Celebrating 25 Years Aboard the Schooner Woodwind

By: Kat Spitzer

What better way to celebrate the warm weather in Annapolis than hoping aboard one of two, beautiful 74-foot schooners – Schooner Woodwind and Woodwind II – for a fun sailing experience in Annapolis! I had the pleasure of joining Captain Jennifer Kaye of Annapolis Sailing Cruises for their Wednesday Night Racing where the Woodwind and Woodwind […]

May 23, 2018


5 Ways to Explore Annapolis this May

By: Explorer Annapolis

Spring is in full bloom here in Annapolis! It’s time to get outside and enjoy all the events, festivals, and activities happening throughout the month. From the anticipated arrival of the Blue Angels during Commissioning Week, to a blues festival set against the Chesapeake Bay, to the return of an outdoor dining block party, it’s […]

May 01, 2018


St. John’s vs USNA Croquet Match

By: Kat Spitzer

The stage is set for Annapolis’ annual St. John’s College vs U.S. Naval Academy Croquet Match, taking place April 14th on the St. John’s College Campus. What once began as a friendly match between two neighboring institutions has now become one of the biggest spring events Annapolitan spectators look forward to. I recently visited St. […]

April 11, 2018


5 Ways to Explore Annapolis this April

By: Explorer Annapolis

Spring is finally here! With the warm weather comes sailing season and the beginning of all the city’s great festivals and events, including three Annapolitan traditions in April – the Spring Sailboat Show, a celebration of Maryland’s birthday during Maryland Day; and the return of Annapolis’ festival season! With so much going on, there are plenty […]

March 30, 2018


Annapolis’ Oyster Roast & Sock Burning Tradition

By: Explorer Annapolis

Get a true taste of  Annapolis at the Annual Oyster Roast & Sock Burning – held each year at the Annapolis Maritime Museum – and become an honorary Annapolitan for the day. Celebrating what’s in the water and those on the water is what this Eastport gem does best, and they are sure to show […]

March 21, 2018


Top 5 Ways to Welcome Springtime in Annapolis

By: Explorer Annapolis

It is time to come out of hibernation and enjoy the warming weather. Check out our Top 5 Ways to Welcome Springtime in Annapolis. Maryland Day Weekend April 6-8 Maryland’s birthday is March 25, but we dedicate an entire weekend in April to celebrate it! Join us at over 20 locations in Annapolis and Anne […]

March 20, 2018


4 Ways to Explore Annapolis This March

By: Explorer Annapolis

With spring right around the corner, it’s time to start getting ready for the festival and event season in Annapolis. This month offers a ton of St. Patrick’s Day activities and events, a uniquely-Annapolitan tradition, and the return of the popular Annapolis Film Festival. We’ve highlighted a few of these great events below to help […]

March 01, 2018


7 Ways to Explore Annapolis in February

By: Explorer Annapolis

Annapolis has long been known for its romantic ambiance. The city was even named on of America’s top romantic destinations by Travel + Leisure Magazine. However, Annapolis in February isn’t only about Valentine’s Day musts and romantic retreats  – there’s much to do in the world of food and art as well. From Annapolis Restaurant […]

February 02, 2018


6 Ways to Explore Annapolis this December

By: Explorer Annapolis

You may not think of Annapolis as a your ideal wintry retreat this season, but according to Travel + Leisure Magazine, Annapolis is one of America’s Best Towns for the Holidays. This holiday season promises to be no different. Whether you want to wander around town taking in the quiet of the season, looking for shopping options, […]

December 01, 2017


A Recap of the Annapolis Boat Shows

By: Melissa Kuhta

Welcome to the Annapolis Boat Shows! The largest in-water boat shows in the country each take place biannually at City Dock in downtown Annapolis. Over the course of two weeks, vendors, boat owners, manufacturers, and visitors come together to shop and explore the vast display of sailboats and powerboats. Floating docks extend over Spa Creek […]

November 20, 2017