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
Voices on the Shore Lawn Concert
Enjoy Sounds of American Heritage in the footprints of the past
Cambridge
3 hour
Kid-Friendly
Drinks, Food, History Tour, Museum, Self-Guided Tour
Dorchester County Historical Society
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Private Fishing Charter
[$350-$500] For all ages! • 3-4 Hours • Join Cpt. Don for an Epic Chesapeake Bay Fishing Experience!
Fells Point
3-4 Hours
Private Tours
Fishing
Captain Don's Fishing Charters
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Private Tiki Boat - Nautilus Point
BYOB • 8-16 people • 1 hour and 45 minutes
Annapolis
1 Hour 45 Minutes. Want more time? Contact us or
Private Tours
Sea Suite Cruises Annapolis
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Full Day Off-Shore Fishing trip
8 Hours • Up to 6 People
Ocean City
8 Hours
Fishing
Reel Naughty SportFishing
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Ocean City Maryland Fishing Charter
All Ages! • 8, 10, and 12 Hour Options • Starting at $1650
Ocean City
8, 10, and 12 Hour Options
Fishing
MobSquad Fishing
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All Day Ride Special
From 10am-9pm - Up to 2 Passengers • Starting at $199• Age 25+ to Rent • All-Day Ride Rentals
Forest Heights
Might as Well Ride
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Retul Motion Capture Pro Fitting with Laurie (College Park)
3 Hours (approx)
Tandem Kayak Rental
St Michaels
2 Hours - 7 Days
Kayak
Shore Pedal & Paddle
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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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Custom/ Corporate Events
Age 12+ • 90 Min • 12-18 • Customized rooms
Frederick
Crash & Catharsis Rage Factory
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Boat Rentals Explore All
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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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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FULL-DAY ESCAPE
8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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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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HALF-DAY ESCAPE
4 hours
Annapolis
4 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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115 HP Tri-Toon Pontoon Boat
Up to 10 Passengers • 115 HP • 2-6 Hour Rentals Available • NO Fuel Charge
Ocean City
2-8 Hours!
Boat Rental
Odyssea Watersports
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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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Rental - Double 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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24-ft Pontoon Boat
Ages 18+ to drive • 1 Hour to 8 Hours • 11 people • Fishing not permitted from this vessel
Cambridge
1 Hour to 8 Hours
Boat Rental
Blackwater Adventures - Hyatt
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Kayak Tours Explore All
Guided Kayak Tour - Active/Reserved/Retired Military and First Responders
Join us for a **free** guided kayak tour, exclusively for Military/First Responders & their family!
Hollywood
2 hours
Kid-Friendly
Guided Tour, Kayak, Water Activities
Greenwell Foundation
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Sunset Paddle - Guided Kayak Tour
All ages • 2 Hours • Sunset and moonrise
Cambridge
2 Hours
Kayak
Blackwater Adventures - Hyatt
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Track and Yak
4 Years Old and Up · 5 Hours · 15 Mile Railbike Ride + 3 Mile Kayak Float
Frostburg
4 hours
Kayak
Tracks & Yaks LLC
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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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Off-Site Watersport Rental - Up to 3 Days
Free Delivery within 6 Miles | Kayaks, Paddleboards, Tubes | North East, MD
North East
Kayak
Bay Venture Outfitters - North East
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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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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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3 Day Watersports Rental - Bayside Stand
Any 3 Consecutive Days
Berlin
Canoe, Kayak, Private SUP, SUP
Assateague Outfitters
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Youth & Family Kayak Paddle
Designed for Cecil County Youth & their Guardians | North East, MD
North East
2 Hours
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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Private Tours Explore All
Couples Cook: Vietnamese Street Food
Ages 18+ • 3 hours
Full Day In-Shore Bottom Fishing trip
8 Hours • Up to 5 People
Ocean City
8 Hours
Reel Naughty SportFishing
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Boards, Paddles, & Merch
Annapolis
SUP
Capital SUP Annapolis
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ASA 203 Coastal Cruising IQC
Middle River
1 day, 9am to 5pm
Starboard Sailing
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North Beach Historic – Guided Walking Tour
For all ages! • 60-90 Minutes
North Beach
60-90 Minutes
Walking Tour
Chesapeake Windsail Cruises
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Test Drive
Ages 25+ to drive • 2 hours • Seats 2 people
National Harbor
Capitol Hill Slingshot Rentals
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Mountainview Fireside Social
8 Miles of Railbiking with campfire and s’mores!
Frostburg
8 miles (duration not specified)
Tracks & Yaks LLC
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Jet Ski Rental Single Rider
1 hour
Fort Washington
1 hour
Jet Ski Rental
KO Watersports LLC
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Weeklong Watersports Rental - Bayside Stand
Available Daily at 9AM
Berlin
Canoe, Kayak, Private SUP, SUP
Assateague Outfitters
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Experience Baltimore Explore All
Private Day Tour - Baltimore and Annapolis
8 Hours • Includes Transportation!
Baltimore
Private Tours
City Tour, Driving Tour, History Tour, Museum, Photography Tour, Walking Tour
USA Guided Tours - DC
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Day Cruise
Ages 13+ • Up to 6 People • Additional Hours available!
Charm City Highlight Tour
Ride Baltimore’s Waterfront – 1-Hour Guided Jet Ski Experience
Baltimore
1 hour
City Tour, Guided Tour, Jet Ski Rental, Jet Ski Tour
Charm City Watersports
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Parent and Me: Father's Day Brunch
Ages 8+ • 3 hours
Couples Cook: Taste of Normandy
Ages 18+ • 3 hours
Hunk-O-Mania Male Revue Show - Baltimore
Starting at $39.98 • Ages 21+ • 2 Hours • Fridays and Saturdays 8:00PM
Baltimore
2 Hours
New Age Productions - HOM
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Kid-Friendly Tours Explore All
115 HP Tri-Toon Pontoon Boat
Up to 10 Passengers • 115 HP • 2-6 Hour Rentals Available • NO Fuel Charge
Ocean City
2-8 Hours!
Boat Rental
Odyssea Watersports
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Mountain Ridge Rider
All Ages · 3 Hours · 15 Miles · Railbike Excursion
Frostburg
Approx. 2 hours 30 minutes
Tracks & Yaks LLC
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Sunset Cruise
Ages 13+ • Up to 6 People • Additional Hours available!
Ocean City, MD - Small Group
All Ages • Two Hours • Up to Six Guests
Ocean City
Private Tours
Teraloom
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24-ft Pontoon Boat
Ages 18+ to drive • 1 Hour to 8 Hours • 11 people • Fishing not permitted from this vessel
Cambridge
1 Hour to 8 Hours
Boat Rental
Blackwater Adventures - Hyatt
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ASA 104
$1095 per student | Bareboat Cruising
Denton Ghost Walk
Starting at $20 | 1 Hour and 45 min | All Ages | Shep's Shadow and the Town Dog Killer
Boxed Lunches on Lady Patty
Fresh Boxed Lunches for Your Sailing Experience
St Michaels
St. Michaels Sailing Charters
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Uptown Jet Ski
1 Hour l Drivers: Ages 18+ l Passengers: Ages 5+
Ocean City
Dorchester Street Jet Skis
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Federal Hill Food Tour
3 Hours 30 Minutes • Ages 7 and up
Boat Tours Explore All
Private Day Cruise (2 Hours)
2-hour private cruise. Bring food, drinks & music. Perfect for birthdays, sightseeing & more.
Baltimore
2 hours
Private Tours
Boat Tour, Eco Tour, Guided Tour, Sailing
Boat Baltimore LLC
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Morning Mimosa Cruise
Start Your Day the Island Way – Morning Mimosas on the Bay! (21+)
Ocean City
1.5 Hours
Boat Tour
Seacrets Cruises
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Sea Ray 470 – Network Issues II
Luxurious Sea Ray 470 • Upscale experience for professional clientele - Perfect for Corporate Events
Edgewater
3-4 Hours
Private Tours
Boat Tour
Express Yacht Charters
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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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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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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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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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Public Crab Feast Cruise August 15th 1pm - 3pm
Bring your family for a crab feast on the river without the mess or the stress!
Denton
Boat Tour
River City Cruise Co
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Seacrets Sunset Cruise
Ocean City’s Best Sunset Cruise Experience! (21+)
Ocean City
90 Minutes
Boat Tour
Seacrets Cruises
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Public Maryland Style Father's Day June 20th 2pm-4pm
Two hour captain's seafood feast for the guys!
Denton
Two Hours
Private Tours
Boat Tour
River City Cruise Co
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