificent coastline. Spectacular views from your sailboat of Thomas Point Shoal Lighthouse are sure to impress, while quieter conditions in the North East bringing some tranquility to your holiday.

Annapolis’ Vast History

One of the major drawing factors to this splendid city is the abundance of history associated with it. Once you have docked your sailboat, make sure you pay a visit to Maryland State House, the signing point of the Treaty of Paris which ceased the Revolutionary War. Stunning architecture is on view in William Paca House and Garden, which was given status as a National Historic Landmark. Here, visualise what life was like for a wealthy man in Colonial Times on the East Coast. Being the sailing capital of the US means you can discover the history of the sport in Annapolis Maritime Museum which also contains insight into the history of the iconic Chesapeake Bay.

Where to Sail?

Baltimore

Located just north-west of Annapolis, Baltimore is a thriving and lively city filled with sailors who dock their sailboats in Inner Harbour to explore. Here, the words of the iconic Star-Spangled Banner were conceived in Fort McHenry. Sunset sails in the Inner Harbour (one of the country’s oldest seaports) offers spectacular views, which can also be enjoyed from an array of waterfront restaurants and bars. Lovers of both art and history will be enthralled by the impressive collection at the Walters Art Museum, with artifacts spanning seven millennia on display.

Quiet Waters Park

Serenity and tranquility are assured here thanks to the luscious green landscape which dominates this park. Why not rent a pavilion or explore the six miles of nature trails scattered throughout the park? Swap your sailboat for a kayak and take to the waters for a new mode of transport. The picturesque village is perfect to escape and be at one with nature, with some delightful pieces of art present throughout the nature trails. When you return to your sailboat you will admire the gorgeous greenery from the shoreline which truly shows the location’s peaceful nature.

Sandy Point State Park

A fantastic beach with stellar views of the architecturally amazing Chesapeake Bay Bridge, this location is the ideal spot for swimming, picnics, fishing and more. A popular spot among locals of Annapolis and, indeed, tourists thanks to the relaxing waters and soft sandy beaches, this location offers fun watersports such as paddle boarding and kayaking. As it is close to Annapolis town centre, you do not have far to go on your sailboat to reach this spectacular zone.

Food for Thought

Dock your sailboat in the marina and enjoy exquisite and luxurious food on the waterfront or in the stunning city centre of Annapolis. It is no surprise that seafood is the city’s specialty, with a range of scrumptious dishes on offer with influences from across the world. Anyone from Annapolis would recommend sampling the Maryland Blue Crabs or visiting one of the decadent wine bars. Sushi, Indian, Mediterranean, and Mexican are just some of the cuisines on offer in Annapolis. Why not enjoy a tub of ice cream after dinner as you return to your sailboat to admire the stunning sunset?

How to get to Annapolis?

Thanks to two international airports, Annapolis is well-connected. Baltimore-Washington International Thurgood Airport and Washington Dulles International Airport offer commercial routes internationally and to large airports in the US. A smaller airport, Ronald Reagan Washington National Airport, offers domestic flights within the US. Getting to your sailboat is simple thanks to bus and train links throughout the city, and there are even water taxi services available. Annapolis is located around 40-minutes from Baltimore Washington International Airport.