Explore Things to Do in Maryland
Welcome to Maryland - a state rich in coastal charm, historic treasures, and diverse landscapes. Explore the vibrant waterfront of Baltimore’s Inner Harbor, tour historic Annapolis with its colonial architecture and sailing heritage, or relax on the sandy beaches of Ocean City. Discover scenic state parks, hike the Appalachian Trail, and savor the state’s famous blue crabs and Chesapeake Bay cuisine. From lively cities and charming small towns to outdoor adventures and cultural attractions, Maryland offers unforgettable experiences for every traveler.
Book Your Experiences Today!
Planning the perfect vacation in Maryland is easier than ever with our all-in-one platform for finding and booking day trips, tours, excursions, and memorable local experiences. Browse curated activities, compare options, and check live availability so you can reserve your must-do adventures well before you arrive in Maryland. By booking ahead, you skip the hassle of searching once you're already on vacation and avoid missing out on popular experiences that fill up fast. Let us help you build a trip that’s smooth, stress-free, and filled with the moments you’ll remember most.
Why wait until you arrive in Maryland to book your tours - only to discover that the ones you want are already full? Click any activity below to learn more about the tour, view availability, and reserve your excursions directly with the tour operators today!
Today's Featured Tours Explore All
Sunset Cruise
The Ultimate Sunset Experience! Full Bar Onboard
Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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Parasail Ride
Starting at $84 | 400, 600, 800 ft. flights | Longest flight times on the island!
Ocean City
up to 1.5 Hours on boat | Flight Time: 10-12 min
Kid-Friendly
Island Parasail
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Land Cabana
21+ • 4 hours • Up to 12 people • Food & Drink Service
Ocean City
4 hours
Rentals
Seacrets
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Tandem Kayak Rental
St Michaels
2 Hours - 7 Days
Kayak
Shore Pedal & Paddle
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Retul Motion Capture Pro Fitting with Laurie (College Park)
3 Hours (approx)
Summertime Parties & Private Events
All Ages • 2 Hours • Have an amazing event with friends and family!
Elkton
2 Hours
Private Tours
Milburn Orchards
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Senior/Adaptive Paddles
Welcome to an adaptive paddle experience!
Hollywood
2 hours
Kid-Friendly
Kayak
Greenwell Foundation
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All In Rewards
Join our FREE Rewards Program!
Bowie
All In Adventures - Bowie, MD
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Personalized Itineraries
For all ages! • 1+ Days • From iconic spots to hidden gems, we’ve got you covered!
Rockville
1+ Days
Walking Tour
Meandering Map Tours
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Chesapeake Sunset Cruise
All Ages • 1.5 Hours • The Ultimate Sunset Experience!
North East
1.5 Hours
Chesapeake Water Tours - North East
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Jet Ski Tours/Rental Explore All
Dorchester Boat Rentals
2023 Tritoon Boats
Ocean City
Dorchester Street Jet Skis
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Spark 1-seater (1adult & 1child max) | 60 hp
Ages 18+ • Up to 2 People Per Jet Ski! • Up to 2 Hour Rentals
Jet Ski Rental
Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230
Angler Water Sports Jet Ski Tour
1 Hour l Drivers: Ages 18+ l Passengers: Ages 5+
Ocean City
Dorchester Street Jet Skis
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GTX (2 Seater) | 130 hp
MOST POPULAR! Ages 18+ • Up to 3 People Per Jet Ski! • Up to 2 Hour Rentals
Jetski Rental
Starting at $125 • 2 Adults & 1 Child per Jet Ski (or 450 lbs.)
Ocean City
Top Gun Watersports - Fish Tales
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Jet Ski Rental
30 Minute or 1 Hour Jet Ski Rental
Chesapeake Beach
30 minutes or 60 minutes
Jet Ski Rental
Bayside Jetskis
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Dorchester Jet Ski Tour
1 Hour l Drivers: Ages 18+ l Passengers: Ages 5+
Ocean City
Dorchester Street Jet Skis
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One Hour Jet Ski Rental Single Rider
1 Hour
Fort Washington
1 Hour
Jet Ski Rental
Shaods & Miracle Boat Jet Ski Rental
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One Hour Jet Ski Rental Double Rider
1 Hour • Double Rider
Fort Washington
1 Hour
Jet Ski Rental
Shaods & Miracle Boat Jet Ski Rental
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Boat Rentals Explore All
Rental - Single Kayak at National Harbor
Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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Tiki Cruise
18+! • 2hrs • Up to 6 people!
Crisfield
2 Hours
Private Tours
Boat Rental
Kayak Crisfield
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26′ Bennington Pontoon
12 Passengers • Spacious & Comfortable • Great for a casual cruise or a party float!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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Triumph 190 Multi-Day Rental
Ages 18+ to operate • 3 Day Minimum • 6 People Max • Call to book!
Cambridge
3 - 7 Days
Boat Rental
Blackwater Adventures - Hyatt
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Pontoon Rentals
Up to 11 people! • Up to a Full Day • Rent a pontoon boat!
Crisfield
3 - 13 hrs
Boat Rental
Kayak Crisfield
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Rental - Canoe at National Harbor
Now renting for 2026. Book Today!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Canoe, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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60′ Viking
12 Passengers • Captain Included • Luxury & Style
Edgewater
3-8 hour rentals
Private Tours
Boat Rental
South River Boat Rentals
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Bennington Pontoon Rental
With Captain Fits up to 10 people
Fort Washington
Boat Rental
KO Watersports LLC
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Triumph 170 Multi-Day Rental
Ages 18+ to operate • 3 Day Minimum • 6 People Max • Call to book!
Cambridge
3 - 7 Days
Boat Rental
Blackwater Adventures - Hyatt
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Custom Cruise with Captain
2 hours - Sunrise and Sunset options available
Fort Washington
2 Hours
Boat Rental
KO Watersports LLC
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Private Tours Explore All
Beer Tasting Cruise on Lady Patty
$115 Per Passenger Or $1195 Private Charter | Ages 21+ Only | Max 13 People | 2 Hours
St Michaels
2 hours
Private Tours
St. Michaels Sailing Charters
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Big Adventure Parasail
A 60 min Parasail Adventure for up to 12 riders ages 5 & up
Ocean City
60 Minutes
Kid-Friendly, Private Tours
OC Banana
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Santa Train
1 Hour & 10 Minutes • Ride the Train with Santa
Walkersville
1 Hour & 10 Minutes
Private Tours
Walkersville Southern Railroad
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Special 4th of July Fireworks Cruise on Lady Patty
$195 Per Passenger Or $2535 Private Charter | 2 Hours | Max 13 People
St Michaels
2 Hours
Private Tours
St. Michaels Sailing Charters
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Public Lazy River Cruise
Hop on and enjoy a relaxing boat ride!
Denton
Two Hours
Private Tours
Boat Tour
River City Cruise Co
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Pontoon Rental - Frontier Town
Book Now! • 4 Hour or 8 Hour Rentals • Starting at $429
Berlin
Private Tours
Top Gun Watersports - Campgrounds
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Goat Cuddles
All Ages! • 45 minutes • Private Group
Woodstock
45 Minutes
Private Tours
Farm
Strohmer's Farm
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Family Bunk Room Sleeps 6
One Queen Bed and 2 sets of Bunk Beds
Frostburg
Check-in 3–6pm; check-out 10am
Private Tours
Trail Inn Lodging & Campground
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Half Day Private Sail on Lady Patty
Starting at $1895 | Max 13 People | 4.5 Hours
St Michaels
4.5 hours
Private Tours
St. Michaels Sailing Charters
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Wicomico River Tiki Charter (6 People)
Up to 6 People • 1.5 to 3 Hours • Ride on our 23' Boat
Salisbury
1.5 to 3 hours
Private Tours
Boat Tour
Rising Tide Charters
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Experience Ocean City Explore All
Ghosts on a Boat - Sunset Ghost Tour
$50 History / Mystery Sunset Voyage / Coastal Bays
Ocean City
1.5 hours
Chesapeake Ghost Walks
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3 Hour Head Boat Fishing
Half Day Charter
4 Hours
Ocean City
4 Hours
Fishing
Sport Fishing East Coast
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Ocean City Ghost Tour
BOARDWALK GHOSTS & HAUNTS - Starting at $20 | 1.75 hours
Ocean City
1 hour 50 minutes
Kid-Friendly
Ghost Tour, Walking Tour
Chesapeake Ghost Walks
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Full Day Charter
12 Hours
Ocean City
12 Hours
Private Tours
Fishing
Sport Fishing East Coast
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Seacrets Sunset Cruise
Ocean City’s Best Sunset Cruise Experience! (21+) *Likely To Sell Out
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Seaside Social: Happy hour tour
Starting at $50 | 3 Hours | All Ages
Nighttime Shark Trip
4 Hours • Up to 5 People
Ocean City
4 Hours
Reel Naughty SportFishing
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Exclusive Private Boat Charter
Your Party, Your Boat: Private VIP Cruise from Seacrets!
Ocean City
2 Hours
Private Tours
Boat Tour
Seacrets Cruises
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Boat Tours Explore All
Escape All Day! Or Only a Half Day, It’s Up to You…
Private Custom Charter • Half-Day or Full-Day • Explore Chesapeake Country Your Way
St Michaels
4 - 8 Hours
Private Tours
Boat Tour
Escape by Boat
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Build-Your-Own Private Choptank River Cruise
A customizable Choptank River cruise for up to 16 people!
Denton
2 Hours
Private Tours
Boat Tour
River City Cruise Co
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Exclusive Private Boat Charter
Your Party, Your Boat: Private VIP Cruise from Seacrets!
Ocean City
2 Hours
Private Tours
Boat Tour
Seacrets Cruises
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Captained Sunset Cruise
Private Experience • Unmatched Breathtaking Views • 3 Hours • Sells Out - Book Now!
Edgewater
3 hours
Private Tours
Boat Tour
South River Boat Rentals
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Sunset Cruise
The Ultimate Sunset Experience! Full Bar Onboard
Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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BYO Cruise on Partytoon/Key's Anthem
60-Minute Harbor Cruise • BYO Snacks & Drinks • Relaxed Waterfront Views
Baltimore
1 Hour
Boat Tour
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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Sightseeing Cruise
Welcome Aboard! All Ages • 1.5 Hours • Full Bar Onboard
Grasonville
90 Minutes
Boat Tour
Chesapeake Water Tours - Kent Narrows
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Daytime Party Cruise
Sunshine & Sips on the Bay! Cruises Departing Daily (21+)
Ocean City
1.5 Hours
Boat Tour
Seacrets Cruises
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Public History on the Choptank River Cruise
A two-hour history tour on the water!
Denton
2 Hours
Boat Tour
River City Cruise Co
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Half Day Private Charter
For Private groups of up to 28 Passengers! • 6 Hours • Ages 4+
Solomons
6 Hours
Kid-Friendly, Private Tours
Boat Tour
LJK Outdoors
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Experience Annapolis Explore All
SUP Rental
Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $25
Annapolis
Annapolis Canoe & Kayak
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Tandem Sit-Inside Kayak Rental
Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $35
Annapolis
Kayak
Annapolis Canoe & Kayak
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Sip and Spin Art w/4 colors
4 colors per canvas
Annapolis
25 Minutes
Sip & Spin Art
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Downtown Annapolis (Spa Creek) - Private Rentals
2 Hour Rentals & Private Groups
Annapolis
1-2 Hours
Private Tours
Kayak
Capital SUP Annapolis
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ASA 214 Catamaran Instructor
Catamarans are Great
Canoe Rental
Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $35
Annapolis
Annapolis Canoe & Kayak
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ASA 101 - Basic Keelboat
$695 per student | Basic Keelboat Sailing
Flite Experience & Lessons
Experience a private lesson: where we come to you!
Annapolis
2 Hours
Private Tours
Flyboard
Ski Haus Sports Center
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Yoga & Fitness Packages 2026
Off-Site Local Adventure Trips
2 Hours
Annapolis
2 Hours
Brewery, Rentals
Capital SUP Annapolis
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