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
Scenic 4-hour Lighthouse Tour
Up to 30 Passengers • 4 Hours
Edgewater
4 hours
South River Boat Rentals
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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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Shoreline Shapes of the Chesapeake
Examples of of beautiful shorelines along the Bay and Rivers
Chunky Knit Blanket Workshop
Private Cabana Rental
Half and Full Day Options • Accommodates 6-8 Guests • Ages 25+
Chesapeake City
4 or 8 Hour Options
Private Tours
Rentals
Bohemia Manor Farm
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Skate Camp Sessions
Rockville
2 hours
Kid-Friendly
Kids After Hours
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Equestrian Assessment
Instructor's assessment of student
Hollywood
30-45 minutes
Kid-Friendly
Greenwell Foundation
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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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Autumn Sunset Cruise
Fall in love with autumn from the water!
Grasonville
90 Minutes
Chesapeake Water Tours - Kent Narrows
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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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Kayak Tours Explore All
Kayak Rental
Starting at $30 an Hour | Hourly or 1/2 Day Rentals (4 hours)
Deale
Kayak
Chesapeake Paddle Sports
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One Hour Rentals
Kayaks & Paddleboards • Rentals available on the hour
Chesapeake Beach
Kayak
Rod N' Reel Resort
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Season Parking Pass/Launch Fee
All ages • All Day
Cambridge
All Day
Kayak
Blackwater Adventures
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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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Kayak Rental
All ages • 1 - 8 Hours • Solo & Tandem!
Cambridge
1 - 8 Hours
Kayak, Rentals
Blackwater Adventures
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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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Akwatribe Foundation Cruise For a Cause Fundraiser
Baltimore Yacht Basin 2600 Insulator Drive Baltimore Md, 21230
Baltimore
45 Minutes
Kayak
Akwatribe Riversports
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Solo Kayak Rental
St Michaels
2 Hours - 7 Days
Kayak
Shore Pedal & Paddle
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Layton’s Chance Winery Kayak Tour
Ages 21+ • 3 Hours • Paddling and wine tasting!
Vienna
3 Hours
Kayak, Wine
Blackwater Adventures
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Non-Motorized Multi-Day Rental
Kayaks, Bikes, Canoes, SUPs, Hobie Wave Catamarans
Cambridge
1 - 7 Days
Kayak, Rentals
Blackwater Adventures
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Boat Tours Explore All
2 Hour Private Daytime Charter
Annapolis
2 Hours
Private Tours
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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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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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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Public Cruise Solomons Island
2 Hours • Where Chesapeake tides meet island vibes!
Solomons
2 Hours
Boat Tour
Big Kahuna Cruises
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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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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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2 Hour Private Morning Charter
Annapolis
2 Hours
Private Tours
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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Special Event - Great Chesapeake Schooner Race Parade of Sail
Public Tour • 2.5 Hours • Up to 6 Passengers • Ages 12+
Baltimore
Boat Tour
Cruising Brigadoon
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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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Midday Maritime Escape
1 Hour • Private Cruise Through Historic St. Michaels Harbor
St Michaels
1 Hour
Private Tours
Boat Tour
Escape by Boat
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Kid-Friendly Tours Explore All
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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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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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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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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Skate Camp Sessions
Rockville
2 hours
Kid-Friendly
Kids After Hours
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Friday Night Lights- Nightime Kayaking Adventure
Night-time Kayaking Experience
Baltimore
2.5 Hours
Kid-Friendly
Kayak
Akwatribe Riversports
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Trail Ride
$90 per person Ages 7+ • 1 Hour • Inclusive Trail Rides!
Hollywood
1 hour
Kid-Friendly, Private Tours
Greenwell Foundation
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Cambridge Ghost Tour
MOST HAUNTED STREET IN MARYLAND | Starting at $20| 1.75 hrs
Cambridge
1.75 hours
Kid-Friendly
Chesapeake Ghost Walks
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Fall Fest Season Pass
Ages 3+ • Entry Any and All Days of Fall Fest!
Sykesville
4 Hours
Kid-Friendly
Red Barn Ranch
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Salisbury Ghost Tour
THE HAUNTED CROSSROADS. | Starting at $20 | 1.5 hrs
Salisbury
1.5 hours
Kid-Friendly
Chesapeake Ghost Walks
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Private Tours Explore All
4-Hr Private Boat Party
$120.00 per person | Minimum 15 people or minimum price
Ocean City
4-hrs
Private Tours
OC Swim Call
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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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Private Event Solomons Island
2 Hours • Join us for a private cruise! • Up to 30 People
Solomons
2 Hours
Private Tours
Big Kahuna Cruises
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Ocean City, MD - Large Group
All Ages • Two Hours • Up to 70 Guests
Ocean City
Private Tours
Teraloom
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Sunset Champagne Cruise on Lady Patty
$115 Per Passenger Or $1195 Private Charter | Max 6 People | 2 Hours | Champagne
St Michaels
2 hours
Private Tours
St. Michaels Sailing Charters
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Black Broadway - U Street Tour
2.5 Hours • Public or Private Tours • Our Favorite Street in the City!
Hyattsville
2.5 Hours
Private Tours
Food Tour
Blue Fern Travel
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Weekday Happy Hour Cruise
Book a Weekday Wed-Fri 3:30pm to 5:30pm Happy Hour boat cruise
Chesapeake City
Private Tours
M/V Summer Breeze
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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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Escape Before Noon!
1.5 Hours • Private Morning Cruise Through St. Michaels Harbor and the Miles River
St Michaels
1.5 Hours
Private Tours
Boat Tour
Escape by Boat
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Wine 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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Experience Annapolis Explore All
Annapolis Food Tour
3 Hours 30 Minutes • Ages 7 and up
Historic Walking Tour with Meal
Great for Families! | Every Wednesday and Sunday!
Annapolis
3 hours
Colonial Tours of Annapolis
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Downtown Annapolis (Spa Creek) - Special Events & Tours
1.5 Hours • Sunrise Paddles, Fireworks, Yappy Hour, and More!
Annapolis
1.5 hours
Capital SUP Annapolis
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1 Hour Photoshoot Charter
Annapolis
1 Hour
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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PowerTime AB-101
2 Day Class • Hands on & Beginner Friendly • Adults only
Annapolis
2 Days; 8:30 am to 5 pm
Water Activities
SailTime Annapolis
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ASA 104
$1095 per student | Bareboat Cruising
SUNSET CRUISE
2 hours (option to add extra time)
Annapolis
2 Hours
Boat Rental
Chesapeake Charter Experiences
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2 Hour Private Sunset Charter
Annapolis
2 Hours
Private Tours
Boat Tour
Chesapeake Classic Yacht Charters, LLC
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Boards, Paddles, & Merch
Annapolis
SUP
Capital SUP Annapolis
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Explore the Heart of Annapolis
$35 Per Person | 1.5 Hour Tour | Great for Everyone!
Annapolis
Private Tours
Annapolis Eventours
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Boat Rentals Explore All
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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Tiki Cruise
18+! • 2hrs • Up to 6 people!
Crisfield
2 Hours
Private Tours
Boat Rental
Kayak Crisfield
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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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Self Care Package on the Water (With Captain)
Massage on the water
Fort Washington
2 Hours
Private Tours
Boat Rental
KO Watersports LLC
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HALF-DAY ESCAPE
4 hours
Annapolis
4 Hours
Boat Rental
Chesapeake Charter Experiences
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Triumph 190 Multi-Day Rental
Ages 18+ to operate • 3 Day Minimum • 6 People Max
Cambridge
3 - 7 Days
Boat Rental
Blackwater Adventures
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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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FULL-DAY ESCAPE
8 hours
Annapolis
8 Hours
Boat Rental
Chesapeake Charter Experiences
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23′ Parker
6 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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