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 Watersports
Guided Jet Ski Tour • 2 Hours • 1 to 2 Riders • Up to 10 riders per tour
Baltimore
2 hours
Jet Ski Tour
Charm City Watersports
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Explore & Restore: Lake Powell Retreat
“Find freedom in motion, peace in stillness.”
Phoenix
4 nights, 5 days
FloYo Travels
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Traditions Tea
Be Refined Back in Time!
Cambridge
2 hour
Kid-Friendly
Dorchester County Historical Society
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Australian Experience
For all ages! • 20-30 minutes • Starting at $60 • Up to 5 people • Private Tour!
Finksburg
Private Tours
Creatures Great & Small Animal Park
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Two Hour Watersports Rental - Bayside Stand
Starting at $30 | Morning and Afternoon Options Available
Berlin
2 Hours
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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Springtime Parties & Private Events
All Ages • 2 Hours • Have an amazing event with friends & family! • Starting at $120
Elkton
2 Hours
Private Tours
Milburn Orchards
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Full Day Tennis Camp
Ages 5-16 • 5 Day Camp
Germantown
Bretton Woods Recreation Center - Tennis Department
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North Beach Scenic – Guided Walking Tour
For all ages! • 60-90 Minutes
North Beach
60-90 Minutes
Walking Tour
Chesapeake Windsail Cruises
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Paddle Memberships
All Ages • Unlimited Paddling Opportunities
Kayak, Rentals, Water Activities
Capital SUP Annapolis
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Kayak Tours Explore All
Our Signature Tour* Little Blackwater River Kayak Tour
All ages • 2 Hours • Look for wildlife as you paddle!
Cambridge
2 Hours
Kayak
Blackwater Adventures
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3 Day Watersports Rental - Bayside Stand
Any 3 Consecutive Days
Berlin
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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Shoal Creek Guided Kayak Tour
All ages • 2 Hours • Explore an 18 acre wildlife refuge
Cambridge
2 Hours
Kayak
Blackwater Adventures - Hyatt
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Season Passes
Unlimited kayak rentals and discounted tours!
Off-Site Watersport Rental - Up to 24 Hours
Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD
Kayak
Bay Venture Outfitters - North East
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Dad's Paddle Free – Father's Day Special!
Make this Father's Day one to remember | North East, MD
North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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Moms Paddle Free – Mother’s Day Special!
Make this Mother’s Day one to remember | North East, MD
North East
2 Hours
Kayak
Bay Venture Outfitters - North East
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Bike & Kayak Day Adventure
All ages • 6 Hours • Guided kayak tour and self-guided bike tour combo!
Cambridge
6 Hours
Bike Tour, Kayak
Blackwater Adventures
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Non-Motorized Multi-Day Rental
Kayaks, Bikes, Canoes, SUPs, Hobie Wave Catamarans
1 - 7 Days
Kayak, Rentals
Blackwater Adventures
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Half Day Watersports Rental - Bayside Stand
Starting at $50 | 4 Hour Rentals
Berlin
Canoe, Kayak, Private Sup, SUP
Assateague Outfitters
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Jet Ski Tours/Rental Explore All
Jetski Rental
Ages 18+ to Drive • 3 Seaters • No Experience Necessary • 1 Hour Rentals • NO Fuel Charge
Ocean City
One Hour Rental
Jet Ski Rental
Odyssea Watersports
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1 Hour Jet Ski Rental - Frontier Town
Starting at $139 • 2 Adults & 1 Child per Jet Ski (or 450 lbs.)
Berlin
Top Gun Watersports - Campgrounds
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60 Minute Jet Ski Tour
2 Jet Ski Minimum | Great for Groups
Five Islands Village
Real Paradise Travel, LLC
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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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3 Hour Bentley Pontoon Rental (with captain)
3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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Sea Doo Jet Skis
Ages 18+ to drive • 30 Minutes - 1.5 Hours • For 2 adults or 1 adult and 2 children
Cambridge
30 Minutes - 1.5 Hours
Jet Ski Rental
Blackwater Adventures - Hyatt
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Passenger Jet Ski Rentals
Includes 2 People • 1 or 2 Hour Rentals - Starting at $130
Edgewater
1-2 Hours
Kid-Friendly
Jet Ski Rental
South River Jet Ski Rentals
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Jet Ski Season Pass
$750 Value • Includes 5 Jet Ski Rentals
Jet Ski Rental
Blackwater Adventures - Hyatt
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Jet Ski Rentals
Starting at $120 | One Hour Ride | Instant Ride Time
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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Kid-Friendly Tours Explore All
90 Minute Jet Ski Tour
Explore Antigua by Sea! |Great for Beach breaks |Great for families! | From $102.50 Per Person
Five Islands Village
1.5 hours
Jet Ski Tour
Real Paradise Travel, LLC
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Meandering on the National Mall: A Walking Tour of the Memorials and Monuments
2 Hours • Washington D.C. Walking Tour
Washington
2 Hours
Meandering Map Tours
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A Toast to Her: First Ladies Cocktail Tasting Experience
2 Hours• Washington D.C. Cocktail Tasting
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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Bike Train
Ride the Train up the mountain then coast and pedal back downhill!
60 Minute VR | 4-9 Stations | 1 Headset Per Station
Starting at $127.99 | 60 Minutes | Up to 36 People | All Ages
Wine 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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Smith Island 3 Day Overnight Experience
3 Days. 2 Islands. 1 Unforgettable Chesapeake Journey.
3 Days
Private Tours
Experience Smith Island
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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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Experience Baltimore Explore All
Couples Cook: Thai Street Food
Ages 18+ • 3 hours
Vegetarian Indian Cuisine
Ages 18+ • 3 hours
Inner Harbor SUP Tour
Discover Baltimore's Inner Harbor By SUP!
Couples Cook: Indian Cuisine
Ages 18+ • 3 hours
Couples Cook: Chinese Take Out
Ages 18+ • 3 hours
Couples Cook: Spanish Tapas (Spring/Summer)
Ages 18+ • 3 hours •
Boat Rentals Explore All
3 Hour Bentley Pontoon Rental (with captain)
3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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Jet Ski Rentals
$129 • OC's 6 Mile Ride & biggest free riding area in Ocean City!
Ocean City
1 hour
Boat Rental, Boat Tour, Jet Ski Rental, Jet Ski Tour
Under The Bridge Watersports
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Rental - Single Kayak at National Harbor
Rentals are closed for the 2025 season. We'll reopen in May 2026!
Oxon Hill
1-4 Hours
Kid-Friendly
Boat Rental, Kayak, Rentals, Water Activities, Wildlife
National Harbor
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26ft Double Decker Funship Pontoon
4 or 8 Hour Rental • Sunset Cruise Available • Up to 12 People
Edgewater
2-8 Hours
Boat Rental
South River Jet Ski Rentals
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6 Hour Private Charter - Andiamo
For all ages! • 6 Hours • Up to 12 people
Key West
6 Hours
Private Tours
Boat Rental
That's What Sea Said, LLC
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24ft Tahoe Pontoon Rental
3-8 Hour Rentals • Up to 10 People
Edgewater
3-8 Hours
Boat Rental
South River Jet Ski 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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3 Hour STINGRAY 172S Boat Rental (WITHOUT CAPTAIN) ~ KAROLINA- T
3 Hours
Washington
3 Hours
Boat Rental
Shaods & Miracle Boat Jet Ski Rental
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10 Hour Private Charter - Andiamo
For all ages! • 10 Hours • Up to 12 peopl3
Key West
10 Hours
Private Tours
Boat Rental
That's What Sea Said, LLC
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23′ Parker
8 Passengers • Center Console • Great for Fishing or Cruising!
Edgewater
Half Day, Full Day, and Multi-Day Rentals Availa
Boat Rental
South River Boat Rentals
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Experience Annapolis Explore All
Tandem Sit-On-Top 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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Historic Walking Tour and Lunch/Dinner
Great for Families! | Every Wednesday and Sunday!
Annapolis
3 hours
Colonial Tours of Annapolis
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Blue Angels Cruise
Annapolis
3 hour cruise
Island Princess Cruises
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Historic Walking Tour
Great for Families! | Every Friday, and Saturday!
Annapolis
Colonial Tours of Annapolis
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ASA 214 Catamaran Instructor
Catamarans are Great
Cruising Catamaran and Bareboat Chartering (ASA 104/114/IPC)
3.5 Days • Learn to skipper a catamaran
Eastport - 2026 Summer Camps
Ages 7+ • 4 Days on the water! • Full day or half day options
Annapolis
Half & Full Day Camp
Kid-Friendly
Capital SUP Annapolis
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Solo Sit-On-Top Kayak Rental
Ages 18+ to Rent • All Ages Welcome • 1 Hour to 10 Day Rentals Available • Starting at $25
Annapolis
Kayak
Annapolis Canoe & Kayak
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Cruising Catamaran (ASA 114)
3 Days, 2 Nights, Liveaboard • Cruise and learn on a luxurious 40-foot catamaran
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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