Experience nonstop excitement as you explore Annapolis Scavenger Hunt, Annapolis Downtown Scavenger Hunt, United States Naval Academy Scavenger Hunt, St. John's College Scavenger Hunt, Annapolis Bar Crawl, or an eerie Ghost Tour—all while uncovering iconic landmarks and secret corners bursting with character.
Gather your group for trivia quests, bold photo dares, and wild scavenger challenges! Track your points using our sleek app—compare scores instantly and celebrate victories together as
Top Outdoor Activities In Annapolis, Maryland
Step onto the cobblestone streets of Historic Downtown Annapolis, where the energy of Maryland's Capital City pulses with every turn. Locals and visitors alike are swept into a world of must-see waterfront views, vibrant plazas, and centuries-old charm. Outdoor activities in Annapolis offer a fresh way to experience iconic sites and discover hidden gems. Whether you crave adventure or want to soak up the Chesapeake Bay Getaway spirit, these unique experiences are your ticket to unforgettable sightseeing and fun.
Outdoor Experiences in Annapolis, Maryland
Ready for an adventure? Our expertly curated list of outdoor activities in Annapolis is packed with excitement and discovery at every stop. Each activity is crafted to showcase what makes this city so special—it's rich maritime history, lively art scenes, buzzing neighborhoods, and welcoming vibe. From interactive tours that challenge your mind to creative quests that spark laughter, you will find something new around every corner. Dive into these top experiences and make your day trip or getaway truly unforgettable.
Top Rated
4.8 (28 reviews)
Red Bricks & Blue Views Scavenger Hunt
Downtown, Annapolis
America's history unfolds at every turn as we loop around beautiful Annapolis, searching...
5.0 (25 reviews)
Downtown Annapolis Ghost Tour
Downtown, Annapolis
Discover Downtown Annapolis on a self-guided, app-led ghost tour packed with riddles,...
5.0 (25 reviews)
Annapolis Maryland Bar Hunt
Downtown, Annapolis
Discover Annapolis through a self-guided, gamified bar crawl featuring trivia, photo...
5.0 (18 reviews)
Quiet Waters Park: Hunt Through the Wild & Wonderful Scavenger Hunt
Downtown, Annapolis
Unlock the secrets of Quiet Waters Park! Hunt through scenic overlooks, fairy trails, dog...
5.0 (18 reviews)
United States Naval Academy Hunt
United States Naval Academy, Annapolis
Anchors aweigh for laughs and discoveries! Our scavenger hunt cruises through Annapolis...
5.0 (17 reviews)
St. John's College Hunt
St. John's College, Annapolis
Experience a self-guided, app-led St. John's College (MD) tour with trivia, photo...
An epic Annapolis, Maryland experience
How Our Annapolis, Maryland Outdoor Activities Work
Our expert team researches each destination—including 3,050+ cities worldwide—to create immersive outdoor experiences tailored just for you (with over 50 options across Southeast alone). Every route features clear instructions plus quizzes designed around must-see sights and local legends.
During each activity in Annapolis your crew explores on foot: answer trivia questions at historical markers; snap photos by vibrant murals; tackle puzzles at public art displays; earn points via our award-winning app; then compare scores citywide!
Top Outdoor Attractions In Annapolis
Annapolis attractions come alive when explored through our outdoor activities. Wander the storied grounds of the United States Naval Academy, take in colonial architecture along Main Street, or feel the pulse of St. John's College campus as you solve riddles and capture memories together. The city's bustling harbor invites you to soak up coastal breezes while discovering local art galleries and live music spots tucked away from the crowds. Each location promises it's own flavor of adventure—perfect for families, friends, or anyone seeking recommended outdoor activities in Annapolis. Click on each location to see related activities.
State House
Discover the State House, a must-see in Annapolis. It's iconic dome and historic brickwork tell tales of Maryland's past. Wander the grounds and feel the echoes of history in this Chesapeake Bay getaway.
Middleton Tavern
Step outside Middleton Tavern, a historic haunt since 1750. Imagine sailors sharing tales over crab feasts, with whispers of Blackbeard lingering at dusk—a true Annapolis attraction.
Susan Campbell Park
Stroll through Susan Campbell Park along Spa Creek. Enjoy panoramic harbor views and watch artists capture the morning light—a perfect outdoor activity in this Mid-Atlantic coastal charm.
US Naval Academy
Stand before the US Naval Academy entrance on Prince George Street. Imagine marching bands echoing through history—an essential stop for those exploring Maryland's capital city.
Old Treasury
Discover the Old Treasury, built in 1736 as Annapolis' oldest public building. It's weathered stone tells tales of colonial charm—a fascinating stop on your sightseeing tour.
Banneker-Douglass Museum
Explore Black history at the Banneker-Douglass Museum. Vibrant art celebrates Marylanders' impact—an inspiring visit during your day trip to this historic downtown area.
Colonial Annapolis Historic Downtown (Annapolis Essentials)
Wander Colonial Annapolis Historic Downtown’s Main Street. Discover picturesque architecture and local shops—a delightful experience capturing Mid-Atlantic coastal charm.
Visitor Center
Explore the Annapolis Maritime Museum, a gem for outdoor enthusiasts. Nestled by the Chesapeake Bay, it offers stunning views and insights into the city's maritime heritage. Perfect for a day trip!
Cartop Boat Launch Pier on Harness Creek
Quiet Waters Park is an outdoor haven in Annapolis. Enjoy scenic trails, art galleries, and live music events. Ideal for a peaceful day out in nature with family or friends.
South River Overlook / Promenade
Stroll around the Maryland State House grounds, where history meets beauty. This iconic site is perfect for outdoor exploration while soaking in Annapolis' colonial charm.
Dog Beach & Children’s Playground
Ego Alley is a lively spot for outdoor activities in Annapolis. Watch boats glide by as you enjoy waterfront dining and vibrant street performances along this bustling marina.
Fairy House Trail & Native Plant Garden
The William Paca House & Garden offers a serene escape with it's lush landscapes and historical insights. It is an ideal spot for those seeking outdoor beauty and cultural enrichment.
Bancroft Hall
Step outside and feel the Chesapeake Bay breeze as you explore Annapolis, Maryland's Capital City. Locals say you can spot blue herons along the Severn River—an outdoor treat for any day trip.
Buchanan House Sailor Statue
Wander through leafy streets where crab feasts echo in the air. Outdoor activities here blend Mid-Atlantic coastal charm with Naval Academy Town energy—locals recommend sunset walks by the docks.
Mahan Hall
Enjoy a gentle stroll along Severn River tours, where locals wave from sailboats. Outdoor things to do abound in this crab feast destination—catch glimpses of Maryland's Capital City from every angle.
Alumni Hall
Experience Annapolis' outdoor spirit with breezy walks near historic landmarks. Locals love spotting ospreys overhead—a true Chesapeake Bay getaway for those seeking fresh air and local color.
Nimitz Library
Soak up Mid-Atlantic coastal charm as you wander outdoor spaces where history meets fun. Locals whisper about secret garden corners—ideal for relaxing after a day of exploring Maryland's capital.
Temple Bell
Breathe in salty air while tracing Annapolis' shoreline trails. Outdoor enthusiasts love the blend of city buzz and natural beauty—a recommended way to view Annapolis like a true local.
Louis L Goldstein
Step outside and soak up Annapolis's Mid-Atlantic coastal charm. Discover hidden murals, hear the echo of boat horns, and catch the scent of crab feasts drifting from the waterfront. Locals say sunrise here is magic.
McDowell Hall
Enjoy outdoor adventures in the Sailing Capital. Stroll by historic facades, spot blue herons near the Severn River, and watch sailboats glide by. Locals know the best crab rolls are found steps from the docks.
Mellon Hall
Breathe in salty air as you explore Chesapeake Bay Getaway trails. Locals love picnicking under old oaks while watching regattas on the water—a perfect way to experience Annapolis's outdoor spirit.
Buchanan House Sailor
Take in Annapolis's historic downtown—outdoor patios buzz with laughter, and street performers add flair. Locals hint that twilight brings out the best Mid-Atlantic coastal charm for explorers.
St. Johns College Alumni Veterans Memorial
Naval Academy Town offers riverside walks with views of passing yachts and echoes of maritime tradition. Locals suggest timing your strolls to catch sunset colors over the Severn River.
The Tripoli Monument
Explore Colonial architecture framed by blooming gardens and hear stories whispered by ancient bricks. Outdoor enthusiasts love spotting osprey nests along riverside paths—a true Annapolis adventure.
Stan & Joes Saloon
Explore the Annapolis City Dock, a vibrant hub for outdoor activities. Enjoy waterfront views and live music as you stroll along this must-see Chesapeake Bay getaway.
Castlebay Irish Pub
Discover the United States Naval Academy, a key Annapolis attraction. Take a guided tour to learn about it's rich history and enjoy the stunning architecture in this Naval Academy Town.
DRY 85
Visit the Maryland State House, where history comes alive. This Colonial Maritime Town landmark offers fascinating insights into Maryland's past amidst beautiful architecture.
Galway Bay Irish Restaurant and Pub
Quiet Waters Park is perfect for outdoor things to do in Annapolis. Enjoy scenic trails, art galleries, and serene views of the Severn River Tours.
Boatyard Bar & Grill
Stroll along Ego Alley, where you can view Annapolis from a unique perspective. Watch boats glide by as you soak up the Mid-Atlantic Coastal Charm.
Red Red Wine Bar + Bistro
Explore Historic London Town and Gardens for outdoor activities that blend nature with history. Wander through lush gardens and discover colonial-era buildings.
Dock Street Bar and Grill (Old Annapolis Jail)
Step outside and feel the Chesapeake Bay breeze as you explore Annapolis's historic streets. Locals whisper about the ghostly echoes near Maryland's Capital City, a must-see for fans of outdoor chills.
Middleton Tavern
Experience outdoor thrills in this Colonial Maritime Town, where every corner holds a story. At dusk, the air tingles with tales from Annapolis's past—locals say some shadows never leave.
Waterfront Warehouse
Stroll under lantern-lit streets in Maryland's Capital City, where ghost stories mingle with salty air. Locals claim you can hear whispers from centuries past on quiet nights outdoors.
James Brice House
Enjoy an outdoor adventure along the waterfront, where Mid-Atlantic Coastal Charm meets local legend. Some say the best crab feasts happen right here—if you know who to ask.
Galway Bay Irish Pub
Take in the sights of Historic Downtown Annapolis while searching for traces of it's haunted legacy. The brick-lined paths are perfect for a gentle evening stroll full of intrigue.
The Maryland Inn
Breathe in crisp bay air as you wander past landmarks tied to Naval Academy Town lore. Outdoor explorers may catch glimpses of figures said to linger from Annapolis's storied history.
See our Top Outdoor Activities By Neighborhood
From Eastport's nautical flair to the historic heart of downtown Annapolis, every neighborhood offers it's own twist on outdoor fun. Explore charming streets lined with shops or uncover public art installations waiting just off-the-beaten-path—there is always something new for locals and visitors alike. Click on these neighborhoods to see the related activity.
Top Rated
4.8 (1 reviews)
Downtown
Downtown, Annapolis
Downtown Annapolis offers a unique blend of history and modern charm. Visit the Banneker-Douglass Museum or stroll through Colonial Annapolis Historic Downtown. It is a...
5.0 (1 reviews)
Downtown
Downtown, Annapolis
Downtown Annapolis is a top attraction for those visiting the Sailing Capital. From the Visitor Center to scenic overlooks, it offers unique things to do. Experience the...
5.0 (1 reviews)
United States Naval Academy
United States Naval Academy, Annapolis
The United States Naval Academy neighborhood is Annapolis at it's most iconic. Stroll past the John Paul Jones Crypt and Nimitz Library, soaking in Maryland's capital...
5.0 (1 reviews)
St. John's College
St. John's College, Annapolis
Discover why St. John's College is one of Annapolis's top attractions. From the Tripoli Monument to Mellon Hall, every corner reveals stories from Maryland's Capital...
See what people say about our outdoor activities in Annapolis
People rave about our outdoor activities in Annapolis! With glowing five-star ratings and enthusiastic testimonials like 'The most fun we have had exploring Maryland's Capital City,' it is clear why so many love these unique experiences. Trust our proven track record for creating memorable adventures across all ages.
This scavenger hunt was such a unique thing to do in Annapolis. We found beautiful murals and learned so much along the way.
Brian W.
A great walking tour that highlighted all the best parts of downtown Annapolis. I can't wait to do more hunts like this one!
Megan L.
What an incredible experience! We discovered so many cool places we never knew existed in our own backyard, even as locals.
Daniel H.
Exploring the US Naval Academy through this interactive tour was unforgettable. So many interesting points of interest around downtown!
Laura M.
A fantastic way to see all the iconic landmarks in Annapolis. I highly recommend this as a must-do for anyone visiting the city.
Chris G.
The Banneker-Douglass Museum tour was eye-opening. I appreciated learning about the rich cultural history right in downtown Annapolis.
Jessica D.
This experience was perfect for our date night in the sailing capital. We explored together and found some amazing local spots.
David B.
We loved our family outing at Susan Campbell Park. It was a great outdoor activity that combined fun and learning about local history.
Sarah W.
What a fun way to discover the hidden gems of Annapolis. The app made navigating through the historic spots super easy and enjoyable.
Michael S.
I had a blast exploring the Colonial Annapolis Historic Downtown. The walking tour was engaging and filled with fascinating history.
Emily J.
What an amazing way to experience downtown! The app made it easy to navigate, and we loved exploring historical spots like Middleton Tavern.
James C.
Annapolis has so many must-visit places, and this tour helped us uncover them all. Highly recommend for anyone looking for fun things to do!
Olivia L.
This scavenger hunt was such a cool experience! It allowed us to explore different parts of downtown while having fun with friends.
Brian H.
The walking tour through downtown was fantastic. I loved learning about the State House and other historic places that make Annapolis unique.
Jessica M.
We had so much fun seeing iconic landmarks during our self-guided tour. This is definitely one of the best things to do in Annapolis!
Chris G.
Exploring downtown Annapolis was such an enjoyable outdoor activity. The scenery and history made it a memorable day out.
Laura W.
A perfect date idea for us! We enjoyed working together on this interactive tour while discovering beautiful spots like Susan Campbell Park.
David B.
This was a great family activity in downtown Annapolis. My kids loved finding clues and learning about the US Naval Academy along the way.
Sarah D.
What a fun experience in the heart of Annapolis! We discovered hidden gems while strolling through Colonial Annapolis Historic Downtown.
Michael S.
I had a blast exploring the historic sites around Annapolis. The walking tour was engaging and full of interesting facts about the area.
Emily J.
This scavenger hunt was an awesome way to spend time with friends. We laughed, learned, and discovered new places around town!
Brian A.
Such a cool thing to do in Annapolis! The Old Treasury was one of my favorite stops, full of rich stories from the past.
Ashley T.
I loved using ScavengerHunt.com for our walking tour of downtown. It made exploring feel like an exciting adventure through history!
Daniel M.
A wonderful outdoor activity! Walking along the waterfront near Susan Campbell Park was refreshing and filled with beautiful sights.
Laura W.
Exploring downtown Annapolis was such a great experience. The app made it easy to navigate and discover fascinating local history.
Chris M.
We had so much fun on the self-guided tour at Middleton Tavern. Perfect for families looking for unique things to do in Annapolis.
Jessica D.
The interactive tour of Colonial Annapolis was an amazing way to see iconic spots. Highly recommend for anyone visiting this historic area.
David B.
What a fun date idea! We enjoyed strolling through Susan Campbell Park and soaking up the beautiful scenery together.
Sarah W.
This walking tour around the State House was a fantastic experience. I loved discovering hidden gems in our charming city.
Michael S.
I had a blast exploring the Banneker-Douglass Museum. It was a great way to learn about Annapolis history while enjoying the outdoors.
Emily J.
A unique thing to do in Annapolis! This scavenger hunt took us on an exciting journey through historic landmarks we never knew existed.
Kevin W.
I loved using ScavengerHunt.com for our adventure in downtown Annapolis. It made exploring so much more fun and interactive!
Megan L.
This experience was perfect for tourists wanting to see iconic sites like the US Naval Academy without feeling rushed.
Brian H.
A great family activity in Annapolis! My kids loved finding clues at the Banneker-Douglass Museum while learning about local history.
Laura M.
The walking tour of downtown was so engaging. We discovered fascinating facts about places like Middleton Tavern along the way.
Chris G.
Annapolis is such a charming city and this scavenger hunt was a great thing to do while learning about its rich history.
Jessica D.
What a fantastic way to explore Colonial Annapolis! The highlights of this neighborhood made it an unforgettable experience.
David B.
This self-guided tour in the heart of the city was an amazing outdoor activity. We loved seeing the State House and enjoying the fresh air.
Sarah W.
We had a great date night wandering through downtown Annapolis. The interactive tour was perfect for discovering hidden gems.
Michael S.
Exploring the historic spots around Annapolis was such a fun experience. The walking tour led us to beautiful Susan Campbell Park.
Emily J.
FAQs.
What are some fun Outdoor Activities in Annapolis?
Are scavenger hunts good for groups in Annapolis?
I am new to Annapolis what do you recommend?
I am a Annapolis local would this be fun for me?
What is the full list of all the scavenger hunts and activities that I can do in Annapolis
LOCAL INSIGHTS
Fun Annapolis Facts and Hidden Gems
Did you know that Annapolis was once known as 'The Athens of America' because it was a hub for arts and culture during colonial times? It's deep maritime roots stretch back over 300 years—making it one of America's oldest seaports.
Today’s city blends historic elegance with modern vibrancy: think crab feasts by the bay mixed with buzzing live
Today’s city blends historic elegance with modern vibrancy: think crab feasts by the bay mixed with buzzing live
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