Feel the thrill 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, and Annapolis Ghost Tour—each weaving vibrant street art with centuries-old plazas.
Gather your team for trivia quests, bold photo dares, and wild challenges that rack up points in our sleek app—compare scores with friends and celebrate victories together!
Top Outdoor Activities In Annapolis, Maryland
Step into the vibrant heart of Annapolis, Maryland's Capital City, where cobblestone streets meet sparkling Chesapeake Bay views. Whether you are a local or visiting Annapolis for the first time, these outdoor activities offer a fresh way to see historic downtown and beyond. Feel the energy as you uncover must-see sights, hidden gems, and unforgettable moments in every corner. Outdoor activities here transform sightseeing into pure adventure and excitement.
Outdoor Experiences in Annapolis, Maryland
Get ready to dive into our expertly curated list of outdoor activities in Annapolis! Each one is designed to spark your curiosity and immerse you in the city's unique coastal charm. From lively bar crawls to thrilling ghost tours and university explorations, there is something for everyone—families, friends, locals, or visitors looking for top experiences. Discover new sides of this Mid-Atlantic coastal hub as you explore history, art galleries, live music spots, and craft beer scenes through interactive challenges that make every outing memorable.
Top Rated
4.9 (28 reviews)
Red Bricks & Blue Views Scavenger Hunt
Downtown, Annapolis
History comes alive around every corner in beautiful Annapolis! Explore charming streets,...
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 (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 (25 reviews)
Annapolis Maryland Bar Hunt
Downtown, Annapolis
Discover Annapolis through a self-guided, gamified bar crawl featuring trivia, photo...
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 dedicated experts have explored over 3,050 cities worldwide—including dozens right here in Southeast—to handpick unforgettable routes filled with must-sees and secret finds tailored just for each activity type. During every experience your crew explores on foot: solving trivia at monuments; snapping photos at murals; tackling puzzles at public art sites—all tracked by our award-winning app so teams earn points and unlock achievements they can compare citywide.
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Top Outdoor Attractions In Annapolis
Annapolis attractions come alive when experienced through engaging outdoor activities. Stroll past the iconic domes of the United States Naval Academy while unraveling local legends or admire Colonial architecture on bustling Main Street as part of an exciting challenge. Venture onto campus at St. John's College or lose yourself among waterfront parks with panoramic Severn River views—all while participating in immersive quests that reveal stories behind each landmark. Click on each location to see related activities.
1
Maryland 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.
2
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.
3
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.
4
Liberty Bell
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.
5
Ego Alley
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.
6
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.
7
Historic Main Street
Wander Colonial Annapolis Historic Downtown’s Main Street. Discover picturesque architecture and local shops—a delightful experience capturing Mid-Atlantic coastal charm.
8
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!
9
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.
10
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.
11
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.
12
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.
13
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.
14
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.
15
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.
16
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.
17
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.
18
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.
19
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.
20
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.
21
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.
22
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.
23
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.
24
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.
25
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.
26
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.
27
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.
28
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.
29
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.
30
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.
31
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.
32
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.
33
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.
34
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.
35
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.
36
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
Experience outdoor activities like never before across Annapolis' most beloved neighborhoods—from Historic Downtown's colorful alleys to lively Eastport and tranquil college campuses. Each area offers it's own flavor of adventure—click on these neighborhoods to see the related activity.
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Annapolis
Locals and visitors alike rave about our outdoor activities in Annapolis! With glowing five-star reviews such as 'A fun-filled day discovering hidden gems,' it is no wonder families and groups keep coming back for more adventures. Trust our top-rated experiences for your next day trip or special outing.
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.
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
Founded in 1649 by Puritans seeking freedom near the Chesapeake Bay shores, Annapolis quickly became known as Maryland's Capital City—and later earned fame as America's Sailing Capital thanks to it's vibrant maritime scene.
Today you can still sense colonial charm along brick-lined streets where crab feasts are a tradition and naval cadets in
Today you can still sense colonial charm along brick-lined streets where crab feasts are a tradition and naval cadets in
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