Things To Do In Annapolis

Up to 59% Off Wine at Crush Kitchen and Slate Wine Bar + Bistro

Multiple Locations

$120 $55

Themed evenings invite guests to sample six wines with accompanying cheese and charcuterie

94% Off MetaBody Yoga & Fitness Pass

Multiple Locations

$350 $20

Instructors encourage full-body results in a variety of fitness classes supplemented by a success guide and nutritional coaching

Up to 68% Off at GroupFit Boot Camp

Multiple Locations

$76 $39

Trainers help clients of all fitness levels reach their goals with outdoor boot-camp classes that include strength and resistance training

Up to 53% Off Video Game Lounge Time

Westfield Annapolis Mall

$17.98 $8.99

Players play full versions of games at stations outfitted with surround sound, flat screen 3D TVs, and Xbox 360, Wii, and PlayStation 3

Up to 54% Off Party-Boat Rental

Multiple Locations

$380 $175

Zero-emissions electric boats carry up to 10 passengers through Annapolis or Inner Harbor

79% Off Gym Membership and Classes

Annapolis

$283 $59

(7)

Fully outfitted gym, with cycling studio, Pilates Reformers, and onsite childcare, makes burning calories easier with group classes

Up to 86% Off at Bikram Yoga

Multiple Locations

$170 $29

(16)

Three locations host daily Bikram classes that help students of all abilities build strength, balance, and flexibility in 105-degree room

Up to 87% Off Classes at Lee's Taekwondo Annapolis

Annapolis

$150 $20

Students learn self-defense and discipline while increasing their strength and agility during these tae kwon do classes

88% Off at Choi's Tae Kwon Do

Annapolis

$161.30 $19

Tae kwon do students learn self-defense skills while improving their concentration and physical-fitness levels

Up to 71% Off Fitness Package at Kicked Up Fitness

Annapolis

$1,000 $299

Gym membership perks include unlimited classes, personal trainers, BioSignature appointments, and nutrition and diet program

Select Local Merchants

When Pete and Kate Vonderheide moved from Hawaii to Annapolis to live closer to their family, they thought they'd have to give up a career of ocean kayaking to resume responsible office jobs. Soon they recognized the historic city harbor's lack of kayak tours and knew they couldn't stay inside forever. Their shared passion for history spurred them to research and interview the locals until they'd compiled enough historic material to start leading tours. Today, their tours can teach something new even to locals.

The Vonderheides continue to assemble a team of outdoor guides certified in CPR and first aid who all bear a well-researched knowledge of area wildlife and history. These experts lead two-hour scenic tours through the historic harbor. Starting each excursion with a brief paddling lesson, they put first-timers at ease with basic instruction and an amiable demeanor, unlike guides who rely only on their convincing Captain Ahab impressions. Excursions begin at the Spa Creek headwaters in Truxtun Park and lead participants into open-harbor waters to drift in full view of the state capitol building, the US Naval Academy, and historic Eastport. Trips peak at the City Dock, where participants receive a break to take photos and rest. On the return trip, guides field open-ended questions about city history such as presidential visits, the crabbing and oystering trade, and whether George Washington had to swim using floaties.

1103 Primrose Court
Annapolis,
MD
US

Despite its food-centric name, the Maryland Seafood Festival casts a wide net over Chesapeake Bay culture, capturing the essence of the area’s music, art, sports, and cuisine in an annual celebration that has endured since 1967. For 30 of those years, the festival has camped out on Sandy Point State Park’s seaside grounds, where, like the mattress of a giant, the event sprawls across a space the size of nearly three football fields. On Saturday, the festivities kick off with two of the event’s traditions: the Maryland Fishing Challenge and the Annual Crab Soup Cook-Off. After that, hungry patrons can sample local flavors at vendor booths by Jimmy's Famous Seafood and the Maryland Watermen's Association, or visit chef demos where pros impart tips on preparing dishes such as blackened snakehead and oyster shooters. Local artisans also fill festival tents, selling colorful wares that range from jewelry to furniture. A lineup of live music will soundtrack the event through most of the weekend, helping kids bop to the beat in bouncy houses while adults sample imported and craft beers from local brewers.

18 Willow Street
Annapolis,
MD
US

Affiliates of the American Sailing Association, the instructors at Chesapeake Sailing School strive to keep the Chesapeake's seafaring heritage alive through classes spanning one-day sailing courses to five-day live-aboard cruises. The training fleet ranges from 22-foot boats for basic and intermediate instruction to 38-foot vessels for advanced cruise training. The school's team also assists students obtain their ASA certifications in preparation for careers as Popeye impersonators.

Beyond instruction facilities, Chesapeake Sailing School houses The Tiller Club, which grants members privileges such as unlimited daily use of the school's Tanzer 22 ships. The school’s team also coordinates charter excursions to give vacationers a from-the-water view of the Inner Harbor, St. Michael's the Archangel Church, and the bay's abundant wildlife.

7074 Bembe Beach Rd
Annapolis,
MD
US

The fourth annual Annapolis Arts, Crafts, and Wine Festival will draw a wide array of artists and craftsmen to the Navy-Marine Corps Memorial Stadium, where they'll exhibit their oeuvres to curious onlookers. Visitors examine booths full of paintings, photos, and jewelry and watch as craftsmen manipulate metal, clay, leather, or preconceived notions of reality.

When not soaking up arts and crafts, festival-goers can check out the live jazz playing all afternoon, or indulge in the food and wine tastings. Specialty food exhibitors offer samples of flavored olive oils and vinegars, dips, pumpkin rolls, and more. Children can enjoy the Kids' Art area, with musical and theatrical performances, face painting, and storytelling.

550 Taylor Avenue
Annapolis,
MD
US

Annapolis Bay Charters is the oldest, largest and most respected boat charter company on the East Coast. We have sailboats from 34' to 54' both monohulls and catamarans. Each boat is meticulously maintained and set up for your total enjoyment, skippers and cooks available for extra safety and luxury!

7076 Bembe Beach Rd
Annapolis,
MD
US

Let's Go Cruising blows encouraging winds into the sails of aspiring first mates with expert instruction, yacht rentals, and luxury charters in Chesapeake Bay. Break free from lackluster land and the constant fear of rockslides by plunging into luxury-cruise accommodations in one of Let's Go Cruising fully equipped luxury yachts, decked out with opulent amenities such as flat-screen TVs, kitchens, and a wealth of sunlight-welcoming windows. A skilled skipper is assigned to each trip, ensuring the entire crew has a safe and stress-free trip. Each yacht can comfortably take in as many as 11 guests, making it an ideal choice for families, co-ed softball teams, or a band of swim-exhausted seals. Charterers have the added benefit of determining the trip itinerary, sailing routes, and destinations. To spice up destination ideas, check out Let's Go Cruising's three-day itineraries or apply a Wasabi brain tonic.

300 2nd Street
Annapolis,
MD
US

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Annapolis Activities

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