Activities in Annapolis


One "Warm-Up Pack" or "Kicked-Up Pack" with Membership and Personal Training at Kicked Up Fitness (Up to 76% Off)

Kicked Up Fitness

Annapolis

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

$1,000 $240

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Four Yoga Classes at Radio Yogi Health & Fitness (65% Off)

Radio Yogi Health And Fitness

Annapolis

From the merchant: Chair yoga and gentle yoga classes offered to seniors and people with limited mobility

$55 $19

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Four-Hour Discover Scuba Class for One or Two at Chesapeake Underwater Sports (50% Off)

Chesapeake Underwater Sports

Annapolis

Learn basic diving skills during a classroom session before applying those skills in a pool under the guidance of a dive instructor

$90 $45

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Two-Hour Sailing Lesson from Annapolis Sailing School (Up to 58% Off)

Annapolis Sailing School

Annapolis

Learn sailing basics from experienced sailing instructors during a hands-on lesson with other students held on Severn River & Chesapeake Bay

$180 $79

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Santa's Naughty Pub Crawl for One or Two from Annapolis Tours & Crawls (55% Off)

Annapolis Tours and Crawls

Maryland Inn

Guests dress up as Santa or Mrs. Claus to visit pubs and sing bawdy holiday tunes

$22 $10

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Two-Hour Sailing Lesson from Annapolis Sailing School (Up to 58% Off)

Annapolis Sailing School

Annapolis

Learn sailing basics from experienced sailing instructors during a hands-on lesson with other students held on Severn River & Chesapeake Bay

$180 $79

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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.

Primrose Rd
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 one of the event?s two traditions: the Annual Crab Soup Cook-Off followed by the Maryland Fishing Challenge the next day. 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

Master falconer and bird-of-prey expert Mike Dupuy shares his love of the 4,000-year-old sport of falconry during exciting and informative demonstrations with his avian costars. A professional public speaker, Mike entertains his audiences with personal anecdotes and motivational speeches that use falconry as a metaphor to encourage them to follow their dreams. Guests also get to learn about each feathered raptor while it surveys the crowd for wild Energizer bunnies, and Mike encourages audience interaction by inviting volunteers from the audience to hold the hawk and try in vain to teach it to bark like a dog.

1410 Forest Drive
Annapolis,
MD
US

For the last two years, runners from across Maryland have gathered for the Be Great 5K Run & Fun Walk to benefit the Annapolis Boys & Girls Scholarship Trust. The trust has provided financial support to more than 25 students to help them attend college over the last 10 years, and proceeds from the race go toward the scholarship fund. Before the race, runners are given a bib that tracks their time and pace better than an hourglass taped to their torso. After crossing the finish line, racers are rewarded with refreshments, and a lucky few are awarded prizes.

600 Quiet Waters Park Road
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