Things To Do In Annapolis

Up to 50% Off at Maryland Seafood Festival

Maryland Seafood Festival

5

$40 $20

Nearly 50-year-old festival with crab-soup cook-off, celebrity chef demos, local musicians, handmade art, and food from local restaurateurs

Up to 53% Off Standup-Paddleboard Tour

CapitalSUP LLC

Annapolis

$100 $49

Guided tours of Annapolis's historic waterways are guided by locals with an extensive knowledge of the maritime city

94% Off MetaBody Yoga & Fitness Pass

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 71% Off Fitness Package at Kicked Up Fitness

Kicked Up Fitness

Annapolis

$1,000 $299

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

Up to 54% Off Party-Boat Rental

S.J. Koch Duffy Electric Boats

Multiple Locations

$380 $175

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

51% Off Guided Kayak Tour

Kayak Annapolis

Annapolis

$65 $32

(61)

Scenic tours pass historic state capitol and naval academy and through harbor and historic Eastport, with snacks and gear provided

Up to 85% Off Fitness Classes

Ignyte Fitness

New Location

$125 $19

Use your own body weight to burn calories, boost endurance, and tone muscles in ever-changing full-body workouts

Up to 68% Off at GroupFit Boot Camp

Boot Camp Annapolis

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 86% Off at Bikram Yoga

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

88% Off at Choi's Tae Kwon Do

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 60% CrossFit

Terrapin CrossFit

Annapolis Junction

$99.99 $49

Students build strength through ever-changing CrossFit classes that make use of functional movements that can be modified for everyone

Chesapeake Bayhawks – Up to 48% Off Lacrosse Game

Chesapeake Bayhawks

Navy-Marine Corps Memorial Stadium

$50 $27

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MLL’s winningest franchise seeks its third-straight title and its fourth in five years

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

Crush Kitchen & Winehouse and Slate Wine Bar + Bistro

Multiple Locations

$120 $55

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

Harlem Globetrotters – Up to Half Off Kids' Clinic

Harlem Globetrotters Summer Basketball Clinic

Multiple Locations

$111 $55

(6370)
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Harlem Globetrotters players coach kids ages 6–12 on basketball fundamentals, drills, and off-the-court character development

53% Off Walking Ghost Tour or Pub Crawl

Annapolis Tours & Crawls

Annapolis

$40 $19

(45)

Guests visit haunted and historic sites with guides sharing tales of murder, mayhem, scandal & hauntings on a walking tour or pub crawl

50% Off Visit to Arts Festival with Wine Tastings

The Annapolis Arts, Crafts, and Wine Festival

Navy–Marine Corps Memorial Stadium

$30 $15

Sample varietals from 25+ Maryland wineries while browsing fine art and handmade crafts, listening to jazz, and enjoying delectables

Select Local Merchants

Historic Annapolis at St. John’s College preserves and celebrates the area’s rich social and political history with tours of the colonial city and its landmark homes. The nonprofit group restored the Paca House & Garden, National Historic Landmark, to its colonial-era glory so that visitors could wander the rooms and gardens and travel back in time to an era teeming with revolutionary political ideas and patriotism. A historical museum holds exhibits that illuminate the past, such as a six-foot-by-six-foot model of 18th-century Annapolis and a wormhole to Ben Franklin’s kite shop. At Hogshead at 43 Pinkney Street, living history presentations immerse visitors in the language and thoughts of long-ago citizens. Historic Annapolis also hosts a variety of public events, from historical interpreters presenting on colonial life to summer camps for burgeoning history buffs.

199 Duke of Gloucester Street
Annapolis,
MD
US

The Annapolis Craft Beer & Music Festival encourages visitors to BYO. That's not BYOB, mind you (there are more than 100 beer styles here from craft breweries around the country). Instead, visitors are encouraged to bring their own lawn chairs—and set them up near the Pilsner stage to listen to live music all day while sipping their samples.

But there's plenty to do at the fest away from the lawn, too. Informational seminars teach all about beer, with sessions that might cover the fundamentals of craft beer or cooking gourmet dishes with it. Until festgoers can get back home and can put those lessons to action, there are plenty of hearty eats to try at the festival grounds, including freshly shucked Maryland oysters.

550 Taylor Avenue
Annapolis,
MD
US

Established: 2009
Handicap Accessible: No
Staff Size: 1 person
Parking: Parking lot
Reservations/Appointments: Required
Most popular offering: Half-Day and Sunset Sailing
Pro Tip: Bring sunscreen, hats, and a smile

Q&A with Tony Ireland, Captain

What inspired you to start or run this business?
Before starting Classic Sail Charters, I volunteered with a community sailing organization that exposed people to sailing who had never sailed before. Most of the participants in the program realized the special calm joy that comes after casting off lines and raising sail. Gliding quietly through the water under sail seems to wash the stress away, and it was apparent in their eyes and faces. After 25 years working in corporate offices, I decided this was for me.

What’s your favorite part about your job?
Helping people get away from it, and watching the faces light up.

Is there anything else you want to add that we didn't cover?
Sailing yachts is a sporty activity that requires some mental concentration, as well as some physical strength. When the wind is up and the boat pitches and rolls a bit, it is not the best or safest activity for children under 7, nor is it much fun for the parents.

What is the best reaction you’ve ever gotten from a customer?
"Thank you, that was wonderful."

105 Eastern Ave
Annapolis,
MD
US

CapitalSUP LLC's founders and head instructors aren't just all Annapolis-area natives—they're also all experienced in aquatic fitness and local history. It may come as no surprise then, that they've found a way to teach standup paddleboarding and the rich history of Annapolis at the same time. They offer a trifecta of guided tours, beginner and intermediate paddling lessons, and equipment rentals.

Daytime tours begin at the South Annapolis Yacht Centre, the city's oldest operating marina. After a brief training session, groups set off to explore the city's creeks and rivers, passing under the shadows of docked yachts and centuries-old stone buildings. Tours visit historic sites such as St. Mary's Church and the US Naval Academy, balancing aquatic adventure with a history lesson and the occasional Roman mock naval battle. Nighttime tours add a little drama with colored lights affixed to the bottom of each board and nonstop music throughout the tour. CapitalSUP goes beyond basic paddleboarding, though: fitness classes start with dynamic land exercises before using the boards as a floating gym, and FloYo classes work through yoga poses out on the water.

808 Boucher Avenue
Annapolis,
MD
US

Before purchasing a new video game, players at Press Play Entertainment can test out full versions of the latest releases. At surround-sound stations equipped with consoles such as Xbox, Wii, and PlayStation 3, 3D-ready HDTVs accentuate each game's crisp graphics. Press Play customers can also sample accessories like the PlayStation Move's mobile controllers or the Oculus Rift, a virtual reality headset.

At weekly tournaments held on 47-inch TVs, Press Play pits gamers against each other in rounds of new and old classics. Contestants square off in HALO, hunt each other down in Call of Duty, and argue against parking tickets in Street Fighter. For players 17 and up, Press Play raises the stakes with prizes such as sporting event tickets and vintage gaming systems.

2002 Annapolis Mall
Annapolis,
MD
US

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