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!
Our site gives you a fast, convenient way to explore the best tours, excursions, and experiences available for your vacation in Maryland. With up-to-date schedules, clear descriptions, and secure booking directly with local operators, you can lock in the activities you’re excited about before your trip even begins. No more scrambling for last-minute openings - just confident planning and more time to enjoy your getaway. Let us help you turn your vacation in Maryland into something truly memorable.
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
Charm City Signature Tour
Ride Baltimore’s Waterfront – 2-Hour Guided Jet Ski Experience
Baltimore
2 hours
City Tour, Guided Tour, Jet Ski Rental, Jet Ski Tour
Charm City Watersports
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U Street's Jazzed Up Cocktail Tour
$189 • 3 Hours • Public or Private Tours • Our Favorite Street in the City!
Hyattsville
Private Tours
City Tour
Blue Fern Travel
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Full-Day Fishing Charter
For all ages! • 12 hrs • Full-Day Fishing Charters
Towson
12 Hours
Fishing
Tide & Timber Outfitters
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Private Bonfire Hayrides
Ages 2+ • 2 Hours • Nighttime Fun! • Starting at $340
Elkton
2 Hours
Private Tours
Milburn Orchards
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Wednesday on the Water Cruise
Rotating Wednesday Experiences • Music • Small Bites • Tasty Drinks • Baltimore Harbor Views
Baltimore
2
Harbor Boating Inc., Tours & Charters • Baltimore Water Taxi
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Private Behind-the-Scenes Farm & Fiber Mill Experience
Ages 3+ • Groups of 20 or more • 2.5 Hours • In-Depth Tour of the Fiber Mill!
Earleville
Private Tours
Painted Sky Alpaca Farm
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Fall Foliage & Cider Cruise
Fall Sightseeing Cruises & Seasonal Drink Specials! 90-minutes
Grasonville
90 Minutes
Chesapeake Water Tours - Kent Narrows
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ASA101 - Basic Sailing (2-day semi-private)
Learn to sail over 2 days!
Havre De Grace
2 days
Private Tours
BaySail School of Sailing LLC
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2.5 Hour Electric Boat Rental
Starting at $313 | For up to 10 People | Available 9am-530pm
Glen Burnie
Baltimore Boat Rental
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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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Boat Rentals Explore All
Custom Cruise with Captain
2 hours - Sunrise and Sunset options available
Fort Washington
2 Hours
Boat Rental
KO Watersports LLC
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19' Hurricane(s)
Starting at $440 • 6 Passengers • Center Console with Bow Seating • Fun & Practical!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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SUNSET CRUISE
2 hours (option to add extra time)
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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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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FULL-DAY ESCAPE
8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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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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27’ Godfrey Tritoon
12 Passengers • Luxurious Comfort • Customer Favorite!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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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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HALF-DAY ESCAPE
4 hours
Annapolis
4 Hours
Boat Rental
Chesapeake Charter Experiences
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Experience Ocean City Explore All
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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Ocean City, MD - Small Group
All Ages • Two Hours • Up to Six Guests
Ocean City
Private Tours
Teraloom
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Evening Shark Charter
3 Hours
Ocean City
3 Hours
Fishing
Sport Fishing East Coast
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Seaside Social: Happy hour tour
Starting at $50 | 3 Hours | All Ages
4 Hour Bay Fishing Trip Starting at 8AM
4 Hour Trip | Daily | 8AM-Noon (12PM)
Ocean City
4 Hours
Private Tours
Ocean City Fishing Center
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Nighttime Shark Trip
4 Hours • Up to 5 People
Ocean City
4 Hours
Reel Naughty SportFishing
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Berlin Tasting Tour: A Delicious Walk Through History
$99 | 3 Hours | All Ages
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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OC Parasail Uptown
400, 600, 800 feet… you choose! •Premium flights on brand new boats!•54th St. Location•FREE PARKING
Ocean City
Entire experience takes about an hour, which inc
O.C. Parasail
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Half Day Charter
4 Hours
Ocean City
4 Hours Custom 23’ Carolina
Fishing
Sport Fishing East Coast
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Kayak Tours Explore All
Yearly Paddlesport Storage Request
Waterfront Paddlesport Storage • May 1st - April 30th | North East, MD
North East
May 1st - April 30th
Kayak
Bay Venture Outfitters - North East
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1-Day Parking Pass/Launch Fee
All ages • All Day
Cambridge
All Day
Kayak
Blackwater Adventures
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Launch Your Own Kayak or SUP
Launch your own Kayak or Paddle Board
Deale
Private Tours
Kayak
Chesapeake Paddle Sports
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Kayak Rental
Rent for 2hr or up to a full week! • Single or Tandem Kayaks
Crisfield
Rentals from 2hrs up to a full week
Kayak
Kayak Crisfield
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The Baltimore Peninsula Passage One Way Kayak Challenge
3.5 Miles • Kayaking Fitness Challenge
Baltimore
3.5 Miles 2.5hrs Including safety brief & break
Guided Tour, Kayak
Akwatribe Riversports
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Three Hour Rental
Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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Off-Site Rentals
All ages • 4 or 8 Hours • Kayaks, Canoes, SUPs!
Cambridge
4 or 8 Hours
Kayak, Rentals
Blackwater Adventures
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Eco-Tour
Starting at $25 Per Person | 1 Hour 30 Minutes | Learn the Basics of SUP!
Deale
Kayak
Chesapeake Paddle Sports
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Tandem Kayak Rental
St Michaels
2 Hours - 7 Days
Kayak
Shore Pedal & Paddle
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Solo Kayak Rental
St Michaels
2 Hours - 7 Days
Kayak
Shore Pedal & Paddle
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Experience Annapolis Explore All
Extended "Off-Site" Rentals
1-14 Day Off-Site Rentals • Single & Tandem Kayaks, Stand Up Paddleboards
Annapolis
Kayak, SUP
Capital SUP Annapolis
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Historic Walking Tour
Great for Families! | Every Friday, and Saturday!
Annapolis
Colonial Tours of Annapolis
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FULL-DAY ESCAPE
8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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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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Annapolis Food Tour
3 Hours 30 Minutes • Ages 7 and up
Donations
Retro Boat Rentals - Duffy Boats
Captain Your Own Duffy Boat • 1–2 Hours • Up to 10 Guests • No Experience Required
Annapolis
1–2 hours
Sea Suite Cruises Annapolis
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HALF-DAY ESCAPE
4 hours
Annapolis
4 Hours
Boat Rental
Chesapeake Charter Experiences
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Historic Walking Tour with Meal
Great for Families! | Every Wednesday and Sunday!
Annapolis
3 hours
Colonial Tours of Annapolis
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Boards, Paddles, & Merch
Annapolis
SUP
Capital SUP Annapolis
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Private Tours Explore All
Private Party at Keppel & Kismet
Private Creative Workshop
Baltimore
3 hours
Private Tours
Keppel & Kismet LLC
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Launch Your Own Kayak or SUP
Launch your own Kayak or Paddle Board
Deale
Private Tours
Kayak
Chesapeake Paddle Sports
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Special 4th of July Fireworks Cruise on Epiphany
$295 Per Passenger Or $1770 Private Charter | 2 Hours | Max 6 People
St Michaels
2 Hours
Private Tours
St. Michaels Sailing Charters
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Beer Tasting Cruise on Epiphany
$195 Per Passenger Or $995 Private Charter | Ages 21+ Only | Max 6 People | 2 Hours
St Michaels
2 hours
Private Tours
St. Michaels Sailing Charters
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Large Group & Private Charter Catering on Lady Patty
Chef-Prepared Onboard Dining
St Michaels
Private Tours
St. Michaels Sailing Charters
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Private Sailing Catamaran Charter on Epiphany - Up to 13 People
Private Bareboat Sailing Charter on Epiphany | Up to 13 People | All Ages Welcome!
St Michaels
2 or more hours
Private Tours
Sailing
St. Michaels Sailing Charters
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ASA101 - Basic Sailing (2-day semi-private)
Learn to sail over 2 days!
Havre De Grace
2 days
Private Tours
BaySail School of Sailing LLC
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Go Boat Rental
Go Boat Rental
Baltimore
30 minutes-1hr
Private Tours
Akwatribe Riversports
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Full Day Private Sail on Epiphany
$2495 Private Charter | Max 6 People | 7 Hours
St Michaels
7 hours
Private Tours
St. Michaels Sailing Charters
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Queen Room W/ Pull Out 1
$79.99 | Multiple Night Options
Frostburg
Private Tours
Trail Inn Lodging & Campground
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Kid-Friendly Tours Explore All
Pocomoke Ghost Tour
OUR SCARIEST TOUR | Starting at $20 | 1.75 hrs.
Pocomoke City
1.75 hours
Kid-Friendly
Chesapeake Ghost Walks
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Fall Hikes
Join us on a Greenwell adventure hike and experience our natural spaces up close!
Hollywood
2-3 hours
Kid-Friendly
Greenwell Foundation
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Winter Hikes
Join us on a Greenwell adventure hike and experience our natural spaces up close!
Hollywood
2-3 hours
Kid-Friendly
Greenwell Foundation
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All Day Private Charter
For Private groups of up to 28 Passengers! • 8 hours • Ages 4+
Solomons
8 Hours
Kid-Friendly, Private Tours
Fishing
LJK Outdoors
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The Original Berlin Ghost Tour
WALKING DEAD, LEY LINES, & THE ELEMENTAL |Starting at $20| 1.75 hrs
Berlin
1.75 hours
Kid-Friendly
Chesapeake Ghost Walks
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Kayak Rental
Nicks at Fish House/Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230
Baltimore
1 - 8 Hours
Kid-Friendly
Kayak
Akwatribe Riversports
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The Original St. Michaels Ghost Tour
SPIRITS OF ROWDY WOMEN | Starting at $20 | 1.75 hrs
St Michaels
1.75 hours
Kid-Friendly
Ghost Tour, Walking Tour
Chesapeake Ghost Walks
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Alpaca Adventure Camp
4 days of Fun & Education! For ages 7-12 - all abilities welcome!
Finksburg
9:00 AM - 1 PM (Monday-Thursday)
Kid-Friendly
Black Barn Alpacas
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The Original Denton Ghost Tour
WISH SHEPPARD'S REVENGE - TOWN DOG KILLER | Starting at $20 | 1.75 hrs.
Denton
1.75 hours
Kid-Friendly
Chesapeake Ghost Walks
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Knit & Nuzzle- Intermediate Class
Finksburg
2 hours
Kid-Friendly
Black Barn Alpacas
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