Top 10 Family-Friendly Things to Do in Annapolis, Maryland (By Age Group & Budget)

 

Annapolis, Maryland's historic capital city, offers a perfect blend of maritime heritage, interactive museums, and outdoor adventures that make it an ideal destination for families with kids of all ages. From toddlers to teenagers, this charming Chesapeake Bay city delivers memorable experiences without breaking the bank. We've curated the top 10 family-friendly activities in Annapolis, organized by age group, with detailed information on costs, distances, and insider tips to help you plan the perfect family getaway.

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Best Things to Do in Annapolis with Toddlers (Ages 1-5)

Traveling with little ones requires activities that engage their curiosity while accommodating short attention spans and energy bursts. These Annapolis attractions are perfect for your youngest explorers.

1. Chesapeake Children's Museum 

The Chesapeake Children's Museum offers hands-on exhibits perfect for curious toddlers to explore the Chesapeake Bay ecosystem through play. Kids can touch marine creatures, play in water tables, and enjoy the outdoor nature trail.

• Cost: $5 per person (children under 1 free)
• Distance: 1.5 miles from downtown (5-minute drive)
• Hours: Open daily 10 AM - 4 PM

Pro Tip: Visit on weekday mornings for the smallest crowds, and pack a change of clothes for the water play area!

2. Quiet Waters Park Playground

This expansive 340-acre park features a specially designed playground for younger children with gentle slides, climbing structures, and swings. The paved trails are perfect for stroller walks with beautiful water views.

• Cost: $6 per vehicle entrance fee
• Distance: 3 miles from downtown (10-minute drive)
• Hours: Open daily 7 AM - sunset

Pro Tip: The park offers family bathrooms with changing tables, and the South River Overlook trail is stroller-friendly with gorgeous water views.

3. City Dock & Ego Alley 💸

This free waterfront area is perfect for toddlers who love watching boats and activity. The open space allows little ones to move around safely while parents enjoy the scenery. Don't miss the permanent ping pong tables at the end of the dock!

• Cost: Free
• Distance: Central downtown location
• Hours: Always accessible

Pro Tip: Stop by Kilwins or Annapolis Ice Cream Company nearby for a sweet treat, and visit the Alex Haley Memorial statue for a cultural learning moment.

Make Your Toddler's Day Magical!

Book the Pirate Adventures on the Chesapeake cruise - perfect for young children with face painting, costumes, and an exciting treasure hunt!

Book Pirate Adventures

Best Things to Do in Annapolis with School-Age Kids (Ages 6-12)

School-age children are ready for more interactive and educational experiences. These Annapolis attractions offer the perfect blend of fun and learning for curious minds.

4. Pirate Adventures on the Chesapeake

This interactive pirate cruise is consistently rated as the #1 family activity in Annapolis. Kids dress up as pirates, get their faces painted, and embark on a treasure hunt adventure while learning about maritime history and firing water cannons at "enemy pirates."

• Cost: $32 per person (children under 2 $16)
• Distance: 0.8 miles from downtown (15-minute walk)
• Duration: 1 hour 15 minutes

Pro Tip: Book online in advance as tours frequently sell out, especially during summer. Arrive 30 minutes early for face painting and costume preparation.

5. Annapolis Maritime Museum & Park 

This interactive museum celebrates Annapolis' maritime heritage with hands-on exhibits about the Chesapeake Bay ecosystem, oyster industry, and boating history. Kids can climb aboard a real skipjack boat and try their hand at virtual reality fishing.

• Cost: $7 for adults, $5 for children/seniors. Children under 3 are free.
• Distance: 1 mile from downtown (5-minute drive)
• Hours: Tuesday-Sunday, 10 AM - 3 PM

Pro Tip: Check their calendar for special family programs like seining (net fishing) demonstrations and environmental education activities.

6. U.S. Naval Academy Tour

School-age kids will be fascinated by the history and traditions of this prestigious military academy. The guided walking tour includes visits to the Naval Academy Chapel, Bancroft Hall, and the impressive John Paul Jones crypt.

• Cost: Walking Tour - $14 for adults, $12 for children K-12
• Distance: 0.5 miles from downtown (10-minute walk)
• Duration: 90-minute guided tour

Pro Tip: Bring photo Real ID for adults (required for entry), and try to catch the impressive noon formation of midshipmen on weekdays during the academic year.

7. Maryland State House 

America's oldest state capitol in continuous legislative use offers a fascinating glimpse into American history. Kids can see where George Washington resigned his commission and where the Treaty of Paris was signed, ending the Revolutionary War.

• Cost: Free (donations excepted)
• Distance: Central downtown location
• Hours: 8:30 AM - 5 PM every day except Christmas & New Year's

Best Things to Do in Annapolis with Teens (Ages 13+)

Teenagers appreciate more sophisticated experiences and activities that offer independence and Instagram-worthy moments. These Annapolis attractions will keep even the most discerning teens engaged.

8. Kayak at Quiet Waters Park

Active teens will love exploring the Chesapeake Bay waterways by kayak or stand-up paddleboard. Rentals are available at Quiet Waters Park, offering a perfect blend of adventure and scenic beauty.

• Cost: $20/per person/per trip (4-5 hours; plus $6 park entry per vehicle)
• Distance: 3 miles from downtown (10-minute drive)
• Hours: Seasonal, typically 10 AM - 5 PM (April-October)

9. Historic Annapolis Food Tour

Teens with developing palates will appreciate this walking tour that combines Annapolis history with delicious food samples from local restaurants. The tour includes Maryland specialties like crab cakes.

• Cost: $80 for ages 7+; Free for ages 0-6
• Distance: Central downtown location
• Duration: 3 hours, covering 1.5 miles of walking

Pro Tip: Book the 11 AM tour to have the food samples serve as lunch, saving money on an additional meal. 

10. Banneker-Douglass-Tubman Museum

This museum of African American heritage offers thought-provoking exhibits that resonate with socially conscious teens. Located in the historic Mt. Moriah A.M.E. Church, it showcases the contributions of Benjamin Banneker, Frederick Douglass, and Harriet Tubman.

• Cost: Free (donations appreciated)
• Distance: 0.3 miles from downtown (5-minute walk)
• Hours: Tuesday-Saturday, 10 AM - 4 PM

Pro Tip: Check their calendar for special exhibitions and events that often feature contemporary artists and discussions relevant to today's social issues.

Budget-Friendly Family Activities in Annapolis

Traveling with kids doesn't have to break the bank. Annapolis offers several free and low-cost activities that the whole family can enjoy together.

Free Annapolis Trolley

This complimentary shuttle service loops through downtown Annapolis, making it easy to get around without a car. Kids love the trolley-style vehicle, and it's a great way to rest tired feet between attractions.

• Cost: Free
• Hours: M-F 6AM - 11PM; Saturday 7AM - 11PM; Sunday 8AM - 8PM
• Route: Loops from City Dock to West Street

Kunta Kinte-Alex Haley Memorial

This significant memorial at City Dock commemorates author Alex Haley's ancestor Kunta Kinte and marks the arrival point of many enslaved Africans. The bronze sculptures and storytelling area provide an important historical lesson.

• Cost: Free
• Location: City Dock
• Time needed: 15-30 minutes

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Acton's Cove Waterfront Park

This public space offers beautiful harbor views, picnic areas, and open space for kids to run around. Street performers often entertain during summer weekends, and it's the perfect spot for watching sailboats.

• Cost: Free
• Location: Adjacent to City Dock
• Amenities: Green space, water views

Money-Saving Tips for Families

• Visit midweek: Many attractions offer discounted rates Tuesday-Thursday
• Pack picnic lunches: Enjoy meals at Quiet Waters Park or City Dock to save on restaurant costs
• Look for combo tickets: Some of the "Watermark Walking Tours" includes admission to multiple historic homes for one price

Kid-Friendly Restaurants in Annapolis

After a day of exploration, refuel at these family-friendly Annapolis eateries that welcome young diners with special menus and accommodating service.

Chick & Ruth's Delly

This iconic Annapolis diner is famous for its massive milkshakes, hearty breakfasts, and sandwiches named after politicians. Kids love the lively atmosphere and watching the staff recite the Pledge of Allegiance daily at 8:30 AM.

• Price range: Approx. $8-25 per person
• Location: 165 Main Street
• Kid-friendly service

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Iron Rooster

Famous for serving breakfast all day, Iron Rooster offers creative comfort food including their signature "RoosTarts" (homemade pop-tarts). The restaurant provides a kids' menu with fun options and crayons for coloring.

• Price range: $12-22 per person
• Location: 12 Market Space
• Kid-friendly features: Children's menu

Annapolis Ice Cream Company

This local favorite makes all ice cream in-house with creative flavors like Peanut Butter & Chocolate Covered Potato Chips. The generous portions and friendly service make it a perfect treat after a day of sightseeing.

• Price range: $4-7 per serving
• Location: 196 Main Street
• Kid-friendly features: Kid-size scoops, dairy-free options available

Family-Friendly Places to Stay in Annapolis

These accommodations offer amenities that make traveling with kids easier, from swimming pools to spacious rooms and convenient locations.

Annapolis Waterfront Hotel

Located right on the harbor, this hotel offers stunning water views and easy walking access to most downtown attractions. Many rooms feature two queen beds, perfect for families.

• Price range: $200-350 per night
• Location: 80 Compromise Street
• Family amenities: Refrigerators in rooms, children's activities, restaurant on-site

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Crowne Plaza Annapolis

Located a short drive from downtown, this hotel offers more space and amenities for families, including an indoor pool that's a hit with kids after a day of sightseeing.

• Price range: $120-220 per night
• Distance: 3 miles from downtown (10-minute drive)
• Family amenities: Indoor pool, free parking, on-site restaurant with kids' menu

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Vacation Rentals

For larger families or longer stays, vacation rentals offer more space and the convenience of a kitchen. Many historic homes in downtown Annapolis are available as short-term rentals.

• Price range: $150-400 per night
• Benefits: Multiple bedrooms, kitchen facilities, living space
• Best for: Extended stays, larger families, those wanting a "home base"

Practical Tips for Visiting Annapolis with Kids

Parking Information

Parking in downtown Annapolis can be challenging, especially during summer and weekends. These options make it easier for families:

• Gotts Court Garage:  Open 24hrs. Located at 25 Northwest Street, this garage offers convenient access to Main Street and City Dock ($3/hour)
• Knighton Garage: At 1A Colonial Avenue, this garage is closest to the Naval Academy ($3/hour)
• Park & Ride: For budget-conscious families, park at Navy-Marine Corps Memorial Stadium ($10 all day) and take the free shuttle downtown

Seasonal Considerations

Best Times to Visit

• Spring (April-May): Pleasant temperatures and fewer crowds make this an ideal time for families
• Fall (September-October): Beautiful foliage, comfortable weather, and reduced tourist numbers
• Weekdays: Significantly less crowded than weekends year-round

Times to Avoid (If Possible)

• Commissioning Week (late May): Naval Academy graduation brings crowds and higher hotel rates
• Boat Shows (October): The U.S. Sailboat Show and Powerboat Show fill the city to capacity
• Summer weekends: Peak tourist season means longer waits and higher prices

Family Packing Essentials for Annapolis

• Comfortable walking shoes: Annapolis' brick sidewalks can be uneven
• Stroller with good wheels: For navigating historic streets with younger children
• Sunscreen and hats: Many activities are outdoors with limited shade

• Refillable water bottles: Stay hydrated while exploring
• Light layers: Weather can change quickly near the water
• Camera: Capture the colonial architecture and waterfront views

Plan Your Perfect Family Trip to Annapolis

Annapolis offers the perfect blend of history, outdoor adventure, and family-friendly attractions that will create lasting memories for visitors of all ages. From toddlers to teenagers, there's something to engage every member of your family in this charming Chesapeake Bay city.

Whether you're planning a weekend getaway or a longer vacation, the variety of activities, accommodations, and dining options makes Annapolis an ideal destination for families seeking both educational experiences and fun adventures. With many budget-friendly options available, you can create an enriching trip without breaking the bank.

Ready to Experience Annapolis with Your Family?

Download our free Annapolis Family Itinerary Checklist with customizable schedules for different age groups, budget tips, and insider recommendations!

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