Wine in the Wind

Annapolis Sailing Cruises Schooner Woodwind 80 Compromise St., Annapolis, MD, United States

This event includes a two hour sail around the Chesapeake Bay while sampling wonderful wines. A representative from the Tommasi Family Estates will introduce you to four special wines while we are under sail. The cruise will be a relaxing sail accompanied by wine samples and perfectly paired bites to go with each of the wines. Includes a take-home, boat friendly, wine glass [...]

Father’s Day Brunch Sail

Annapolis Sailing Cruises Schooner Woodwind 80 Compromise St., Annapolis, MD, United States

Treat your father to brunch on a boat this year! This sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, bacon & swiss quiche squares, blackened salmon with cusabi sauce served with hearty bread, grilled flank steak, fresh fruit salad, orange juice and homemade biscotti. $92 per person, $52 per [...]

$92

Yappy Hour – SUP with your PUP

Capital Sup 808 Boucher Ave, Annapolis, MD, United States

This event allows you to try stand up paddle boarding with your pup while exploring Spa Creek and Downtown Annapolis. The evening will be led by Lindsay Cook from Capital SUP Annapolis. Head to the main website to make a reservation. Please arrive 15 minutes early in order to get the most out of your [...]

$30

August Wine in the Wind

Annapolis Sailing Cruises Schooner Woodwind 80 Compromise St., Annapolis, MD, United States

Join us for a two-hour sail around the Chesapeake Bay while sampling wonderful wines from Portugal.  The representative from the winery will introduce you to four special wines while we are under sail. The cruise will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is a delicious, perfectly paired bite [...]

Annapolis Watersports Festival

Annapolis Sailing School 7001 Bembe Beach Rd., Annapolis, MD, United States

Capital SUP Annapolis and the Annapolis Sailing School have come together to create the Annapolis Watersports Festival! Our mission, to bring together the paddling and sailing communities & businesses for a fun day of maritime activities in support of the Live Water Foundation.  A day filled with paddling & sailing, races & activities, outdoor wellness, live music, local vendor area, [...]

Boatyard Beach Bash

Annapolis Maritime Museum 723 Second Street, Annapolis, MD, United States

While it receives acclaim for being one of the best parties in Annapolis, the Boatyard Beach Bash is most importantly a fundraiser for the Annapolis Maritime Museum’s education programs. To date, it has raised over $854,076 for the Museum. This year’s event will transport you straight to Key West. Coral Reefers Roger Bartlett, Eric Darken, [...]

United States Sailboat Show

Annapolis City Dock City Dock, Annapolis, MD, United States

In October sailors from around the globe will gather on miles of docks in beautiful downtown historic Annapolis for the 2018 United States Sailboat Show. This is an internationally acclaimed sailboat show, recognized as the world’s largest and most prestigious sailboat show. Tickets are available online or at authorized ticket booths only. Thursday, October 4, 2018 10:00am - 6:00pm  Friday, October 5, 2018 [...]

United States Powerboat Show

Annapolis City Dock City Dock, Annapolis, MD, United States

In October boaters from across the country gather in the historic seaport of Annapolis to shop from all major powerboat manufacturers, climb aboard hundreds of center consoles, and tour brokerage boats.  This is the best place to purchase boating supplies, navigation equipment, fishing gear, clothing, and marine accessories.  There is something for everyone!  Boat Show tickets [...]

USS Sioux City in Annapolis

U.S. Naval Academy 121 Blake Road, Annapolis, MD, United States

USS Sioux City (LCS 11) will be commissioned at Dewey Field on the United States Naval Academy in Annapolis, Maryland at 9:00 AM on Saturday, November 17, 2018.   More than 5,000 people are expected to attend the commissioning ceremony, the first time a major warship has ever been commissioned in Annapolis.  General Public Visit Tours PCU [...]

Jolly Express Cruise

Annapolis City Dock City Dock, Annapolis, MD, United States

'Tis the Season...for the Jolly Express! Hop aboard Miss Anne, all decked out for the Holidays and see the sights along Spa Creek on the Jolly Express. Miss Anne will be adorned with reindeer spirit for a 45-minute cruise including hot cocoa, holiday music and holiday cheer. Cuddle up under blankets and enjoy the cruise [...]

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